An Unexpected Surprise

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Bi buddy and I get hit on by hot beautiful trans woman.
1.6k words
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When I first separated from my first wife, I was lonely and had a long time friend who was married and I occasionally played with. He and I went out for drinks one Friday night to a local alternative club. My buddy excused himself to go to the restroom. So, I people watched while at the bar.

While i people watched, this really hot dreamy chick who looked like the new Wonder Woman and was sexy as hell started talking with me.

I was somewhat surprised that she zero'd in on me, because she was definitely out of my league. Way hotter than most of the women who normally flirted with me.

I was so memorized with everything about her. Her eyes and face were simply beautiful. Her breast cleavage was soft, supple and tanned to a sensuous glow and about 36c or d cup and I couldn't take my eyes off of them.

She caught me glancing a few times and she looked me in the eyes and grinned from ear to ear and I blushed a little. She liked that about me, I could tell. It made her comfortable and attracted to me.

She was about 5'4" and somewhere around 11o lbs with silky-smooth black hair. Her make up was impeccable. Her full lips glistening and a very tight and trim bubble ass to die for. She was a petite gorgeous spinner.

There was an enclosed dance room separate from the bar and she asked me to dance. We danced separately and she giggled and laughed as we danced and so did I.

Then a slow song came on and apparently it was one she really liked. She came in close and asked if we could dance to it as she made begging eyes at me that made her look even hotter.

I couldn't refuse her, so I said yes and she put her arms around my neck and came closer. With her full lips about 2 inches from mine, I wanted so badly to kiss her.

She looked into my eyes and smiled as she told me how much she enjoyed my company. She gave me a serious look and said " I have a confession".

I said"Oh". She informed me that she was trans. I smiled and I said "are you serious?, I'm not sure if I believe you ". She asked if I was ok with that.

I said I didn't believe her, but yes it was ok. There was nothing masculine about her in any way and I thought she was just testing me in some way.

Then She asked if she could kiss me. I was ecstatic. I smiled and said absolutely! She leaned in and put her full ups on mine and kissed me passionately as her tongue entered my mouth and our tongues entertwined and slithered against each other.

Her breasts rubbed up against my chest and her groin rubbed against mine. I got so hard and didn't feel a bulge on her. She felt my bulge and she moaned in pleasure as our mouths opened more and our French kissing became more sexual. Her left hand holding my neck and her right hand sliding down to my hips and my ass and hee pulling me in.

The song ended and we walked back to the bar where my friend was watching and smiling his approval. I introduced them and she said "wow, two hot guys ". We smiled at each other in approval.

She went to the ladies room and my friend quickly asked "where did you find her?" I said she actually approached me. He said he could see us through the french doors in a heated make out session. He said "she is so fucking hot".

I told him that she had said she was trans. He said " there's no way she is trans". "There's no way she was ever a guy!" I asked "what if she really is?" "Would you be ok with that?"

He said "oh he'll yea!" I said "me too!"

She returned and she flirted with the both of us for almost two hours, touching us at every opportunity there was and more as we had more drinks.

she asked us to both dance with her at the same time when the dance floor got crowded. She kissed us both passionately alternating from one to the other while grinding her ass into one and her groin into the other.

She asked if we might like to escort her home since she lived in a apartment nearby. We both agreed and walked about a block and a half to a fancy building with a security dressed doorman greeting her.

She invited us up for drinks. We walked behind her with both of us hypnotized with her luscious time ass moving as she walked so sexy.

When we entered she closed the door to this huge fancy apartment and walked up to me and kissed me while she pulled my friend to us and kissed him as she reached down to each of our bulges and began to squeeze them and moan her approval.

She began to undress the both of us excitedly and was fumbling, so we both started to undress. She took off her top exposing her very sexy Victoria secretes bra as she unzipped the side of her mini skirt and walked to her bedroom and said "follow me."

We both finished undressing down to our underwear and walked into the bedroom were she pulled down her mini and stood looking sexy in her bra and dark panty hose which had a thin line on the back and a small bow design on the thigh near the base of each cheek.

I saw no penis. Then she beconned us both to come with a finger and her head tilted down and her long silky hair over the side of her face and a sexy look in her eyes.

We walked up to her and began kissing her neck and cleavage while I reached behind and undid her bra to reveal her beautiful tits.

My friend continued kissing her nipples while I began to kissed my way down her very trim stomach. I started to pull down her panty hose and out dropped her penis. It had been tucked back under and folded in half.

It seemed to be about 8 inches long. I was very surprised and curious about her more and more. I looked at it, then looked up into her eyes and we locked eyes. Both of us had a look of sexual passion on our faces.

My friend looked pleasantly surprised. We all smiled and I took hold of her tool and it began to grow in my hand. I kissed the head and she moaned loudly in pleasure as my friend continued to suck on her nipples.

I kissed the head and it began to grow very quickly. Within 30 seconds she had a hard-on that was about 8.5" long & 2" in diameter. I was trying to suck it down my throat with her hand on the back of my head trying to push more cock into my throat while I tried not to gag.

As I was leaning over sucking her cock she reach into the back of my underwear and feeling up my ass. She spit on her middle finger and began rubbing it on my asshole and slid in to the first, then second knuckle.

She went to her knees and pulled my friends underwear down and started sucking his hard cock while she forced my face down on her very still cock.

She got up and pushed my head down to my friends hard cock and I slid it down to the 6 inches down my throat.

She returned with condoms and a bottle of anal ease lube, eased my underwear down, rolled on a condom, smeared lube on my ass and kneeling behind me.

She put the tip at my opening and began to slide the fat head onto my ass slowly allowing me to get used to her thick cock. Meanwhile my friend has his hands on my head pushing his hard 7.5 inches down my throat.

I felt her take hold of my hips and slowly slide in to the hilt with all 8.5" in. The forward push sent me onto my friends hard cock, sending his 7.5" deep down my throat.

She increased her pace and began to really fuck my ass hard and it felt good to suck a cock at the same time. My tool was very hard and leaking pre-cum drop after drop.

About 3 or 4 minutes of hard fucking and sucking was bringing all three of us close to the edge of cumming.

I felt my friends balls expand to shoot his cum down my throat. At the same time she was fucking me like there's no tomorrow, then she lunged in slamming into my ass so hard my knees came off the bed.

She shot load after load inside my ass and my friend quickly lunged and shot his first load down my throat. I shot my load onto the bed sheet.

We collapsed and after a few moments she offered us drinks, and there we sat there having a drink and chatting before we went at it again.

She said "I know this sounds strange coming from a girl, but I loved fucking your ass so so much!" She turned to the both of us and said "I would love nothing more than fucking both of us regularly, whenever our schedules would allow it!"

That night she fucked me once more and my friend once. We became more than fwb.

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5 Comments
AnonymousAnonymous3 months ago

Lucky guy. That’s my fantasy. To be dp’d by a trans and a guy.

ccitydudeccitydude3 months ago

It's great to have a friend who will suck you when the time is right. Fun story. Well done.

AnonymousAnonymous3 months ago

I only wish there was more. Which is a nice problem to have.

AnonymousAnonymous3 months ago

More.....

married40scouplemarried40scouple3 months ago

I think the premise is fun and there is a lot you can do with the characters. However, this story seems very rushed.

You don't get into detail when you state you and your friend 'played with' each other. You don't comment about the bar: What is the vibe in the bar? Have you been successful there? I think if you gave more detail about you and your sexual orientation and experiences, the actions you and your friend take with the woman would have made more sense. There was no real surprise element.

I would also recommend you working with an editor. The editors I have worked with on this site are really good and very helpful.

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