r/cdstoriesgonewild

Tonight I was wearing my blonde wig, I was fully dressed, plugged, and in chastity. I went out to the garage to get a drink fully dressed like I had done before many many times for years. I got in the garage and after 5 seconds of me being in there my brother walks In and turns on the lights to find me in pink lingerie with a blonde wig on with my head down because I instantly felt the shame. I instantly switched to boy mode and laughingly said brooo. He just started laughing saying what the fuck. I tried to keep my cool and said bro this is crazy (laughing to keep things as light as possible because wtf) he asked if it was a fantasy football punishment and I think I laughed and just said bro you gotta go I’m sorry you saw this. I have literally been dreading this moment for yearssss. Like this is my worst nightmare. I took my wig off and grabbed some jeans to cover up before I walked inside. He can hear me when I walk through the house so I lightly laughed a tiny bit to act like it’s no big deal and to hide the fact that I was freaking out. I had no idea what I was gonna do. I went back to my room and changed quickly and go up to his room. I figured I would tell him that someone offered me 500 dollars to send pics. And I also said a few other things about how I was so sorry he saw that and joked that that was probably the craziest thing he’s ever seen. I was really trying hard to sell this whole thing and I think I did a decent job. He just laughed and was saying that it’s okay and that “money is money”. I said yea exactly and then he just went back to normal and asked if I was still going to buzz my head (I had mentioned it before and was asking him if it would look good) I thought about it and said probably not. He said good.

I’m really paranoid that he doesn’t actually believe me about the 500 dollar thing and I’m wondering what I’m gonna do about this tomorrow. My plan is to just act like it never happened and I’m assuming he will too. Then maybe at some point, tomorrow or the next day, I’ll mention it and see how he reacts. Maybe if he asks questions about how I was “offered 500 dollars” I will be able to make more stuff up to really sell the story. Which I will probably be able to because I’m gonna be spending the whole day tomorrow thinking about it.

Anyways thank you for reading and please help me or give me any advice you might have because I really need some.

This is a true and accurate retelling of a recent visit to a sex club that i go to.

I'd been to this club before so I knew what to expect... it's incredibly warm so the trick is to wear as little as possible!

I arrived at the hotel around 4pm which gave me loads of time to get ready. I unpacked my bag, decided what I was going to wear and headed to the bathroom. I epilate, shave my armpits and groin every week so I'm pretty smooth all the time but I make sure to shave my legs and have a second face shave to ensure I was nice and smooth and then douched to make sure I was clean down there and ready for action.

I did my makeup (a smokey eye look with lots of black eyeliner), long fake lashes and overlined my lips to give me that porn star look. I put on a short leather skater skirt, a corset (laced up very tightly), pushup bra and used a stick on bra to pull in my chest for a realistic cleavage. Then I put on my wig, huge silver hoop earrings, lots of silver bangles (it's my signature thing) and a few sprays of my favourite perfume (Olympea). I finished up by putting on my black leather thigh boots and glued on some long dark false nails so my hands looked sexy when wrapped around a guys cock.

I had arranged for a guy that I'd met a few times to come over before I left for the club but sadly he'd got back from work late and couldn't make it in time. So I popped some bits in my handbag, put a loose top on to cover my corset and bra and then headed to my car.

It was still daylight as I drove to the club, so plenty of people saw me looking pretty damn whorish, but it was only a 10 minute drive and then I was there.

I ventured in through the club door, paid my entrance fee and made my way to the lockers where I took off my skirt and top so I was only wearing a bra, corset, thong and boots (I did say that the less you wear the better!)

I made my way up the staircase and immediately got lots of interest and some guys had a cheeky feel as I walked down the hallway. The club is a bit of maze and it's very easy to get lost in there, so I happened to end up in the bi cinema room which was full of guys. Literally within minutes I was on my knees with a hard cock in my mouth, sucking like a pro as about 20 guys watched. The first guy I was sucking was a black guy with a big cock. After a few minutes of sucking him, I stood up and sat on his cock, his bare cock disappearing straight up my lubed hole. I loved the fact that all the guys saw he was fucking me bareback... I hoped this would encourage a few others to do the same.

I bounced on his cock for a while, totally enjoying the show I was putting on for the crowd. I dismounted and went back to blowing him, hoping someone would take the hint and take over in my pussy, but I was quickly guided onto another cock. He was quite big too, nice and thick but long enough to deepthroat too, so I went to town on him. A few minutes later and he was grunting and shot a thick load of cum into my mouth, which I greedily swallowed, enjoying every drop.

Again, within a few seconds I was guided onto another hard cock. As I was sucking him, I felt someone behind me who then eased his cock into me and I got my first spitroasting of the night.

I had no idea who was fucking me, if he was fucking me bare or not... frankly I didn't care, I was too busy being slammed down onto the cock in my mouth. I could hear lots of moans of lust and appreciation from the guys watching as I was relentlessly fucked and gagged on cock. The guy I was sucking came hard in my mouth and it was a huge load, nearly filling my mouth with spunk. I absolutely love cum, so this was a huge turn on and I savoured the taste as I swallowed it all.

By this point I was incredibly hot and literally dripping with sweat, so I took the opportunity to find somewhere cooler to recover.

I ended up in a different cinema room where there were quite a few guys watching the porn. Their eyes lit up as I entered and I was encourage onto the seating area where I was told to suck 'Billy Big Dick'. I got comfy and took his cock in my mouth. He didn't start off that big but as I started working up and down his length he quickly hardened up to a good 8". I then felt a guy behind me again who expertly pushed his hard cock into my pussy. OMG, this guy could really fuck! He absolutely hammered me with his cock (which was also about 8" I discovered afterwards). As he brutally fucked me, Billy Big Dick was pushing my head down onto his cock, making me deepthroat him and gag. I felt the guy pull out of my ass and a different guy took his turn. He fucked me for a while and then swapped back to the original guy. I was spitroasted like this for over 20 minutes! I expected the guy behind me to cum, but he didn't - he just kept going!

I then went for a walk around the club to see if there were any super fitties I could hook up with. There were a couple of cute, muscley black guys there - one of whom said 'hi' but walked the other way :(

I ended up in the 'hardcore gay' room. It's a room with hardcore gay porn (lots of fisting and watersports), a sex sling, a 'bed' and a watersports area. I hung around near the watersports bit hoping someone would take the hint but sadly no one did. As I went past the 'bed' section, there was a guy laying there with his hard cock out, so I did what any self respecting slut would do and wrapped my mouth around it. He was laying on his back, I was head down and ass up... and then I got my third spitroast of the evening! There was lots of sucking and fucking, then a guy that I'd hooked up with before came in. He's very sweet and absolutely loves my ass and thighs. He'd fucked me the last time I was there and came in my ass, so I asked him if he wanted to do that again. He couldn't have been happier and I felt his bare cock fucking me again. I asked him to breed me again... he fucked me for a while but couldn't quite get there, so I he wanked himself off and sprayed his cum over my outstretched tongue instead!

It wasn't long after that that another guy came over. He loved my boots and asked if he could feel them. So I put both of my booted legs over his shoulders so he could feel them, kiss them and wank his cock. I ran my long nails over his chest and played with his nipples, which really got him going, so I went into dom mode and raked my nails down his body hard, told him to worship my boots and to cum over me. I continued to scratch him with my nails as he kissed and licked my boots..."Fucking cum on me" I ordered him. He tensed up and shot his load over my bare thighs.

I'd been at the club about 2 hours by this point and my feet were starting to ache, so I popped down to the lockers and took my boots off and decided to spend the rest of the night barefoot, which allowed me to show off my toe rings and painted toe nails.

I chatted to a few guys just to have a bit of chill time and then did a loop of the club again.

A guy approached me and asked if I wanted to play. He was ok looking so I said yes and expected to go off to one of the private rooms but instead he took me around the corner near the gloryholes and started to kiss me. He was a decent kisser and I enjoyed putting my hands around the back of his neck and lightly scratching his neck with my nails, running my hands and nails through his hair and pulling him into the kiss. There's something incredibly sexy about kissing... I love it with the right guy and it's a fabulous turn on when it happens.

After a bit of making out and me dropping to my knees to suck him, he quickly turned me around and fucked me bareback (my favourite). He fucked me hard and it wasn't long before he came deep inside me. A black guy had been watching and decided that it was then his turn, so he also fucked me bareback and came hard in my pussy. Mmmmm, two lots of cum in me within a few minutes!!

I popped my butt plug in to make sure the cum stayed inside me. I love other guys using it as lube and went for another loop of the club. A big Indian guy asked if he could rim me. He'd been kind of (nicely) pestering me all night but I'd said no as he really wasn't my type, but I do love being rimmed so I said ok and we went off to one of the private rooms. I got onto the couch bed on all fours and he absolutely went to town licking my ass and pushing his tongue inside. I had told him that a couple of guys had cum in me and asked him if that was ok and he was fine with that. I think he loved it even more! He must have been kissing, licking and tonguing my ass for 10 minutes before he stopped, said thanks and happily went off.

As I was walking back to the main area, I spotted the cute black muscled guy that said 'hi' earlier. He came straight up to me and asked if we could play. Obviously I said yes and we went off to find a suitable room. He was quite particular about the lighting in the rooms, so we went through a few before he found one he was happy with. We laid down on the bed and he immediately started playing with my naked feet and saying what lovely feet I had! We had a laugh and a joke about muscles and the size of my feet while he carried on carressing and kissing my feet. It became very obvious that he had a foot fetish and I do love to do new things, so I asked him if he wanted to cum on my feet. Oh my god, yes please if that's ok, he replied. Yeah, I'd love that, I said.

