Tranny at the bar

by djfmonkey

8 Nov 2021 7887 readers Score 9.3 (166 votes) PDF Mobi ePub Txt


I walked into the bar, it was about 10pm, it was a Friday night, but it seemed kind of dead. I walked up to the bar, ordered a beer, and asked the bartender where the action is, he said well son that depends on the action you’re looking for. I said looking to meet someone nice, and maybe go a bit further, he replied, what team do you play for? I thought maybe he was suggesting he was the one, I said oh no man, I’m straight. He then said hum, you sure about that?, and I said yep pretty sure. He said “what about that girl down the end of the bar then?”, I replied “yeah she’s pretty damn hot, but I’m sure she’s out of my league”. With that he said “well there’s a new place down the road that’s been pulling a lot of his business away lately”, he said he was sure it would come back once the novelty and specials wore off. I said thanks bud and started to finish my beer.

As I was finishing my beer, I did a glance around the room, getting ready to head out, I fixated on the beautiful girl at the end of the bar, with the painted on jeans. She noticed me looking and she smiled at me, I quickly glanced away. Shortly after The bartender brought me another beer and said, “well that’s jerrie and she may be out of your league but, apparently your not out of hers, this beer is on her”. I looked back over at her smile, I smiled back and waved 2 fingers over at her. The bartender said “be careful what you wish for cause she is a he”. I said “no freaking way, if she’s a he then I’m not straight and I’d gladly be bi, that’s for damn sure”.

So I looked over at her, she was beautiful, she had a great face, with brown eyes, high cheek bones slightly sunken cheeks, with brown loose floppy curls, imagine a female version of Timothee Chalamet, exactly’ they could be twins. She wore a tightly tailored light blue blouse, she was petite in size, with very small breasts, they would be the only possible guy like feature on her. Her ass cheeks was perfectly shaped being split by the seam in her tight tight jeans, snuggling into her ass crack, they pointed upward toward her slender tiny waist, she was maybe 110 lbs at the most. She turned toward me, as if she knew I was checking her out, the front of her jeans area went from her waist downward to her crotch in one smooth curve, retracting back up to her ass, Christ there’s no way she was packing a dick let alone ball sack in there, I thought to myself, in fact I may have even imagined a slight camel toe. Again I told the bartender, “no fucking way she’s a guy”. He said “well you’ll only be able to see for yourself by getting your ass over there and talking to her, after all you’re half way through her beer already”. I looked over, she smiled as she sucked on the straw of her frilly drink, as she patted the seat next to her, and invited me over.

Over I went ever cautiously, I sat next to her thanked her for the beer and she said “I’m just about ready for you to return the favor”, as I called for the bartender and indicated two more. Her voice was very feminine, but slightly deeper, but by the same token on the high side for a guy. Being close up to her face, there was no evidence of a beard or shaved face, her skin was perfectly smooth, with thin lips, and little or no make up. I was still genuinely confused by it all, she was beautiful.

She excused herself and said she had to tinkle, so I watched as I was curious which room she went into, yup, the ladies room. The refills came, the bartender winked, and left, now I began to question if he was pulling one over on me. She came back and we got off pretty good, exchanging stories and generally having a great time, I found my curiosity getting the better of me, I wanted to know for sure, and really was intrigued by her, I genuinely liked her and wanted to persue her either way, wait what did I just think to myself? Either way?

I said with a slight quiver in my voice, do you want to take this further? She said “yes I would but, do you know who I really am”? I said with determination, “yes and I didn’t care. As we started to leave, the bartender shook two fingers in the air as if to say bye and good luck. With that we went around the block to her place.

She unlocked the door we went in, I felt like I was in high school again, proceeding with anticipation. The room was very feminine, decorated in pinks and flowers and obviously very good taste. We proceeded to the bedroom, and she took control, she leaned in and kissed me, it was probably the best kiss I ever had, I reciprocated, I wanted her with all my energy. We proceeded slowly, as she undid her jeans button and fly, unbuttoned her blouse, I took my shirt off, slipped out of my shoes, and we laid on the bed and continued to talk with some necking and kissing. I saw a bra under her opened shirt, but to my best experience, there were no female breast’s inside, but she was still sexy as hell. She noticed my glare and then continued to strip down, and said it’s time for you to see me for what I am, unwrapped. She stood and turned away from me and removed everything, she asked if I wanted to turn out the lights, and I said definitely not, as stared amazingly at her tightly beautiful curvy ass smooth as silk. She then turned and laid sensually on the bed completely naked. I didn’t even look down to see if it was there or not.

