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1
Anonymous
@confessions
18 Jul 2013 11:57AM
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I confess that I just hit up 2 shemales on craigs list. Hoping for a reply from either. I've never tried this before and am mostly straight (have only had 2 cocks in my mouth), but the thought of having a shemale in my bed, cock in my mouth, cumming all over my chest has my cock raging. I'm not in a big metro area and am hoping they're not whores looking for cash. The second one is black (i'm white) and amazingly hot, you would never know she's hung.

Anyone have success with CL?

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Anonymous
@confessions
09 Jun 2018 2:03PM
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I confess. I am a straight male with a very sexy and passionate girlfriend. I love having sexy with her, eating her out, fucking her ass (which she loves) making her scream and moan... but I also fantasize often about being a sexy lil sissy, shemale, trap cock slut for a nice fit guy (or guys). My fantasy started almost 10 years ago when I expanded my horizons and started looking at MMF porn, then that turned to bi porn and eventually I started looking at CD, sissy, trap and shemale porn. I began chatting online back when Yahoo was the place to chat. I, like so many other's, posted and pretended to be female. I started experimenting, rubing my asshole while stroking my cock, which led to a finger, then 2, etc. Over the past few years I started to wear sexy thongs and thigh highs. I have purchased several dildos for to play with. I am at the point now that I chat online on Chatave and on often get on video showing off my sexy thong and thigh highs, and get off chatting as a cock slut for horny str8, bi or gay men, sometimes women too. I will fuck my ass on cam with my favorite dildo and often will finish by throwing my legs over my head as I push my dildo deep into my cock hungry ass and cum into my wanting mouth or on my face. I love the warmth and taste of my cum. I've cum on my dildo and returned it immediately to my ass so I can get cum in my ass. I get super aroused when I suck on one of my dildo as I fuck my ass with another. I would really like to experience my fantasy. I'm not looking to be humiliated. I just want to explore my sexual boundaries.

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Anonymous
@confessions
11 Oct 2016 5:01PM
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I travel frequently for work. One of my favorite places to travel to has an adult book store with glory holes. I always make sure I don't jerk off for several days so I have a big load when I get there. BTW, I love to wear panties and pantyhose. Last night I was at the book store and had on a pair of panties and pantyhose under my street clothes. Once I got in the booth, with the door unlocked, I took off my pants and started to jerk off to some great shemale videos. Mid stroke a guy opens the door, sees me wearing pantyhose and jerking off, comes in, sits down and starts watching. I am right on the brink of cumming when he grabs my cock, shoves it in his mouth all the while feeling my panty and pantyhose clad balls. I shoot about a weeks worth down his throat and he continues to suck. Somehow, I manage to shoot another load, felt like I was a teenager again. As I pull my pants up, he drops his, and what do I see, but a hard cock in pantyhose. I couldn't resist, I had to feel his cock, which was considerably larger than mine. I rolled down the top of his pantyhose and took him in my mouth (biggest one I ever had). It took him only a few seconds to shoot a small load. We talked for a few minutes and agreed to meet up in my hotel room in day or so as my schedule allows. Looking forward to playing in a room bigger than a phone booth. More to follow...

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Anonymous
@confessions
14 Jan 2020 11:14PM
• 606 views • 1 attachment
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I confess that I am a man with an addiction to being a cock loving, cum craving, anal sissy slut from time to time. I often dress in my stockings, thong, and little shirt and go into an online chat room to get some attention from, well, anyone. Especially if I haven't had a rendezvous with my "friend" to satisfy my needs in a while. I love chatting about my experiences and sharing online pictures of hot girls, shemales, bisexual pics, and gay men. I also share pictures of myself playing with my cock and ass. When I am in the mood, I share my live stream and when I'm really horny, use a couple of my toys. I like doing this because it really turns me on, especially when guys will let me watch them stroke their cocks too. At the end of the night, my goal is to get so aroused that I have a big load of cum to shoot. I like to cum right into my mouth with either fingers, a dildo, or a butt plug in my ass. I cum so hard but it satisfies my wanting mouth and tight little ass.

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6
Anonymous
@confessions
22 Mar 2013 4:42PM
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When I was 15 my cousin made me his bitch.

