u/beingwetexcitesme

Recent fuck,first one bare!

I have always enjoyed older Daddies snd now that im getting g a bit older, its even more of an attraction. Ive been bi since taking my first cock as an older teen but have really been more into girls, but every now and then I get the urge to be a sissy for a guy. I met him on a swinger site and even though it is widespread in North America and Europe, he lived near by! We exchanged emails and texts then I met a him a few weeks ago at a wooded lot he owns and blew him. Yesterday he invited me over to.his place to fuck. His house is very private and we started on his porch. I wore a string bikini bathing suit under my clothes. He had me undress and model the suit for him then he turned me so my back was to him. He is Dominant in that he likes to control all the action. He started caressing my ass and nipples then my clitty. And then my breasts. He definitely is a tit man and spent a lot of time squeezing and pinching as he pressed his body against mine. He undid the strings and dropped my top. After playing a bit more he undid the strings to my bottom and let the bottoms fall to the porch deck and played with my ass again. I was nervous until he unzipped his jeans. Its been a LONG time since I was fucked. Daddy gets tested regularly and had shared the results with me, plus he hasn't played with anyone in a long time, so this was going to be the first guy I take bare and let cum in me. He didnt have any underwear on and for some reason the minute he unzipped I knew it was going to happen and all the nervousness disappeared. I was ready! Hes not overly long but atleast is bigger and thicker than me. I watched as he stepped out of his pants and pulled off his shirt. He then bent me over so that my hands were on his porch rail. He closed up behind me and played with my breasts again. I reached between my legs and played with his cock. I was ready and pressed back against him. He picked up on it and told me to lube him up. I took a tube of lube and smeared it on his shift and a bit on my hole then bent back over. My preparation and training with plugs and toys paid off as he was able to enter me easily. So here we were, naked and fucking on his front porch. He was good too. He knew how to fuck a sissy.

After awhile he pulled out and led me inside to his bed. He had me on my back and he was standing on the floor. He pulled me to him so that my ass was off the bed and my legs were in front of him and on his chest as he re-entered me. I knew from our conversations that this was his favorite position. He grabbed my wrist and forearms to pull me into him as he thrust. As he went, he pushed my legs forward, bending me further, to get maximum penetration. Too be honest. I was so focused on the fact he was going to cum in me that I really wasn't paying much attention to how I was feeling. I was moaning and he was grunting. I figured he was close so I reminded him no man had cum in my ass and I wanted him to take me, claim me, own me. I begged him to fill me. Thats what it took and he slowed his pace and forcibly thrust hard and deep as he came, pulling me further into him. I was his! His cum dump sissy whore and I loved it. After he came he stayed in me for a bit then pulled out. He helped me ease a bit back on the bed but had me hold my legs up. He got some wipes and cleaned up the lube. I wasn't expecting that but he was tender and caring as he wiped. He cleaned up some of my pre-cum i had dripped then cleaned his cock. He then helped me off the bed and back to the porch on my wobbly legs. We sat naked on the porch chairs and talked a bit..he said he very much needed this as its been awhile since he fucked anyone. He said he placed a good load deep in me and id leak a good bit durring the day. After a bit I got dressed and he walked me to my car. There are not a lot of guys who play in our area (like none) and I think we are going to be exclusive fuck buddies and I am looking forward to the next time!

Fathers day play day

I share a two-bedroom house with a roommate. He’s straight and not aware of my sissy -side. He frequently travels and so i play when he’s away, like this weekend. I would invite my Daddy over but he too is travelling to see his adult kids on this Fathers Day. Daddy is married and older than i am and i have become his regular relief, but that’s a different story that perhaps i will write later.  But I’m sort of committed to him in my brain so i didn’t want to find a random guy today. So what is a sissy to do? Lots when you are alone and have a fuck machine. But we will get to that.

