I love this thread! I wold never bump something so old, but I am glad it has been. I have wanted to share it for ages
One of my favorites.
When I was about 25 (2000 or so) I worked in construction. I had a regular job, but did side jobs a lot. I met a guy that was converting an old restaurant into an adult book store. I took on a lot of the shelving, displays, electrical and stuff. I also framed and sheeted the video booths. I had very little experience with other men and nearly all of it had been in places like the one I was now building!
My girlfriend used to tease me about working at an adult bookstore, even though the place wasn't even open yet.
The old man that owned the place, maybe 55 at the time, was a kinky old fuck for sure. I knew that when I met him. Who the hell else would want their own bookstore?? We wired a lot of cameras in areas you wouldn't expect them ;)
One day, while I was working on framing the booths, he came in and started talking about gloryholes. Like, how high they aught to be, and what size. The dirty old bastard pulled his dick out and I was instantly impressed and turned on. He had a really nice dick. He was supposed to just be fucking around, but he knew I was tuned on and started stroking himself. He said he wanted to get hard so we would have just the right mark on the wall to know where to place the hole.
He talked a bit while he stroked himself and it wasn't long before I had him in my hand. His cock felt so foreign, like all the ones before I had felt. I wanted him in my mouth so when he put his hand on my head and put gentle pressure guiding me down, I went willingly.
I love giving oral. Men, women, I love it! So I really took my time, absolutely worshipping his cock, teasing, licking and kissing him into a frenzy.
I wanted his cum, I fucking love it. I wanted his orgasm. I was going to swallow his cum but I never actually communicated this. Without any word or warning, although I knew I had him on edge, he placed both of his hands on my head and gently fucked my mouth moaning. I wouldn't have had any choice. I was going to take his cum like it or not and it felt so good knowing he was ******* me... God he came like crazy. Cussing and cumming. So much. I loved it... Damn
He made me take out my cock, still on my knees and stroke myself while I sucked his still hard cock. I had never done this and knew that as soon as I came I would want to run out of there. I always did. As soon as I came I was done being gay. Lol. I don't understand it but it is true. I wish I were more comfortable with my gay side but it has always been difficult.
It didn't take me long at all to get near an orgasm and he knew it. When I came he again held my head and pushed his dick into my mouth. He was very verbal and denigrating me. I loved it. I came like crazy! Shot it all over his shorts and underwear that were still around his ankles. All the time he kept feeding, and feeding me that dick. Even after I had cum he still held me there. He was in complete control and I was coming out of my skin but trying to be comfortable with it at the same time.
We had some more fun. It was difficult to look at him the same way after that but he was super comfortable with the situation. Probably because he was the dominant one. I was not comfortable with being so submissive to another man and then still interacting with him like all was normal until he decided to just pull his dick out or pinch my ass! He was such a dirty old man.
One day my girlfriend brought me lunch and the two of them finally met. Oh, my "boss" was very nice. Quite the gentleman. But the second my girlfriend left I was on my knees made to beg for his dick while he told me how he was going to fuck my girl.
Now my girlfriend was a very kinky little fuck herself. We had, had several 3 ways with friends of hers and a lot of kinky fun one on one. But I had never seen her with another man.
After meeting him, she mentioned that she liked him and I prodded a bit. She said that yeah, he was sexy for an older guy. I told her how kinky he was. About how he had some crazy porn he had shown me, and a lot of kinky fetishes. She was intrigued and the cuckold in me was finally comfortable enough to ask if she wanted to fuck him.
I didn't let on about what he and I had done at all but I told her I thought it would be hot to watch her get fucked by him. She was keen on the idea and we roleplayed it a few times. She always came while I gave her oral, talking about taking his dick and such. She would tease me to an orgasm while making me tell her how bad I wanted to watch her get fucked. It was so incredible!! I had wanted, for so long, to watch the girl I loved get fucked by another man. To kiss another man. To cum for another man!!! And here it was...
I told her that she should bring lunch on a day I knew he would be in site. I told her to wear a bikini and short shorts and say she was heading over to her girlfriend's place to go swimming ;)
She did and when the two of them started talking she flirted with him openly... It was so humi liating, so thrilling. She was saying that she hoped I looked as good as he did when I was his age. He said I didn't look as good as him now! (he was a barrel chested, strong man for his age). She laughed at that and admitted her attraction to him right in front of me. A sexy little thing like her deserved to get fucked by a real man, he said and she looked at me as if to ask if that would be ok. I couldn't say anything. My head was swimming. She giggled and said that must be a yes...
I won't bore you with the details of their sex that day, or any of the other times they met, but I got what I wanted that day. They fucked, they kissed, and they both came...
I got to lick her cum filled pussy for the first time that day but it wouldn't be the last...
I always think of those times when I cum to this thread. I do love being a cuckold.