One summer I had to live with my aunt and uncle while my mother was away on an international assignment. They had a big house in California near the Seirra Nevada area. The house was huge I had my own room that conected to my cousins by a shared bathroom.

My cousin was 14 but much bigger than me. I was very slim and had not yet gotten tall while he was huskey and had grown up sooner than me. Despite looking physically older he was super immature and had only a few friends.

At that age I used to masturbate constantly and staying at their house I had way more private time on the computer to look up any crazy porn I wanted. For some reason at the time I loved to watch sissy and shemale porn. I have also always had fetish for bondage. I had a pair of handcuffs I used to love to wear. I would lock them behind my back and then force myself to watch a long porn video untill my cock was raging hard and then i would find the key and furisously jack off.

One time my cousin caught me by sneeking in through the adjoining bathroom. He scared me when he came in so i tried to dive into been to hide the hadcuffs while yelling at him to close the door and get out. He laughed and rushed for the key. With the key in his hand he told me how he had spied on me before. He asked me is i was a cocksucker and I told him no. He then told me i was going to have to give him a bj or i was never getting the key back. I pleaded with him but he insisted and walked back into his room and told me to come in when i was ready.

I was paniced but i had no other keys so a shyly approced his door that he had closed behind him. I said through the door that "I want to come in".

"one second" he replied while i could here rustling from his room.

He opended the door wearing only his boxers, he walked to his desk chair and sat down and told me to get on my knees in front of him.

I complied and kneeled on the floor completly naked with my hands cuffed behind my back.

He told me to say out load that I wanted to suck his cock

I reluctantly muttred "i want to suck your cock"

"say it like you mean it, and say it in a girly voice"

I obliged his request and said in my most feminine voice that I wanted to suck his cock.

he said "good sissy boy" and stood up and started to lower his boxers.

His cock flopped out half errect pointing right at me. Even not erect i could see his penis was much longer and thicker than mine. he was uncircumsed and I could smell his cock now.

he slapped me with his cock and told me to open my mouth and stick out my tounge.

I did and he started slapping his member on my tounge. he ordered me to lick his balls and i quikly started licking his hairy sac while he jerked off. His cock was now fully errect and it was even bigger than i tought.

he pulled away and then guided his big dick into my mouth. I started sucking and i could feel him twitching in my mouth after only 30 seconds of pathetically trying to suck his large cock. I could sense that he was getting close to cumming already and i must have slowed down becuse he barked "faster"

he started to grown and then hot cum shot in to the back of my throat. It made me gag so i pulled away. He kept cumming and more shot on my face.

Out of breath he sat back in his chair and threw the key accross the room through the bath room door and told me to "get out of my sight you little cum dumpster."

I ran to retreive the key and quickly unlocked my hands and then locked myself in my bedroom. My cock was so hard, i started jacking off and i cam almost instantly. I hid in bed feeling shameful and masturbated two more time thinking about what had just happended.

This was far from the last time I would suck his cock this summer. Little did i know at the time but he had set up his camera when he closed the door for a minute and secretly filmed me sucking his cock. My whole summer was about to go on a very different path/

