I’d fucked one boy when we were both 14. After that always girls then women. My first pussy was that boys sister. Now my cock doesn’t work and..
My wife was quite content not to have sex, though I did “sort of” force her to let me lick her pussy to three or four orgasms about every two weeks. She put up with it, I’d try to jack off and shoot my little bit of cum on her tits or on her pussy then rub it in. I missed having sex, missed the intimacy, the body to body contact. Then I ran across a sort of hookup site for gays and lesbians. I started looking for guys on the site. I put up an add with a picture of my ass and my useless cock with a notice that I was a virgin to being fucked and wanted a small cock to initiate me into being fucked. I posted about my ED problem and waited. I got several responses, the first in a few minutes. That guy had a 9 inch and very thick cock and I told him, maybe after I’d been fucked a while, but being a virgin butt I didn’t want the pain. My wife using her finger on me would hurt. That 14 year old boy I fucked way back when tried to fuck me but I couldn’t loosen up enough for him to even get his average size cock into me. Finally after several really big cocks who were promising to be gentle, I got a response from a crossdresser who was 34 and had a 4 inch when hard “clit”. I thought he’d be more into getting fucked not fucking but he was normally straight, even though dressing, and was intrigued by the fact that I was asking for someone small, unlike most guys asking for big ones. We agreed to meet for coffee and that afternoon we hit it off. He came dressed as Camille his name when dressed. He or maybe she was gorgeous as a woman. Very passable, she was 5ft. 8in weight only 135lbs. Had a waist and great legs and nice round bottom. I asked again if she was sure she wanted to be the top and reminded her that I “probably” couldn’t get it up enough for anything. We talked about our experiences, and desires. She asked me why I answered her ad not others. I told her that I was basically straight, and I guessed that being fucked by a real cock, but on a good looking woman body made it easier for me.
Next meeting some drinks, then dinner. After three dates, she told me to come over to her place. She had some appetizers ready, some drinks and some weed. Soon, I had a beautiful woman wearing a nice basque that had a small bra top, and garter and stockings, all in black. Her long brown hair hanging perfectly, she pulled off my underwear and while we were kissing she was lubing me. I put my hand between her legs. She had been tucked back, and with her trimmed hair and her legs together looked like a beautiful pussy. Soon her little one popped out. I kissed my way down her chest, stopping to suck on her nipples, then down her belly, kissing her pussy hair, and took her when soft 3 inch, thin clit into my mouth. I started with my tongue and as it got firmer I was sucking her. It got to about 4 and a half inches long but less than an inch thick. I pulled off and looked at her “Do you want to used my mouth first?” I asked. “that’s up to you, it might make me last longer, have you ever done that?” she asked I told her I had not but went back to her organ and started giving this beautiful woman a blowjob. For having a small one, with small balls, she blasted a really big load into my mouth. I swallowed as fast as I could, actually not liking the taste at all. I worked back up, spending time on her nipples, kissing her neck and then her mouth. She told me i did great and she’d need a minute to recoup.
She got up and walked into the kitchen, she called me in and was standing there in full hardness again and ready. “Bend over the table sweetie, I need to fuck” she said. I’d always thought about this being in a bed with her on top of me either from the back or missionary. She didn’t want this, she walked over to me and gave me a very light smack on my ass “Now, come on baby, it’s time we relieve that virginity you have been tussling with for all these years. Now bend over baby” and another light smack. I’m lying flat chested on the table bent at the waist my feet on the floor and this gorgeous woman about to fuck me with her cock. I felt it push to my entrance and she slowly moved it into me. “you OK baby?” she asked. “Yeah, it’s ok, just give it a minute” I said. She waited and was telling me how good I felt, how I was making her clit feel really good. Then she started fucking. She kept me there, talking about how good my pussy feels, how her COCK (yes this time it was a cock) was up my virgin ass. She was talking about how once she cum I can never say I’m a virgin again. She started pushing harder and harder, it got easier and easier. It took her about 30 minutes to cum and she again came a LOT. This time all of it up my ass. I immediately thought about my wife, how I’d fucked her in her ass over the years so many times and now I knew what she felt. Then I felt her pull out and smack my ass again, this time harder. “Kneel down baby” she said. I knelt on the floor in front of her and she told me to kiss the cock that took my virginity. Then she took my phone and took a picture of it, made me stand up and spread my cheeks and she took a picture of that. She sent them both to her phone. “Now you can always look at the cock that popped that cherry ass and the no-longer virgin asshole. Look you can even see my cum leaking out”. She was right, I was leaking her cum. I wanted to make a time to come back but she didn’t want to. I asked if it was anything I did or didn’t do and no, she just wanted to pop a virgin butthole but preferred women.
I found two more guys with small cocks who shared me on several occasions. Now I have a man my age, widowed who gets sucked or fucks me daily, as much as i want. My wife knows and likes it. I like it too
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