So i woke up  and put in my medium size vibrating butt plug, opened the app and selected an hour long program, Had my coffee and scrolled here a bit, getting in the mood and then getting things ready.  First i showered and shaved everything and did my skin care routine.  This is something i do every day.  I took my plug out before leaving the shower and cleaned it up. I sprayed myself with some rose scented body spray. I put on my cage and a bra and some shimmering lip gloss and finally some heels and a collar, attaching the cage keys to the collar. I looked pretty sharp i must say.

Then I cleaned myself out well  and I took my time doing it. ‘I did several rounds with my enema bucket instead of the typical douche routine. I am not into scat but i really want to be very clean. I  do like to heat the water up a bit so i feel it in me and as it comes out, still warm.  I imagine that its my pussy draining lube and Daddys cum out of me. I take my time and relax and filled and emptied several loads today of the ½ liter bucket over a couple of hours today. I had some sissy hypno audio playing in the background  

Once really clean i inserted a larger butt plug and let things settle down as i got my machine ready.   I will do this on the bathroom floor on a beach towel as sometimes it can get pretty wet from my pussy when I orgasm if there is any residual fluid from the enemas. I usually squirt some  prostate/cowpers gland fluids from my clitty  but sometimes there is a bit of a peegasam too.  It happens when going deep, hard, and for a long time, especially after the enema sessions have the prostate excited. I also usually do this on a full bladder as i feel it makes the prostate more sensitive.  I had a vasectomy a few years back and do not shoot any sperm. A true beta bottom sissy!

I have two cocks i like to use on the machine. One is a rather average size i guess, a little bigger than me,  and fairly similar  to what i have encountered in my play with men. It is  very close to the size of Daddy, too. Of course, the other one is bigger and longer. I decided to usethe regular one today as i wanted to concentrate on Daddy fucking me.

I start with the machine sitting up on the counter. That’s the perfect height for me to be on my knees and sucking it. I start with it off, waiting until my throat gets used to it and then i turn it on and let “daddy” fuck my throat. I go at a slow speed for this and can fairly easily deep throat the average cock . That’s true for real cock, too. I can pretty easily deep throat an average one well. So i let the machine do its thing on me for a bit

When i was ready to fuck, i put the machine on the floor and positioned it how i want it. I jumped into the shower to remove the plug in case there is any residual water that comes out with it (there wasn’t today) then get in position. Today I started on my back with my legs spread in the typical M pose.  My lube is unrefined coconut oil, i melt a bit in the microwave and put it in a lube shooter and inject it once it cooled to a cum-like fluid. Then i apply a generous amount to the outside of my pussy and the cock.

I scooted down on the cock until the head of the cock was inside me. I slid back and forth several times until i could take it all. Then i turned it back on again, starting slow.  I eventually wound up with my legs straight up in the air and scooted down so the machine was deep in my pussy and going a bit faster. This is one of Daddys favorite positions with me on the edge of a bed while he fucks me, my legs up against his chest and heels in the air.  I had a few dry prostate orgasms, little warm up ones, which were either dry or with a little fluid dribbling out of the cage tip. I got to the point that my legs were cramping so i took a quick pause to reset the machine for doggy style. This is where things get intense. I can rock onto the cock with the machine off, i can let it fuck me while i’m passive, or i can do both, which was my choice for today. I can sit up a bit or lean over more depending on how deep i want it. I can make it so its deep in me or shallow and hitting the prostate just right. I orgasmed several times  although mostly dry or with just a bit of clitty fluids  but i was just not getting to the magical hands free full orgasm I needed today. today.  

