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- Gay Confessions -
Transsexual Female / 24

First Time Sissy In Adult Bookstore

I knew that I wanted to dress up like a girl and have sex with a Man. I didn’t know how to set it up though. After thinking for a few months on how to set it up and coming up with nothing I finally decided that I would just dress up and go to the Adult Bookstore and see what happens. I was 18 or 19 and had went to the Bookstore one time before with some friends just checking it out. I was surprised and excited to find out that there were movie booths in the back area and had heard that Men hook up for nsa sex there. So I set a night and decided to just see what happens. I’d never even seen the booths and had only heard that guys sometimes hook up there so I honestly thought that nothing would happen. I’d had the fantasy so long though that I decided I had to at least try or I’d go crazy. I was skinny, had long hair, and not a masculine guy so I was very passable when I dressed up and did my makeup. I at least felt good about that part even though I was sure I would not find a man. I dress as slutty as I could in a laced tank top, short skirt, fishnets and my fuckme heels. I over did my makeup because if I did see a man I wanted to make sure He knew that I was there to be a slut. As I walked in I was shocked that an older black man immediately started cat calling me. I was nervous and didn’t know what to say so I just looked at him and asked if there were booths in the back that showed gay porn. He smiled and put his arm around my waist and said that He would love to show me where to go. He told me that I was very pretty and slide his hand down my back and started groping my ass. As we got closer to the back I was so turned on as I realized that there were two other men men checking me out while my new friend was walking with his hand clearly now under my skirt gripping tightly to my ass. I felt so sexy being so obviously groped infront of two other Men. My new friend was saying how sexy my panties were and how hard his cock was. I smiled and giggled asking if I was what his cock was hard for. He told me that a slut like me would make any man hard. He said that he knew that I would love to see how hard I made him as we walked in to a dark theater. I saw that the other guys were following us now. I was so turned on thinking that they were going to watch me suck a BBC. This was so much better than I expected. My friend sat in a chair infront of a screen showing a gay gangbang. I was about to sit too when the black man pulled me infront of him and told me that I would have more fun on my knees. I giggled and dropped to my knees infront of him. He then pulled out his fat black cock and smiled. I was mesmerized by how perfect his cock was. I stared and started stroking it. I started taking his beautiful cock in my mouth and felt like I was in heaven. He grabbed the back of my head and firmly started making me take more even when I started gagging. He was making me feel like I was his little slut. He was so dominant with how much of his cock was going down my throat and it was making me even more turned on. I started feeling even more hands groping me and realized that there were two other men were now pulling down my panties and playing with my ass. I moaned louder as they started fingering me. Suddenly one of them grabbed my head pulling me towards another hard cock. I passionately took all of his cock in my mouth shoving as much of his cock down my throat as I could. They started saying that I was a dirty little slut and that they knew what I wanted. I felt a man behind me grabbing my hips. Suddenly I felt his hard cock slide into my tight hole. I moaned loud urging him on. It so hot feeling him start to fuck me like he was some kind of animal. He was fucking me so hard all I could here was his grunts and his body slapping against mine. The black man now pulled me back to his cock and started fucking my mouth hard. Suddenly he started cuming down my throat and I loved how submissive it made me feel. I swallowed his cum and started begging to be fucked harder. I suddenly realized that I was cuming just like a girl. The man pulled out and came on my ass. The last man dragged me to his lap and I eagerly guided him inside me. I started bouncing on his cock begging for him to make me feel like a dirty slut as I bounce on his cock. When I felt him start throbbing I took all of his cock so I could feel how good it felt to have a man cum inside me. I waited for my heart to stop racing thanked them and realized that I was made to please men.

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# 64808 - by SissyFun
    • - Love Gone Wrong -
    Straight Male / 45

    Bizarre Event

    When I was a college student, I experienced an unusual event while living in a student dormitory. One afternoon, as I lay on my stomach on the bed, recovering from the previous night's party, a girl—who had also attended the party—sat on my lower back and began to massage my upper back. During the massage, I bent my legs and playfully patted her back with the soles of my feet, as if I were massaging her in return. She found it amusing.

