u/Tight_Hole6

I would like to start out with a warning that this story will include bathroom play. I will not include it in this part but it will be in future ones so beware.

This happened over the weekend of Juneteenth. If you read my first story about my mistress having me used by trans women you probably remember girl number 4. She was the one who was training for a marathon and had the fetish of being dirty/sweaty and being “cleaned”. My mistress kept in touch with her and she told my mistress I was the only person she was able to that with so her and my mistress set up the long weekend where I would go to her place and she could use me how she wanted.

I went to my mistress’s place after I got off work on that Thursday. There I changed out of my work clothes and we worked on getting me ready for my weekend. We did my make up all slutty with non-waterproof eyeliner to see any drips ;) make sure I was shaved and plucked all over and a little waxing. We picked out all white lingerie for me to wear and a medium sized butt plug. Mistress also got a very cheap platinum blonde wig with straight hair for me to wear as she knew everything I was gonna be wearing would probably be ruined this weekend. Number four who I’m now gonna call Josie told my mistress that she would provide the food this weekend and then I could go off my normal diet (the one that keeps the pipes clean if you know what I mean) because she wanted to try things out (bathroom play)

Mistress put a collar and leash on me and then we walked to her car. We didn’t even bother picking out shoes because I was gonna be inside all weekend. We drove to Josie‘s place which was about a 15 minute drive away (it’s still shocks me that she ran all the way to mistress’s place. Like I know she was training for a marathon, but still that’s a long way away.) Josie lives in a small neighborhood and owns a one story house. Apparently before we got there, Josie told mistress that we didn’t need to knock and we could just walk right in and call for so that’s what we did.

Entering the house felt like a sauna. It is the middle of June and she does not have her air-conditioning on. I later found out it was to make her more sweaty for me to clean. I also found out that she works from home do this whole week she had it that hot and was working out every day and not taking a shower so it also kind of smelled in her place. As we walked in, we heard a machine running in the back of the house somewhere. We called her name in the machine stopped and she walked out of her room. She said she was running on the treadmill. Even though she hadn’t showered in a week, she still look beautiful. Her fit athletic body, all sweat glistening off skin. Her gray sports bra and gray workout shorts were. darkened by her sweat. As she walked closer to the door, I could see her bulge her shorts it could smell her BO. She greeted me and my mistress and my mistress went into the rules for the weekend, which were pretty much just obeying my safe order doing things safely and other stuff like that. As my mistress was talking, Josie was not paying attention to her, but she was looking me up and down, and I noticed the bulge in her shorts getting bigger. My mistress also noticed that and handed her my leash in a bottle of lube (any event I’m a part of or my mistress goes to by herself. That is not at my mistress’s place, she always brings a bottle of lube). She told Josie to have a fun weekend and walked out the door.

As soon as the door closed, Josie yanked my leash and pulled me into her arms, and then she pushed me against the door and then pulled my ass out, so I was in standing doggy with my hands against the door. She pulled out my plug and put lube on her hand during rubbing her cock. She said she was fantasizing about this weekend for weeks and has been edging for the past two days so she really wanted to fuck me before I get into the cleaning. My mistress had also been edging me but for a lot longer. I hadn’t cum in over a month. My mistress doesn’t edge me every day but every time I do get close to a sissygasm she just stops. When Josie put her cock into my ass I let a huge moan and she started pounding away. Within a minute, I was screaming that I was cumming and I have the biggest sissygasm of my life. I put so much cum on the floor and it just felt like you kept coming out. During my sissygasm my ass messed up clenched so hard around Josie‘s cock that she started cumming too and she kinda collapsed onto my back while doing sporadic thrust. She lay there for a minute when I was basically holding her up with my arms against the door since my legs too were kind of weak.

She pulled her cock out of my ass, and I could feel a little bit of her cum dripped down my leg before she put my plug back in. I dropped my knees and my puddle of cum in a daze. We both took a minute before she grabbed my leash and pulled it just hard enough to get my attention and told me to start cleaning up the mess I made. My mistress and I have done play like that where I clean things with my tongue but generally, they’ve been clean before a day or two prior so they weren’t too dirty but as soon as my tongue touch the floor, I could feel the dirt and that the floor had not been mopped in at least a week. But I want her to be a good girl and so I continue licking until all of my cum was off the floor. Jersey then grab my leash and walk me into the kitchen where she got a glass of water and told me to rinse and drink. After I was done and had my fill of water, she filled up the cup again and gave it to me and told me to follow her that it was time for her tongue bath.

This is definitely gonna be a multi part series since it takes place over Thursday night to Sunday night. And just again this is gonna evolve a lot of gross stuff, including bathroom scat stuff so this is the warning.

This is my sissy’s account they use to write stories with but I had such a good time writing my last ama I thought I’d do another! Please ask me anything about my lifestyle or my sissy’s.

This is their account that they use to write stories about their experience as my sissy. I thought I would do an AMA since they tried to do one that didn’t get any traction. They are basically used to me and any of my friends and I also do many events. I set up for them. AMA about their lifestyle and how they are treated

This is their account that they use to write stories about their experience as my sissy. I thought I would do an AMA since they tried to do one that didn’t get any traction. They are basically used to me and any of my friends and I also do many events. I set up for them. AMA about their lifestyle and how they are treated

Like the title says. I have been with my mistress for a year and have done many sexual events. She has me and Chastity full-time and whenever I’m with her, I am fully feminized. We are planning on me moving in with her soon and for me to quit my job to be her full-time sissy slut slave!

