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FUCKING MY FIRST TRANNYFUCKING MY FIRST TRANNYIn the early to mid 90's my wife and I were living in south central L.A. The wife wasn't necessarily a sexual creature nor was she very good at it. This lead me to a lot porn watching and going outside of the house for hot, kinky sex. She doesn't know I'm Bi and still doesn't to this day. I would frequent various adult bookstores to get/give blowjobs, handjobs and visit the occasional gloryhole to get my freak on. I would also travel up and down Figueroa or more commonly know as "Figuerhoa" to catch me a strawberry and get my dick sucked (which the wife wouldn't do, even when dating) or get some pussy.One summer during these years I had been out with some friends and on the way home, I decided to get my dick sucked before going home. So I made a detour down Figuerhoa to go 'shopping'. After about 20 minutes I came across this skinny dark chocolate sexy thing strolling on the corner (don't remember the cross street, maybe 88th) so I bent the corner and pulled over. I could see in my rear view mirror that she was walking my way. One she got to the passenger door, I rolled the window down and she asked if I wanted a date to which I replied yes. She got in the car and I asked how much for a blowjob and she said $20. I was cool with that and proceeded to give her the cash and I undid my pants and pulled them down. She leaned down across the seat and started sucking my throbbing dick.As she was sucking, I closed my eyes and rolled my head back on the headrest. It felt so good and wet and she was taking her time licking my nuts as well. While she was sucking I began rubbing her back and ass then moved around to rub her tits but noticed she was slightly flat chested which was cool. I started to run my hand down her thigh to her crotch but before I got there, she pulled my hand away so I figured she was on her period so I didn't really trip. She was slow sucking my dick and nuts I began to get a little paranoid that the po-po would show up any minute and we would get popped. I told her to hold up and would she like to continue this in a room and I would pay for it and give her a few more dollars for her time. She was cool with that proposition so I pulled my pants up, got myself together. I started the car and did a u-turn and turned right on Figuerhoa, I asked her if she wanted something to drink and she said yes.I drove about a block or so and stopped into a liquor store and got Hennessy for her and Gin and some beer for me. I drove maybe and half a block and pulled into one of infamous motels lined on both sides of the street. After parking my car, I got out, walked to the office window and paid for three hours. Once I received the key, I walked back to the car and opened the door to let her out and told her what room we had. As I watched her walk towards the room, I couldn't help but noticed her tight ass moving and shaking underneath her long tight, white summer dress. Once in the room I gave her her drink and I opened mine and sat on the bed as did she. By now, after a few swigs of Gin I asked her what was her name and she told me Diva. I gave her my real name and gave her the extra cash and I started to take my clothes off. Diva was sitting on the edge of the bed sipping her drink and I asked if she wanted to get naked. She refused and said she just wanted to get back to sucking dick. I told her we had the room for a few hours so we might as well enjoy our drinks and get comfortable. I asked again and she refused but she was polite about it.I began to start putting the pieces together, at first in the car, she pulled my hand away when I was trying to feel her crotch and then began to wonder why she wouldn't get naked so I just straight out asked her if she had a dick and was that the reason she didn't want to take her dress off. The look on her face was like, "how did he know?". She sheeplessly said yes like she was ashamed but I assured her that I was cool with it. So again, I asked her to take her dress off and let's have some fun. She stood up from the bed and grabbed the bottom of her dress and slowly pulled it up over her head and shoulders exposing a beautiful black 6 inch hardon that throbbed up and down. My dick was extra hard by now and I walked towards her, grabbed her by the waist and we started kissing with our dicks touching. My heart started to race and my breathing got heavy. We were both grinding our dicks against each other and I grabbed and squeezed her tight ass. Diva got down on her knees and started sucking my dick as I grabbed the back of her head and started humping her mouth.Diva sucked my dick and licked my hanging nuts while I ran my fingers through her long hair. I was