    However, while I was patting her, I felt her necklace with my toes, which she turned on her back on while massaging me so that it wouldn't bother her. The necklace had a small medallion that I inadvertently tangled between my third and fourth toes, along with a few strands of her long hair tied in a ponytail. I held onto it, not wanting to let go. She turned around, still seated on my lower back, and grasped my foot with one hand while using the other to try to untangle the chain and medallion from my toes. I laughed at her futile attempts, playfully refusing to loosen my grip, despite her pleas to let go of the chain to prevent it from breaking. I found amusement in her struggle to free the chain.I told her, I'll release the chain if you suck my big toe. Imagine that my foot is a "funny feet" ice cream, then lick and suck my big toe, I said.

    To put it mildly, she was a girl for one night who had been with many men. Former cheerleader, now a pole dancer in the strip club. She was one of those who drifted through college parties. I didn't particularly appreciate her, but she was good when there was no other. She was medium height, slim and firmly girl. Not particularly pretty, but she possessed a perfect set of beautiful, and probably the burlyest teeth I've ever seen. My playful game came to an abrupt halt when I felt her long, sharp nails begin to unpleasant scratch the toes that were holding the chain and scratched my sole unpleasantly with her nails.
    Concerned for my toes, I finally loosened my grip, allowing her to free the chain. I was apprehensive about her scratching my toes, as I took great care of them and about feet in general and was proud of their appearance. In fact, I had appeared in magazines and commercials for beach slippers, toe-loop sandals and flip-flops on several occasions.

    After she finally freed the chain, she unexpectedly seized my foot with both hands. She said, I like your big toe. I thought with satisfaction that she was going to suck it. She took my big toe in her mouth. Then came the shock, instead of sucking it, she bit my big toe! The pain was instantaneous and excruciating. A primal scream tore from my throat, raw and involuntary. I screamed at the top of my lungs, feeling as though my eyes would pop out from the intensity of the pain! For a moment, the world dissolved into a blinding white flash. I nearly fainted. In the chaos, I was unaware of how the bookshelf beside the bed fell, but it struck her hard in the temple with a sharp edge. This sudden impact caused her to release my toe, and I was finally able to free my foot.


    The next thing I knew, I was in the hospital, the sterile smell acrid in my nostrils. The bite was so fierce strong that her teeth penetrated the bone, resulting in a severe fracture. The bone was crushed, just below the upper joint - a little more than half of the big toe. Upper part of the big toe looked like it was separated. I lay there in profound shock, terror seizing me at the realization that she had almost bitten my big toe clean off. The doctors worked wonders, performing some miraculous procedure to save it. “You were lucky,” the nurse had said later, her voice grave. "That big toe was nearly bitten off". My big toe took an agonizingly long time to recover, and an ugly scar remains to this day, despite efforts to remove it. Because I have a large and very dominant big toe, significantly longer than my other toes, that scar is clearly, unmistakably visible.
    That horrific act of hers ruined my fledgling career as a model for flip-flops and toe-loop sandals, cutting off a valuable source of pocket money during my college years. Many years have passed since then and my big toe still hurts occasionally and often goes numb. I'm still shocked at how strong her bite was. I’ve replayed that event in my head a thousand times, sifting through every detail, every word, every look. I still struggle to understand how the situation escalated to such dramatic conclusion. I don't know why that fucking bitch did that.

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    # 64807 - by Pedda
    - Dysfunctional Family Secrets -
    Straight Female / 42

    Tested His Kink Side

    Steve junior 25 and I we were married about four year's. His dad Steve Sr 48 had a serious kink side for me. While visiting one weekend during a fishing event. Steve Junior was in a hurry that morning. We didn't really finish up. His dad peaked into the bedroom and asked any cream pie leftovers. I replied yes, the plate is still full. I uncovered myself still naked from this morning's fuck. I opened my legs and reached up for him. He took position and started licking away. Moments later I have held his head in place. About 15 minutes later I was bucking around and having a orgasm. I looked down and said damn that was fun wasn't. He replied to best damn cream pie he had in years. Then I heard his pants unzip. I looked at him and said you wanna make a cream pie. About ten minutes later I felt his cream filling the pie crust. Daddy let me lick the spoon.

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    # 64806 - by Charlene
    • - Dark Desires Unleashed -
    Bi-Sexual Male / 28

    Devika’s Girl Power!

    Barry moaned smithy as the large cock in his mouth slid back and forth between his lips. His tongue moved slowly and sensually from side to side underneath the huge cock. Barry bobbed forward as the cock plunged deep.