Like the title says. I have been with my mistress for a year and have done many sexual events. She has me and Chastity full-time and whenever I’m with her, I am fully feminized. We are planning on me moving in with her soon and for me to quit my job to be her full-time sissy slut slave!

Hello everyone, my last post got so much support from people in my chats. They encouraged me to confess another event that my mistress had me do. And with her permission here it is.

This event takes place last month, my mistress described this event to me as heels walking training but it was definitely a lot more than that. We started off the day by her, picking out my outfit and me getting dressed. She decided to go for a schoolgirl thing and had me wear a tight white button up and have that tucked into a plaid skirt that was just long enough so I didn’t end up on any registry, some heels I don’t know how big they are of course I was wearing my cage and my plug. She had me wear a blonde wig with curly hair and did my makeup extra slutty. I looked like the perfect sissy.

At around noon, she dropped me off downtown by the river. I’m not gonna exactly say what city I live in, but the city is on a river and it’s laid out south to north with a lot of cool stuff being on the river. it takes about two hours to walk from the complete southside to the very north side uphill. So when she dropped me off, I was given a purse that had my phone two extra sets of heels in it in case the ones I was wearing broke and unbeknownst to me a bottle of lube. There was also a note in my bag that I was told not to read it until I got. The walk to the park was a 20-30 minute walk on a good day with walking shoes. It took me over an hour with heels.

On the way there, I got many walks from strangers some of lust. What I arrived at the park, I sat down on a bench across my legs to not flash anyone. I rooted it around in the purse for the note and that’s when I felt the lube and knew that this wasn’t just about training me to walk in my heels for long periods of time. I open the note and I read to go to a specific nearby coffee shop, ask for a guy that I’m gonna call John and tell him that you want an iced chai latte. Iced chai latte are my favorite drink to get from coffee shops so for a split second, I thought she put the lube in there in case my plug got uncomfortable and I needed to apply lube, but I did deep down that wasn’t it.

I arrived at the coffee shop and I had a big pride flag in the window that made me smile. I walked up to the cute barista at the counter and ask for John. She walked back into the back and came out with a guy I knew immediately. She had been to several of mistress’ sex parties and he’s blown his load on my face once or twice. I do the pleasantries of “OMG John!! I didn’t know you worked at a coffee shop!!” he said that he didn’t just work there that he owned it and that he had what I needed in the back then I should follow him. He led me into an office, which I didn’t know coffee shops had offices, but I guess it makes sense for managers to order stuff and file stuff and he closed the door.

He opened the mini fridge that was on the corner and pulled out an iced child latte and handed it to me. He said he made an extra special for me (which means he came in it) but it didn’t taste any different so I just drink it up. He open up a drawer in his desk and said my mistress had left more stuff with him to give to me. He put a slip of paper on his desk and a butt plug that was at least twice the size of the one I had in already. When he placed it, I went to go pick him up. He stopped me and said my mistress didn’t pay him for the latte and that I would be paying for it when I got there. I knew exactly what that meant since she didn’t give me any cash so I walked up to him gave him a deep kiss and then got on my knees and started to undo his pants.

From what I remember about him from the sex parties, he likes to be blown soft and gentle to be teased so that’s exactly what I did and after about 10 minutes of doing that he told me to bend over his desk. I jumped up (well as much as one can do in swollen feet in heels) and reached into my purse for the bottle of lube and handed it to John. He lubed up is cock and took out my plug and started pounding away. He was only around 5 inches but man did it feel so good. I couldn’t stop myself from moaning. Had to cover my mouth and tell me to shut up that people could probably hear me outside. I tried my best to keep quiet as he kept pounding for at least five minutes. He then exclaimed that he had to cum and he wanted to cum on my face. So as soon as I felt his cock leave my ass, I quickly turned around to get on my knees. I think any second later he would’ve been coming on my back or my side because as soon as I was in position, he’ll have loose and completely glazed my face and the collar of my shirt.

I started looking around for something in the office to clean my face and he told me no that my mistress told him what she was doing today and then I should leave it on. So I put my old plug in my purse and looped up my new plug and worked it into my ass giving me a nice good stretch. I grabbed my latte and the notes on the desk. It made my way out of the shop without making eye contact with anyone.

I visited two more places that day, so there will be a part two and a part three.

If you read my stuff before you know, I’m a sissy for my mistress, and she constantly picks me and has me fucked by other people. If you ran some of my previous post, you know I had my first sis orgasm about five months into our arrangement and that it was very powerful. It’s been a year with mistress now and I can sissygasm very consistently now however I’m still chasing the high of that first one. I think they’re like drugs were the first time it happens. It feels so good and powerful and I’m just trying to re-create the first time. They are still powerful and I feel so good when they’re happening better than regular orgasms, but that first one was a step above the rest

This is another event idea my mistress got off of here so thank you to whoever posted it.

