My Strap-On Story

adminJanuary 28, 202415 min read6.9K views

I want to tell my story of strap-on relationships. It all started during my puberty, when I was in school. Around 13-14 years old, I began actively masturbating while looking at pornographic pictures and magazines. I especially liked anal sex scenes, I enjoyed watching a big, thick cock penetrate the firm-yet-yielding ass of another glossy beauty with lust written all over her face. I suddenly had an unbearable desire to feel a huge cock in my own butt! However, since childhood, I had been attracted exclusively to women, and women, as we know, physiologically don't have cocks. So, I started fantasizing,

that it would be great if women had a real cock dangling between their legs!

I also loved dressing in women's underwear, especially pulling women's stockings onto my legs. My figure wasn't particularly masculine, and my ass was more feminine, plump and round. I started practicing anal masturbation, using various oblong objects (candles, cucumbers, lipstick tubes). Masturbating in front of a mirror, dressed in black stockings, I imagined myself as a depraved whore, a dirty slut who sucks cock and gets fucked in the ass. With the appearance of sex shops, I got the idea to buy a dildo. I went to a sex shop and bought an excellent rubber cock, 17 cm long and 4 cm thick. The dildo had a suction cup and could attach to any smooth surface, which was very convenient. I attached it to the bottom of the bathtub, as well as to the sides, and could fuck myself squatting or on all fours. At first, I used my own saliva as lube, but then I went back to the sex shop and bought anal lubricant.

At first it was a bit painful, but lust took over and the discomfort turned into pleasure. Not a day went by that I didn't use my rubber buddy. My asshole stretched so much that I could easily fit 4 fingers inside. After three weeks, I ran out of lube and went to the sex shop to restock. The saleswoman, a girl about 25 years old (quite pretty, by the way) recognized me and, smiling warmly like an old acquaintance, placed a tube of lube on the counter. I paid and was about to leave when she said that anal beads had come in and if I wanted, I could buy them. I made a surprised face and started babbling something about not being gay, and that I was buying the lube supposedly for my girlfriend (which, by the way, I didn't have). But the saleswoman gave me such a penetrating look that I realized she had figured everything out. I don't know why, but the fact that she saw through me seriously aroused me. I suddenly imagined myself impaling my ass on the artificial cock, and this girl seeing it all, and from these dirty thoughts my cock in my pants started filling with blood. Afraid the saleswoman would notice my erection, I quickly said goodbye and left. A week later, I turned 18 and my parents gave me a computer.

I was incredibly aroused by these dirty conversations and the casualness with which the women were fucking the guy. "I wish that were me!" I thought. As we know, dreams have a way of coming true. Since I was systematically continuing to fuck my ass with the rubber cock, I soon ran out of lube again and had to go to the sex shop. Instead of the previous girl saleswoman, a mature woman of about 40-45 was behind the counter, slightly plump but quite beautiful. She looked at me intently and I felt awkward. Trying to hide my embarrassment, I said as casually as possible: "Anal lubricant, please." The woman smiled guiltily and spread her hands: "Unfortunately, the lubricant is out of stock," she said in a pleasant, slightly husky voice. I was about to leave when she unexpectedly called out to me. "Young man! I think I have one tube left at home, and if you want, come to my place by 7 PM (she gave the address). I'll be waiting for you!" "Okay," I replied after a moment's thought. As I was leaving, I managed to notice the woman appraisingly looking at my ass and inwardly rejoiced.

Exactly at 7 PM, I was pressing the doorbell button at the apartment door covered in blue leatherette at the given address. I was fully prepared for the meeting (I did an enema, washed up, and shaved the hair around my anus). "Hi," my new acquaintance said to me, opening the door. "Come in." "Thank you," I replied. "By the way, we haven't even introduced ourselves," she said—"My name is Tatyana, you can just call me Tanya." "Sasha," I gave my name. "Come into the room," Tanya said. I went into the room and looked around. I liked that everything was in perfect order and clean. A wide, low bed covered with a blue bedspread caught my eye. "Do you like my bed?" Tanya asked, noticing my gaze. "Yeah," I replied. "Well, since you like it," she smiled—"You can lie down." I lay down on the bed, looking questioningly at the hostess. "Listen, Sasha," Tanya said, sitting down next to me—"You, probably like all boys your age, have fantasized about sex with an older woman. Surely, on your way here, you imagined us making love?" she winked slyly at me. Tanya spoke so naturally and casually that all my stiffness vanished and I felt very cozy and comfortable. "Yes, I fantasized about having sex with you," I switched to the informal 'you'. "You see, Sasha," Tatyana said—"I like somewhat non-traditional sex. I love dominating men!" "In what sense?" I decided to play dumb. "Oh, come on," Tanya wrinkled her nose funny—"Don't play the innocent saint. Innocent boys don't buy suction-cup artificial cocks and don't run to the sex shop for anal lube twice a month." "How do you know?" I was confused. She laughed loudly. "My shift-mate told me about you," Tatyana said, still laughing—"And not only told me, but described your appearance. Well, after that, as they say, it was a matter of technique." "So you were expecting me?" I asked. "I was waiting, my sweetie," Tatyana didn't hide it—"I specifically asked my shift-mate not to cover for me for two weeks!" "Cool!" I admired. "Well, if it's cool," Tatyana smirked—"Then let's not waste time on unnecessary foreplay. Do you want me to fuck you with a strap-on?" "I do," I said in a suddenly hoarse voice. I had dreamed about this for so long, and it seemed my dream would come true today! "Have you been fucked in the ass before?" Tanya inquired matter-of-factly. "No, only by myself with an artificial cock," I admitted honestly. "Excellent, so I'll be your first!" Tatyana rejoiced—"Did you prepare for the meeting?" "Yes, I did an enema and washed up," I replied. "Good boy, I love clean boys. Get undressed, I'll be right back," Tanya said and left the room.