I don’t cum often and never with Daddy, even if he takes the cage off and plays with me. Well let me be clear, i do cum or orgasm but i don’t cum fluid beyond the typical pre-cum. I am always focused on making him feel good and making him cum as this is how it should be, but today i wanted to cum hard. So i got some nipple clamps and my magic wand and went back to the doggie style position, re-lubed everything, and started fucking the machine again. i got the bigger cock and worked it into my mouth. it really did a number on me and soon i was gagging and when i pulled it out there was spit and drool all over it like a good porn star does to a bigger cock. I was pleased i was able to dep throat this bigger cock so was my clit.  So here i am doggy position on the bathroom floor on a beach towel, cock in my ass fucking me, and by now turned the speed up a bit, nipple clamps engaging my sensitive nipples, wearing a cage, heels, bra and collar, and a large cock in my mouth turning me into a total whore. But i still couldn’t get there, every dry orgasm has been building and growing and had me moaning loudly when the cock wasn’t in my mouth. But I could not get the intense orgasm and cum release.  I needed some help and turned to the Magic Wand and turned it on. I put it besides the cage and let it do its thing and slowly built up until i just exploded in an amazing orgasm. Cum shot of the cage and puddled on the towel,   the cock fell out of my ass but kept pounding my ass area, and the big one fell out of my moth as i screamed in ecstasy.  I was so glad we don’t have any neighbors close by as they would have wondered. My body shook and i just came and came, even after the squirting stopped i came several more times. I turned off the machine, winced as i took the clamps off, and just lay there for  a long time before i got up to start the clean up process for the toys and machine and finally myself and the cage in the shower. It was a very good Fathers Day ”celebration” for me now I’m drained and completely mellow as i sit and write this down.

This is part 4 and a rather tame post, but hey, its real life. Could possibly go into chasity or a FLR thread. She messed with my head pretty solid today. I caged up of course right after my morning shower and skin care routine and she had me dress in panties and a bra. At my suggestion I added the strap on harness like in Friday. Full tactical sissy..caged and ready to serve. Its not often we get the house to ourselves for an entire day to do this. She however was mostly clothed, which is rare for her, with a CFNM vibe I guess. She did pull her shorts off in the mornjng for some oral worship in the porch after breakfast. My head was full of thoughts of penetrating her with our various toys, going down on her all afternoon, or being milked like a good boy. All I got was an afternoon session of using vibrators on each other simultaneously, then going down on her along with the vibrator to give her several intense orgasams, then a vague comment about maybe me getting to cum in the cage later on. That btw never happened. She kept me dressed but we worked on various projects most of the afternoon and evening. How could she dress me like this,lead me on so, yet deny me? But as I spent all day in sissy mode, mostly outside with her on our porch it got me thinking how far weve come in accepting my sissification and her dominance, and how this is our lifestyle now. And, of course. how well played she was in keeping me on edge mentallly all day and denied, always wanting more. Im not the only one excelling in my role it seems. Mistress is learning how to manipulate and motivate.

These of course are tame but this is real life for me. I started part 3 but didnt provide any closure to part 2. At the end, we had a social event in town..she had me wear my key to.my cage on a bracelet and one of her T shirts. Fairly androgynous but still doing this in public was a step for both of us. We did run into friends but no one commented or seemed curious about anything, so thats good. One stranger, an older, handsome man did im pretty sure. He made eye contact we me and smiled a devious, knowing smile. A little later he was standing fairly close and again made eye contact along with the smile and a head nod. I was hoping he might have approached maybe but it seems he was waiting on friends. Once they arrived they went in a different direction. I think I've seen him around and will watch for him.

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Im hoping today is an extension of Friday. I worked a 12 hour shift yesterday and today we will have the house to ourselves again for much of the day, and likely will tomorrow too. She is not the intense horny person I am and will consider this a marathon, not a sprint.

I woke up early as usualy,put in my vibrating plug, then back in bed to hokd her whoke she slept. I don't use the vibrating part at first. Later got up and came to the kitchen to make coffee and then activate it. Coffee and anal vibes...yum. i then took our dog for a long walk through the neighborhood. Now back for coffee # 2. And of course more scrolling.

I will be doing my shower routine in a few minutes. Plug comes out, shaving, scrub, skin care then will put on my cage and strap on harness and be ready to serve her when she wakes up. If she sleeps in long enough I will wake her with some loving, gentle rimming. Wish me luck today!!

