Confessions tagged with 'tranny'.

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#2769

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My husband knew I was a fucking slut when he married me. I love every kind of sex with both men and women and he knows it. He's very straight and won't even let me finger fuck him when I'm sucking his cock. He doesn't drink much but gets horny when he's had a few too many. One night we got home from a neighborhood party and he was a bit wasted. I was playful and began to suck his cock. He was getting hard and I stopped. When he asked why I stopped I said "I'll bet you that you can't pick up a tranny with big tits." I'd never challenged him like this and to my amazement he asked what the stakes were. I thought for a minute and said that if I won I get to tie him up and do whatever I wanted to him and if he won he could fuck anybody he wanted. Then I said my sister really wanted to fuck him but I always said no, but if he won I would give her to him for a weekend. In his drunken state he said "Fuck yeah. You're on."

I said to get dressed and we'll go find out. He didn't expect it to be that night but I sort of pushed him into it. He was still drunk when we pulled up in front of the gay bar. He said he thought I had taken it too far but I told him he had to go through with it or I wouldn't suck his cock ever again. "Fuck, let's get this over with" he said as we got out of the car. The place was packed and I told him to go find the one. While he was wandering through the crowd I noticed two women at the bar. I knew them and knew that Jenny had both a cock and big tits. I walked over and hugged both of them. Then I told Jenny of our bet and she said she would love to fuck my man. I told her to walk over and grab his hand and put it on her cock and let it go wherever it would. He had drank another couple of beers standing at the bar looking nervous. I watched as Jenny sat next to him and told him to buy her a drink. He looked around and spotted me. I waved him on. He bought her a drink and I saw her grab his hand. That was my cue to stand between them. "So, what's going on here?" I asked. Jenny said "This man just grabbed my cock thinking it was a pussy." He stuttered a bit and Jenny just laughed. Then she told him she had been watching him and wanted to see what he had between his legs. Again he looked at me and I just said that it was his move. He took another drink and was slurring his words a little. He asked her if she wanted to go home with him. She stood up and grabbed his hand. "Come on stud, let's go make a night of it." I was laughing inside. I said that I would be their chaperone and headed out to the car. When we got home I walked them into the bedroom and helped Jenny strip my husband. I sat down on the recliner to watch.

Jenny laid him on his back and took his cock in her mouth. She sucked him until he got hard. Then she took her top off and scooted up. She put a tit into his mouth while stroking his cock. He eagerly started to suck on her nipple. I walked over and pulled her pants and shorts off. He didn't even notice but seemed pretty shocked when Jenny turned around and shoved her cock into his mouth. It was average in length and within a few seconds he was sucking that cock like he was made for it. It got my pussy wet. I noticed that while sucking his cock she had a finger in his ass. He must have been really wasted to let her do that. After he sucked her hard she turned around again and kissed him. They were really lost in the moment when she broke the kiss and scooted down a little bit. She lifted his legs and said "Honey, I"m gonna fuck you now." He didn't respond and she slowly pushed her cock into Terry's ass. He kept saying "Oh fuck" over and over as she pushed in deeper until she was buried to her nuts. Then she started to fuck him and was stroking his cock at the same time. Within two minutes he started cumming. It was the biggest cum I'd ever seen him have. She fucked him for a few minutes longer and pulled out. She turned around again and after wiping her cock off she put it back in his mouth. He took it like a pro. I took the opportunity to put on my recently purchased strap-on and knelt between his legs. I put it against his asshole and pushed in. He didn't even whimper as I started to fuck him as he sucked Jenny. It wasn't long and he was hard again with Jenny sucking him and me fucking him. Then Jenny said she was gonna cum in his mouth. Again he didn't even flinch and she emptied her girly nuts into his mouth. He swallowed every fucking drop.

When she was spent Jenny got off of him and got dressed. We hugged and had a long deep kiss. I walked her to the door and she said she'd love to do it again. I told her we would for sure. I admitted that he won the bet, but even though he won I got to ass fuck him anyway. He laughed a little and said that next weekend was his with my sister. From what I understand they fucked several times that weekend and she even ass fucked him with her own strap-on. This has opened up a whole new realm for us. We are now full-fledged swingers and we both get more cock and pussy than we ever thought possible.

#2485

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My wife and I haven't had sex in over a year and I was getting kind of fed up with it so a few weeks ago I got pissed and said I was going out. A few times I've been for a couple of days and she's okay with me getting away now and then. I was about half lit when a slim black woman at least 15 years my younger sat next to me at the bar. She bought me a drink. I thought that was a little strange but after she bought me a couple more and I was reeling the conversation turned to sexual things. She put her hand on my thigh and asked what part of my body was most sensitive to a nice pair of lips. I laughed and said, "You gotta be kidding. Of course I like lips on my cock but I also like my nipples played with." She said "Oooh I like that. Wanna go back to my place and play? I'm sure your wife won't do what I will." She looked at my wedding ring as she said this.

I was horny and drunk, a dangerous combination so I followed her to her house. My cock was already getting hard when we walked in. There was another woman sitting on the couch when the door closed and I looked around. My host said her name was Nikki and her friend was Darla. Now I was really intrigued. Nikki said "I'm all woman but Darla there has both parts." Darla had her hand on her crotch and waved me over. When I walked over Darla told me to strip. I did and stood in front of her and she took my cock into her mouth. She was sucking me when Nikki came up behind me and wrapped her hands around me and started playing with my tits. Then she put a suction cup on each nipple and vacuumed the air out pulling me into the cups.