About 10 minutes before the first guest arrived she told me to go into the playroom. When she got in there, she was holding a couple boxes of saran wrap. She told me to take off my clothes, and then she started wrapping me from neck to toe until I was completely mummified. She had me stand close enough to the bed that she could push me onto it and readjust me so I was on my back on the bed. She left to go grab scissors to cut open where my clit was. I was very confused as I was full-time Chasity and she only unlocked me once a month for a hand job to make sure my clit doesn’t atrophy.

She told me we were trying something new for this party and I was to be a toy for people to use. I didn’t say it out loud, but I asked myself internally how this was different from any other party. Everyone already knew that they could just grab me and use me. I was already a toy. Mistress heard the door open so she quickly put a blindfold over me and put an assortment of toys on the bed next to me and left to go greet the guests.

The first guest came in, grabbed my clit and started riding. I had no idea who it was but after about five minutes they left. Pretty soon people started coming in and I could hear them around me. I was used a lot and came several times. Everyone kept forced me to drink out of a water bottle mistress put next to the bed that I later learn, she grounded Viagra to put in it. Many toys were used on me my clit and my ball. I was also painted with a lot of other people’s cum when the party was over. My mistress cut me out and put my clit back in its cage.

LONG READ ALERT

So I have been with my mistress for about a year and this event happened about 5 months into our dynamic. My mistress loves this subreddit and admitted she got the idea to do this off of another post on here. She could not find the post again as she read it a while ago so whoever posted it she would like to thank you.

To start the story, I’m 5 months in and I can take her strap on with the average size dick with ease, we started feminizing me including regular body shaving and waxing and showing me how to do makeup which I got a hang of pretty quickly, and I was full-time chastity. She started talking about maybe bringing other people into this dynamic like having other doms and dommes use me. I said I don’t know about men yet because at that point I still saw myself as fully straight but I would be open to other women fucking me and getting them off.

Now you might be thinking, since you read the title that she crossed some sort of line by having these women use me, but if you read this sentence carefully, I said women because trans women are women and just because I wasn’t thinking about that at the time doesn’t mean I still don’t believe it. So as my mistress she was well within her right to do this and if I ever did get uncomfortable, I still had my safe word I could use to get out of the situation so since I didn’t use it, that means I was OK with it. I was nervous but I was OK. now back to the story.

A couple weeks since that talk goes by, she tells me that I am to meet her at her condo and be there at 6 AM on a Sunday. Now my mistress has a rule that anytime she tells me to be somewhere. I am to arrive there 20 minutes early and stand outside the door. She said she likes making me look stupid standing there in front of her door. So it is a little inconvenient to be at her place at 5:40 in the morning, but I do that I get to her door and there’s a box on her door mat that says to follow the directions inside. I open the box and I see bright pink folded fishnet lingerie, and a note on top of it that says “take off all your clothes and put on everything in the box. Wait in the position that I drew on the lid and wait for me to open the door”

Very nervous because the kind of condo she was in was kind of like a motel set up where all doors were on the outside so if any of her neighbors decided to come out to get an early start on the day, like go to church, then they would definitely see me pretty much fully naked. First, this is in the middle of November so it’s very cold. As I take out the lingerie, I see there is a pink wig under it, a blindfold, my makeup kit, a small bottle of lube and a butt plug. I quickly put on the lingerie my wig and the make up, lube up the butt plug and insert it. Before I put on the blindfold, I take the position that she drew on the lid, which was having my hands on the door frame torso down, butt up to present my butt to everyone.

I wait like that for what seems like forever until I hear a car pull up in a parking lot and the door open and it close. I think this is my mistress because this isn’t the first time she’s had me show up early and then get home from a night of partying so I get excited that I can finally go inside. I hear who I think is my mistress approach me instead of saying anything. She reaches and starts fondling my clit in my cage. Then she moves to start pulling out, pushing in my butt plug teasing me. The door then opens and I hear my Mistress say from inside “ you’re late”. Now you can see I am very surprised that somehow I think my mistress is both behind me and in front of me so I instinctively reach for my blinds to take it off, but the mistress in front smacked my hand with her hand and stays on until further notice. The woman behind me says “you saw the guy. I went home with at the club last night, I had to get a quickie before I left this morning” my mistress says fair and tells the woman behind me to take my hand and to follow her.

I am guided to what I know as the playroom where I am sat down on the bed and mistress says “ you have one hour with her if she uses her safe word that means you have to stop lube and other toys are in the cabinet to the left. If you have any questions, just holler.” and the other woman says “I’ve been waiting for this all week after taking it all night it’s gonna feel so good to give it. “ I hear the door close and the woman sits on the bed next to me and takes off my blindfold instead next to me is a gorgeous blonde hair blue eyes 20 to 22 year-old woman in smeared makeup in a dress she clearly wore to the club last night. I was actually stunned and surprised that my mistress listened to me and was letting another woman use me. She was drop dead gorgeous. She said she was super horny and she wanted to jump right into it and that I needed to go get her the lube. Instinctually, I grabbed both that and the strap on for her to use, and when I came back, she just grabbed the lube, squirted some on her hand, lifting up her dress and started rubbing it on her quickly erecting dick.

