The bartender (trans+ male)

Back before the pandemic ruined every one’s social life, an old friend of mine opened a bar where I live.

The first time I went I meant Chrissy, who just started her first day as a bartender. She was gorgeous, and being a cocky flirt we hit it off and I spent the better part of 3 hours chatting with her.

I definitely thought she was into me, so I left her my number but she never messaged me so I figured she was just being a friendly bartender. So no harm, no foul, I kept going to the bar, we would flirt but it’d never go anywhere, but I basically developed a school boy crush on her which always kept me coming back.

Well one night I go in, and I’m surprised to see this guy I know, Matt, in at the bar. Matt is gay, and went to the same high school and college as me. What no one knows is that Matt became my personal cock sucker throughout all of college and I even fucked him a few times.

So I was pretty surprised to see him there as it had been a long time since we had talked. My heart sank as Chrissy introduced Matt too me as one of her best friends as soon as I walked in the door.

We laughed and said we already knew each other from high school, then I saw at the bar with him and we all chatted for awhile. Matt knows I’m closeted so he played it cool, and we chatted all night.

It was getting pretty late though and I was headed back from the bathroom when Chrissy asked if I wanted to smoke a joint with her while she was on her break.

We got out there and it wasn’t long before she said, “Matt told me some stories about you,” and laughed. I instantly turned beet red and she told me not to be embarrassed. She admitted to me that she’s trans, which floored me, and that she has had the biggest crush on me since she first saw me but didn’t know how to tell me about the surprise in her pants (her words).

Before I could even say anything I just kissed her. She dropped the joint and we shared a long hot kiss before we stopped and I told her how long I’ve wanted to do that.

She reached down and felt my growing dick through my pants, and said, “Matt told me some stories about this thing too,” and i could feel the precum leak into my boxers. I’m 8 inches and Matt had always talked about my dick like it was the most perfect thing on the planet.

I asked her when she got off, and we quickly made plans for her to come home with me after last call. We kissed once more and headed back inside. I gave Matt a thank you and he said you just have to give me that dick one more time now and we laughed.

The bar closed up pretty soon after that and we took an Uber back to my place as she rubbed my inner thigh the whole time. By the time we got through my front door we were both in heat and ripping each other’s clothes off.

She had the perkiest little tits with puffy nipples that were just so suckable. When she peeled her tight little shorts off her rock hard cock bounced up. I still have no idea how she was hiding it. It was a perfect little five inch smooth cock.

We rolled around in bed sucking each other off for awhile before she asked me to fuck her. She was so light I put her on the edge of the bed so I could hold her legs up and fuck her missionary. She moaned and moaned as I worked in and out slowly till I spit in my hand and started rubbing her cock. She exploded and her ass tightening up sucked the cum out of me.

She licked the cum off my cock and we cuddled and giggled in bed for awhile before round two started. We went at it all night taking turns fucking one another til we were just about to explode. Finally when the sun was starting to come up we 69’d and let huge loads go into each other’s mouths.

Source: reddit.com/r/eroticliterature/comments/im6ygt/the_bartender_trans_male