    Barry wore a sexy French Maid uniform as he performed the blowjob. He had on a super short ruffled dress and ruffled apron. He wore thigh-high silk lace stockings, lace gloves, a lace head-piece, and black 3-inch pumps. The outfit was complete with a lace thong panty.

    The man standing in front of Barry grunted in pleasure. He had been sucked off by Barry several times. He knew that Barry possessed advanced blowjob skills. His cheeks hollowed as he hardcore sucked the cock. It was obvious that Barry was enjoying the cock in his mouth.

    It took only a few more minutes of passion blowjob performance by Barry and the man standing before him unloaded a massive amount of cum. Barry swallowed repeatedly as he surrendered. A moan of pleasure came from Barry’s mouth as he guzzled every drop of cum.

    Sitting 20 feet away from Barry was Devika, Barry’s ex-girlfriend. She was playing a game on her phone. She smirked in satisfaction as she heard Barry guzzle cum. Just a month ago, Devika and Barry were dating. She discovered that Barry was flirting with other girls so she hypnotized Barry to crave cocks in his mouth non-stop.

    Devika stood and placed her hands on her hips as she stated, “Barry, you demonstrated superior blowjob skills once again! You are a natural at sucking cocks!”

    Barry’s pouty lips slid off of the cock as he plopped backwards on his butt. He blushed with embarrassment and licked his cum-drenched lips. He instantly began craving another cock in his mouth. Devika effectively kept him sucking cocks all day long.

    Barry was so embarrassed to have earned the nickname and reputation as Blowjob Barry. He had an insatiable desire to suck cocks and Devika made sure he had guys to suck off. Barry was averaging giving about 38 blowjobs per day. Devika was fully amused by it.

    Devika’s friend Nadina giggled as she asked her, “How long are you going to keep Barry sucking cocks?”

    Devika smiled, “For a very very long time! He has sucked off nearly 3800 cocks in the past five months. I want him to reach 25000.”

    Barry had stood to his feet and placed his hands on his hips. He blushed as he looked at the girls. He was a French Maid for their entertainment. He was servicing their Girl Power needs and desires. They kept him cooking and cleaning for them.

    Devika motioned to Barry to walk to her by simply summoning him with her index finger. Barry immediately stood before the girls and assumed the submissive stance by bending over and grabbing his ankles. His adorable thong panty was on full display. In response, both of the girls playfully spanked his butt cheeks.

    Over the next 30 minutes, Barry had his butt cheeks warmed by the giggling girls. He surrendered to their Girl Power and blushed in total embarrassment. By the time the girls had finished spanking Barry, another guy was waiting to be sucked off. Barry dropped to his knees obediently and passionately sucked and slurped the cock.

    Barry spent about two and half years as a cock-sucking French Maid. Then Devika broke the hypnosis. Barry was profoundly embarrassed. Guys came to him daily and Barry continued to suck cocks as a French Maid because he didn’t know what else to do. Devika just laughed with entertainment.

    Barry decided to move to a state far away to try to escape his reputation as Blowjob Barry. Devika waited for Barry to get settled into the city and then did a social media search of college-aged females in his area. Each of those girls received a one-minute video about Blowjob Barry wearing his French Maid uniform and sucking cock.

    Barry tried to move 3 more times, but Devika would always be certain to make his reputation follow him. She kept him sucking cocks and prevented him from dating any girls. She knew that deep down, Barry knew that his role as cock-sucking French Maid was his true calling. Afterall, Barry took his French Maid uniform with him whenever he moved.

    Devika called Barry on the phone, “How are you Blowjob Barry?”

    “I’m so embarrassed Devika, you just keep me sucking cocks!” blushed Barry.

    “I love it when you are embarrassed! Keep sucking those cocks Barry!” giggled Devika.

    “Very funny! Like I have a choice. You know I have to keep sucking cocks!” blushed Barry.

    Devika laughed, “It’s the purpose of your life Barry! Keep sucking those cocks!”

    “Uggghh! I am so embarrassed!” whimpered Barry.

    “And I am very happy about that!” smiled Devika.