I was so dumb struck by this sudden twist that when she told me to lay on my back and lift up my legs, I heard it like the first time you hear in a movie after an explosion goes off and there’s that ringing and everything‘s muffled, but my body follows the order on instinct. As soon as I lift my legs she slides under them and put them on her shoulders. She takes out my butt plug and inserts her cock. She starts off slow, making sure I’m open in the lube is covering every part of my ass that she can reach and then she starts to pick up speed and it turns into a full on fucking. As she’s doing this, my mind is racing that this is my first bio cock in my ass and what the hell is even happening and I’m actually feeling pleasure. My clits starts pressing against its cage, I feel a bit of pre-cum trickle down my balls, and I start moaning. After I don’t know how long she starts speeding up more which I don’t know that’s possible and moans she’s gonna come. That’s when I realize she’s not wearing a condom. As I try to push her off me it’s too late, do something hot shoot up into my ass, her stroke, start coming slower and longer, and she collapses on me.

She’s laying on top of me. She starts to kiss me, which I kiss back as I feel her cock start to shrink in my ass. I asked her why she didn’t wear a condom she said my mistress collected STD test from her insurance that she was cleaning so she didn’t have to wear one. She set up and put my butt plug back in my ass, and told me to wait on the bed while she cleaned herself up a bit and left for the bathroom.

I know this is a long read, and there is more to the story so if you’d like to hear the rest about her in the five other trans girls that fucked me please let me know and I’ll write more. And sorry for any spelling or grammatical errors.

If you haven’t read part two here it is

https://www.reddit.com/r/confessionsgonewild/s/UC7zf3SelG

I get out of the bakery and read the piece of paper first and it says to deliver the sourdough and the envelope to an address that is only two blocks from where I’m at and so I start walking. I get to the address and see it’s a tattoo shop that is closed. I start to feel bad that this is another shop that close for me. I tried the door and it’s locked so I decided to knock. About a minute later, a girl comes to the door (I cannot tell if she was trans or not). She does not immediately invite me in instead. She takes the box and opens the envelope that was on top of it. In the envelope was a hand drawn card by my mistress she opened it up and read it and then invites me in. Some people have told me in my chats that I don’t describe these people enough so here goes my best description of her. She’s about 5’2” black hair around 30-35, glasses, bunch of tattoos going up her arms and legs and on her chest. Her face was full of piercings and I could tell from her shirt that she wasn’t wearing a bra and that her nipples pierced too. She was wearing black short shorts and a black tank top. Unlike the other two people I stopped for on this journey, I had never met her or seen her before.

When she invites me and she tells me that my mistress (she doesn’t say the word, mistress she says my mistress‘s name) would be having something sent by today and that she was closed for her anniversary, but my mistress insisted on her being there for a present she was sending. She then told me if I wanted I could lay down on this masseuse looking chair (the one we lay down and there’s a hole for your face) and she would give me a tattoo as a thank you for delivering her present. At this point a time (a month ago) I was tattoo free and never even considered getting one, but I thought maybe getting something on my leg or arm would be nice so I sit down in a chair. That’s when the women said that I wasn’t to sit in the chair that I was to lay down on the table. She directed to me earlier and that if I was to get a free tattoo from her, had to be her choice.

I moved over to the table and laid down. She scrubbed up her hands, put on gloves and then lifted up my skirt. She did the pre-tracing of the tattoo in the small on my back and that’s what I knew. I was getting a tramp stamp. And she started the process. She started telling me all about my mistress and how she was the one to introduce her to kink and BDSM. My mistress was the one to introduce her to her husband that she was celebrating a one year anniversary with and my mistress knew her husband because she was his sugar baby when she was 19. She told me about my mistress’s earlier years and that she wishes she could go to her parties, but she’s been so busy with the shop that she hasn’t been able to make it. I do the awkward question of asking if she’s trans or cis and she tells me she cis. We talk a little bit more and before I know it, the tattoo is done.

She does the post tattoo stuff of wiping it down and then putting the wrap around it. She didn’t offer me a mirror to look at it so I had no idea what she tattooed on my back. She told me to wait there while she went to the back office to get something. I figured it was going to be a strap on and I was gonna give her “payment“ for my tattoo. To my surprise, she came out with a black collar and a leash, and she put it around my neck. She ain’t the leash and I got off the table and on my knees, ready to eat her out. And again she surprised me by saying “oh, I just wanted you to follow me, but if you wanna walk on your hands and knees, that’s fine. “ she pulled the leash again, and we started to walk towards the door. Outside, she walked me to around the side of the building and entered to a side door and up some stairs, we were going to her apartment above the tattoo shop. As we were walking up the stairs, she confessed that she had no idea what my mistress was sending when she told her to wait in the shop. When she read the card the first half was a nice emotional message about how my mistress wouldn’t be anywhere without her and that she could never repay her and in the second half the card was the explanation that I was the gift to her and her husband for their anniversary and I agreed to get a tattoo, there was a drawing of what you give me.

When we enter her apartment, she yelled to her husband that the gift from my mistress had arrived for their anniversary. I guess your footsteps coming from an adjoining room and out, walked at least 6‘2“ bald man with a sleeve of tattoos and as soon as he saw me, a big smile appeared on his face. She sees the dried, on my face and jokes that my mistress sent them a used toy. She hands hand the leash and says “why don’t you go teach this schoolgirl a lesson while I go freshen up” I can visibly see his now hard cock, in his sweatpants and says yes ma’am and he walks me into their bedroom while she goes into a different room.