moaning as her warm mouth pleasured my dick. She sucked so good that I couldn't cum if I wanted to. I gently grabbed her shoulders and motioned her up and kissed her again before I went down and licked her stiff nipples. She moaned and sighed that she was enjoying what was happening. I then got on my knees and took her dick in my hand and rubbed it across my face before taking it in my mouth. The warmth of her dick felt amazing in my mouth and I started sucking her and rubbing her nuts. Diva was gently fucking my mouth and I was playing with my fuck stick while we were both moaning with pleasure. We took a short break and sat on the bed and had more drink. I think I was more buzzed with having her dick in my mouth (it had been a long while sucking a dick) than me drinking my Gin. While drinking we started talking and she was telling me how she hadn't had anyone play or suck her dick in a while and she was always cautious when dating guys on the stroll for fear of them finding out and what they may do to her. I told her that with me, she didn't have anything to worry about that.After a few drinks and conversation, I leaned into her and we kissed while we were stroking each other's dicks. I then moved down to take some more dick and she motioned me into the '69' position and we sucked each other when I started fingering her tight asshole. When I did that she trembled a little and let out a sigh. Diva soon after got up and told me to get 'doggy' and began to lick my asshole and suck my dick from behind. That was the most intense feeling from her doing that that now I was on the verge of busting a nut but I resisted because I enjoyed it and her company. By now I wanted to fuck her in the ass but I didn't have any condoms and didn't want to take the risk going bareback. I laid on my back on the bed and we continued with '69ing' and Diva was sucking my dick and I was sucking her dick and licking her ass. She started to suck me harder and faster and within no time I shot my load down her throat as she moaned I could hear her swallowing my shit. She rolled over on her back and told me she needed to cum. I told her I wanted to watch her shoot her load. Diva stroked her dick while I licked and sucked her nipples and kissing her. She started breathing hard and told she was about to cum I looked up and a minute later she let out a long stream of hot cum that landed on her chest and stomach. I rubbed her nuts and dick staring at her creamy load of cum.We laid on the bed for about 15-20 minutes kissing and caressing each other until it was time to leave. We both got dressed and had a few more sips of our drinks. I asked if she would like me to take her home and she agreed. On the way, I was telling her what a good time I had and would like to see her again if she didn't mind and she was cool with that. In front of her house we kissed some more. I gave her my pager number and said to hit me up anytime particularly on the weekends. One particular time she paged me and told me her roommate would be out of town and could I come by and have some fun. She gave me her address and I showed up one Saturday evening. She had my Gin (chilled) and a six pack and she had her usual Hennessy. We sat in her living room talking, drinking when she said she had to use the restroom. With music playing in the background I was chillin' waiting for her to come back and when she did she was totally naked, dick stuck out like a flagpole. She walked in front of me and I grabbed that hard dick and began to massage and kiss the dickhead flickering my tongue around it.Diva knelt down in front of me and started undoing my belt, unzipped my pants and pulled them down to my ankles and started sucking my engorged dick. I took a big gulp of my drink and rolled my head and enjoyed her wet mouth. In the meantime, I was rubbing her head and pinching her nipples feeling her hot tongue working my dick and nuts. After a while I asked her to stand up so I could admire her love stick. When I took it in my hand, it felt so soft and smooth and warm. I then asked her to turn around and bend over a little, that's when I spread her ass open and tongued her sweet asshole. Diva quivered and moaned and shoved her ass onto my face to get all that tongue. I could feel my dick throbbing in excitement of what was to come. While licking her ass I pulled her dick back towards me and put it in my waiting mouth and sucked it nice and slow and I honestly could feel it pulsate while I sucked it. So now I had the best of both worlds, sucking her dick and licking her ass.Some minutes later Diva pulled out of my mouth, turned around bent down and gave me a long passionate wet kiss then grabbed my hand and guided me to her room. Once in her room, it was dark, the only light