i

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1
Ceuamter
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@confessions
14 Nov 2025 6:51AM
• 145 views • 0 attachments
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Hello fellow cumeaters. I have to confess, how much i crave cum. This is my ultimate fantasy:So lets begin with: first i tought about that fantasy i was sure about that my obsession is just for shemales. I wanted to hire a trans hooker to collect her daily shifts used condoms. While she is working on the streets im visiting brothel houses (now i think i specificly want to visit just gay brothels) and collect all the used condoms from bins. Than meet with the trans hooker and lets the fun begin. She is naughty so she let the last customer to cum inside her asspussy and she is holding it there currently (for me 🤭). Than we going together in a cheap hotelroom. She tie my legs together and i have to get on all fours. She pour all the used condoms in a trashbin what she found in the hotelroom and put it under my head. She start getting naked. She wearing sexy lingerie and she has an xxxl black cock. She rip my clothes down, my useles 5 inch dick is smaller than ever.She command me to put my head inside the bin and go for an used condom full of cum. I can taste the other mens assjuice on it (or hers). It makes me soo horny. I have to consume it all. All of the tasty condoms. Than i have to stop. She start to fuck my face with her enormous dick. I love it soo much. Than she turn around and push her ass onto my face. The warm cum from the last customer is floating inside my mouth. Im soo horny i love it. Than she command me to drink it down. I do it and i love the taste. Than she getting behind me and stick her dick inside my rarely fucked tight asshole. Itshurt soo much but after 10 thrustes i kinda feel good. She telling me. I have to sissygasm five times before she stop it. I do it, cumming from sissygasm five times. Feels so shamefull but good. I consumed all the condoms and she comes to my face again. She starts to fuck my face again. And cumming a big load in my mouth. Im cumming again from her cock inside my mouth. Than she push me into the ground to lick all my sissygasm up and lock put on me a chastity. Than she starts laught at me. Calls me faggot and gay boy and i dont deserv her. She is too good for me. Soo from now on i only allow to suck real mens cock. No shemale cock for me. And finally she said :here is a little taste from it.Five bbc bulls come in the room while she leaves. Im terrified. Thes cocks are even bigger than hers. And they start to fuck my ass and mouth till all of them cumming inside my mouth and ass at least one times.

I know that i do not obsessed with shemales. I just obsessed with cock. Manly cocks. I need them soo much. 

Im such a miserable cock craving cum eating faggot for big cocks. Reply Quote & Reply Contact

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-1
Anonymous
@confessions
16 Apr 2015 12:07PM
• 705 views • 1 attachment
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i want to fuck a tranny/shemale/sissyboy in the ass while she's cumming in her own mouth.

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Anonymous
@confessions
25 Jul 2018 5:02AM
• 0 views • 1 attachment
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I confess i jack off on shemale porn and the idea of being fucked by a big shemale dick, or sucking off a big shemale dick till she cums in my mouth.

wwyd with me?

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-6
Anonymous
@random
17 Dec 2015 11:44AM
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[ − ] thread [ 3 replies ]

I confess that I have decided to hire a black shemale escort to come over to my house and force me to worship her with my mouth & ass for days. We are going to do this right in front of my wife who is paralyzed from the neck down. My devastated wife will be forced to watch me suck & fuck this tranny. The moe that the ts viciously insults my wife while i service her, the more i will pay her. Although i want most of her cum I will pay her an added bonus to shoot one load in my wifes face and also to use her as a toilet.

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2
Tomar58
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@chicks
15 Dec 2023 11:47AM
• 397 views • 1 attachment
[ − ] thread [ 4 replies ]

This beautiful shemale needs my mouth on her cock swallowing all her cum and then fucking her in the ass

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6
Mommys_lines1
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@confessions
27 Sep 2025 10:27PM
• 387 views • 1 attachment
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Forbidden Desires (Final)
Not long afterwards, my coked up aunt and I leave the bathroom and enter into Mommy dark, cold bedroom. I close the door. I notice the quilt is new. I laugh. “New quilt” Sharon also laughs and adds. “We’ll have to change that.” She leaves her handbag on the locker and sits on the bed. “Here, help me get these off. I want you inside me properly.”

I help her take off Mommy’s leather leggings. It take a while, almost glued on to her with all the cum. Once off, I liked them and rubbed them off my crotch. I gently folded them and leave them on the carpet. “I’ll be wearing them later.” “Mmm, nice.” She adds. “Now,” Sharon says, pointing to her handbag. “Your turn to cut some coke.” I light a cigarette, I’m giddy and excited at the thought of doing this. Sharon takes off her ripped blouse and bra. She stands behind me, completely naked and instructs how to do this. She rolls the note and hands it to me. “Mommy’s coke whore.” She says stroking my cheek. I bend and snort 2 lines into my nose. Then she does the same. She rubs and twitches her nose, lighting a fresh cigarette. “Why are your clothes still on, sweetie?” I quickly take them off. My coked up aunt uses my T-shirt to dry herself off. She then smokes a ciggy for me; nose exhales, double pumps and dangles. Once finished I kiss her. “Thanks you, Mommy.” She then gets onto the bed and grabs the bag of coke and spills some out onto her crotch. She looks at me. I stand their with my rock hard erection looking at her. I lick my lips and climb onto of her. My cock pushed the coke deep inside. She moans and bites her lip as I penetrate her. “Mmm. Mommy good boy.” She exclaims as I begin to push and thrust. I start to suck her breasts. Faster and faster, harder and harder… “You belong to me now.” She mutters in the throws of ecstasy. “Yes Mommy.” I add as I ejaculate in my coked up aunt on my Mother’s bed. I keep going pushing and pushing empting my load. Gradually I stop, she holds me tight. “Good boy.” She repeats as we lay there, motionless. Panting, your hearts beating. The film of cum soaking into your naked bodies. Silence settles between us. It starts to rain.