He sits me down on the bed and takes off his sweatpants, revealing a 6 1/2 to 7 inch cock, which I don’t have to be till twice to start sucking I spent about five minutes gagging on it when I hear her enter the room. He pulls his dick out of my throat and turns to look at her and she is wearing a stunning, black and red crotchless bodysuit. She takes the director role and tells me tells me to get naked to lay down on the bed, which I do. She then tells her husband to sit on my face so I can eat his ass and that she wants to bounce on his cock while I do so. So that’s what we end up doing. We try my best to come out as she bounces up an and down on him, causing his and her full body to be pressed on my face. I have to admit it wasn’t my favorite, but he really liked it. She was able to make her come one time and then he came in her pussy. She directed him to get off of me and as soon as he slid out from on top of me, she planted her pussy right on top of my face. She didn’t tell me anything. She just started roughly ride my face like the toy I was for them. She was super rough with it, and I could taste his cum in her and I could he was definitely drinking pineapple juice lol.

She eventually came hard on my face and got off it. I was never told to leave so I stayed the night with them. The night was a blur of me being used and eventually I was fucked by both him and her in the ass (at separate times, I’m not at the DAP level yet) and he gave me two cream pies. In the morning, she texted my mistress to come pick me up.

When I got back to her place. She asked me if I had fun. I said my feet had a lot of blisters on them, but I really did have a lot of fun. Then she asked what I thought of the tattoo and to be honest I completely forgot about it. I went to the bathroom to see what it was. To describe the design, it is the female symbol with a line that goes halfway up the circle and turns into a heart and intersecting in at the top is the male symbol but instead of the line going diagonal on the male symbol it curved downward to look like a soft cock. I mistress said it’s a sissy symbol. She found online and thought I should be officially marked as a sissy.

LONG READ ALERT

So I have been with my mistress for about a year and this event happened about 5 months into our dynamic. My mistress loves this subreddit and admitted she got the idea to do this off of another post on here. She could not find the post again as she read it a while ago so whoever posted it she would like to thank you.

To start the story, I’m 5 months in and I can take her strap on with the average size dick with ease, we started feminizing me including regular body shaving and waxing and showing me how to do makeup which I got a hang of pretty quickly, and I was full-time chastity. She started talking about maybe bringing other people into this dynamic like having other doms and dommes use me. I said I don’t know about men yet because at that point I still saw myself as fully straight but I would be open to other women fucking me and getting them off.

Now you might be thinking, since you read the title that she crossed some sort of line by having these women use me, but if you read this sentence carefully, I said women because trans women are women and just because I wasn’t thinking about that at the time doesn’t mean I still don’t believe it. So as my mistress she was well within her right to do this and if I ever did get uncomfortable, I still had my safe word I could use to get out of the situation so since I didn’t use it, that means I was OK with it. I was nervous but I was OK. now back to the story.

A couple weeks since that talk goes by, she tells me that I am to meet her at her condo and be there at 6 AM on a Sunday. Now my mistress has a rule that anytime she tells me to be somewhere. I am to arrive there 20 minutes early and stand outside the door. She said she likes making me look stupid standing there in front of her door. So it is a little inconvenient to be at her place at 5:40 in the morning, but I do that I get to her door and there’s a box on her door mat that says to follow the directions inside. I open the box and I see bright pink folded fishnet lingerie, and a note on top of it that says “take off all your clothes and put on everything in the box. Wait in the position that I drew on the lid and wait for me to open the door”

Very nervous because the kind of condo she was in was kind of like a motel set up where all doors were on the outside so if any of her neighbors decided to come out to get an early start on the day, like go to church, then they would definitely see me pretty much fully naked. First, this is in the middle of November so it’s very cold. As I take out the lingerie, I see there is a pink wig under it, a blindfold, my makeup kit, a small bottle of lube and a butt plug. I quickly put on the lingerie my wig and the make up, lube up the butt plug and insert it. Before I put on the blindfold, I take the position that she drew on the lid, which was having my hands on the door frame torso down, butt up to present my butt to everyone.

I wait like that for what seems like forever until I hear a car pull up in a parking lot and the door open and it close. I think this is my mistress because this isn’t the first time she’s had me show up early and then get home from a night of partying so I get excited that I can finally go inside. I hear who I think is my mistress approach me instead of saying anything. She reaches and starts fondling my clit in my cage. Then she moves to start pulling out, pushing in my butt plug teasing me. The door then opens and I hear my Mistress say from inside “ you’re late”. Now you can see I am very surprised that somehow I think my mistress is both behind me and in front of me so I instinctively reach for my blinds to take it off, but the mistress in front smacked my hand with her hand and stays on until further notice. The woman behind me says “you saw the guy. I went home with at the club last night, I had to get a quickie before I left this morning” my mistress says fair and tells the woman behind me to take my hand and to follow her.

I am guided to what I know as the playroom where I am sat down on the bed and mistress says “ you have one hour with her if she uses her safe word that means you have to stop lube and other toys are in the cabinet to the left. If you have any questions, just holler.” and the other woman says “I’ve been waiting for this all week after taking it all night it’s gonna feel so good to give it. “ I hear the door close and the woman sits on the bed next to me and takes off my blindfold instead next to me is a gorgeous blonde hair blue eyes 20 to 22 year-old woman in smeared makeup in a dress she clearly wore to the club last night. I was actually stunned and surprised that my mistress listened to me and was letting another woman use me. She was drop dead gorgeous. She said she was super horny and she wanted to jump right into it and that I needed to go get her the lube. Instinctually, I grabbed both that and the strap on for her to use, and when I came back, she just grabbed the lube, squirted some on her hand, lifting up her dress and started rubbing it on her quickly erecting dick.