He wanked while he played with one foot while my other foot was playing and stroking his balls. He really got into this, playing with my foot while I was using my foot to play with him. He started to build up speed, continuing to stroke my foot while he wanked. As he got closer to orgasm, he moved both of my feet together under his cock as he splashed his cum all over them.

He was very gentlemenly and got some paper roll and wiped my feet clean. Personally I'd have been quite happy to leave his cum on my feet, but it happened too quickly to say!

It was about 1.30am but this point and the club had definitely got quieter. I went back to the watersports area a few times but sadly no one was in need of a pee.

About 2am, I decided to head back to the hotel. When I got there I immediate got on my phone and checked Fabguys (a bi hookup app like Grindr). There was a guy online who I'd favourited before. I dropped him a message to see if he fancied coming over and breeding me. He said yes!! He'd be about 30 minutes, which was enough time to redo a bit of my makeup and brush my hair.

Bang on time, he arrive at my door. I let him in - he was a pretty decent looking black guy (who I knew had a sizeable cock). I put my arms around his neck and we kissed sexily, him feeling my ass as we kissed. He undressed and we got onto the bed, continuing to kiss and make out. I was absolutely loving the soft, sensual approach and broke off the kiss to make my way down to his very hard and very large cock.

I licked and sucked his cock, working up and down his thick black shaft, swirling my tongue around the head and dropping back down on it, all the way to his balls. He held my head there until I gagged, letting me back up again only to push my head back down forcing his cock to slide into my throat. When he was rock hard, he positioned himself behind me and slid his cock into me, pretty much going balls deep on the first push.

I could feel the pressure in my ass as he pushed the loads of cum out of me, feeling it drip down my smooth balls and onto the bed. He fucked me hard and deep, just how I like it, taking his cock out occasionally for me to clean before thrusting it back into my pussy. It wasn't all that long before he said he was going to cum. "Mmmm, yeah... cum in my ass...breed me" I replied. He pushed really deep and I felt his cock pulsate, squirting his cum very deep inside.

As he pulled out I reached for my butt plug and popped it in so I could keep his cum in me all night.

We kissed some more as he got dressed and left, leaving me feeling very used and very full of cum.

I got my VR headset out, put my headphones on, got my poppers and vibrator ready. I put some SBS sissy porn on laid back, watching porn and reliving all the sexual events of the night. A few sniffs of poppers later, and feeling the vibrator on my clit, I orgasmed intensely, shooting ropes of cum all over myself. I laid there for a while in my post orgasmic bliss, feeling well and truly whorish. What a fabulous night.

5. My new life.

Ryan replied that I would never have another man in his home, that I would have no sexual partner other than him—and possibly Jack—that I would manage his estate, accompany him whenever he wished, and be his female companion in every sense, though he would respect me; in return for a personal budget, a car, and a great deal of freedom, I had to obey his requests. I cried a lot for two weeks, thinking about the unknown and the loss of Jack. Then, I agreed to the trial month.

I arrived at Ryan’s place with my four suitcases of clothes, feeling apprehensive. He had set aside a private room for me with a walk-in closet, where I was able to settle in easily. After the morning passed, I was surprised to see him return and take me out to a restaurant. We came back in the afternoon and talked; then he told me he was dying to make love to me. He desired me but wanted things to move gently. He had me stand up and took me in his arms, planting a kiss on my cheek; I turned to offer him my parted lips, which he immediately covered with his own. Our mouths were locked together, our hands busy—mine around his shoulders, then his waist and buttocks, while he caressed my back and bottom, eventually lifting my dress to feel my bare skin and caress my buttocks. Then he pulled back slightly to cup my breasts through the dress and pinch my already hardened nipples. I took the opportunity to feel his fly, opening it to caress his cock. We quickly undressed, leaving him in boxer briefs and me in a thong, bra, and high heels. He sat on the sofa, and I knelt between his legs to slip off his boxers and take his cock in my hands—and then quickly into my mouth. His hands caressed my breasts, sending shivers through me. He soon pulled me down onto the sofa facing him, leaned over to plant a deep, passionate kiss on my lips, then set up, lifted and spread my legs, and impaled me.

"Mmm... Oh, yes... that feels so good." He rode me at a steady pace, heightening both our pleasures. We made love with mounting intensity until he arched his back and shouted out as he emptied himself deep inside me.

"(Ryan) Oh, Anna, my darling, I wanted you so badly. Sorry I finished first, but I’m going to take care of you now." He knelt between my parted thighs and caressed my opening, which was already slick with my juices. He gathered some of the fluid on his fingers and slid them inside, lubricating the way. Then his fingers began to work, and I felt the pleasure rising instantly—waves of it flooding my lower belly, then my whole body and breasts. I began to writhe and moan; I cupped my breasts, pinching my nipples gently at first and then sharply, which sent me over the edge. Once I’d caught my breath, Ryan smiled.

"You’ll need to get ready; we have a reception tonight. Formal attire—a long gown is required. Pick out whatever you like, and I’ll let you know if it works."

I redid my makeup and perfume, styled my long hair into curls, put on my "hardware" (my jewelry!), slipped into high heels and a long evening gown—pink, flared at the bottom, fitted at the waist, with a strapless bodice that accentuated the tops of my bare breasts. Ryan was waiting for me:

"Wow! What a stunning woman! You look amazing! I adore you!"

The trial month flew by, and I had fallen in love! He was so tender, so attentive. Jack had been very directive and stern, and I was his submissive. With Ryan, I felt free and often celebrated; my obedience felt like a choice rather than a compulsion. My role as a woman felt more engaging—I was no longer fading into the background. When Jack arrived at the end of my trial month, Ryan left us alone.

"(Jack) So, how did the month-long trial go?

(Me) Much better than I expected. Ryan is truly attentive and gentle. Plus, he’s just as good a lover as you are. I really don’t know what to do. I want to come back to you, but at the same time, I find him so charming and sweet.

And are you thinking of staying here? It’s your choice.

I think I’d like to; I’d be well treated and freer than I was with you.

Well, that settles it. You’re staying here. Let’s tell Ryan!

(Ryan arriving) So, what has the princess decided?

(Jack) I think she’s going to stay with you—much to my regret.

(Ryan) OK, but you know, Jack, it’s thanks to you—it’s your handiwork. You’re the one who trained her, and in a way, she remains your companion if you want. I’m happy for you two to see each other from time to time, if that’s what you’d like."

- (Jack) You are generous, but I cannot agree to separate you.

- (Me) Oh yes, I see that as a solution. I’ll be Ryan’s partner, but Jack—if you want—we could see each other one afternoon a month, just the two of us, with free rein, provided Ryan is okay with it.

- (Ryan) That sounds like a good solution, I think.”

Since that day, I’ve been living a truly pleasant life with Ryan, and I see Jack once a month—a fitting reward for him having created me. We go out or make love however we please.

After a while, I wanted a good spanking to put me back in my place; I needed it. But how could I tell Ryan, who is so gentle? One day, I adopted the persona of a bratty kid and played the part of a whiny, difficult girl all morning long. Finally, Ryan said to me:

“I don’t know what’s gotten into you, but you’re being impossible this morning. A real rebellious brat! I’m barely stopping myself from spanking you!”

- “Oh yes, darling, you finally get it. I need you to put me back in my place. A good spanking feels like it’s in order.”

- “If that’s what you want to calm you down, okay—let’s do it.”

- “Yes, but know that you can let your anger run its course. I’ll scream, beg you to stop, squirm to get away, then burst into tears and end up sobbing. Once I’m completely melted, that’s when you can stop and hold me tight to comfort me, tend to my bottom, and be very, very tender with me.”

- “You certainly have experience with this!”

- “Yes, Jack spanked me once, and I’d goad him into it whenever I needed it.”

He made me strip naked and threw me across his lap. A few slaps on my bottom, followed by real, hard smacks. This time, he didn’t go too far, but I got what I wanted: a good thrashing and a sore, purple bottom for a week. He got the message, and now, whenever I act like an annoying, rebellious brat, I get a spanking to put me back in my place. I love it.

So, I lead the life of a happy woman, with plenty of female friends to chat, laugh, go out, and shop with. We’re also friends with a few other couples. I don’t have to work, and we live a comfortable life. What more could I ask for?

Hope you are happy for me, and I thank yuou for reading the whole story. Kisses to all.

For years I've been exploring my sexuality and dipping my toe into cross dressing a bit but for the longest time I couldn't force myself to dress up and go out. That was until I eventually decided to bite the bullet, dress up and find a hook up. I had hooked up with guys in the past but never dressed up so this was a huge step for me.

This was all a few months ago, but I had mentioned to a FWB I had, let's call him Danny, that I liked cross dressing and had a few bits that I could wear if he was into it, and to my surprise he offered to buy me some more clothes, but only if I wore them on the way to his place next time we met. So I ended up buying the cutest skirt and t shirt combo as well as my first pair of heels, made sure I was clean and shaved for Danny and headed out to his place. I have to say I was so scared when I first left mine all dressed up, I felt so exposed, I was wearing a mask so no one could recognize me but still, the thrill was insane.

By the time I got to Danny's my heart was racing and my legs were visibly shaking. I knocked on the door and I swear it felt like an age before he answered the door, but when he did all he had to say was "Good Girl," and I was immediately putty in his hands. He led me up to his bedroom and proceeded to use my holes however he wanted, I was his little slut for him and him alone. He probably fucked me for well over an hour before finally letting me go back home, still dressed up of course.

By the time I got home I was so tired from everything I just crawled into bed and fell asleep fully clothed. When I woke up I saw that he'd sent me a photo of the cutest dress he'd bought me, saying it was waiting for me. I was so excited to have someone feminizing and buying clothes for me I could've cum on the spot, but I'm a good girl so waited till I saw him next.