Then Nikki pulled my hands behind me and put handcuffs on me. "What the fuck?" I said. Then Nikki told me that I was in for the night of my life if I went with it, otherwise they would let me go and kick me out right now. I said "Fuck then, let's do this." My cock was hard and my nipples were turning red. I was loving it. Then Nikki pushed me to my knees pulling my cock out of Darla's mouth. Darla stood up and pulled her pants and panties down. She had both tits and a cock. She sat back down and told me to suck. I had never sucked a cock before but this was intriguing. I leaned in and took her/his cock into my mouth. It was great. Her cock was a bit bigger than my six inches and I imagined that was me and I was my wife sucking a nice cock. After a couple of minutes I had a hard, large cock in my mouth. Then I felt Nikki starting to play with my ass. She ran her hand up and down my ass crack and began to play with my hole. She inserted a wet finger in me and started to slowly finger fuck me.

A couple minutes later she told me to lay down on my back. I did and Nikki straddled my face putting her cunt on my mouth and told me to make her cum. I started to tongue her when Darla lifted my legs up and put her cock up to my asshole. She slowly pushed in. Not to punish me but to make me feel good. And it did. She started to slowly fuck me and after a minute or so the pain went away and the pleasure was starting. Then Nikki unplugged the cups on my nipples and Darla leaned over and started to suck on one of them. They were red, swollen and ready for play.. "Oh fuck" I kept saying as I was tongue fucking Nikki and Darla was fucking me. When she said she was cumming I told her to give me all that she had. She emptied her nuts into my ass and I felt every warm spurt of her jizz.

When she finally pulled out Nikki uncuffed me and said it was up to me. I decided that I could stay for a day or two. We spent the next 48 hours sucking and fucking. I've never had an experience like that before and can't wait until I can get pissed at my wife again and go find anither cock to take care of my needs. Fuck this is great.

#2329

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I am in a relationship with a tranny for 7 months now. She is amazingly beautiful. Well i will not tell about how i got with her or what happened in those 7 months. Maybe i will tell that later. But this day, i can't forget this in my entire life. It was a normal day everything seems normal except her mood. She was angry on something and god knows what. We were in an extreme bondage type relation for a long time. Ropes play, whipping and torture was part of our everyday play means we used to do it quite often. So that day she was angry on something or maybe on me. She came to me and said that she had learned something new and want to try it on me. I was not excited of course because that was our daily routine. So i said no i am not in a mood. But as i said she was angry and she was my girlfriend so i had to listen to her. She took 2 ropes. Tied my both hands to the roof with one rope and with other rope tied my one leg folded. Now i was standing on one leg with both hands tied. I was a little shocked by the technique she tied me. It was quite a professional one. So i was standing on my one leg naked can't move can't do anything. I was all on her mercy now. She bring her weapons (for whipping). And started whipping me. My back was full exposed to her so she whipped me for 15-20 long minutes. It was intense than usual. I hope my neighbours didn't heard me screaming. After whipping me she got out of the room and left me hanging on one leg. I was in pain for sure because of that intense whipping. But i couldn't do anything except praying to god. After 10-15 mins she came back with a condom in his hand and a bottle of lube. I knew what was going to happen. In those 10-15 mins i don't know what she did outside the room. Took viagra maybe. I don't really know about it, its just a guess. So she put on the condom infront of my eyes and applied lube on her dick. She has a beautiful maybe 7.5 inch dick. She inserted her dick inside my ass. It was easy because of course it was not my first time. But something was different today, she was not fucking me with love, she was fucking me with anger like she want to take revenge. She was furious today. She fucked me deep inside my ass. She fucked me really fast and rough. After maybe 5 mins i couldn't handle it and i began to scream. Because she was not stopping. Her speed increased. I could hear the sound of my ass clapping with her very loudly. Suddenly she stopped so does my screaming. I thought this is it. She went out of the room once again and bring a piece of cloth. She covered my mouth with it tightly so i couldn't scream anymore. And that time i realized its not a good sign for me. She fucked me even harder this time, the difference was i couldn't scream this time. She fucked me for 30 long minutes. She cum inside my ass and after that left the room to maybe clean her dick. She untie me after 5 mins. She never fucked me for this much long before. Thats why i said she must have taken viagra. I cannot forget this day. Those 30 mins were so painful. I have watched so much shemale porn. But trust me i never saw any shemale fuck like this. So fast and so perfect. She have tried many techniques on me. But till now this was the best one. I love her. And i think we are living a perfect relation and perfect life. I love being a masochist and she love being a sadist. So we both are perfect in our places. P.s. i still dont know why was she angry that day.

#1129

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My dick's still hard from last night. I met this girl at the bar and after a few drinks she invited me to her apartment. When we got there the turned and kissed me. After a little light petting her blouse came off and she had gorgeous tits with nice nipples. I licked and sucked a bit, then she reached down and undid my pants to expose me 6 inch cock. she sucked until I was as hard as I had ever been. she then asked if I liked surprises. I told her yes, and she brought out a pair of handcuffs and cuffed my hands behind my back. She put me on my knees with my dick sticking straight out and took off her skirt. To my surprise a 7 inch cock sprung out. "What the fuck?" I said. She said nothing, but just stepped up to me and put her cock up to my mouth. I had sucked a couple of cocks before, so I just opened my mouth and took him in. Before she/he could cum she pulled out of my mouth and walked behind me. She pushed my head down to the floor and knelt behind me. First she licked my asshole as she stroked my cock. Then she put in a finger and finger-fucked me a bit. Before I knew it she put her cock up to my asshole and gently pushed it in. I had never been fucked before, but this was great. I let her fuck me until she was ready to cum. She pulled out and turned me over onto my back and came all over my chest and belly. She bent down and sucked me until I started cumming. She swallowed every bit of my cum. She undid my cuffs and we kissed and cuddled for about an hour, then it was time for me to go. I'm gonna see her next week, and I'll bring my own cuffs this time.

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