I was so dumb struck by this sudden twist that when she told me to lay on my back and lift up my legs, I heard it like the first time you hear in a movie after an explosion goes off and there’s that ringing and everything‘s muffled, but my body follows the order on instinct. As soon as I lift my legs she slides under them and put them on her shoulders. She takes out my butt plug and inserts her cock. She starts off slow, making sure I’m open in the lube is covering every part of my ass that she can reach and then she starts to pick up speed and it turns into a full on fucking. As she’s doing this, my mind is racing that this is my first bio cock in my ass and what the hell is even happening and I’m actually feeling pleasure. My clits starts pressing against its cage, I feel a bit of pre-cum trickle down my balls, and I start moaning. After I don’t know how long she starts speeding up more which I don’t know that’s possible and moans she’s gonna come. That’s when I realize she’s not wearing a condom. As I try to push her off me it’s too late, do something hot shoot up into my ass, her stroke, start coming slower and longer, and she collapses on me.

She’s laying on top of me. She starts to kiss me, which I kiss back as I feel her cock start to shrink in my ass. I asked her why she didn’t wear a condom she said my mistress collected STD test from her insurance that she was cleaning so she didn’t have to wear one. She set up and put my butt plug back in my ass, and told me to wait on the bed while she cleaned herself up a bit and left for the bathroom.

I know this is a long read, and there is more to the story so if you’d like to hear the rest about her in the five other trans girls that fucked me please let me know and I’ll write more. And sorry for any spelling or grammatical errors.

I walk out of the coffee shop with drink in hand and cum on my face. I get out of the doorway and walk to the side of the building and read the note my mistress had left for me. It was another direction to go to another shop nearby, a bakery, and get a loaf of fresh sourdough bread. So I start walking, feet still hurting. Until I arrive at the shop. I I noticed just like the last shop that there are pride flags in the window, but these are stickers instead of a full on flag and there are also trans flags too. The sign on the bakery says closed, but I tried the door anyway into my surprise. It actually opens. The bell above the door, ring rings and a familiar voice calls from the back. “ I’m coming don’t worry come on in. Lock the door behind you.” then out from the back comes girl number one from my previous story about being used by a bunch of trans women.

Honestly, I was surprised I’ve seen her several times since that event and we have talked a lot during those times and she never mentioned that she owned a bakery. I honestly thought she was just a college girl my mistress friends with. I asked her why she’s closed on such a nice day and she said my mistress said I would be stopping by and that number one really wanted privacy with me. She said she was open early in the morning to get the morning rush but close down when things started lull. She asked asked for my order and I told her a loaf of sourdough. She said OK come in the back and we can get started. I asked if I could use the bathroom before since that coffee made me really had to pee. She said OK to meet her in the back whenever I was done.

When I was done, I walked back into the kitchen (don’t know if that’s the right word for the back of the bakery where all the bread is made but I’m using it) and there she was standing in the middle of the kitchen, with white frosting, spread across her tits and on her cock. She did her best cute face and voice and said “oh no I spilled frosting over myself. I’m trying to put it away. Can you help me clean it up?“ So I walked over I started licking her chest and sucking on her nipples what cause her a little loud and when she felt like she was clean enough, or she was just really horny, she pushed my head down to start cleaning her cock. I did my best on both her chest in her cock, until I think she got horny she just grabbed me by the shirt, pulled me up and bent me over the table in the middle of my room. She reached out to my purse and pulled out the lube first try (I don’t know how she did that) she pulled out my butt plug and exclaimed “oh my God she’s got you going so big now” and then persecuted to fuck me in the kitchen until she gave me a creampie.

When she was done, she put my plug back in and told me to go wait in her office (it’s still surprises me. I never realize that all of these places have an office) and that when she gets the sourdough in the oven, she’ll come back and we can chat. And when she got into the office, we just chatted about people we knew she asked I who’s cum was on my face and I told her John and I asked her why she didn’t ask when I walked in. She said she was just really horny and wanted to get right to it. And before I knew it or chatting made the time fly by and my loaf of bread was done. She put it in a box. And handed me a piece of paper and an envelope that my mistress gave to her and told me to have a good rest of my day.

Here is part 4 of you have not read pt 3 here it is

https://www.reddit.com/r/confessionsgonewild/s/zxh5Lxdmk0

Ok everyone! When we last left off I had just had my first sissygasm, I was waiting in the position at the door and to be honest I was kinda done for the day. I was tired and hungry. I hadn’t eaten anything all day or most of yesterday because I hadn’t to prepare for today (back then I didn’t eat a lot whenever I knew I was going over to my mistresses just to make sure things stayed clean). It was now six or seven in the evening when number five walked in unlike the other ones she didn’t immediately grab my leash and start leading me to the room. She grabbed my plug and started pulling it out a little bit of them, pushing it back in, and then she caress my balls with her long nails, which made me jump a little bit since I was still sensitive from my sissygasm. My mistress came out of the playroom and she had a look on her face, which I now know it’s her face when someone has dropped dead, gorgeous and she either wants to fuck them or for them to fuck her. I miss your screen number five interrupted her to take my leash to walk me into the playroom and she’ll go over the rules.