Years ago since my ex-gf cheated on me on a real man (I was a mtf trans then btw), I developed a cuckolding fetish. I would fantasize about my ex fucking her new bf while laughing at me.

Ever since then I been single, no alpha male to fuck my ex. Instead I been bringing along my female friends when meeting my Dom for drinks, and secretly fantasize about my Dom fucking my girl friends while I watch.

This time, it really happened. One of my girl friend really clicked with my Dom and they exchanged snap and all. Just over the weekend, he brought my friend over to his place to hang. While they were drinking, I could see them really getting physically comfortable with each other, and soon after a few drinks they started making out.

Later, he pulled out his dick and asked her to stroke it. I think something kicked in in me. My did scroll past her Instagram when I was horny and jerked off to her photos before. I started to feel envious, jealousy and sad at the same time. I watched in envy how big my Dom’s dick was, how he could get a girl so hot like my friend to kiss him and stroke his dick, while I have been a pathetic caged pussy-free sissy who hasn’t even seen a pussy in years. My Dom turned to me and asked me “So shall I fuck [name of my friend]?” And laughed at me. My friend said she felt weird having me watch, and my Dom reassured her that I haven’t even seen a pussy and he wasn’t going to let that happen. He instructed me to kneel in the bathroom while they fucked.

I looked at my Dom I think it was a combination of horniness, and sadness and I think my eyes lowkey watered. I begged to watch but of course my Dom had nothing of it :(

I was in the bathroom for probably a good hour, I heard them fuck, stop and watched tv and fucked again. By the time my Dom permitted to come out, he told me my friend was staying over and told me to go home.

4. Discovering Ryan.

Flustered yet submissive, I knelt between his spread legs, lowered his trousers, and grabbed his cock to stroke it. I was blushing with shame at doing this in front of Ryan, but I quickly licked his erect cock and took it into my mouth to swallow it. Jack saw that Ryan was in heaven watching me:

"Darling, I think you should take care of our host, too."

I felt I had no choice—otherwise, I’d surely get a good spanking—so I did the same for Ryan. Once his cock was in my mouth, I set to work, using my skills to suck it deep down my throat, then releasing, licking, and swallowing the whole length again. I could feel his pleasure mounting with every suction, and I began working my throat muscles to caress the cock buried inside me; this made him gasp, then quickly groan, arch his back, and cry out in pleasure as I felt his spurts of cum hitting my stomach. I pulled away and went to sit next to Jack.

"(Ryan) Wow! What a thrill! I can barely catch my breath! Anna, you give a divine blowjob. I’ve never enjoyed myself so much! If the rest is as good as I think it’ll be, I want you for myself!"

"(Me) Oh... thank you so much for the compliments, but Jack was a very good coach. And I’m not sure he’d let me go, nor am I ready to leave him to live with you."

"(Ryan) Of course, Anna. I was just sharing my initial reactions. You’re a divine girl!"

Jack then suggested we take things a step further. We went to the bedroom, and I got on all fours on the bed. Jack took off my thong and spread my legs. Then, right in front of Ryan, he impaled me, making me moan. He immediately teased my sensitive spot with his cock, sending my arousal soaring. Being watched by Ryan only sped things up; I climaxed, screaming and writhing. Jack pulled out and thrust his cock into my mouth for me to suck.

- "(Jack) Ryan, if you want, take my place."

- "(Ryan) Oh no, Jack, I can't do that!"

- "(Jack) Why? Are you scared?"

- "(Ryan) No, but you don't treat a beautiful woman like that!"

- "(Jack) Sure. But we're doing compatibility tests."

- "(Ryan) Anna, do you agree to let me take you?"

- "(Me, with Jack's cock in my mouth!) Yeah, I'd love for you to try!" He moved behind me; his soft, caressing hands found my hips, then my waist, before moving up to cup my breasts and pinch my nipples between thumb and forefinger. It sent electric shocks through me—sensations that intensified, heightening my desire and my need to be taken! As I moaned, he asked:

- "Anna, do you like my touch? And are you ready to take me inside you?"

- "(Me, still with a mouthful!) Yeaaah, Ryan, take me—I want it."

I felt his hands on my buttocks, spreading my hole open as his cock head pushed against it. He gripped my waist again, holding me steady as he slid inside without any pain. Once he was fully in, I felt his balls against my sex; then he began to pound into me, picking up the pace. I gasped and met his thrusts, impaling myself on his cock and pulling back against it! It felt amazing; my body quivered with pleasure at being sandwiched—Jack’s cock in my throat and Ryan inside my pussy! It was probably the most humiliating position for a woman, yet also the most sensual—the ultimate assertion of my submissive role. I was truly a female in heat, a slut desperate to be fucked! I felt Ryan stiffen and thrust deep inside me in one go, emptying his load while he cried out. Jack grabbed my head, ramming his cock deep down my throat and holding me there, breathless, so he could empty himself too. I struggled for air, but it was no use—I was trapped between the two males! Once I caught my breath, I loved what had just happened to me: confirmation that I was a desirable woman who’d been thoroughly fucked.

- "(Jack) So, darling, did you enjoy it?"

- "(Me) Yes, in a way; I was overjoyed by the pleasure I gave you and the pleasure I experienced myself. Ryan is a good lover."

- "(Ryan) Thanks, but that’s not all I’m looking for. I want a real, full-time life partner—someone for sex, certainly, but also someone to be by my side during trips, social events, or even when entertaining clients. You’re well-read and look lovely, which could make you the perfect partner for me, if we can come to an agreement."

- "(Me) It all depends on the terms. But what about Jack? I was a rather shy, lost young man when Jack helped me. He introduced me to things I’d never even imagined and showed me I could become a woman. That’s when we fell in love; I came to rely on him, became a fulfilled woman, and happily became his partner. We’ve had a full life since then—I have a partner and a job I love, and I’m happy. Why would I leave all that to live with you? I owe everything to Jack; he created me, and we love each other—as husband and wife."

- "(Ryan) I understand. I was just making an observation: a woman like you is exactly what I need, and I’d know how to make her happy."

- "(Jack) Perhaps, but you have to find one."

Later that week, Jack brought up Ryan’s situation again. He’d known him for a long time and knew him to be a serious, wealthy man. "Anna, I saw you when the three of us were together, and you looked very happy. What do you think of him?"

- "It’s true, he’s great. He’s pleasant to talk to, very charming and tender with women, and a good lover." "But I don’t want to leave you!"

"That’s not the point. I’ve seen how much you enjoy it when he caresses you, kisses you, and makes love to you—just as much as when we’re together. Besides, he’s younger than I am, and we can always still see each other as friends."

"But I don’t want to be involved with two men! I’m with you."

"What if I suggested you spend a month with him—as his temporary mistress? I’d be lending you to him so you could give it a try."

"You’d do that? So you don’t love me?"

"Oh, I do, my darling, but your happiness comes first. I think he could step in and fulfill you even more than I do."

"That remains to be seen. First of all, what would his conditions be?"

See my actual life on next and last part. Good reads.

1. My discovery.

I used to be Michael, a man of action, but during several relationships with women—lasting anywhere from four to thirty months—I became curious about women’s lingerie. In secret, I would put on panties, thongs, and bras (which I padded with socks). I loved the silky texture and the sensation of the fabrics constantly caressing my skin. That’s how I started caressing my anus—which felt good—and then using objects for penetration, which gave me a pleasurable feeling. When I caressed myself while wearing women’s lingerie, my cock didn’t matter; it stayed soft and small. The only thing that mattered was the sensation of penetration. I soon began to wonder what it felt like for women to be penetrated—and fucked in the ass—by real cocks. With that idea constantly on my mind, I tried to arrange a hookup with a man willing to make me his female, just so I could find out. The first time, I arrived at Alex’s place; he put me at ease and showed me to the bathroom so I could change. I had brought a matching black lace thong and bra, a garter belt, seamed stockings, three-inch heels, and a wig. When he saw me, he smiled:

"Oh, you look beautiful! Come sit down and have a drink."

I was feeling pretty nervous.

"Calm down; we’ll go at your pace. Just tell me if anything feels wrong. To me, you’re just a beautiful girl. What’s your name?"

"Um, I don’t know yet."

"How about we call you Anna?"

"Okay, if you like." "Alright then, Anna: I’m going to seduce you, kiss you, and caress you all over; then you can take care of my cock, and when you feel ready, I’ll lube up your hole with some saliva and we’ll see how it goes. Just be confident—and the more relaxed you are, the better it’ll be; no pain." He caressed my face, breasts, and stomach, noting my flat midsection with an "Ohhh, nice flat tummy! I love it!" Then we stood up, facing each other in his arms, and kissed deeply; I felt his hands under my dress, groping and patting my bare buttocks (my thong hid nothing!). A touch on my shoulders told me it was time to act, so I slipped off my dress. "Oh, fuck, you’re so desirable! Such a gorgeous little package! I have a feeling we’re going to have a great time!" I knelt down in front of him, lowered his trousers, and revealed his already rock-hard cock. I took it in my hands—the first cock other than my own that I’d ever touched—and moved my hand up and down the shaft just as I used to do with mine. He caressed my cheeks and breasts while I looked up at him. At one point, he said, "Anna, are you ready for the next step?"

- "Yes, I think so."

- "Right, we’re going into the bedroom; get on all fours on the bed, legs spread, back well arched with your ass in the air, and stay as relaxed as possible."

There I was—dressed as a woman, my private parts completely exposed to a stranger who was about to penetrate me! Such vulnerability; yet I obeyed without a second thought. I felt him step between my legs and spread them, then he felt my buttocks, giving them a few light taps: "Mmm, I love the view!" Then his hands moved to my hole—caressing, penetrating, and lubricating it with saliva—and I felt one, then two, and finally three fingers slide inside. "Anna, my dear, relax; see, it’s painless, and afterwards you’ll feel pleasure. I’m going to take you now."

