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GAY SEX STORIES

Sitting in for a Friend

Sitting in for a Friend

by Lifelongsissy
6 min read
4.35 (5200 views)
eroticorgasmanalgay
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Back in 87 I was a Drummer in a Southern Rock band in Siuth Florida. Our lead Guitarist needed shoulder surgery so we took a two month break my wife was out of town for two weeks of training for work so I didn't have a lot going on.

So a friend who was a Drummer in a Glam Band called me on a Wednesday morning and told me his mother was ill and he needed to leave right away for Indiana and asked if I could cover a10 day Spring Break gig at a club on Ft. Lauderdale Beach for him. I told him it was no problem I was glad to help out. Then he asked "Man you know we're a Glam Band,would tou be ok keeping yp the Glam look?

I said "sure man don't worry I'll do yo proud " and wished his mom well.

So Friday morning I met with his Bandmates ar the club for an intense 3 hour rehearsal to get comfortable with each orher and it went really well. As I was leaving their Frontman called out to me "Hey don't forget to glam it up."

So after my usual routine of grooming I put cked out a tight white Wife Beater shirt Super tight Black Spandex pants 3 inch black Stiletto ankle boots and a 2 inch wide white loose fitting belt and a pink bandanna to tie around my left ankle ( an 80's thing) and my favorite pink panties.

I teased out my long hand used about half a can of hair spray. Put on a light layer of eye liner and finished the look with a long feathery earring. I was as close to being En Femme and still maintaining a male personna.

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When I got to the club I seemed to fit right in with the overall look of the band.

The first 2 sets went really well, not my style of music but the place was standing room only and the Spring Breakers seemed to be really enjoying themselves I was mingling with the crowd when a waitress tracked me down and gave me a drink and pointed to a guy standing at the back wall and told me it was from him. I looked his way and he raised his glass to me and I to him.

He looked very out of place among the crowd as most were dressed in shorts and bikini tops and most were in their early 20's. However he was roughly 40 and dressed in nice jeans a pastel tee shirt with a nice sport coat and very handsome. I was intrigued so I made my way over to him.

He introduced himself as Rob and I thanked him for the drink.He complimented me on my playing and said he was really enjoying watching me play,but the way he said it made me tingle as I knew he wasn't just talking about my musical abilities. I thanked him and told him I was sitting in for a friend and this was the first time I'd ever dressed like this for a gig especially the heels. He said "The way you walk so comfortably in them I never would've guessed it was your first time.

I gave him a wink and leaned in close and said "I said it was my first time playing in them, wearing them is an entirely different story."

"Oh now that's a story I'd like to hear" he said as he flashed my a gorgeous smile. "Maybe I could buy you another drink after you're done and you can tell me all about it?" he asked.

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Si I accepted his offer and asked him to hang around after this last set. And left him as it was time to get back onn stage.

Before we started ou last 2 songs of the night it was announced that it was last call and as we finished our last song the lights came up and they called closing time and told everyone ro make their way out. When almost everyone was out I noticed a bouncer telling Rob hw had to go and I yelled over ro him "He's with me" and while the staff was finishing up their closing routine we sat at a table in the corner and had a drink together. As hw sat down across from me I hooked the top of my boot around the back of gia calf and gently rubbed ir up and down and gw smiled affirming my suspicion that he was definitely feeling the same vibe as I was.

We talked a bit and I told him I was a Sissy and have been for a long time. He invited me back to gis place and I happily accepted.

We left the club and walked to my car which was parked in the parking garage. As we walked he fell behind me and when I looked back he said he was falling back on purpose because the view of my ass was so hot so I exaggerated my hip swing and he let out an audible growl, which made me blush.

As we got to the car as I was unlocking the door he spun me around pulled me in tight to him and planted a very deep kiss on my lips and I opened my mouth and accepted his tongue. When we were kissing I reached down and rubbed his crotch and could feel his cock growing In my hand when we broke the kiss I sunk down and sat on my heels and undis his belt and fished out a gorgeous cut cock about 5 maybe 6 inches in length and very thick and right next to my car I went down on it swirling my tongue around and licking under the big head and taking it down to the base. It only took a few minutes and he was warning me "Oh God I'm gonna come " which made me suck him harder and he exploded in my mouth and I almost couldn't swallow his load quickly enough but I managed ro get it all.

He had taken a taxi to the club as he live only a few minutes from the club so he got in the passenger seat and we drove out of the garage and as we drove he unbuttoned and unzipped my pants and remarked on my pretty panties and rubbed my Dicklet through my panties as he directed me where to go.

When we arrived at his house we walked in and he led me straight to his bedroom he immediately dropped to his knees behind me and was running his hands and mouth up and down my shiny Spandex covered legs and ass. He spun me around and pulled down my pants and panties and took me into his mouth and I couldn't hold back and came so hard ao quickly my knees went weak. He pushed me onto the bed took my boots off and stripped my pants off and stripped out of his clothes and climbed on top of me. We kissed and ground our hips together for a while when he broke off and reached in his night stand and took out a bottle of lube and squeezed some into his hand rubbed it all over his coc then reached under me and greased up my hole.Then he mounted me while looking straight into my eyes as he guided his cock into me and slowly started moving in and out of me and then he started kissing me as he increased his speed and soon was pounding me as I wrapped my legs around his waist. Having cum earlier he was able to last about 20 minutes straight and when he got close he held my head with both hands as I held gim up by his chest with my forearms he said he wanted to look in my eyes when he filled me with his load. His whole body shook and he buried himself as deeply as he could in one final thrust and im sure his neighbors heard us as we both came together. We both just layed there as we recovered and just started kissing very tenderly And next thing I knew it was 1 P.M.

Rob and I for together every night for the next 10 nights and it was amazing.

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