I quickly undressed and lay on the bed. I didn't have to wait long. In about 5 minutes, Tanya returned. She was magnificent.

I had never seen a more sexual sight. A beautiful, completely naked woman with a huge (about 25 cm) flesh-colored strap-on attached. "Since you've stretched out your ass, I decided not to skimp," Tatyana said, pointing to her strap-on, and swaying her hips, she approached me. "Well, whore, do you want to feel this monster in your slutty ass? Then get on your knees and start sucking. All whores must know how to suck cock!" Trembling with excitement, I got on my knees and obediently began to suck. "That's it! That's it!" Tatyana kept saying, fucking my mouth—"You're a born cocksucker! You're a real whore! You're a dirty little slut!" I was incredibly aroused by these obscene words and my cock was hard as a rock. I reached for it with my hand, but Tanya didn't allow it. "Don't you dare jerk off!" she said—"Real whores must cum only from their ass, without touching their cock! By the way, it's time to take care of your hole! Come on, get on all fours, faggot!" I climbed onto the bed and got on all fours. "Well, what an ass you have!" Tatyana exclaimed—"Just like a chick's. Plump, white, soft. Such an ass is made for fucking! Spread your cheeks, show mommy your slutty hole, prostitute!" I spread my buttocks and showed my chocolate starfish. "Excellent hole!" Tatyana admired—"Now I'm gonna fuck it!" She placed the pre-lubricated strap-on against my ass and with one sharp movement entered me. During my anal masturbation, I had well-stretched my hole, so I felt almost no pain. "Wow," Tatyana was surprised, noticing how easily I took her huge strap-on—"You've got a real pussy, not an ass!" She grabbed my hips and began rhythmically and powerfully fucking me, driving the strap-on to its full length. Periodically, Tanya pulled out the strap-on and brought it to my lips. "Open your slutty mouth!" she ordered—"Taste your own ass, slut!" After fucking my mouth, she would shove the strap-on back into my ass and continue fucking me anally. After about 10 minutes, Tatyana decided to change positions. "Sit on top!" she commanded, lying down on the bed on her back.

I lowered my ass onto the protruding strap-on and, experiencing incomparable pleasure, began riding it. I felt like the ultimate whore, a dirty slut, a fucktoy, and damn it, I loved it madly! Tatyana was also seriously aroused. "Suck my feet!" she suddenly said. Since I was sitting on the strap-on with my back to Tanya, it was easy for me to bend over and suck her toes with their silver-polished nails. I sucked her toes, enjoying the taste of the feet of a well-groomed, clean woman, and I was happy. "Now lie on your back," Tanya said, and throwing my legs over her shoulders, she began fiercely pounding my ass. It was clear she was on the verge of orgasm. Suddenly she trembled and collapsed on top of me with all her weight. "Well done, whore," she said, catching her breath—"You know how to please a woman. Not like some men who just want to cum, and then don't care. Now cum yourself, but only like a whore, without touching your cock!"

She took the strap-on off her belt (which, by the way, like mine, had a suction cup at the base) and, pushing aside a soft Persian rug, slapped the rubber phallus firmly onto the smooth, shiny parquet floor. "Sit on it, faggot! Sit on it with your slutty ass, slut! And don't you dare get off until you cum! But only with your ass! Your ass! Do you understand me, prostitute?" Tatyana squealed. I nodded and, sitting on the strap-on, began fucking my ass as my mistress commanded. Tatyana sat down on the bed and, sticking her foot in my mouth, began fiercely masturbating, not taking her burning eyes off my ass sliding on the strap-on. "What, faggot, do you like getting fucked in the ass? Do you like getting fucked in the ass? Answer, bitch! I can see you like it! You're a real bitch! A faggot! A cocksucker and a whore!" Tatyana deliberately used obscene expressions, seeing how it turned me on—"I'll make you a real whore who cums only from getting fucked in the ass!" Listening to this, I got more and more excited and jumped on the cock like a wind-up toy. Suddenly I felt an orgasm approaching and a second later my cock erupted a huge load of cum. I came without touching my cock! I came from my ass! "Well done, slutty ass!" Tatyana praised me—"Come on, clean yourself up and march home!" When I was already putting on my shoes in the hallway, Tatyana came up to me and handed me the tube of lubricant. "Almost forgot," she smiled—"Keep stretching your hole well, I have many more surprises prepared!" And passionately kissing me on the lips, Tatyana slammed the door behind me.