I began my glance scanning beginning at her shoulders down to her breasts, her skin was white, her nipples were flat but actually fairly large and pink, her body was sun starved pale white with absolutely no hair on it, anywhere, completely hairless and velvety smooth looking it was inviting me to touch but my raging hard on had to be released from my clothes, so I stripped down. Just then I noticed it, there protruding directly in front of me was a perfect dick and balls on her, again completely hairless. I was amazed, not only with it, but it seemed bigger than mine, again a perfectly pale white shaft sticking straight up with a pinkish heart shaped top with a slight hue of purple encircling the base ring, below it was a tight beige ball sack stretched tight with his uh her balls. Above her package was a flat stomach and navel. As I approached her and touched her stomach, it was hard and tight with zero fat, but yet soft and somewhat muscular with no definition of abs, she was perfect, smooth and velvety soft all over.

I touched her pink tit and squeezed what little I could grab between my thumb and forefinger, and slowly felt their ridges and bumps as they hardened with anticipation, they were rock stiff and basically sharp, and it turned her on as much as it did me. Then I began kissing her neck and worked down to the navel where I stopped because the back of my head hit her cock. What do I do now? as I realized I was now faced with the elephant in the room, what do I do now? I decided, if I were a girl and she was me what would I want her to do to me, so I went all in, turned my head around played with her shaft with my hands, cupped her balls, rubbed my hand and fingers up and down her thighs and to the underside of her taint slowly touching between her ass cheeks. I then picked up my head from her stomach and opened my mouth and tasted that velvety smooth shaft and head with the beginnings of precum pooling inside, it was hot and I wanted more.

She said wait, my turn, and she did the same back to me, only she grabbed my dick in her slimy, mucusey, spit filled mouth and swirled my cock head in what was the most amazing lubricated suction, bobbing up and down, bestest blow job I could have ever imagined. She then said she wanted me to fuck her.

She positioned herself on her back, covered my cock one last time with spit and raised her legs up high bent at the knees and said go ahead but enter real slow, but first she licked two fingers and reached under and pushed them into her ass, and then said ok, as I pushed into the crack I slid up and down looking for the hole, so she guided me in and held my dick, as I pushed ever so slowly. Wow it was so tight I said it isn’t going to go in, she said slow and steady pressure, you’re almost there. I felt the head begin to slide easier but was still tight, I continued and soon I felt about half way in when suddenly it was like it was pulling me in, wow, I was never in a girl this tight before it was great. I began to pump in and out again ever so slow, when she raised her back up and her hole was facing the ceiling forcing me to pump her straight down, as I went down she raised up and then the reverse, she was fucking my dick as I was fucking her man cunt. Then I realized on the downstroke I was squashing her balls against my pelvis bone and her lower abdomen, I eased up not wanting to hurt her nuts as I know that feeling myself, and she insisted no it’s ok. So I was ball bouncing off of her balls as we were pumping each other in unison. Her hands were holding her legs in place and her dick was bouncing in rhythm alternating to the left and right pointing at her arched chest and neck. It was so freaking hot, here I am getting off on fucking Timothee Chalamet, but with the most amazing smooth hairless body, wait I wasn’t even fantisizing being with a girl when I wasn’t, now I was fantasizing about being with a guy, damn I am so confused right now. She announced slow down she was close to coming, and I did, and she moaned in ecstasy as she began to shoot probably 8 to 10 full ropes of cum onto her upper chest. Shit I said how on earth did you cum that much? She dropped her legs and I slid out, and before I could get back in, she asked me to scoot my ass onto her chest and she would suck me to climax, as she wanted to taste every last drop I had to give. I moved up and sat on her chest with my knees next to her ears as I sat on her, I sat into her warm cum and my ass kinda slid back and forth as she sucked me in and out and worked my balls with her hands. When the time came so did I and she bottomed my cock out in her throat as I came more than I think I ever have before, unfortunately not as much as she did, I pulled off, she rolled me over and licked all of her remaining damp cum off my ass, we collapsed on the bed falling asleep

We awoke early to her fingering my dick, taint and ass crack, as I opened my eyes she leaned in and gave me a long wet tongue kiss. I was ready for more, so was she, but said “a shower first” and led me into the shower, the bathroom was a full length wall mirror, we both stood and admired each other in the glass. Her dick was bigger, but my boobs were bigger, we laughed and she said since her parents threw her out and she changed her name from Jerry with a y to Jerri with an i, that she’s been taking hormones to increase her breasts but so far to no avail. I still was amazed at her shapely body and she said she was always Shapley and feminine, except for her dick, I then asked if she would ever consider bottom surgery and she said hell no, I love my dick and climaxes, and most of all she loves her cum, but I also love guys, I don’t go both ways. I wouldn’t get caught dead with a girl. “In fact, I’ve been in such a dry spell, guys just get turned off once they find out”, I’ve been relying on my dildo collection, to which I said, “I’ll be your dildo anytime”, and with that, I’m dating a tranny, I don’t even have to hide it as we look like a normal couple, male and female. I’ve even introduced her to my friends and parents and they have no idea, not sure at this point if we’ll tell them or not, we’ll have to play it by ear. We’ve even gone to the beach and Jerrie looks hot in a bikini. I still don’t know where she hides that massive dick, but I love every bit of her including her dick, I think most of all.

I’ll have to fill you in on our future endeavors.

by djfmonkey

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