We stay in that position for some time. “Fancy a line?” Sharon asks, breaking the trance that had overcome us. She lights a ciggy, it dangles seductively from her mouth as she chops some of the powder into lines. I get up and light a cigarette. I stand behind with my throbbing erection then I stick it in her ass. She throws back her head and pinches her nose. “Mmm, good boy.” She finishes the other line then uses one hand to steady herself against the wall and her other hand to finger herself. This continues for hours: ciggies, coke and cum…

It was early in the morning, we were in the hall. Sharon was touching up her make-up and I was cutting a few lines on the table near the door. I roll a note and snort 2 lines. I hand her the note. “Thanks.” She quickly runs 2 lines into her nose. “C’mon.” She adds as we leave the house. It was bright out. In the car she leans over and blows me in broad daylight. Some people were leaving for work. We leave in her car to buy more coke.
What followed was a 5 day coke bender. During that time was my 25th birthday; my first 3some with my coked up aunt and her dealer: a shemale cop. For a time we were at the priest’s house and I was pegged by my old History teacher. A blur of seedy hotel rooms, bathrooms and dark alleys.

It was a Sunday when we returned home. We entered the house and Mom comes rushing downstairs. “Ross, what… where…” Her worries and concerns were not as important. “Mom, we need to talk,” I add. Me and Sharon head into the kitchen: where it all began. “I was so worried, the police…” “Stop.” I tell her. I light a cigarette. And so does Sharon. “Look, the…” Mom interrupts me. “Are those my leggings, you’re wearing?” “Yes.” I add. “And I’m going to keep wearing. However, if I give them back will you wear them and let me cum on them while you’re smoking?” “What?!” She replies, confused. “I want to ejaculate on them while you’re wearing them.” “That’s disgusting. No.” She informs. Sharon adds. “Would you like to coke then have a 3some with your sister and son?” “What the hell is going on?” Mom shouts. Stubbing out my ciggy. “Look, Lorraine, it’s simple, are you interested in getting coked up and fucking me/us.” “Is this a sick cruel joke.” She adds. I turn to Sharon. “Ok, I’ll go and pack.” She kisses me. Mom starts to cry. Sharon adds. “Don’t worry Sis, I’m his Mommy now. If it’s any conciliation, he’s not the first family member to cum in my mouth. Remember 5 years ago, my 40th.” Mom stands and shouts. “Get the fuck out of my house you bitch.” I leave the room and pack my clothes. Not packing everything, just enough, I go back downstairs, I can still her them arguing. “I’m surprising you’re not pregnant given how long and what we did in your bed.” “Let’s go.” I ask say. “Or have you changed your mind?” “Get the fuck out of my house.” “C’mon.” I kiss my new Mommy and we leave.

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Anonymous
@confessions
28 Nov 2010 3:21PM
• 793 views • 0 attachments
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I confess that within the last 3 months I've fucked and been fucked by three shemale prostitutes. All of them have been amazing brazilians with huge cocks. Expensive but very good. I got to suck them off and get my ass pounded by 9-10" cocks and it's the most amazing feeling to get totally dominated like the slut that I am. The last one fucked me so har my ass started to bleed and that just turned her more one and she fucked me even harder. After a while she took her cock out of my ass and shot the biggest load of cum in my face and in my mouth. So big even Peter North would be jealous.
I can't wait to go visit a new one again however this time it's gonna be a threesome. I will keep you posted.

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