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The Coming Out Party

by MissingHector


20 years had passed since my last sexual experience with a man. I have always been fascinated with transgenderism ever since I was a child. Over the years, I have always looked forward to the weekends when my wife goes to her mother's for some girl time. Typically, I will get all dressed up in a black lace teddy, stockings, and high heels with my brunette wig. I then will lay the entire bathroom out with cock sucking picks. I then insert the wife's 7" vibrator deep in to my ass, light up a Virginia Slim 120 and jack off in my imaginary world of being a tranny slut. That's my favorite past time. Anyway,all these years of sexual frustration led me to silverdaddies.com which is basically a meat market for man love. It was there I met Darren. He was a 68 year old chubby bald guy who had been married for 50 years and was a good standing church member in the community. What the world didn't know was that Darren was addicted to man love. Darren told me about a group of his friends who got together every tuesday morning for what their wives thought was coffee and card games. On average, there was about 7 guys who showed up every tuesday morning and spent a few moments talking about what they were craving that day. Then all hell broke loose as men found different places in the house to make love. During a chat session one evening, I shared my fetish with Darren, which is when he invited me to the "Breakfast Club" and told me to bring my sissy clothes. So a couple days later (tuesday), I called sick to work and left the house as if I was headed to work so that the wife had no idea. I followed my gps to the specified address which was about 20 minutes out in a rural area. As I pulled in the drive, my stomach was in knots. Darren immediately came out of the house to greet me. He brought me in and introduced me to 5 other guys. I was a little taken back when one of the younger (45) guys said, "So I hear you're gonna dress up for us." I nervously laughed and said yes. The guys offered me a cup of coffee as we spent the next hour just talking. About 45 minutes into our conversation, an older (62) black gentleman offered me a refill. He brought my full coffee cup back and sat down next to me. His name was Devon and he had retired from the rail road less than a year ago. Shortly after he sat next to me, I felt his fingers caressing the back of my neck. Finally, I couldn't take it any more; I scooted closer to him and lean over to give a him a gentle kiss. This simple gesture almost immediately led to the two of us making out for about 10 minutes. We were interrupted politely as Darren asked me if I was ready to play dress up. I immediately grabbed my backpack and headed for the bathroom. It took me about 20 minutes to get all dressed up. I was wearing the typical black teddy, fish net stockings, and 5" heels. I was also wearing my brunette wig, black glossy lipstick, eye liner, and blue eye shadow that matched the blue trim on my teddy. As I opened the door of the bathroom, Darren was standing outside the door waiting. When I walked out his mouth dropped as he said, "Holy Shit....you look beautiful." There was only one piece of my outfit left, but I needed permission from Mike, the owner of the house. I asked mike if he mined if I smoked. He told me that he was also a smoker and had no problem with it. So I lit the extra long cigarette and headed back in to the livingroom.Devon immediately waved me over to him while stroking his fat black cock. As I approached Devon, the other four guys followed. I stood in front of Devon and said, "You like?" He nodded as he leaned forward to kiss me.Devon and I once again found ourselves making out passionately. I pushed him slowly back on to the couch and went down to taste this beautiful piece of chocolate delight. His precum was as least a teaspoon measure of sweet juice. I began sucking him while stroking his cock and cupping his balls in my other hand. As I sucked away, I felt hands rubbing all over me. I then fell someone crawling under me to suck my cock. His mouth completely engulfed my throbbing cock as he began giving me the blow job of a life time. Then a felt someone else put his head under me from the back. He took my balls in his mouth and assisted his friend who was busy on my cock. This went on for about 5 minutes. Then my friend Darren suggested we switch things around. So he and Devon switched places so I could suck Darren's cock too. His cock was about 5 inches and very thick. His cock was the perfect size for my mouth. I was easily able to keep the head of his meat against the back of my throat. Then I heard a wet squishy sound behind me. Devon was lubing his cock for my hole. I felt my ass cheeks being spread open and he slowly inserted his cock in my hole. He instantly began pounding my hole. At first, I was kind of annoyed that he was going so hard on me, then I realized that I was more than willing to take it. I guess all the years of fucking myself with vibrators had finally paid off. Within two minutes, Devon shot his load in to my hot hole. Almost as soon as he pulled out, another cock entered. This one was a much smaller cock which left me wanting more. I looked back and said, "Come on...fuck me harder." He then grabbed my shoulders and began pounding me so hard I felt like I could pass out at any moment. When he blew his load in me, it felt like liquid fire burning my inner walls. Then Darren's cock began to swell which signaled for me to get ready. I blew his was so hard that I almost choked. I finished him off and turned around to see two of the guys in a 69 position on the floor. I crawled over to them with cum dripping out of both ends. Shawn was the younger guy I mentioned earlier. As he enjoyed the other guy's cock, I leaned down and asked him to share. I then began sucking the other guy's (can't remember his name) balls.Then Shawn looked me in the eyes and asked me to suck his cock. We both sat up and I told the other guy to lay on his back. I climbing on top of the stranger's cock and mounted him with my soaking wet hole. As I rode the cock, Shawn brought his closer to my mouth. At this point, my load is shooting all over the other guy's chest and stomach. About 30 seconds later Shawn's clock exploded. I stroked him and let him shoot all over my face and in my mouth. With my ass now so wet and loose, I had to work harder to get my new friend to cum. So I clinched my cheeks tightly around his meat and finally got him to shoot his load. They were nice enough to let me shower before I left around noon. My ass was sore for a week and I felt week for days, but it was worth it. I had just completed the greatest fantasy of my life and it left me wanting more. Devon and I got a hotel room a few weeks later and spent some quality time together. He seems to really enjoy it when I dress up. Since that coming out party with all the guys, I have built some strong friendships and great sex partners. My greatest fantasy now is to live and open gay life and find a life partner. But that will never happen since there is way too much to lose.

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3 Gay Erotic Stories from MissingHector

A night with Bud

This is a story about one of my best friend's I grew up with. As adults, we still hung out and partied quite a bit. We had both always jacked off together, but nothing had ever happened between us sexually until this memorable night. I had decided to crash at his house that night. Like always, we started off talking about sex, which led to both of us jacking off. Then Bud asked me if I wanted to

My First Love

Well, as my username says, I am missing Hector. He is my best friend's brother who I became good friends with. Our first experience began with about 4 of our buddies. We were all next door at Hectors house just hanging out and watching tv. As time flew by, we all decided to stay the night. We put in a porno movie called

The Coming Out Party

20 years had passed since my last sexual experience with a man. I have always been fascinated with transgenderism ever since I was a child. Over the years, I have always looked forward to the weekends when my wife goes to her mother's for some girl time. Typically, I will get all dressed up in a black lace teddy, stockings, and high heels with my brunette wig. I then will lay the entire bathroom

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