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An Unfortunate Turn of Events

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Strapless Strapon fun :-D

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A place for all strapless strapon fun. No non strapless strapons please. Feel free to tell us about the good times you have had.

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7
Anonymous
@confessions
09 Jan 2021 2:10AM
• 837 views • 1 attachment
[ − ] thread [ 7 replies ]

I was able to fit the largest butt plug in the kit I bought today. I've been anal training for about a month (maybe a bit longer) for my owner to take my ass with a strap-on. Before I met her I never really considered involving my asshole in sex. However now I cannot wait for her to take my anal virginity. I long to feel her waist smack against my ass as she fucks my ass into oblivion. I want her to fuck me doggystyle, and I want to ride her strap-on cowgirl style, and I will even be happy to let her face fuck me if she wants.

She also has this friend, who wants to fuck me too. I was surprised when my owner mentioned this to me. I was hesitant at first just out of shyness, but it's going to be a lot of fun letting them take turns using me. I'm hoping one can fuck my ass while the other rams the strapon down my throat. I'm going to be sissified too, so I hope I will be a good little bimbo fuck doll slut for them. But most of all, I want to be the perfect fuck doll for my owner. She is an amazing woman on other merits alone, but she has given me an opportunity to explore my submissive side, as well as fetishes and kinks, that I've always had as well as introducing me to new things like this. Her pussy tastes so good too. I actually sometimes crave it and my mouth waters. Her tits are natural, but more perfect than the most expertly done fake ones. She has soft skin, and beautiful blue eyes, and the most pleasant voice. I love hearing her talk. I never thought I'd lose my anal virginity or even wanted to, but I cannot think of a better woman to take it.

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Anonymous
@confessions
23 Jul 2013 4:52PM
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FIrst time making a confession on here. So i've cheated on my girlfriend with my best friend (a girl). Me and the best friend talked one day about fucking me in the ass with a strapon and she was really into the idea. I think it's fucking hot that i'm gona get fucked by a girl that's not my girlfriend. She also has a canine (male, unfixed) that i hope she asks me to watch sometime soon for some more new fun.

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Anonymous
@confessions
22 Oct 2014 12:26AM
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My girlfriend, Leann, of 2 years has kept my cock locked in a chastity cage for the past 18 months. Unlike most women that lock up their cocks, she forces me to cum at least 3 times a week. She does not allow my cock out, but forces me to cum from being fucked in the ass. Normally she likes to fuck me with a strapon, but sometimes she makes me ride a toy by myself or fists me.

She does unlock my cock once a month for a weekend and allows me to fuck her, but mostly tortures my cock or teases me even more. Being unlocked doesnt always mean I get to cum.

My girlfriend loves to bring men and women home and forces me to watch them, clean their cum out of her, suck the mens' cock clean, allow women to sit on my face, but my cock and ass belong to her. She has never allowed anybody else to use me that way.

She frequently visits a local strip club and I have never been allowed to go with her, but she has brought home some of the girls and occasionally a fellow patron.

Last night Leann allowed me to go to the strip club with her. She left my cock locked up and made me wear a butt plug.
When we arrived it was clear that she visited often because almost everybody there knew her, but even when they said hi to her they ignored me like I didnt exist, but I am used to that.

After watching a dance and saying hi to a dozen people. Leann took me back to one of the private dance rooms and had one of the girls come in. She told the girl that this was the special dance she told her about and the girl just giggled and started her dance on my lap.
My girlfriend watched in the small room with us as this girl pushed her tits into my face, put my hands all over her which I thought was against the rules so I hesitated.

She sensed my hesitation and got pissed. "What? Am I not good enough for you to touch faggot?" I was shocked and didnt say anything which made her even more mad. She slapped me across the face and stood up. She turned around and her ass was right in my face. I am a huge ass man and it turned me on so much. "What about my ass fag boy? Do you like that?"
She grabbed me by my hair and pulled my face into her ass. Her G-0J12B0Q3SG was practically non-existent. "Lick it bitch"

This time I didnt hesitate, I started tongue fucking her sexy ass and after about 15 minutes she squirted all over the floor. I was so turned on and my cock was straining against its cage, my ass clenching onto my plug, I started to beg Leann for permission to cum.