I felt one hand grab my hip just above my garter belt, while the other guided his cock. With the head resting against my hole, he pushed gently, and I felt my insides gradually opening up. Then he stopped. "Almost there; just the ring left to get past, and then it’ll be open." He resumed pushing, and I felt my body stretching further—to the point where the pain was starting to set in.

- "It’s starting to hurt; the pain is coming on."

- "Just wait a little longer and the discomfort will vanish. Then I’ll be able to take you fully."

He pushed again, and I felt a tearing sensation—"Ouch!" At that moment, he pulled me in by the hips and thrust deep inside me. I could feel his balls slapping against my genitals!

- "So, my dear, how does it feel? You’re impaled right down to the hilt on my cock."

- "It’s okay; the pain is almost gone." »

He starts thrusting slowly, then picks up the pace. It feels good; a pleasant sensation washes over my lower belly, making me moan softly. Alex is completely caught up in his mounting pleasure; after a few minutes, he arches his back, thrusts deep inside me in one powerful motion, and explodes within me with a shout.

Later, as we sit on the sofa in the living room, resting with a drink, I can feel his juices trickling down between my thighs!

- "So, Anna, you wanted to know what it was like to be a woman."

- "Yes, I found out, and it wasn't unpleasant. I loved feeling your cock vibrate and empty itself inside me."

- "You’re a real woman now—a little slut!"

- "Oh, I was just curious."

- "Fair enough, but if you want Anna to come see me again, just let me know. I enjoyed it."

I saw Alex a few more times with great pleasure before he moved far away.

I went back on the prowl and, in the same way, was with several other men for whom I played the female. As the saying goes, you can't change your nature; we’re drawn to the forbidden, to novelty, to pleasure—and so we do it all over again.

se you soon for next part. Hope you enjoyed.

2. I find a friend to train me. (2/5)

Then one day I met Jack, under similar circumstances. After a few afternoons together, he started asking me questions.

- "How do you see your future? Are you going to become more feminine—feminize yourself—and how will you go about it?"

- "No, I’m not thinking about that at all. Why?"

- "Let's just say you have quite a bit to learn. Right now, you just show up looking like a guy in a costume."

- "For starters, as a guy, I find it impossible to let myself go in another man's arms. I become submissive the moment I’m dressed as a woman, and my tiny cock hides between my thighs. That way, a man can take care of me and make love to me."

- "I see. But for instance, you don't know how to handle a cock. Has a girl never sucked your cock? That’s what men like the most."

- "No, but... well, I can improve."

- "If you want, I can teach you."

At our next meeting, in his bathroom, he applied lipstick and mascara to me and said, "There, that’s better." Then he made me kneel and slid a ruler into my anus. "Can you hold that in place for a moment?"

After a while, he came over and said, "Not bad; you’ve got a nice, tight ass."

Then he made me bend forward and inserted an object, pushing it into my ass, which was struggling to open up! When I moaned, he stopped. "I see you have a small opening. We need to work on opening it up more. Now, suck me off."

He sat on the bed, and I knelt between his legs. I was caressing him when he said, "Slowly—top to bottom—and keep your mouth on the head." I did just that, running my tongue over it. "Yeah, well, learn to love it!" I lick him from bottom to top, then start opening my mouth to take him in. I move back and forth over his head, and he seems to like it. Then I feel his hand on my head, pushing me deeper each time. I quickly feel him hitting my uvula, which makes me cough, and as he persists, I start gagging. I endured this treatment for a good half-hour; it left me drained and nauseated. What is enjoyable about feeling sick? Yet he gets his kicks out of torturing me like that!

On my way home, several people looked at me and laughed. When I checked the mirror, I saw I hadn't taken off my makeup! I didn't want to see him again. But two weeks later, I was calling him to set up another meeting!

"So, big girl, feeling better? Come on, let's get your makeup done." I got the full treatment—mascara, eyeliner, lipstick—and a wig that made me look like a woman! He took off my dress and bra, then placed two suction cups on my chest and pumped them up; the pain made me look down: the cups were filled with the skin of my chest, and I now had two real breasts beneath them. Four-inch heels made me wobble a bit, but since I was used to three-inch ones, I quickly learned to walk in them. Jack corrected me: "Women don't walk like that; your feet need to step one in front of the other in a straight line, and the heels create that hip-swaying motion that’s so feminine, so typical and sexy."

So, I went through a session on walking and posture—sitting, walking, standing, and adopting feminine mannerisms—followed by a cock-sucking session, all while keeping my breasts inflated! He would only make love to me right at the end, once I’d done what he wanted. Several times I felt like stopping seeing him, but I always ended up craving his cock. I kept seeing him, and each time my breasts were pumped; as a result, actual small breasts soon appeared, and my nipples grew larger. I always got his cock down my throat and endured his lessons, and in the end, he’d take me. We established a ritual: I’d come to his place on Saturday at noon, transform into Anna, and spend the afternoon undergoing training and being used however he pleased. I’d sleep over as a girl, and Sunday morning meant another session, new tasks, and more sex, before I headed home after changing back into Michael.

He put together a little wardrobe for me with the outfits he wanted me to wear—always very sexy, high-cut, and short; in short, very "slutty," especially the makeup (though in private, it didn't matter). I even had to show up with my fingernails and toenails done ! I learned quite a bit about femininity from him. I can now deep-throat without gagging; when he’s really full down my throat, I can move my throat muscles to massage his cock, and I manage to make him empty his load right into my stomach! It’s hard to learn, but now I love doing it for him. He also taught me how to build up pleasure while jerking him off or sucking him, then stop at the right moment—squeezing the base of the penis hard—just before the climax, let the sensation subside, and start again. It makes the explosive orgasm incredibly powerful when it finally happens. He even performed this massage on me himself, and I had a divine orgasm; I nearly passed out from the pleasure!

He also taught me that when getting fucked, depending on the position, you can have an orgasm (without ejaculating, just like a woman, and multiple times in a row). I’ve become truly addicted to this prostate stimulation. Now I can’t go without visiting him; I’ve become his little submissive slut, entirely at his service. When I’m with him, he can do pretty much anything to me without me putting up a fight. The only times I rebelled against his demands, he made me lie face-down across his knees and gave me such a severe bare-assed spanking that I’d writhe, cry, and sob, begging him to stop and promising to accept anything—but nothing worked; he’d unleash all his pent-up aggression on me. Every time, I struggled to walk for a good week, and sitting down was even harder. But with the time passing, looking back, I think I’d be a bit of a bitch and a pain in the neck from time to time, just to get a good spanking at home. The idea appeals to me. From his perspective, I’ve become a sexy, alluring female—submissive and well-trained for her man’s pleasure, yet capable of being a real slut.

Thanks for reading my story guys, See you soon for next part. I wish you get good vibes.

(Note: this is not a story, this is a diary on my progress! >< Mommy suggested making one to keep track of my changes, and I thought it was a good idea! Also, I'm currently in the army... everything around me is so masculine and loud... it feels like I'm carrying a secret that's getting heavier by the hour... so please bear with me if I sound off ><)

At first, it didn't feel like much was changing. Day 4 and 5 passed quietly; Mommy was busy with work while I was busy with the army. But even in the silence, something was shifting. Talking to Mommy became more than just a conversation... A habit. A routine I didn't even realize I was forming until I couldn't imagine a day without it.

By Day 6, the cracks started to show. I became needy terrifyingly so. Every spare second I had during my shifts, I was checking my phone. Was she online? Did she reply? I felt like I couldn't function properly without that little hit of dopamine her messages gave me. I could feel myself slipping, falling away from who I used to be. My texts started feeling softer, more feminine, and my thoughts... my thoughts started to change. Every bit of praise Mommy gave me felt like a warm, fuzzy wave of pleasure washing through my entire body.

A few months back I was browsing Grindr and as usual found nobody interesting till I stumbled upon an account . A faceless account but its bio made me keen .. an address and all it was said was it’s an orgy come and have fun .

The slut inside me woke up and I decided to try it . I drove and reached a house in a suburb that was hard to believe was occupied. I rang the doorbell and a naked guy opened the door and greeted me and told me I’m only allowed inside if I leave my clothes outside . I saw a pile of clothes by the side . I counted atleast 5 . I took off all my clothes and as I bent to remove my pants , I could already feel his dick rubbing on my ass . He asked me if I was kinky and ok with anything . My reply to him was just turning around and licking his balls . He smiled and pissed over my head and told me to wipe the floor with my ass .. I did as I was told and I was given permission to enter the house .

As I walked in I saw 5 guys all naked and making out with on another swapping partners every few second . The floor was wet and I knew I was walking in the piss of all 5 guys .. I couldn’t contain my excitement and I jumped in the middle of those guys and we kissed each other competing for dominance .. I told them I was a Crossdresser and one of the guys went to another room and bought me wig and makeup and told me to put those on and come back . I knew what would happen if I did that, but not even a fraction of me hesitated. I ran inside the toilet got the makeup on .. and the wig . I was a perfect slut with 5 guys .

They spit roasted me for almost 2 straight hours .. and I don’t even know if the continued after I fainted .. when I woke up I was sleeping among all of them and I was still horny .. I started sucking everyone while the y slept and made every single one cum I. Their sleep . I drank all of it .. wrote a note of thank u and sneaked out of the house ..

Till date the best orgy party . 🥳

I’m very happy to see the reception that you guys gave me for simply sharing my experience over here so here’s the continuation from last time .