Well i hoped for a more spicy part 2 but unfortunately a bit tame. When she woke we needed to work on a collaborative project that is due tomorrow so that was our afternoon. HOWEVER... we worked on it on our porch table. Our porch is semi-private, no immediate neighbors but those across the way can see, especially with binocs. She had me remain exactly as i was dressed- bra, panties over the strap on harness which was over the cock cage. The harness is really nice- padded and almost like a climbing harness /swiss seat design, little more robust than just straps. So this was my outfit outside on the porch all day. She was in her bra and shorts. She's often in bra and panties out here during the day, sometimes topless, and usually naked if out there at night, she enjoys nudism and i think has a mild exhibitionist at heart. I really liked that she let me stay in sissy mode all day. I am NOT the exhibitionist type by any means and my sissy status has been mostly in doors so this was good progress for me. Before we came in she did let me lick her pussy for a few minutes for being a good boi for her today. This evening we are going to an outside event downtown. She doesn't want me in a bra as we will likely know folks there and lines might show, and its going to be a bit warm out too. I will, of course be caged and she is going to make me wear my key on a bracelet on my wrist. Could be interested if anyone notices. Panties of course over the cage! By the time the event is over we will have company at home again and cant play as openly. Cant play Saturday it looks like, but sissy-service weekend continues Sunday! Edit to add .she just tossed me one of her shirts to wear. Its a t shirt, nothing to obvious but its a very pastel blue and shows off my breasts nicely the way it's cut and the size. Oh this could be fun..good to see her getting more used to directing me,too.

Today is a rare day! My semi-dominant SO and I have the house to ourselves! She travels for work alot and we have one older kid still here and others that often visit, so a day alone is rare! Started off me dressed in a bra, cage (of course), strap on harness (no toy yet) and panties over that. She was in her robe on the porch enjoying morning tea so I went down on her there. Then moved inside to the bedroom where I have her about an hour long full body massage. Started her face down then face up. Ended with several intense orgasams from my hands and mouth. Pretty much a yoni massage if you follow tantric practices. Then i let her nap and relax. Not sure what part 2 will hold. Up to her when she wakes up. I did request no piv today if possible as I want to stay focused on submitting and servicing her. Will see.

Tldr: I believe establishing and maintaining a daily routine is an important of becoming and remaining a long term sissy. It preps the mind and body and re-affirms my commitment and enjoyment of this lifestyle. Here's my current if you are interested. What is yours?

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My current one for the morning

1. Coffee portion

Get up early

Vibrating buttplug inserted, scrolling here and coffee. Anywhere from 30 min to an hour deoending in the day

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2. Shower portion

In the shower remove and clean plug

Shave chest,stomach, clitty/boipussy area, touch up others aa needed. Exfoliate with a homemade scrub-, coconut oil, Epsom salt, peppermint oil

Rinse off

Exit and shave face, brush teeth, brush hair

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3. Dressing in my bedroom once dried off

Apply lotion/cream to body - toes to fingers, dont forget to massage breasts. Put a little in the opening of my boipussy too.

Put on my cage

Apply female deodorant and body spray

Select and put on panties . Occasionally a bra depending on plans for the day

Go to my desk and use make up mirror to fix hair and put on lip gloss- neutral or light shimmer if going to work or out, more bold shimmer if staying home

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4.Breakfast

Second coffee, ususlly oatmeal ir something simple. Scroll more redditt. Love the inspiration from here!

Get dressed if going to work ir errands

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5. Durring the day be sure to take my probiotic and vitamin supplements, later my pysllium fiber.

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6.Evening before bed..

Remove and wash cage, prep it for tomorrow.

Usually shower again if its been a busy day..enjoy a little anal play time with a suction mounted dildo. Not too big or too much- save that for play days!

Dry off, re-Apply lotion/cream, put on a fresh panty for sleeping

Make sure plug is charged and cage is ready for tomorrow

Scroll a bit more...good night

Scroll here a bit before bed

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Durring the day..try to eat right and find time to exercise (especially on play days but thats another story...)

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Whats yiur daily?