Four days later, while I was sitting at home at the computer, Tatyana called my mobile (I had given her my number) and said: "Well, slutty hole, missed the strap-on? Quickly get your fuckable ass up and be at my place in an hour, prostitute! It's time for you to try a real cock!" I quickly got ready and went to the given address. Tatyana opened the door for me and, kissing me on the lips, said: "Come into the room, whore, get undressed and lie in bed, I'll be right there." When I undressed and lay down on the bed, the door swung open and Tatyana entered the room in a black bodystocking with a huge brown strap-on attached to her belt, styled to look like a black cock. "Well, slut, do you like it?" Tanya asked, pointing to the strap-on and swaying it from side to side. — "I didn't put this on by chance: black and huge! I want to introduce you to someone." And turning towards the door, Tatyana said: "Chris, come in!" Footsteps were heard and a tall black guy about 28 years old, dressed in a bathrobe, appeared in the doorway. "This is Chris—my acquaintance, he came from Marseille and, by the way, speaks Russian quite well," Tatyana said—"Chris loves fucking boys, and since you like getting fucked in the ass, I thought it would be good for you to meet." "Yes, but I'm not gay, I like women," I babbled. "I like women too," Chris unexpectedly said in a pleasant voice with a slight accent—"No one is forcing you to become gay. Just treat it as fucking, you do love getting fucked in the ass, right?" "Oh, he absolutely adores getting fucked in the ass!" Tatyana laughed—"You should have seen, Chris, how this faggot jumped on my strap-on. He just has an insatiable ass! The ass of a real whore who only dreams of a huge cock! Come on, whore, spread your cheeks, show us your hole! Now you're gonna get a huge monster in there!" I got on all fours and, spreading my buttocks, showed them my hole. "Wow!" Chris exclaimed enthusiastically—"What a gorgeous ass! Such an ass is just made for big, thick cocks!" "What did I tell you?" Tanya said, laughing—"Just look at that asshole! A real slutty ass! Plump, soft, and firm! Just like a woman's! That's the kind of ass a faggot should have!"

I was incredibly aroused by these obscene conversations and began wiggling my ass from side to side like a slut, which caused a storm of delight from Tanya and Chris. "Look, Chris, how this fucktoy can't wait to impale his ass on a thick, black cock! This faggot, I think, is a real anal nymphomaniac!" Tatyana said, smirking—"Look what a stretched-out ass!" And spitting lustily into my ass, Tanya plunged her strap-on into me. I gasped from surprise and slight pain, but a second later, trembling with excitement, I was impaling myself on her dildo. At this time, Chris approached me from the front and opened his robe. Right in front of my face swayed a huge black cock with a thick, shiny head glistening with lube. I suddenly had an uncontrollable desire to take that monster in my mouth and suck, suck, suck! I opened my mouth and, sticking out my tongue, licked the firm cock. Chris shuddered with pleasure and pressed my head to his crotch. "Suck, prostitute!" Tatyana said, continuing to fuck me in the ass—"Take it deeper, all the way to your tonsils!" And turning to Chris, she said: "Come on, Chris, fuck this cocksucker's mouth!" Chris grabbed my head with his hands and, moaning with pleasure, began fucking my mouth. I was choking, drool was running down my chin, but I continued sucking with relish, imagining myself as a cheap street whore getting fucked in both the mouth and the ass. I squealed, whimpered, and writhed like a slut, impaling my mouth and ass on the huge, hard cocks. It felt so great to feel myself being fucked by two cocks at once!

I wiggled my ass lewdly and sucked, choking on my own saliva. The penetration of Tanya's strap-on made my ass make squelching sounds, which further aroused my fuckers. They commented on what was happening, not mincing words. "Grind, prostitute, move your slutty ass!" Tatyana shouted, holding my hips and driving the strap-on into me with strong, penetrating thrusts—"Your womanly ass should jump on the cock by itself! Come on!" Tatyana stopped, not pulling the strap-on out of me, and I began impaling my ass on her monster myself, trying to take the strap-on as deep as possible into my ass. At this time, Chris got tired of fucking my mouth and decided to take care of my ass. "Now, cocksucker, I'm gonna fuck you for real!" Chris said. He and Tatyana flipped me over and Chris placed the head of his cock against my anal opening. "Now I'm gonna give your slutty ass a real fucking," Chris smirked

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