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Gay Stories
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Bi-Sexual Male / 52
It is usually fairly difficult to find guys online. The endless e-mail, drop offs, and no-shows can get a bit old. Every once in a while you actually connect. I am a divorced bi-male, I have been enjoying safe sex with men and women since my separation. Sometimes it's easier to hook up with a guy than a nice available woman. I'm not looking to fall in love with a guy, but I do harbor a fetish which can make connecting even tougher. I like to wear women's lingerie and makeup when I have gay sex. I prefer my partner dressed as well, but I have been with straight guys.
The other day I hooked up with a guy who said he liked wearing stockings and makeup. He actually showed up, in fact he was a little early. I had planned to meet him across from my apartment. Once I determined he appeared safe I climbed into his truck and directed him to a space behind my place.
We got to my place and I immediately stripped down to my bra, panties, and hose. I stepped in to a pair of heels. He began to dress and I went into the bathroom to do my makeup. When I came out he had on heels,a lace garter, black seamed stockings, sexy lace panties but no bra, I found a black lace bra the complimented his outfit and he gladly put it on.
He really liked how my make-up looked and asked if I would do his. I'm smart enough not to share make-up, but he had his own. He said he was terrible at applying it. After I finished he looked quite feminine, though no one would ever mistake us for women. We were two masculine guys wearing women's underwear.
He was sporting a nice hard-on and I went right to my knees and started sucking, after just a few minutes he had me stop so he wouldn't cum so fast. He led me to my bed and laying back he began to suck my dick. He was a fucking cock sucking expert. It took about ten minutes before I blasted a hot load directly down his throat without warning. He gagged and pulled off, my last ropes of cum lashed across his face and chin.
Neither of us had a condom so no anal, he had a bag of tricks though and produced two identical dildo's. I cleaned them both thoroughly with hot water, soap, and alcohol, and I handed them back to him. He applied lube to both and handing me one, he turned to expose his ass and I worked the dildo in. I was sucking his cock simultaneously as I pumped his ass with the big dildo. He exploded in my mouth this time and I swallowed every drop.
I asked him to fuck my ass too, so I went to all fours and he positioned himself behind me. I was expecting him to insert the dildo. Instead I felt him nudge his bare cock around my anus. He was a married guy and very clean. I begged him to fuck me bareback and cum in my ass. He slowly inserted his big dick into me and though uncomfortable at first, combined with lots of lube and patience on his part he managed to bury his cock in my ass. He held himself deep in me for a few minutes and then he abruptly pulled it almost out of my ass and then buried it deep, holding it there. After a couple more similar penetrations he began to fuck me in earnest and moaned loudly as he buried a load of semen deep inside me. A first for me!
He got up after that and said he had to go. I sat in a comfortable chair, smoking a joint with cum in my ass, down my throat, and all over my face. I watched him undress and carefully put his girlie things into his overnight bag. He mumbled thanks and something about doing it again and hurried out the door. I just smiled and sat there with an oncoming buzz the amazement at what had just happened. I had just had sex as a woman and I felt warm all over.
We haven't spoken since, but I'm sure we will hook up again.
The other day I hooked up with a guy who said he liked wearing stockings and makeup. He actually showed up, in fact he was a little early. I had planned to meet him across from my apartment. Once I determined he appeared safe I climbed into his truck and directed him to a space behind my place.
We got to my place and I immediately stripped down to my bra, panties, and hose. I stepped in to a pair of heels. He began to dress and I went into the bathroom to do my makeup. When I came out he had on heels,a lace garter, black seamed stockings, sexy lace panties but no bra, I found a black lace bra the complimented his outfit and he gladly put it on.
He really liked how my make-up looked and asked if I would do his. I'm smart enough not to share make-up, but he had his own. He said he was terrible at applying it. After I finished he looked quite feminine, though no one would ever mistake us for women. We were two masculine guys wearing women's underwear.
He was sporting a nice hard-on and I went right to my knees and started sucking, after just a few minutes he had me stop so he wouldn't cum so fast. He led me to my bed and laying back he began to suck my dick. He was a fucking cock sucking expert. It took about ten minutes before I blasted a hot load directly down his throat without warning. He gagged and pulled off, my last ropes of cum lashed across his face and chin.
Neither of us had a condom so no anal, he had a bag of tricks though and produced two identical dildo's. I cleaned them both thoroughly with hot water, soap, and alcohol, and I handed them back to him. He applied lube to both and handing me one, he turned to expose his ass and I worked the dildo in. I was sucking his cock simultaneously as I pumped his ass with the big dildo. He exploded in my mouth this time and I swallowed every drop.
I asked him to fuck my ass too, so I went to all fours and he positioned himself behind me. I was expecting him to insert the dildo. Instead I felt him nudge his bare cock around my anus. He was a married guy and very clean. I begged him to fuck me bareback and cum in my ass. He slowly inserted his big dick into me and though uncomfortable at first, combined with lots of lube and patience on his part he managed to bury his cock in my ass. He held himself deep in me for a few minutes and then he abruptly pulled it almost out of my ass and then buried it deep, holding it there. After a couple more similar penetrations he began to fuck me in earnest and moaned loudly as he buried a load of semen deep inside me. A first for me!
He got up after that and said he had to go. I sat in a comfortable chair, smoking a joint with cum in my ass, down my throat, and all over my face. I watched him undress and carefully put his girlie things into his overnight bag. He mumbled thanks and something about doing it again and hurried out the door. I just smiled and sat there with an oncoming buzz the amazement at what had just happened. I had just had sex as a woman and I felt warm all over.
We haven't spoken since, but I'm sure we will hook up again.
- That's Juicy! 11
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