The Dancer and my GF started laughing at me and making fun of me which just turns me on even more. The Dancer said "Shut up an keep tonguing my ass faggot". But this time she was sitting on the bench type seating next to Leann kind of slouched down. It took a little longer but she eventually squirted all over my face and I couldnt help but start cumming myself.

I instantly confessed to Leann and she was pissed that I came without permission. She asked the Dancer to go get "James". Leann squeezed my balls hard and slapped me as punishment while we were alone.

After a few minutes the huge black bouncer from the door was in our private room. He and Leann knew each other and I imagine she has probably came home with his cum for me to lick out of her before, but I havent seen him before.

She thoroughly enjoyed telling James about every detail of the events leading up to this moment. They both laughed together. Leann was dressed like she could have been one of the Dancers just before getting naked. She had a tiny lil skirt on, sexy lace panties and matching bra, and one of those designer cut up shirts with huge heels.

Leann made me crawl over next to James as she did a sexy strip for him and once she was naked, sat on the other side of him and slowly pulled out his cock. I was mesmerized. I have seen BBC porn, sucked a few black cocks, but never seen one this huge.
She just held it and slowly stroked it telling me "James is OUR new boyfriend now." She made a point to say OUR and explained that James loves lil white cuckold cum sluts almost as much as he loves white girls with asses. She told me how I would be his bitch now as well as hers and that I would worship his cock as mine was no longer allowed to fuck her anymore.

Leann made me get on my hands and knees, put my face down in the spot thats still wet from when the Dancer squirted all over the floor. At first I thought about how gross the floor was but then she pulled the plug out of my ass.

Leaan spread my ass open and I felt so exposed. She looked up at James and said "Daddy, please come use your new little fag boy"

James came up behind me and I felt his hands on my lower back/hips. "Say fuck me Daddy"

I did, I called another man Daddy and begged him to fuck me. This was the first time I have ever had a real cock in me and it felt like I was being fucked with a baseball bat. I wanted to cum but all I could do was beg for my new Daddy to cum in me. I wanted to please him so badly.

James came in my ass and I heard Leann suck him off which is the first time I have ever seen her suck something off after being in my ass. He called her a good little girl and told her to finish me off.

Leann easily fisted me after Daddy's cock fucking me and made me beg for permission to cum. She dragged it out torturing me since I had already cum once without permission that night.

After I came, Leann plugged me back up and we went home. I cant wait for Daddy to come over again.

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Anonymous
@confessions
03 May 2012 1:00PM
• 98 views • 0 attachments
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I confess that looking at all of the women get used and abused really gets me hot!
I'd love for a group of guys and girls to turn the tables on me. Tie me down and have the same fun that these little sluts would get. The guys could stuff their cocks down my throat and cum into my belly. They can also fuck my tight ass bareback and blow into my bowels. The women can wear strapons to fuck my face and ass while i suck their pussies. I'd love for some guy with big hands to brutally rape my asshole. Punching my ass and making me scream.

Make me beg for more of your raping!

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Anonymous
@random
20 Nov 2015 10:29PM
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is story must come true so like miley so much want her fuck me with strapon live will be fun