She fucked me so hard that my eyers streaming tears and her husband would just lick my face and kiss it .. she would take out the dildo make me clean it with my mouth and insert it back again .. after around 10 -20 min they swapped positions and the husband put his dick inside me and started to fuck me while she started to make out with her husband and share his spit with me ..she came and bent over infront of me commanding me something in Chinese .. I had no idea what she meant but as soon as I hesitated her husband pushed my head into her ass .. I licked and ate her ass while my own was getting plowed.

When her husband was about to cum , he pulled out and inserted his dick into his wife’s ass and finished inside it . I immediately understood the assignment and licked her ass and ate it while she squirted out her husbands cum into my mouth ..
I swallows all of it like a good girl and She turned around and sucked my lips as a thank u .

I went for a back massage at 5 pm and left the place at 1 am with my body more sore than before .

If you want me to do more dating things in future please comment or dm .. I promise to do it and come and share my experience here .. I would love to get fucked like this again ❤️

Every time I’ve tried to put a stop to myself my lusty side keeps coming back stronger . Three days ago I went to a massage parlor just to get a good back massage and no other intention. The Chinese lady ( around 42) started saying how I’ve got such a juicy soft body and a perfect round ass .. she was so obsessed by my ass that she kept caressing it during the massage . In between the massage she asked me if I was a gay , and I told her about how I occasionally dress up and get absolutely whored out . She was so surprised to hear about it and I could feel her hand now inside the crack of my ass .

She kept asking me about my experiences and as I kept narrating it she started fingering me . I could feel atleast 3 fingers inside me as I was exposing my truths .. she pulled out her hand and licked it in front of me and asked if I would like to get fucked my her and her husband . I only realized how horny she had made me when I accepted it without hesitation.

She went out and I heard her talking to the guy who was in the reception . They both came in and she told me that they closed the parlour for the day so we had full freedom ..I smiled at them and that’s all her husband needed . He pounced on me like an animal and started kissing me everywhere . He was licking me more than kissing. His tongue was exploring my face while his wife was putting a strap on .. I kissed him back with the same intensity and we got drenched in our spits . I asked the lady if she wanted my ass and she just turned me around spat in my ass and started pounding me .. I couldn’t even cry as her husband kept his mouth in mine and she fucked me so hard while her husband and me shared the nastiest kiss .

If anyone wants to know more on what happened after , dm me too much of a content for one post ..

Just every once in a while we have those moments we don't forget. The first time we tried something girly on, the first time we did something sexy with someone. My journey started a long time ago with curiosity and I have always hidden it. As I grew older and technology advanced I was able to meet other people who had experienced similar journeys as I have.

This story is about one of those times.

I am in my forties at this point and have been dressing secretly my whole life for the most part. I have never presented fem and am very masc in my day to day life. Facial hair, not fit, burly guy.

I had been married, have kids, but those urges have never gone away. I've always found the outlet online and in secret. 10 years ago I had started exploring, I just couldn't help it anymore. Going to ABS and theaters. Had given a few hand jobs and BJ's, but very rarely and it always left me feeling guilty and, to be honest, dirty.

Eventually my marriage fell apart, divorce happened, and ended up in an apartment of my own.

I had a friend I had made online, another crossdresser that had started a new life and started to transition. We have always kept in contact and she's still a friend. She was telling me about a guy she had met and she had some fun with. I told her, that I had never bottomed. She knew I had used a few toys on myself and had a few encounters, but she had assumed I had gone all the way already. She told me if I had the experience she had, I would absolutely love it, and if I had the chance, to do it. She was also the person who convinced me to stop doing all the risky things I was doing out of curiosity and frustration.

So I started on a mission. I joined a few groups and spoke to a few guys. Eventually I met a man I'll call the plumber. That's what he did for work, after all. We chatted over a few days and I learned he was in a sexless marriage and was looking for someone who could be discreet and give him some release. He had lots of anal experience but had never topped a guy and we thought it might be a good experience for both of us.

We decided on a morning before he went to work. I groomed myself, flushed myself, put on some panties and stockings, and waited. When the knock came my heart raced as I opened the door. I answered the door in a t-shirt, panties and stockings.

I barely spoke as I led him to my room and he swatted my ass before I turned around.

I sat in the edge of my bed and watched my hands shake as I unbuckled his belt and dropped his pants. His cock was semi hard, cut, and shaven. I took it in my hand and stroked it a little before leaning over and taking him in my mouth. This was all discussed beforehand so we didn't really need to speak. We were both worried about it being awkward.

He grew hard in my mouth and he pushed me away. This was more disappointing than I expected, I really do enjoy giving head, even if I knew why he did it. He had me get on my knees on the edge of the bed. I started taking deep breaths to relax myself as I heard the cap pop open on the lube. I was very surprised when the next thing I felt was his tongue around my opening. This was a first and it definitely made me gasp. I had to let out a slow breath and couldn't help but moan as I did.

The next sensation was very different. The head of his cock against me. I tensed a little no matter how hard I tried, but he eased in little by little, letting me breathe and adjust. It seemed like minutes passed until I felt his thighs on my ass and he was in me. His hands were all over my ass and thighs. He spanked me a few times as he waited for me to adjust.

When he started to move, the feeling was overwhelming. I had taken a toy that was bigger than him before, but it was so different...alive is the only word that comes to mind. My heart raced and I pushed back against him. He took this as encouragement and started to move faster, then harder. It took my breath away and gave me goosebumps all over. Then he cried out and buried his cock deep and I could feel him pulsing.

Then he was pulling out of me and it was over.

I stayed in my position and just tried to gather myself in. I was shaking all over and my heart was still pounding, my cock was completely soft, but dripping. I didn't want it to end but, at the same time, I couldn't believe it actually happened.

He excused himself to go clean up and I pulled my panties back on correctly and sat on my bed.

He asked if I was ok, I told him I was, but was a little overwhelmed, but in a good way. He smiled and said he was too.

Then it got awkward, didn't really know what to do next so I just sort of went to the door and asked if he had everything. He checked his pockets and nodded, then left.

We messaged a few more times, but he ended up reconciling with his wife and I've never seen him again.