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I haven't tried it yet, but I see.it in every type of porn. The male pulls out while doggy style fucking who ever then shoots on the bottoms back. Im not sure i understand how this is or the attraction. I understand facials (on my list to get soon or cumming on the bottoms clit/clitty (love doing this). In my opion those two are letting the alpha mark you. But not on your back. I guess to the top its pretty exciting to see it spray but what does that do for the sissy. Of course I know you'd be the perfect submissive being fucked then patiently waiting to get sprayed on, so I get that...and now it does sound a bit exciting tbh. But am i missing something else? And if he pulls And cums on you where do you prefer( as if we had a choice)

My wife makes me wear the key. I wear it on a bracelet on my wrist. In one way its practical as a couple of times a day i unlock and clean it. She knows I wont masturbate unless under her request so she sees no reason to hold it. She thinks its more amusing for me to wear it anyways. So far, if anyone has noticed it, no one has asked about it. But I always wonder if anyone who "knows" has seen it. Anyone else have to wear theirs

Do any sissies who got a vasectomy get off on being bred by, or swallowing loads from, doms that are fully seeded? Do you feel your lack of sperm makes you more beta to a non-vas alpha man with complete loads? I sure do (and enjoy it).

For context, have only done anal once before and with a condom and that guy didn't cum. That was years ago and everyone else oral. Met a local man and got to talking. We met a few weeks back and I sucked him off. I really got into the anal vibe with him. Both tested btw. So we met at his place. He had me dress as I wanted and I chose a bikini under my clothes. We started on his porch..very secluded wooden, rural area. He unbuttoned my shirt and started playing with my nipples. My shirt hit the floor. He then undid the bikini top and it too hit the floor. Next he undid my jeans and groped me under my bikini bottom and had me take off my jeans. Then off came his shirt and I sucked on his nipples. I was nervous and thinking id just blow him again but that went away as soon as he undid his pants. He was not wearing underwear and my nervousness just went away the moment his cock came out. He spun me around and bent me over and I grabbed the porch rail. He untied my bottoms and they too hit the deck. He fondled me more while pressing up against me. I reached between my legs played with his cock. A little bigger than mine but not huge. A little wider, too. And heavy..i dont know why but it seemed heavier to what I have handled. After awhile I asked him to fuck me. He asked about condoms. We had some and I probably should have asked to use one but I didnt..i wanted bare cock and I wanted his cum in me. I needed to experience this at least once..to be fully claimed as a sissy by a man. I.told him no, that i wanted him bare so he told me to lube him up. It was something to be rubbing lube on him, preparing him to enter and eventually fillme. He entered slowly and it didnt hurt. I guess dildos and plugs paid off. Plus my ass wanted him inside! We fucked like this for awhile then he pulled out and led me to his bed. He put me on my back and had my ass at the edge of the bed and re-entered me. He held my legs towards his sides. After a minute or two he asked if i wanted it harder and I said yes. He took my forearms and slid me further off the mattress, holding me on it with his body. He put my legs up on his shoulders. And now he re-entered me and started to pound my ass into a pussy. I had my eyes closed but then opened and loved what I saw. My legs bent back by his stomach and chest, my feet in the air above his shoulders. His arms and hands on me and him watching me as he fucked me. I could not feel it inside me when he came but I could certainly see it in his facial expressions and of course the intense deep entry and holding as the first man to take me..claim me..own me. He thrust a few times then slowed and finally withdrew and slid me back in the bed then got some wipes and cleaned me. Yes there was a bit of a mess despite having cleaned out...it happens. But I thought it was kind of him to do that. He was actually so nice to me the entire time. We went in the bathroom and cleaned up more properly. I wanted to take him in his shower but thought maybe save that for a future date. We then sat naked on his porch for awhile and just talked. Finally I said I had to go and got dressed. I has a fresh thong I put on. He said he really put a decent load in me and it would probably leak out for awhile, which was accurate. I didn't cum as I didnt want to and we had agreed upon that ahead of time so there was no pnc issues. What I didnt expect however was how my ass felt for the rest of the day. Hard to explain.but it wasnt sore. Just a nice warm feeling down there.