She does, as my mistress says, and at least walks in front of me and I start to fall behind her. I knew my mistress had a type of alt/golf girls and from what I can see from behind she was exactly that. Platform boots, black stockings, black mini skirt, short black top, showing off her pasty white skin and long hair with half of it being black on one side of her head, the other half right red. From the look from the back, she could not have weighed more than 130 or 140 pounds. She also had tattoo sleeves on both of her arms and tramp stamp. We get into the middle of the room and she stops still holding my leash while my mistress gives her the spiel about where the lube and the toys are, that she has one hour and she can do whatever she wants with me and to have fun. On the way out, my mistress mouths. “Lucky”.

After my mistress closes, the door number five tells me to go lay down on the bed while she went to look at her selection. Her voice caught me by surprise. All of the other girls and I’m not trying to be mean, but you could tell from their voice that they were trans. All of them were very passable and their voices were very feminine, but you could tell whether their voices that they were trans. Now this girl, you could not tell. I lay down. She’s over there for a bit and I can hear her looking at everything in the cabinet and for how long she was over there I can tell she was really inspecting everything and that made me excited because none of the girls so far used any toys. She came back and this is the first time I’ve seen it from the front and she was stunning. I mean, you could not even tell she transitioned. She looked cis. She had taken her top off while she was over at the toys and she had beautiful C cup tits. I could not see any scarring if she had a boob job. I was starting to wonder if she was even trans. She came back with handcuffs a wand with a black handle and and red shaft, (i’m sure many of you know what kind of toy it is but at the time I didn’t know what it was) and lube and she cuffed me to the bed frame, a position I was very familiar with.

She’s still wearing her skirt, stockings, and boots. I can’t start to see the tip of her dick starting to peek out from under her skirt. She lubes up her cock and takes out my plug and inserts her cock in me. Since I was still sensitive from my sissygasm, I let out a nice loud moan which was then quickly followed by the hardest slap I’ve ever had to my face at that point. She put her hand around my throat and started to choke me and said “girls don’t sound like that“. I was really caught off guard and she did all this while picking up speed with her fucking so I moaned again. It was met with another slap. After a couple slaps, my moans were girl enough for her. She kept pounding away and I was feeling really good. That’s when she pulls out the wand and puts it into the tip of my clit and the one shocks me and I let a surprised scream. This time she didn’t slap me, she grabbed my balls and squeezed. It made me scream again, so she squeezed harder. I quickly realized that making any noise that she didn’t like is gonna result in some sort of pain. She shocked me a couple more times before she realized I was trying really hard not to make noise so she put down the one and proceeded to choke me.

She’s getting really into it and moaning really loud. She was still squeezing my balls and choking me. She started picking up speed and moaning louder. I could tell she was getting ready to cum. She started squeezing my throat and balls harder. I couldn’t breathe and I felt like my balls were gonna explode. She started to scream that she was cumming and I could feel her hot cum fill up my ass. And when I say I could feel it fill up my ass I mean it, there was a lot of volume to her cum. She carefully pulled out and put my plug back in, and she put her cock up to my face. She made me suck because she was still hard. I sucked her for about five minutes before she went soft.

After her cock got soft, she pulled it out and got up and went to the toy cabinet to get some more tools. She came back with some paddles crops and whips under my handcuffs and flipped me over so I was laying on my stomach, and recuffed me to the bed. The rest of the hour she spent spanking and whipping me across my back in my ass and squeezing my balls if I made a noise that wasn’t feminine enough. Eventually, my mistress knocked for the 15 minute warning, and then once that was came in to tell her time was up for girls left. She asked my mistress for a cup. My mistress obliged and gave her a cup company from the vet and told me to squat down over and take out my plug. I caught onto what she was doing and so I did and I proceeded to push all the cum out of my ass and into the cup.. the only loads that were left where the last fuck from girl four and girl five loads and let me tell you most of what was in the cup was girl fives. She then told me to drink it. I looked over at my mistress and she nodded, so I did. Girl five put her top back on and then left.

My ass and back were so sore after. My mistress told me to go take a shower and that we would talk after I took a shower whenever I came out my mistress had gotten food for me and so I sat down and ate. My mistress sat with me and asked me how I liked the day. I said I loved it!!! she said she knew what girl one did because they were friends and so she told my mistress about it afterwards and girls two and three were in and out, but she wanted to know about girls four and five. I told her about four and her bigger cock and the fact she had some fetish about being hot and stinky me cleaning her and that in a weird way, I enjoyed it. I told her about five and how she really insisted on me sounding like a girl. My mistress informed me that that’s called voice training and a lot of transgender women do it to something more feminine. I believe that planted the idea in my mistresses had to have to start doing that which I guess Work because now whenever I’m with her and Sissy attire, I do speak more feminine and I don’t even have to think about it. It’s just an instinct.

Overall, I really love this experience and I wish my mistress would do this again. I do have more stories from other events that are also really extreme like this if you guys would like to hear about them.

LONG READ ALERT

So I have been with my mistress for about a year and this event happened about 5 months into our dynamic. My mistress loves this subreddit and admitted she got the idea to do this off of another post on here. She could not find the post again as she read it a while ago so whoever posted it she would like to thank you.