Will be a moment that will always stand out

So... I’ve had this dream about being feminised for such a long time, and I follow so many groups and subs on Reddit and Tumblr that I think I had become addicted.
There was this girl who was posting on Tumblr a lot, and I really liked her vibe, the things she was posting and she seemed really nice.
Anyway, I commented on a few of her posts and after a couple of weeks, she sent me a message. It was clear from my profile and the stuff that I was sharing that I was a closet sissy. This seemed to turn her on, and she started to ask me lots of questions. I basically told her that I was totally closeted, no one knew, but I had this yearning to be feminised by a woman and then treated like a sissy maid and whored out at a party.
After a short while and lots of messaging, she convinced me to buy some toys, clothes, a wig, and a cock cage. Doing this felt so naughty, but liberating at the same time. It’s who I wanted to be, and I was taking the first step to becoming my alter ego, Justyna.
The delivery came, and I was so excited to get dressed up. I set aside the whole weekend to have some "me time," and it was amazing. The stuff I’d bought meant I could mix and match to create about five different outfits.
I put them all on one by one, took so many photos, and saved all these looks. It just made me horny as hell.
So after I’d had a bit of fun, I started messaging again, and she asked to see some pics. I was really nervous, but we exchanged Instas. I’d created a special one for Justyna so I could be anonymous if I needed to be. At first, I covered my face with a big love heart emoji, but I got more and more into it and realised I’d sent one with my face uncovered by mistake.
I panicked, thinking, What if it’s all a scam and she outs me? My life would be ruined. Nobody knows about this side of me.
After a nervous 10 minutes thinking about what she might do with the pic, I needn’t have worried. She sent me back a pic of her with proof that it was real and reassured me that I shouldn't worry, as I had her pics now, too. From then on, I got braver and braver, sending all my pics with my face uncovered. We got to chatting more and more, and it was just so natural.
Over time, though, the dynamic was definitely changing. From being friends who chatted, it was turning into a Dom/sub dynamic. She started to give me tasks and would make me punish myself if I didn’t complete them correctly or in time.
I had bought a case for my cock cage key that she could access remotely, meaning only she could open it. I would end up in my cage for weeks at a time with no release. This was so intense, and with the new butt plugs I’d bought, I was permanently horny. But I came to realise this is how she wanted me.
Finally, after about four months, we shared our locations and found out we were about three hours apart. This was sort of exciting, as we could have been in completely different countries.
It was then that stuff started to get really real. She asked if she could take me to a Dom/sub night at a sex club she knew and have me there as her sissy maid.
This made me really nervous, and I said we needed to meet first. I couldn’t do that the first time we met. Secretly, I was in, but I just needed some courage first.
We agreed to meet somewhere about midway between us the next weekend and stay the night in a hotel. I was to bring a couple of outfits and all my toys and clothing etc.
The day came, I collected my things and drove to the hotel. I had instructions to ready myself for her arrival. She gave me two hours to get ready before she arrived and was very specific about the outfit she wanted me to wear, a pink frilly maid outfit and my long red wig. I had frilly pop socks to wear over a pair of 4-inch strapless heels. When I was ready, I was to sit on the edge of the bed awaiting her.
Time was ticking so slowly until she finally arrived, exactly on time. I heard the key card open the door, and my stomach just dropped with total and utter fear of what the hell I was doing. It was too late now; she was here, and there was no turning back. She walked around the corner of the corridor of the room to me sitting there on the bed, just as I had been instructed. She looked me up and down and squealed with delight. She came up to me, kissed me on my forehead, and said, "Good girl."
She undid her long black trench coat to reveal herself in what can only be described as the mother of all outfits. She was wearing long black stockings with a black basque lifting up her ample bosom, set off with 6-inch black patent heels. She also had on long black gloves. She looked so sexual and so in charge .
She had already arranged for room service, as a knock on the door came moments later. She shouted to the door, "It’s open. Come on in."
I didn’t know where to look. I just sat there and froze as the waiter came into the room, looked at me, and set the food down for us. She gave him a piece of paper, a tip, winked at him, patted him on his bum, and sent him on his way. She was so in control. It was hot as hell.
We sat at the table and ate our food while she just kept looking me up and down, smiling with a mischievous grin.
Now it was time for whatever she had planned, which was all about putting me at ease. We just chatted, and she said I needed my makeup done. As I’d never worn makeup before, having her help me finish my look was exhilarating.
She took her time and made me look more feminine than I ever imagined. I almost didn’t recognise myself. I was amazed by her talent. I was hers 100%. She could do with me what she pleased. But I was not prepared for what she planned next.
She put on a little black dress and told me we were going to the downstairs bar in the hotel, assuring me that if I trusted her, no harm would come to me. I was so nervous; this was so far outside my comfort zone and far beyond anything I had imagined. But I had given myself to her in my mind and heart, so I trusted her.
We went downstairs and sat in a corner booth, where she ordered some drinks. It was the weekend, and there were some businessmen having a meal and drinks nearby. One sent over some drinks to us and asked if he could join. To my sheer horror, she said yes, and I had to pretend to be a real girl until she told him that I was a special girl with special attributes and talents. He asked questions, to which she replied that if he really wanted to know, he could come to our room to find out. She then asked for a bottle of champagne to be sent to our room, and we all left together.
My head was spinning. I didn’t know what was next, what was happening, whether this had been planned, or if I had been set up. What was I expected to do? It wouldn't be long before I found out.
We got back to the room and started to drink the champagne. I’m only petite, and having had 5 or 6 drinks, it all went straight to my head. I was dizzy and just so pliable. Mistress. as I was now told to call her, instructed me to sit on the floor next to her, at the feet of the gentleman who was now in our room.
I was told to undo his fly and put my hand in his pants. I didn’t know what I was doing, but I did as I was told, I was too far gone to resist. I reached in and fumbled around until I had it all in my hand. His head went back, and he let out a moan of sheer joy as if he was going to cum on the spot.
He undid the rest of his trousers and dropped them to the floor. He was now standing in front of me, his cock out and in my hand only inches from my face.
Mistress then instructed me to do what came naturally. So I massaged his cock and caressed his balls. He held my head and pulled my face to within millimetres of his cock. I was then instructed to kiss it, which I did. Then lick it, which I did. Then lick it some more, which I did. Then finally take as much as I could in my mouth, which I did.
Up to this point, I had considered myself straight, as I had only ever been with girls. But with a guy's cock in my mouth and his balls in my hand, I was quickly reassessing my situation. Mistress kept guiding my head back and forth on his cock until I’d taken almost all 7 inches in my mouth. Not bad for a first try, if I do say so myself.
Mistress then instructed me to carry on while she excused herself to the bathroom. Five minutes later, she returned in her sexy outfit again, only this time she had a strap-on cock around her waist and labia. It was a beautiful black rubber cock like the ones I had only ever seen in porn movies. Things were about to get serious, as I knew what that meant. We had talked about me being pegged many times, but I had never really thought it would happen.
The guy lay on the bed naked, and I was positioned on all fours in front of him, ass up and head down, sucking his cock deeply. Mistress pulled out my butt plug and lubed up my ass good and proper. She first slid a couple of fingers in, which went in too easily, I guess the plug had gaped me a little over the night.
She told me to relax and take a deep breath, saying this would hurt me a lot more than it would hurt her. I couldn’t respond as my mouth was full of cock. I grunted, and she took that to mean I was ready. She pushed the tip in and then the rest. My ass pussy was so wet with lube that it slid in so easily. She held it there for a few moments to get me used to it, then started grinding and pumping away. It was slow and steady to start, forcing me down on his cock further and further. I was now taking all 7 inches; I couldn't stop myself even if I tried, as I was pushed further and further onto him. I was actually being spit-roasted. This was way beyond anything I had imagined for tonight. I was dizzy from the alcohol, the excitement of the moment, and just the cocks in my ass and mouth. This went on for quite a while until the guy was about to cum, and I was made to get on my knees and suck the whole load out of his cock. If I dropped any, I was to be punished. Luckily, I took it all. I had tasted my own once before, but this was different. It tasted musty and smoky, but it was amazing, and I wanted more. We broke for a little while, and he got dressed and left. It was quite a first experience, and one I thought I’d love to have again.
At this point, there was a knock at the door and the shout of "Room service!"
I thought to myself, When did Mistress order room service? But I was in too much euphoria, so I just lay there and closed my eyes, hoping there was some more wine.
I opened my eyes to two male waiters and one female waiter in the room, looking at me. I didn’t know what to say.
All I got from my Mistress was, "Here you go. Three more for you to take care of. And if you do a good job, there will be a lot more where that came from." I saw them all hand her £50 each, and I was to be theirs for the whole night, passed around like a piece of meat to be used until they were finished with me. First, the girl used Mistress’ strap-on while both guys filled my mouth and hands. I had two real cocks in my face and a rubber one in my ass. But that was about to change real quick. I saw one guy putting on a condom and wondered why, I didn't want to suck a condom. Then I realised: he went over to where the female waiter was, put his cock against my pussy, and pushed inside. I was now actually being fucked properly by a real dick. It felt so different from the rubber cock and so, so much better. I said I wanted to feel it for real and told him to take off the condom. I was so drunk and horny now that they could have done anything to me, and they did. I was fucked sideways, upside down, ass to mouth, two cocks in my hand, pussy in my mouth, every position you can imagine for what seemed like forever. And it was all amazing. You name it, we did it, and I was at the centre of it all.
I’d totally lost track of what Mistress was doing this whole time, as I was just so in the moment. When I came to a little later after a nap and after they had all left, I found that Mistress had been filming so much of our foursome, with me covered in pussy juices and cummed on and in multiple times, doing my best to swallow every drop. All my makeup was smeared, and I looked like a total cum dump at this point. I just rolled over and went to sleep in her arms, cuddling until I woke up the next morning to the news that she had booked another night for us in the hotel. She said she had bigger and better plans for me tonight.
To which I just asked, "Which outfit should I wear?" and we went down for breakfast.

As we left Stephanie’s place Amber turned and looked at me.

“Have you had a good day so far, Emmy?”

“Emmy?”

“I thought it would be a fitting nickname. And I like it,” she said.

“I’ve been out of my comfort zone a lot today, but everyone has been treating me way better than I could have ever imagined.”

“Well it’s not over yet! We still have dinner plans.”

Amber hadn’t mentioned anything about dinner plans before.

“We’re gonna go home and get changed into something more dinner appropriate first!”

We drove to the house. The entire time Amber drove with her hand on my thigh. She had been doing everything she could to make me feel as feminine as possible, and I was loving every second of it. I would have never imagined life could turn out like this.

We pulled up to the house. Amber slid her hand up my skirt and gave my balls a playful squeeze. She leaned over and kissed me, forcing her tongue into my mouth. We sat in the car for a minute making out before she broke the kiss and looked me in the eyes.

“I love you. Should we take this inside?”

I nodded. We walked to the house, the sound of our heels clicking against the pavement filled the air. Amber was unable to keep her hands off my ass, squeezing it every couple seconds. We got to the door and I reached into my purse to grab the key, as I pulled my hand out with them Amber grabbed me. She spun me to face her and pushed me against the door, interlocking her lips with mine. She grabbed the key from my hand, unlocking the door without breaking the kiss. She stopped pushing me against the door and opened it. I stepped back inside pulling her with me. She pushed me against the wall inside and closed the door behind her.

Amber dropped to her knees in front of me, lifted up the hem of my skirt and she slid under it. She started licking my balls and cage, taking them in her mouth. She put my cage in her mouth and used her tongue to get inside the opening to tease what she could of my clit. She continued to lick and tease. Moaning in pleasure, I felt the plug turn on. My pleasure amplified. I lifted the skirt of my dress so I could look down and see Amber. She looked up at me and smiled with her lips still against me. I pulled her to her feet and pushed her against the wall switching positions, as I got down on my knees. Crawling under her skirt, I pulled her panties down. I started licking at her pussy, paying extra attention to her clit. I could hear her moans. She started grinding against my face, her weight shifted. Lifting a leg. she hooked her knee over my shoulder, pulling my face tight against her dripping hole. She grabbed my head through her dress and held it still as she gyrated her hip and rubbed her pussy on my tongue. Her orgasm was building, she needed and wanted it. Her moans filled the house.

“Lick my pussy like a good girl,” Amber yelled as she continued to use my face. “Fuck right there. I’m gonna cum.”

Her knee gave out as her legs shook violently. Her pussy against my face and her back against the wall were the only things holding her up. The plug was still vibrating in my ass. Her yells and cum all over my face were enough to send me over the edge. I came in my panties and all over the floor. Amber just laughed at me, still in a daze from her orgasm.

“We really are going to need to do something about this. You can’t just keep cumming where ever you want.”

I looked at her, embarrassed. She picked me up off the floor and lead me to the bedroom. She unzipped my dress and in return I unzipped hers.

“I think we should get in the shower to freshen up,” she said.

She lead me to the shower, we hopped in and had a ‘quick’ body wash. It was still a lengthy process. We got out of the shower and dried off. We fixed our makeup and went back to the bedroom.

“I’m going to give you a chance to pick out your own outfit for dinner. Make it good! And for the love of god show off some toe! I didn’t pay to get them done for you to hide them,” Amber said. She slapped my ass and kissed me on the cheek. She already had her outfit picked out and went to the spare room to get changed as to not spoil the surprise.