was coming from scented candles placed in various locations. Diva turned around and started kissing me while rubbing my dick. She started pulling my shirt over my head then licked my nipples. She then ran her tongue down my chest and stomach until reaching my dick, pushing me down on her bed, pulling my pants from around my ankles and once done she got back on my stiff dick. I've never been undressed so sensually like that even from some women I've known. Diva was sucking my dick then ran her hot, wet tongue down both my inner thighs landing at my feet where she sucked my toes which just simply drove me fucking insane! Diva rose up and pushed me back on the bed and got on top of me and started 'dry humping' me with her dick rubbing against mine shoving her hot tongue deep down my throat.While she was humping me I grabbed her chocolate tight ass to make her hump me harder. My dick was hard as a rock and I could feel her hot throbbing dick rolling on my stomach, the feeling was pure ecstasy! After kissing me she slid down, licking and sucking my nipples on the way to my dick and began sucking it and my nuts. With my arms spread out I just laid there with my eyes closed listening to the slurping sounds she was making. Moments later I grabbed her and rolled her over on the bed and I got up, grabbed her long sexy dark legs and pulled them up exposing her ass, nuts and hard dick. I started licking her feet, working my way down both thighs until I reached her asshole and began eating the fuck out of it. Diva started screaming, "yes, yes baby lick that ass, it's all for you!". That turned me on even more and made my dick all the more harder.After eating Diva's asshole and sucking her dick she got up, reached on the side of the bed and had a bottle of baby oil and a condom. She sat up and put the condom on my dick using her mouth then turned around on the bed doggy style and asked me to pour the baby oil on her dark chocolate ass. Once I started pouring the oil, Diva began rubbing it all over and was massaging her asshole. She then told me to pour some on my dick, I knew what was coming next. Diva gave out a sexy like giggle and told me to come get my love hole, I almost came right then. As my dickhead touched her hole Diva moaned and began backing her ass towards me. I slowly pushed my dick and damn, her ass hole was tight and hot! At this point I had never felt anything like it, it felt better than some of the pussy I'd had. With my dick in I just stood there for a moment to take in the feeling and I could feel her ass muscles squeezing my dick.I started fucking Diva slow at first and she was matching my rhythm until I stopped and just let her ride the dick. We fucked in just about every position....doggy, her on top and last but not least, missionary. Once in the missionary Diva threw her legs in the air to give me all that ass pussy. As I was fucking Diva I would pinch her hard nipples and stroke her dick and rub her nuts. Occasionally I would lean down and steal some kisses and she would whisper, "damn, this feels so good baby keep fucking me". That caused me to get my dick as deep as I could in her tight ass and she would raise her hips to help. As I was about to reach the point of no return, Diva started stroking her dick saying she wanted to see me cum on her. I picked up the pace and just when I was going to cum I pulled out of her, yanked the rubber off and commenced to jerking my dick. Diva said, "give me that hot shit baby, give it to me". With her saying that that just pushed me over the edge and shot my load on her chest watching my cum run down towards her stomach. Diva leaned back on the bed stroking her swollen dick telling me to watch her cum. She closed her eyes and her stroking got faster and moaned that she was going to cum and shortly after she shot such a huge load that some of it hit her chin.I got on top of her and rubbed my dick all through the cum that was on her chest and stomach. We laid next each other like the first time and held each other and kissed. Over the next year, we would share many encounters. One time we drove to Hacienda Heights to some park south of 7th Ave and she sucked my dick in the car while some guys were playing basketball then she let me jerk her off and bust her nut. When my wife would be out of town visiting family back east Diva would come and spend the weekend and we would fuck and suck all the time. Somehow Diva and I lost contact with one another and I wish that hadn't happen but I hope she is fine and well and thinks of me/us from time to time. There are a few other occasions with her I'd like to share but will save them for a later date but will simply be titled "Diva".
05-05-2021, at 08:29 PM
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