To start the story, I’m 5 months in and I can take her strap on with the average size dick with ease, we started feminizing me including regular body shaving and waxing and showing me how to do makeup which I got a hang of pretty quickly, and I was full-time chastity. She started talking about maybe bringing other people into this dynamic like having other doms and dommes use me. I said I don’t know about men yet because at that point I still saw myself as fully straight but I would be open to other women fucking me and getting them off.

Now you might be thinking, since you read the title that she crossed some sort of line by having these women use me, but if you read this sentence carefully, I said women because trans women are women and just because I wasn’t thinking about that at the time doesn’t mean I still don’t believe it. So as my mistress she was well within her right to do this and if I ever did get uncomfortable, I still had my safe word I could use to get out of the situation so since I didn’t use it, that means I was OK with it. I was nervous but I was OK. now back to the story.

A couple weeks since that talk goes by, she tells me that I am to meet her at her condo and be there at 6 AM on a Sunday. Now my mistress has a rule that anytime she tells me to be somewhere. I am to arrive there 20 minutes early and stand outside the door. She said she likes making me look stupid standing there in front of her door. So it is a little inconvenient to be at her place at 5:40 in the morning, but I do that I get to her door and there’s a box on her door mat that says to follow the directions inside. I open the box and I see bright pink folded fishnet lingerie, and a note on top of it that says “take off all your clothes and put on everything in the box. Wait in the position that I drew on the lid and wait for me to open the door”

Very nervous because the kind of condo she was in was kind of like a motel set up where all doors were on the outside so if any of her neighbors decided to come out to get an early start on the day, like go to church, then they would definitely see me pretty much fully naked. First, this is in the middle of November so it’s very cold. As I take out the lingerie, I see there is a pink wig under it, a blindfold, my makeup kit, a small bottle of lube and a butt plug. I quickly put on the lingerie my wig and the make up, lube up the butt plug and insert it. Before I put on the blindfold, I take the position that she drew on the lid, which was having my hands on the door frame torso down, butt up to present my butt to everyone.

I wait like that for what seems like forever until I hear a car pull up in a parking lot and the door open and it close. I think this is my mistress because this isn’t the first time she’s had me show up early and then get home from a night of partying so I get excited that I can finally go inside. I hear who I think is my mistress approach me instead of saying anything. She reaches and starts fondling my clit in my cage. Then she moves to start pulling out, pushing in my butt plug teasing me. The door then opens and I hear my Mistress say from inside “ you’re late”. Now you can see I am very surprised that somehow I think my mistress is both behind me and in front of me so I instinctively reach for my blinds to take it off, but the mistress in front smacked my hand with her hand and stays on until further notice. The woman behind me says “you saw the guy. I went home with at the club last night, I had to get a quickie before I left this morning” my mistress says fair and tells the woman behind me to take my hand and to follow her.

I am guided to what I know as the playroom where I am sat down on the bed and mistress says “ you have one hour with her if she uses her safe word that means you have to stop lube and other toys are in the cabinet to the left. If you have any questions, just holler.” and the other woman says “I’ve been waiting for this all week after taking it all night it’s gonna feel so good to give it. “ I hear the door close and the woman sits on the bed next to me and takes off my blindfold instead next to me is a gorgeous blonde hair blue eyes 20 to 22 year-old woman in smeared makeup in a dress she clearly wore to the club last night. I was actually stunned and surprised that my mistress listened to me and was letting another woman use me. She was drop dead gorgeous. She said she was super horny and she wanted to jump right into it and that I needed to go get her the lube. Instinctually, I grabbed both that and the strap on for her to use, and when I came back, she just grabbed the lube, squirted some on her hand, lifting up her dress and started rubbing it on her quickly erecting dick.

I was so dumb struck by this sudden twist that when she told me to lay on my back and lift up my legs, I heard it like the first time you hear in a movie after an explosion goes off and there’s that ringing and everything‘s muffled, but my body follows the order on instinct. As soon as I lift my legs she slides under them and put them on her shoulders. She takes out my butt plug and inserts her cock. She starts off slow, making sure I’m open in the lube is covering every part of my ass that she can reach and then she starts to pick up speed and it turns into a full on fucking. As she’s doing this, my mind is racing that this is my first bio cock in my ass and what the hell is even happening and I’m actually feeling pleasure. My clits starts pressing against its cage, I feel a bit of pre-cum trickle down my balls, and I start moaning. After I don’t know how long she starts speeding up more which I don’t know that’s possible and moans she’s gonna come. That’s when I realize she’s not wearing a condom. As I try to push her off me it’s too late, do something hot shoot up into my ass, her stroke, start coming slower and longer, and she collapses on me.

She’s laying on top of me. She starts to kiss me, which I kiss back as I feel her cock start to shrink in my ass. I asked her why she didn’t wear a condom she said my mistress collected STD test from her insurance that she was cleaning so she didn’t have to wear one. She set up and put my butt plug back in my ass, and told me to wait on the bed while she cleaned herself up a bit and left for the bathroom.

I know this is a long read, and there is more to the story so if you’d like to hear the rest about her in the five other trans girls that fucked me please let me know and I’ll write more. And sorry for any spelling or grammatical errors.