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First time Gay experience. True story.
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Iā€™m in my late 40ā€™s. I stay in shape, not by going to the gym, just hard work. Iā€™m 6ā€™2ā€ 215lbs. Married to a wonderful Wife 13 years. She and I have had great kinky sex, as in Anal Play. She has rimmed me, fingering and finally a strap-on. The past 3-4 years she hasnā€™t done more then slide a finger in my butt during intercorse. Since she has lost interest in fucking my ass, Iā€™ve taken matters into my own hands. Iā€™ll give myself a enema and get the dildo out . I enjoy that full feeling and the prostate stimulation.
I have often thought about a real cock stimulating my ass, Iā€™ve watched a lot of gay and bi sex videos and find myself extremely turned on by them.
Living in a small town is pretty hard to find a guy to experiment with. I decided to create a profile on Grinder. It didnā€™t take long and I had a lot of hits, messages and taps . Some guys sending pics and wanting to fuck my ass right now. Well, I chatted back with a few of them, mainly the ones that looked to be in decent to good shape. One fellow was driving to the north and going to be passing by that evening. As much as I wanted to tell him to stop by I didnā€™t. I wasnā€™t Cleaned out down there and was also nervous. I told him I wasnā€™t ready yet and I needed time to clean out. However I did start the cleaning process. He said heā€™d be coming back by the next day.
I checked my messages the next morning and heā€™d left me two messages. The second message was he was on his way and wanted my address. I was back and forth several times in my head, I donā€™t know how long it took me to decide, but I finally replied to it. I had about 30 minutes before he was to arrive. I tried the toilet again, and jumped in the shower. I laid down on my bed in a little pair of red panties . I started watching more gay porn, and after a few minutes, The door bell rangā€¦..I forced myself down to the door and opened it.
We said hi and I slowly walked up to my bedroom. He followed me in, asked if we were alone. I confirmed that we were. He could tell I was nervous, then he stepped forward, and started kissing me. I started kissing him back, his hands came to my shoulders and started pushing me down, I undid hit pantā€™s and pulled them down with his underwear. He helped me pull them free and tossed them to the side. He was rock hard, about 5ā€ long is all and Iā€™d say 1.25 of girth with a nice cut cock head. His cock found my mouth. I took it in my mouth into the back of my throat, he started pumping it in and out. After a couple minutes he laid down on the edge of the bed, I was on my knees at the side of the bed with his cock still plunging into the back of my throat. He said he had to fuck me and instructed me to lay over the edge of the bed. He rolled a condom on and tried to push his hard cock into me. I pointed to the top of the night stand to the lube Iā€™d set out. He used plenty of lube, smearing it into my waiting hole. His hand left and his cock started in. Luckily he was smaller then the dildo Iā€™d practiced with, because he wasnā€™t slow or gentle. He just started it in the was balls deep. He did pause for a few seconds then started fucking. He took it kinda slow, faster than Iā€™d expected, for about 30 seconds then he just started pounding my ass. Iā€™d be lying if I said it didnā€™t hurt at all. There was a little pain and light burning sensation. I clutched the sheets in my fist, the pain and burning sensation disappeared. It was really feeling good and then he grunted and pulled my hips hard to him. I couldnā€™t feel him pulsating or anything like that. Maybe because he was a smaller dude, IDK. He pulled out pulled off the rubber and asked for the garbage and said he wanted to wash his cock. I pointed to the bathroom and garbage can. He came back from the bathroom and just started throwing his clothes on. I felt like a used whore, and told him my cock needed relief. He said he was in a hurry, but would jerk me off. I told him it wouldnā€™t take long. He jerked me a little then started blowing me. I could feel my cum rising, I thought about warning him but decided not to, I mean he was just going to leave me like a whore. He got a mouthful of the first blast and I shoved his head down onto my 6.5ā€ cock, he gaged a little and I let him up knowing heā€™d swallowed some. He pulled his mouth off and milked the rest of my cum from my cock, scooped it up and smeared it in to my ass hole. He got up and headed for the door and said maybe he could come back in a week.
I donā€™t think Iā€™ll have him back, Iā€™d like something bigger with a little more gentle like.

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1 year ago