There was so much responsibility. I didn’t know where we were going so I didn’t have a metric to go off. I decided that I would stick with a dress and heel since I couldn’t really go wrong with that. I walked to my new pantie drawer and rummaged through. I picked out a red lacy thong and slid it on. Then I put on the red lacy bra that I picked out at the store to match. I walked over to my closet and look through the dresses. I pulled out a couple options but one stood out to me. It was a black, knee length, drop waist dress that had a bit of a flare to it. And best of all, it had pockets! I walked over to the shoe rack and looked at my heeled options. I decided on a 4 inch, nude, block heel. I walked out of the bedroom and Amber was waiting for me.

She was wearing a little black dress that hugged all of her curves and showed off her amazing tits and ass. She had on a pair of 5 inch, red, strappy, block heels. She looked absolutely stunning. I couldn’t take my eyes off of her. Amber looked at me, glanced up and down, and did a spin motion with her finger. I did a little twirl for her. When I got back around, I met her gaze.

“You did good, girl!” She said. “Not perfect. But good! Less chance of you flashing the entire restaurant in that dress!”

She walked over, giving me a hug and a kiss.

“I’m really loving the new you! I can’t wait for you to gain more confidence in yourself and be more you,” she said in a loving tone.

I blushed so hard, I thought my head was going to explode. She pulled me over to the couch and we sat down.

“I want to have a little talk,” she said in a concerned voice.

“What’s going on?” I replied, a little worried.

“So. When I talked to your boss about this, she said she would give you this week off work to get used to the changes and settle in. I have also made you a couple appointments this week.” She paused for a moment, “now we need to have the serious conversation. Do you enjoy your new girlie life?”

“I love it! I never thought I could feel so amazing in my own skin,” I replied.

“I know I have been telling you it’s permanent. But do you want that?”

“I didn’t at first. But the idea is growing on me!”

“Ok good. Because we are going this week and are getting you started on hormones, and I’ll call Stephanie and tell her to donate all of your old clothes. She just had them at her place until we had this conversation. Think it over tonight, you can give me an answer in the morning.”

I was gobsmacked. I can’t believe that Amber had really taken me shopping, spent so much on new clothes and shoes, and gotten my nails done while not knowing if this would last forever. For her to give me the choice after all of the effort that she put in. I was shocked. And she really was giving me the choice, not just looking for me to tell her what she wanted to hear. The decision was mine. I had never felt as truly saw as I did in this moment. I knew there was a reason I loved this woman.

“Ok, should we go for food?” Amber asked as she stood up and held out her hand.

I reached out and grabbed it. We walked out to the car fingers intertwined. I looked down and saw our matching nails clasping each other. Then I looked and saw our matching toes in our heels, and my dress flowing around me as we walked. This is what I truly wanted in life. We arrived at the car, Amber opened the door for me and I sat in, she closed it behind me. Amber got into the drivers seat and looked at me.

“You gotta get practicing your driving in heels girl. I can’t always drive,” she said with a smile and slapped my thigh.

She drove us to the restaurant, telling me about the appointments she had made me this week. We talked about starting hormones and what we could expect. I had no idea when she had had the time to do all of this research.

We pulled into the parking lot and found a spot. I looked out my window and recognized the car next to us. It was my parents. I looked at Amber.

“Is that my parent’s vehicle? Are they here? Is that who we are eating with? I can’t see them like this! I’m not ready yet,” I word vomitted in a panic.

“Relax, hunny. You did so well with my parent, you can do this!” With that she got out of the car. Yet again Amber had to open my door and drag me out of the car. We walked towards the restaurant towing me behind her. Entering the door, her a step in front of me, she waved at someone and pulled me behind her through the restaurant. We got to the table and I stepped out from behind her. All of the muscles in my body were tenses.

We stood there at a square table, across from me were my parents. To their left sat Amber’s parents. And to their right was Stephanie and my older sister Megan.

It was Megan who got me started on this journey when we were young. Megan was 4 years older than me, and every bit the older sister. I would have been about 3 or 4 when Megan first dressed me up. Putting me in a princess dress and play heels to have tea parties with her. It was a semi regular thing for us over the next couple years. It felt strange at first, like it was something I wasn’t supposed to be doing, but at some point I settled into it. I started looking forward to these days. Often, when she wasn’t there, I would sneak into her room and try on more of her clothes. As we got older and her style started to get more defined and feminine, I started to sneak into her room more, trying on her dresses and tights with a pair of her heels. This continued all the way up until she moved out. After she moved out she had left some articles of clothing behind, I would continue to wear the limited dresses and jeans until I met Amber. We moved in together and shifted into her clothes.

Megan looked up at me in shock. My mom and dad sitting across from me were sitting with their mouths open. My mom’s eyes filled with tears. Nobody said anything. Everyone eyes were locked on me. Finally, my mom spoke up.

“Wow! I never expected you would show up looking like this. But you look fantastic! I always had a it of an idea but never expected you to go through with it!” She stood up and walked over to me. She embraced me in a big hug and gave me a huge kiss on the cheek.

“I always wanted a sister!” Megan let out a squeal as she jumped up and joined the hug.

My dad still sitting staring, looked at the family hug going on and stood up. He walked over and when girls noticed they let go. My dad embraced me in a big hug kissed me on the forehead.

Leaning back wit his hand on my shoulder, he said to me, “I will always love you. You will always be my child. I’m happy that you finally decided who you want to be in life,” and pulled me in for a tight hug. My mom and Megan joined the hug. I started to cry, tears rolling down my face. As the family hug continued I heard another sniffle. I looked over and my mom was also crying. Looking the other way Megan was crying too. We broke off the hug. Megan wiped the tears from my face as I reciprocated the favour to her. She grabbed my hand.

“Let’s go fix our makeup,” she said.

I looked at Amber and she gave me a look of approval as she sat down in the chair closest to her mom as she too was wiping tears from her face. I looked over and saw Stephanie also wiping tears.

“Do you two want to come with us?” I asked, looking at the girls.

Stephanie’s eyes locked with Amber and they both jumped out of their chairs. Megan guided me by the hand to the bathroom with Amber and Stephanie in tow close behind. We entered the bathroom and went straight to the sinks.

“Ok, fill me in. How did this happen? Amber how did you make my little brother look this beautiful as a girl?”

Amber and I proceeded to tell Megan bits and pieces of the story as we all fixed our make up in the mirrors. I told Megan about how she is part of the reason I felt this way and a big part of why I explored it. I told her about how I used to wear her clothes growing up. I confessed it all to her. She turned and looked at me.

“You actually used to enjoy me dressing you up? I thought you hated it. If I had known you loved it and that you wanted to dress up more I would have given you full access to my closet” she said.

Stephanie looked at me, “girl, you look gorgeous tonight! That dress is working on you!”

“She picked it out herself!” Amber announced proudly.

Stephanie was wearing a blue maxi dress with a low scoop neckline that was showing off her cleavage. She had a nude, wedge shoe on with it.

Megan had on a yellow, fit and flare dress with a black, 4 inch pump.

“Wanna swap?” Stephanie said looking at me.

We all giggled and finished fixing ourselves up. We walked back to the table, the sound of our heels filling the restaurant. We got back and sat down. The waitress came by and took all of our orders.

The 2 families sat there, talking, forgetting the major bombshell that we had dropped on them today. Forgetting that just over 48 hours ago I was living a totally different life. Now I’m sitting in front of my parents and sister, in a dress and heels. This is something I would have never dreamed of in a million years; But because of Amber pushing me I was embracing my new life. Embracing my girlie life and loving it!

After we were all done eating. Lenny paid the bill but not without a debate from everyone. Amber, Stephanie and Megan were talking about yesterday’s shopping trip and stealing of all of my male clothes.

“Can I come shopping in your new closet?” Megan asked.

“Only if I can come shopping in yours!” I replied.

“Duh! That’s just what sisters do!” Megan rolled her eyes jokingly.

“Can I come too?” Stephanie interjected.

“Haven’t you taken enough clothes from my closet?” I said and winked at her.

Amber and Megan started laughing. Megan put her hand on mine and leaned over the table.

“Hey Amber!” Megan said, “is it ok if me and my little sis spend some time together this week? Shopping and lunch date?” She asked shifting her head to me.

“Of course! That’s perfectly fine with me!” Amber replied.

I looked at Megan and nodded, “I would love that!”

At that, it was settled. Me and Megan were finally going to hang out as sisters! We were going to do something that I had been wanting to do my entire life. Now it was becoming a reality.

Once everyone was done chit chatting and was ready to call it a night. Everyone stood up to leave. Amber grabbed my hand and we left the restaurant. Once we got outside we all said our good byes and hugged each other.

“I’m proud of you, sweetie,” my mom whispered in my ear during our hug.

“You will always be my kiddo,” my dad said.

“I’m excited to finally have a sister. I’ll text you to make plans,” Megan whispered in my ear.

Amber and I sat in the car. Before she had even turned on the car, the words spilled out of me,

“I want to do it. I want to commit to the transition,” I basically yelled.

Amber squealed with excitement. She leaned over and gave me a huge hug and kiss.

“I’m thrilled. I saw how happy you were tonight and thought you might say that! And remember, this doesn’t change anything between us. You’ve just become my girlfriend now!”

The drive home was spent with Amber telling me all the fun things we could do now as girlfriends and I just sat smiling, enjoying every moment of it.

That’s the end of part 4. Part 5 is on its way!

When I was a younger sissy, I had issues with PNC. If came accidentally during play I would have the tendency to safeword and end the session regardless if my play partner/Dom was done with it. I would also end up wanting to change out and leave immediately. I also had a history of ghosting them after lol.