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Anonymous
@random
04 May 2018 1:43AM
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I'm a young kinky male switch, living up in Northeast Wyoming after moving from Florida a little while ago. Before the move, I had been meeting with someone on a regular basis, and I was heavily exploring (and heavily enjoying) my submissive interests. At first, I was being pushed to improve myself. Unfortunately, that pushing started to go further, beginning with simple encouragement to try something I didn't really want to try, eventually reaching the point that it was leaps and bounds beyond anything we discussed for even CNC. I have always had, and always will have, one line that cannot be crossed, which is that I won't do anything which carries a significant risk of being arrested. Well, that line got crossed pretty hard at the beach one day. We would go to the beach with a couple of other kink friends each weekend. One submissive would be chosen as the group slave for the day, while the other submissives and switches relaxed with everyone else. This entailed the usual getting food, drinks, and keeping everyone happy, though it also often meant being humiliated in public, in a variety of ways. Once the beach started clearing off, the tradition was to send the slave into the water, or under a pier, with someone (usually a dominant or switch, but not always) to accompany them. The other person would humiliate the slave out there, sometimes even make them strip and go towards other swimmers (but keeping everything hidden under the water). One day, it was my turn. The beach stayed crowed later than normal, but we were almost ready to go. I was sent out, along with the person I was seeing, and the usual humiliation took place. I knew it was about to get worse, though, from a look in their eyes. Well, rather than being told to take the suit off, I had it ripped off. I then watched while they got out of the water, still carrying my suit, and sat back down with everyone. At that point, it was terrible and humiliating, and I loved it. They sent a bunch of people I had never seen before to where I was,, with instructions that I let them enjoy me. That was something new to me, but nobody ever asked if it was okay. Fortunately, I absolutely loved it, it is easily in the top 5 things I want to do again, more on that later. Things went bad pretty quick, starting just before that group left. All but 1 got out,, and that 1 made me get out and go under the pier. I was in plain view for just a second, and I was still super turned on by the group that I went, even though I wasn't okay with it. My group brought some rope and a blindfold, bound me to a post so I couldn't move, and blindfolded me so I couldn't see. I tried to make it stop, using safe words and signs from both private play and group play, so they gagged me with a wire gag. I was fucked through the gag and in the ass, with everything imaginable from cocks to strapons and other toys to (I think) food. There were both guys and girls there, but I didn't recognize all the voices. I lost count of how many loads I received, but my face was covered so much globs began falling onto my chest, and filled my ass until it was dripping down my leg. The blindfold was taken off and I was untied from the post, once everyone but my group left. My hands were immediately tied behind my back, leaving me covered in cum with no way to wipe it off. I saw someone grab my suit, figuring they would bring it to me, since people were still on the beach. Unfortunately, that didn't happen. Instead, they showed it to me, then took it home. I can't get mad at him though, he was told he could take it as a souvenir. That's when I knew I had to walk away, it had gone way too far that day, and the worst hadn't come yet. When we finally left, they made me walk 3 blocks back to the car while naked, arms tied, and cum covered. After that, I decided to take a hiatus, which led me to end up in Wyoming.

Don't misunderstand me, there were a lot of things I enjoyed. Actually, most of what happened that day I look forward to doing again, hopefully soon. If, instead of a normal beach, we went somewhere that nudity, sex, and kink were permitted in public, and if I was asked before new things were done to me, that day would have been some of the best fun I ever had. But, since some lines were crossed to the point that I could no longer trust any of them, I took a break. The good news is that break is over, and I am trying to meet people. But, since CL shut down personals and the kink community in my new town is very underground, I'm having trouble finding anybody with similar interests. If you know any sites, places in my area to go, or if you are near me, let me know. Hell, I have a hotel room to myself tonight, so maybe you can come over or we can do something online. I'm up for almost anything on either side of switching, with guys, girls, or even a group.

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2
Anonymous
@confessions
24 Oct 2014 4:48AM
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Warning: gay, crossdressing and trap stuff in this post.

I confess that i am kind of addicted to womens underwear, i had gay experiences and here are some of my adventures.

First of all a bit about this panty and crossdressing fetish:

It started a few years ago, my brother had a kind of hot girlfriend, maybe 7/10. I found hear panties and strings in the laundry and the smell turned me on. i used to masturbate to or into them.
I befriended her family and her twin sisters in my age. We used to go to the same school and everytime i was at their place, i used to go trough the laundry on the bathroom and smell their panties. i found it to be super hot especially when they started wearing thongs.
I used to be in a relationship with both, but it wasn't for a long duration. I had the opportunity to see and touch their pussys multiple times but it never went further. I still ask my self why i didn't pushed things but i guess i was just too embarrased by the situations. To this day, about 4 years later, i still smell their panties if i am over at their place.