In our conversations he remarked that he hadn't been with another guy in some time and even then it was for a blowjob. He hadn't fucked a guy in a few years. We live pretty rural and it is hard to connect. We live fairly close so I am sure we will get together more. I. Hoping it might be an exclusive fwb between us!

My story might be a little different..i wasn’t sissified until later in life in my 30s. Ive been bi since my teens, but more women then men. Regardless of their sex, I found I get off on getting my partner off, especially oral. Id rather eat pussy or suck cock to their orgasm and satisfaction than get off myself.

I met a man online who was dominant and liked training sissies. He was older (much) and lived near by but we didn’t actually meet for a long time. Instead he trained me and turned me into a sissy. He would give me tasks to do..maybe a video to watch or an article to read, or something I had to do. Like tuck or wear panties. I had to report back to him after each task. He wanted to know how it went, and how I felt about it. Things progressed well. I was now smooth, wearing panties, playing with dildos and chaste except when he gave me permission to cum.

Even though he was a stranger on line I gave myself to him. Things progressed nicely. He had me doing more things in public. He would task me with going panty and bra shopping . He also had me buying outfits at second hand stores. Some were very fem and strictly for home wear but others were more androgynous like girls shorts or tops. Then he would have me in a panty and bra wearing these shorts and tops out in public. Fortunately I didn’t live near where I worked or had friends. But it was near an “active adult” community..a “target rich” environment of horny older men.

Now I had to dress up and go shopping, walking and positioning my body in feminine ways, or visit a bar for an afternoon drink with the men around me. He had me learn to flirt and was so happy when I would get a phone # of a guy. I had to report all of this to him. What they looked like, how they acted toward me, how I felt about possibly sleeping with them. Remember of course that I have “slept” with men, even a few older ones,but I had never done so as a sissy. So I did find a guy I really liked. He hit on me in a grocery store and I got his number. We met later for coffee a few days later. Ordinarily I probably would have gone home with him but now I had to have Daddy’s permission. So I did and arranged a date and dressed up for my first encounter with a man. And it did NOT disappoint.

My dom daddy and I finally met after that and things got weird. I met in a parking lot and rode with him to a secluded area. Turns out he can not get hard or cum anymore (although I sucked like crazy trying) and he was also into some bdsm. Like tying me up with the seat belt and spanking me and finger fucking me. That was ok but then he went off on how he was going to find guys on line and send me to suck or fuck at random. On the way back to my car he was telling me he planned to take me to this gay campground and he was going to make me do anything he wanted with any random guys or group of guys. I could not refuse anything Daddy or the men wanted. Im not so sure prostitution wasn’t part of the plan. Now it was a powerful fantasy to be Daddies whore but was just too risky for me for several reasons. We parted ways when I refused to do any of this.

I was sorry that it ended as I enjoyed his guidance and my discovery of this lifestyle. Had he been less over the top I wonder where it would have gone. But I grateful to him for turning me as I found out I really enjoy being a sissy.

I have been into a play for many years with dildoes and plugs. But it was al directed as a process to enhance ejaculation. I never understood everyday wear. Not long ago I had an opportunity of two weeks in a hotel. I took my favorite two plugs. Morning of day 3 I woke up an hour early and was bored. So I lubed up a plug,popped it in, and went back to bed. Its a vibrating plug and that felt nice. I wasn't going to get stimulated to orgasam but it was just pleasing. Every morning then id set the alarm an hour early to spend plug time. I was hooked. Since I was there for work, i popped it out in the shower. Now that im back and working from home, I've gradually increased the time. Ive even gone out shopping while plugged. Im already looking at the recommendations here for different plugs. I didnt know what I was missing!

I imagine we all do the "major" things as sissies- smooth skin, plugs,cage, panties or more. But what are subtle things you do? For me, one is my coffee cup. Its a ceramic and light pink and silver. No one suspects it as it looks "normal" but to me its a morning reminder. A second one is my lip gloss. Its subtle with a slight white color. Ive been asked since the applicator looks more like lipstick than a lip balm and I tell them it has better sun protection (which it does). So what little things do you do?