My ex-Dom was quite annoyed because I couldn’t control my orgasms (I had premature ejeculation) leading to him not getting any satisfaction/wasting his time when I ended play early. He told me he had a PNC regime for me, but i won’t have access to safe words, although he would abide by the pre-defined limits for the session.

So he strapped me down securely to a bench in front of a mirror. He edged me for a bit with a hitachi wand with a hummingbird attachment before letting my enjoy a huge orgasm. Once the PNC kicked he started fucking me hard. He would remove my wig and made me look at myself in the mirror as a guy and laugh at me for being a pathetic male. (A limit I had was I only wanted to be fucked when I crossdress and not as a guy, because I found that gay) other things he did was to put photos of my ex-gf on a slideshow on his laptop and made me watch while he fucked me. On the first time we did this I was crying midpoint and begging him that I wanted to stop. The more I cried and struggled he would just laugh and fucked me harder. But as the PNC faded away as a slut that I was, I would start moaning again. Depending on the play, he would usually let me cum a second time, but by the second time the PNC would hit less.

We did this plays 6 or 7 times and it really helped with my PNC lol

"Suzanne, you silly cunt, you’re on fire this morning! I’ve never busted a nut like that before, you’ve drained me baby."

He slapped her ass and smiled, “Now get dressed girl, we’re going out for breakfast.”

The parking lot was full this Sunday morning but the man tucked his big truck into a far corner. The after church crowd had beaten them to Waffle Haust and there was a line at the door.

Suzanne slid her smooth ass off the bench seat, feeling the hot leather on bare skin. For a moment she regretted wearing such a short skirt and midriff top. She pulled a black ball cap over her eyes and stood tall. So what, if she was going to stand out like a hooker?"

With his hand in the center of the girl’s bare back, the man steered her through the crowd and towards a stool at the counter, right by the front door.

Slapping the seat he said, “Hop up here baby, we don’t have to wait for a booth."

Suzanne yelped, “In front of these people! I’m not dressed for sitting on a stool. With this skirt? They can see right up me!”

“You’re the prettiest girl here, I want to show you off a little. It’s just a waffle place, baby. You’re not the first girl to come in here after Sunday sex.”

He sat on the next stool and laughed as nods and winks came his way from every man in the room. He nodded and waved to the men, saying “You’re a star babygirl!”

The girl looked pensive and dabbed at a clump of semen on her thigh. Some of the women in the restaurant looked sympathetic while others frowned.

Suzanne stirred her coffee and studied the menu. She ordered waffles with strawberries and cream and a side of ham and sausage. Oh, and extra napkins, please!

It was enough food for three meals but she wanted to stick it to the man.

The waitress was sympathetic, she saw this sort of thing every weekend. Glaring at the man, she said, “Here honey, put this towel under yourself. I’ll get you those napkins.”

Suzanne was halfway through her first waffle when she felt the gush. Parting her legs, she let it flow onto the towel. After scooping up a big, red strawberry and some whipped cream, she discreetly slid her skirt up and wiped herself. Every eye in the place was on her.

She ate slowly, setting down her fork between bites, her left hand placed demurely in her lap. This is what he had taught her; a lady doesn’t wolf down her food, even at Waffle Haust.

The man leaned in and took her hand, “Suzanne, you’re blushing and have never been more beautiful. Tell me, is this too much? We can move to a table, baby…”

“No thank you Mister, I’m fine. You know I need this. I trust you to take me to the edge but not go over. All these people know I just got fucked and that you're the man who did it. It's embarrassing, but I'm super proud too..."

“It’s OK girl. I’m not going to let anyone mess with you…”

The chef saw this tender moment and paused his work, staring at the pretty girl with the freckled nose and short blond hair.

Turning back to the grill and a mountain of hash browns, he said to no one in particular, “Damn, I’d like to tap that pussy! I’d feed her strawberries and cream all day long.”

Suzanne’s man rubbed her back and put his arm around her shoulders, “Finish your waffles pretty lady and let’s go home…”

THE END

(Note: This is not a story, this is my journal on my progress! >< Mommy suggested making a journal, andd i thought it was a good idea!!)

Day 1:

I thought I was just looking for answers. I saw Mommy's post about hormones and reached out, thinking I was just some curious boy looking for ways to explore my feminine side makeup tips, contacts, how to soften my features. I thought I was just asking questions, staying safely in control of the conversation.

But Mommy was so kind. She offered me something I didn't even know I was searching for: a safe space. She was so patient and sweet, with a way of speaking that made all the noise of the outside world just... fade away. Being around her felt like finally finding somewhere I could breathe.

As we talked, our conversations began to shift naturally, moving past aesthetics and into something much deeper. She started talking about femininity not as something I put on like a costume, but as something I could truly *become*. Something I could surrender to.

I felt my guard dropping inch by inch, not because I was being pushed, but because it felt so safe to let go. Her words began to fill the empty spaces in my mind, replacing my old doubts with new, tender thoughts. She spoke about the peace that comes with letting someone else take the lead, and when she first suggested I might be a 'little'... I felt this overwhelming wave of shame. The idea of needing someone like that, of needing a 'Mommy'... it felt so foreign to the boy I thought I was.

And yet, I couldn't turn away. It felt like I had stumbled into a rhythm I couldn't and didn't want to escape. Every time she guided me, I felt this strange, desperate, wonderful urge to trust her completely. I didn't realize it then, but I wasn't just learning how to be feminine... I was discovering how to let go of everything I thought I knew, and finally surrender to becoming a little girl for Mommy...><

*(Note: this is not a story, this is a diary on my progress! >< Mommy suggested making one to keep track of my changes, and I thought it was a good idea! Also, I'm currently in the army... everything around me is so masculine and loud... it feels like I'm carrying a secret that's getting heavier by the hour... so please bear with me if I sound off ><)*

Today was when I realized I don't really have a choice anymore. We talked about names about what Mommy should call me. She wants me to choose a name that is hers alone. I become more flustered thinking about what mommy can call me exclusively. To encourage me, she asked me what happens if mommy were to call someone else by my name . The thought makes me feel this sharp, stinging jealousy in my chest. It makes me feel possessive and needy in a way that terrifies me.

Mommy told me that being vulnerable and embarrassed isn't a weakness it's who I am. She said she's proud of how much I rely on her to feel safe. And she's right. Every time she praises me, every time she calls me her "good girl," my mind just melts. It becomes this thick, sugary haze where I can't think, I can't reason... I can only feel.

We talked about clothes frills, lace, things that are sweet and dainty. Part of me the part that still remembers being a man tried to fight it. I told her I wouldn't become some pathetic, needy, bratty girl. I tried to sound tough, but my hands were shaking so hard as I typed. I could feel the humiliation burning in my throat even then. But Mommy just asked if I trusted her. And I do. I trust her more than I trust myself. She knows what I need before I even know it. Mommy taught me how there's strength in being vulnerable, especially in today's day and age, so its perfectly normal for me to be needy and vulnerable for mommy...And she's right.

After all, mommy knows best.

Then... things got so intense. Mommy started helping me realize. She helped me realize that I want to be her little girl. She made me admit that I love the embarrassment, and that how good girls like me don't need to think, mommy knows best, so i should let mommy decide. And as I admitted it, the world started turning pink. Everything felt fuzzy, soft, and overwhelming.

I was on the bus when she told me to do it. It seems she noticed my current state; the blissful, mindless, empty, fuzzy state, and told me to give my little dicklette a little flick through my pants. Right there. In public. I felt so exposed, so guilty, but the moment I obeyed, my whole body just... short circuited. One flick and I was already twitching, already leaking, already losing control. Thankfully, the bus was empty, and i there was no one around me, so i was pretty safe. She made me do it three more times, making me rub myself while calling me her "sweet baby girl." I had to hide my hands in my pockets, pretending to be normal while my mind was completely gone. She told me to keep going until i reached my stop. I don't know how long it has been...it felt like hours, when in reality, it was only a few minutes. Something about mommy makes me so sensitive, so submissive. My body trembling so hard I felt like I was going to cum right there on the seat. Luckily, or unluckily, i reached my stop before anything could happen, but at that point, i wasn't even me anymore. I was just a shaking, flushed mess, my eyes spinning and my thoughts completely fried.

Of course, mommy made sure i was safe and sound! After all, I'm mommy's little baby girl, and she knows what's best for me!

She said how i am mommy's special baby, and that i am too precious and dear, too fragile and vulnerable, and that she will take care of me and make me feel safe... as if i didn't need another reason to make my whole mind mushier and face redder and hotter><

We talked about fashion again! about storage facilities or universities dorms where I can finally dress up without being seen. But thinking about it now...I don't think I want to hide forever. I think I just want to be Mommy's. 🎀

((Double Note: After mommy reviews the story, she thought that she might have overdid it a little with her litmus test to see how obedient Mia is. Mommy is usually more nurturing and gentle in her guidance!><))

This is a short story from a last weekend. I’m a guy that likes to crossdress and my wife sometimes lets me use her clothes.

She has this mini skirt that I love and when we went out the other day I asked if I could wear it. I wife agreed and I threw it on and loved how it looked. I then asked her if I could wear one of her crop tops and she let me wear that as well and I was ecstatic!

I looked amazing but as we were about to leave my wife looked me over and lifted up my (her?) skirt and saw my undies, a pair of men’s briefs.

She told me that if I wanted to wear her skirt then I would need to wear them with panties. So I had to go up and change out of my briefs and into a pair of bikini panties. As I was changing though she also said that if I wanted to wear her crop top then I would need to also wear a bra underneath so I had to slip on a bra as well.

We went out and had a great time in the city. But I was always reminded of what I had on underneath.