In those 4 Years my father found a new girlfriend and she moved to our place together with her daughter, same age as me. She wasn't good looking maybe 5/10 but her body was nice.
A few months later i started hooking up with her, but she was very childish and i got basically cockblocked by her embarrasment. she even thought that masturbation would be gross. She teased me many times with stuff like humping me a bit or pushing my face between her legs, but everytime i wanted to go further she went back and told me to stop. i knew it made her wet because once she went into the shower after teasing me again and i smelled her panties afterwards and they were wet.

This was around 2 years ago. Today she had a bunch of boyfriends for short durations and noticeable many female friends over. One of them lived at our place for about 2 weeks and it was like wet panty heaven for my panty fetish. anyway i looked trough her room and found condoms, lube and dildos under her bed. One of the dildos was a double ended one. the look and imagination of her having sex with her female friends gave me and instant boner.
I found her lingerie stash, everything in a big box. I went trough it and got turned on to the max. i just had to try them on so i wore a pair of stockings with a string and a corset like top. i had the feeling to have the largest boner in my life so far and i went further, i kept wearing the stuff, got into my shoes and jacked and went out with our dog for a walk. (Little note: my parents are on vacation for a few weeks and i stayed home alone) It was already dark and i live in a rather quiet place. At this time almost no one is on the streets. My dick was building a little tent under my jacket the whole time and i had to dodge two people but i came back home without beeing seen. (atleast i hope so) I sat down in the lingerie and started fapping. It was an impressing orgasm but not the best i had so far.

Now to the gay stuff:

I have a friend that i know since preschool. he was my best friend for a long time and after puberty we started to do some "experiments". We basically had anal sex everyday after or even while we are in school. It was almost always me fucking him because i hated the feeling of it. I started trying that stuff with dildos i found, mentioned above.
I slept over at his place or he was at my place and we would always watch porn or do some roleplay. sometiems one of us even prentended to be a girl. Our last session was around 1 month ago. he was home alone and we had some fun with his sexdolls, but we ran out of lube so the sex was literally a pain in the ass. we stopped it and continued sucking each other off instead. I like giving blowjobs but i hate cum.
We even played a few games like hide & seek and the one who gets found within 2min must strip one piece of clothing off.
We explored the room of his milf (maybe in the late 30's. pretty nice body, blonde etc) and found some anal beads, handcuffs and a strapon. That thing was huge, he tried fitting it but it was too big.
At the end he fucked me with the help of the rest lube and spit and he came in me. Since he always looses his mood in and instant, i had to fap with his pockedpussy.

A few days later he was over at my place and we basically did the same stuff expect that i sucked him off and he came in my mouth. i went to work later, still with the feeling of his dick in my butt.

Then there is this other guy who i know since highschool.
We used to be good friends and we did normal stuff except that we fapped together to porn sometimes.
We once had this girl who was showing off on the cam and we sent her some dickpics of us. she continued to fap to them and my friend said what i would give him if he would suck my dick. i said idk and he started to open my pants and suck my dick.
I knew where this was going to i started to give him a handjob while hes doing it and damn is cock was like triple the size of mine, even though he was only a year older.
He seemed to like sucking it because he did it alot in the next months, maybe even a year. i dont remember. then there was this one night. i was sleeping over at his place and he was home alone. he played some games and then he went out of the room and came back wearing stockings and other lingerie and even a latex corset from his mothers friend. she was living at their place for a bit because her husband kicked her out.
We did some roleplay and i proceeded to suck and fuck him. after i came gloryously in his ass, i continued to suck him off, because he didn't liked the feeling of fucking me. It was the first time someone came in my mouth and it wasn't that bad as i expected it to be. The warm and salty taste still surprised me a bit so i spit it out and made him laugh.
After that we didn't really do anything anymore because i had a girlfriend then (mentioned above, the 5/10) and later he got one himself.

So this is basically a confession about my dirty adventures i had so far. I felt like i should share it with someone.

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