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    # 64804 - by BJBarry
    - Public Humiliation -
    Bi-Sexual Male / 28

    Girl Power Fun

    Lauren lifted the short dress and quickly slid her hand into the back of the lace thong panty and pulled. She delivered an atomic thong wedgie to Barry and his pretty little panty. Barry yelped in surprise and immediately picked at the panty to undo his wedgie.

    “Don’t get your panties into a twist!” giggled Lauren.

    “Ugghhh! You are not funny! My poor panties!” blushed Barry.

    Lauren sat on a chair and grabbed Barry’s wrist and pulled him across her lap. She instantly began spanking Barry in his tiny thong panties. Barry blushed as his butt cheeks were spanked in front of a group of laughing girls.

    “Spank that naughty French Maid!” laughed Nadine.

    “Light that ass on fire!” laughed Carly.

    “Teach him who’s in charge!” laughed Alora.

    Barry was so embarrassed. Not only had Lauren made him wear a French Maid uniform and tiny panties, she made certain that everyone was able to see him in his adorable girly panties. And now, she spanked Barry publicly.

    Barry was so embarrassed. He rolled his eyes and blushed. He had been made to serve a group of giggling girls as their personal French Maid. His tiny panties we’re on display to show everyone that he was a panty boi. Many pictures were taken and placed on social media. He wondered if things could ever get more embarrassing.

    Then the whole ordeal turned much much more embarrassing for Barry. Lauren delivered several firm swats to his butt cheeks and then shoved him off of her lap. Barry fell on his sore butt with a THUD! He sat on the floor blushing. Suddenly, a black body builder named Dominic was standing in front of Barry.

    Barry looked up at Dominic as he pulled an extremely large black cock out. Barry’s mouth dropped open in shock at the sheer size of it. Dominic stepped forward and pushed his monster cock into Barry’s mouth. The girls erupted in laughter as Barry found himself sucking and slurping on the mammouth cock.

    Dominic pumped his hips and the huge cock plunged deep in Barry’s throat. Barry’s watering eyes crossed as he watched the cock hammer his tonsils. His mouth was stuffed so full of throbbing cock. Barry was more embarrassed than he had ever been in his life.

    Lauren was laughing so hard that she was doubled over. Carly was video recording the entire cock feeding so it could be placed in social media. The other girls giggled wildly and gave each other celebratory high-fives. Barry was encountering a staggering level of complete embarrassment.

    The room was full of slurps and gurgle sounds from Barry’s mouth servicing the gigantic cock. Then Dominic grunted and unleashed a dump truck load of cum into Barry’s mouth. Dominic kept cumming and cumming and Barry kept guzzling and guzzling.

    Barry’s lips pulled off the massive cock with a POP! Barry was reeling with intense humiliation. He was confused as he tried to regain some composure. But his brain sizzled with crippling embarrassment. He could only blush and whimper.

    Lauren smirked in satisfaction as she stood over Barry with her hands on her hips. Barry just blushed and blushed. He could only whimper in defeat. Lauren declared, “Barry, you will be our personal French Maid everyday. We will spank your panties and you will suck cocks as we watch. Do I make myself clear?”

    Barry nodded in shock that he understood his role from now on. He had never experienced such an intensely profound level of stunning embarrassment. He was rendered speechless and dizzy.

    From that day forward, Barry was a cock-slurping French Maid and Lauren and her girlfriends were very amused with his non-stop embarrassment.

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    # 64805 - by BJBarry
    • - Anything Goes -
    Straight Male / 57

    Teen At An All Inclusive

    My ex left me at the altar but I went on the honeymoon solo as it was already paid for by her parents and they were unable to cancel. I met a beautiful young blonde there who was always by herself at the pool. She told me her father entertained clients during the day and so she was all by herself after breakfast til he returned in the evening. One day I gathered some courage and invited her to my suite for some drinks and massage. The first time she was rather shy and not much happened. I thought I had blown it but the next day she was quite comfortable and we made out. She allowed me to get her naked and we made out. Lots of touching and spanking and kissing and sucking. Hands all over each other. We had juicy sex for the next 3 days before she left the resort. I took one picture of her bare butt as she slept on my bed completely naked as it was the most beautiful thing I've ever seen in my life. It's the only proof I have she even existed. She took a picture of us by the pool but it was with her phone. This was a few years ago but I think about her all the time still.

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    # 64803 - by Bill
    100 of 40,960 Confessions Displayed.

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