My latest sexual adventure was both a lot of fun and disappointing at the same time. I’ve been hungry for some novelty and some different sex, so it came at a good time. I’ve been in something of a funk, and I was really eager for some novelty to change my mood an attitude. I am prone to get into moods and funks and I find that sex can help change my focus and clear my head. I’ve also been craving a good solid fucking for a long time and can’t seem to find one which is frustrating.
As with most of my encounters I found this fellow on Craigslist, but I found him about 6 weeks ago. I answered his ad looking for someone to meet up with him. It turns out that he supposedly grew up in the area but now lives away and would be coming for a visit in September. We exchanged some emails, and some pictures and decided that we’d like to meet. He is articulate and a frequent communicator, which are both turn ons for me.
Also a turn on was the fairly elaborate fantasy that he emailed me shortly after getting in touch. The fantasy involved some elements that I loved, and some that aren’t my thing, but weren’t deal breakers. It was a story about a man who managed to get an acquaintance into a position where he was compelled to give him a blow job, and then the man threatened blackmail if he didn’t go further. The story included a cuckhold element (not my thing), and eventually led to a situation where the man and his wife became sex slaves to the more powerful man.
As time drew nearer for us to meet we made a plan to actually have two meetings while he was in town. One would feature me coming to give him a blow job, enacting the first part of his fantasy. The second meeting would involve me dressing up and servicing him as the second part of the fantasy.
I was excited because this guy seemed both creative and dominant enough to satisfy my cravings, and that seems to be a pretty rare combo. I’ve never really done serious roleplay and I was eager to try it out. We’d also discussed him taking some pictures of me and maybe even a video, and that sounded like hot fun.
When time came for our first meeting I was pretty excited. He’d rented a hotel room and emailed me the room number. He’d asked me to wear some panties to the meeting, but I wasn’t able to sneak that in, and let him know about it ahead of time. He asked me to bring pictures of my wife as part of his fantasy. He wanted to be able to look at the pictures while I gave him head, and to talk about what he’d do with her and fantasize about cuckholding me. Again, that isn’t my thing, and I really didn’t want to involve Jenn in any of this in any way for a variety of reasons. So on the way over to meet him I looked up a female friend from Facebook and grabbed a couple of her photos and saved them to my phone to pass off as my wife…he didn’t need to know.
I knocked on the door and the man who opened it was a nice, mild manner looking man, about my height and a little slimmer with nice white hair (I seem to like older guys). He was decked out in LL Bean type clothing…not at all what you’d imagine for such a kinky fucker, but a fun detail because he could have easily been anyone’s uncle or grandpa…kinky.
He’d nearly had a script written for us, and I’d asked him before we got together if he wanted to play by his script or just go with what happened. I was a little disappointed to get his response that he might be too nervous to follow the script…WTF?! When he opened the door he said hello, and it was clear from the start that he wasn’t ready to follow his own script, and he was nervous. He had a rum and coke in his hand and offered me one, which I declined. We talked very briefly and agreed that we’d just get to playing and see what happened, ignoring the script.
He asked me if I brought the pictures and I handed him my phone. He was pleased as the woman is pretty, but he really didn’t make as big a deal of it as I thought he might, which was totally fine with me. He pulled down his pants and sat down in a chair in the room, and I knelt in between his legs. I came eye to eye with a new cock, which is always a thrill to me, and I began to make love to him with my mouth. He’d sent me a video of a crossdresser sucking off a guy and said that he wanted it just like that…she happened to be slow and sensuous which is just the way I like to do it. I hoped that he might make a video of me, but again, he was off script…
I took his cock in my mouth, taking just the head and really lavishing attention on it, keeping my eyes locked on his and moaning for good measure. His cock wasn’t very big, but it was nicely thick and had a great head that felt great in my mouth. For his part he made things hot the whole time by verbally humiliating me, and praising my oral skills. I’d told him that I really like it when a guy takes charge and he indulged me several times by grabbing my head and directing me and fucking my face, which I very much enjoyed.
After a while he directed me to lay on the bed, with my pants off. Again, I liked that he wasn’t afraid to call the shots. I laid on the bed and he straddled my head and ordered me to lick his balls while he jerked off. At one point I was a little surprised when he reached forward and played with my cock and balls…he had this thing about gently slapping my balls which didn’t do anything for me but didn’t bother me either. Before I got up he did take advantage of my position and briefly fucked my face as my head hung over the bed. I REALLY like that position as it puts the guy in real control and allows me to take his cock deep.
Next he got on the bed and I got between his legs and resumed my attention to his cock. What he asked for next again surprised me, and I wasn’t sure about going through with it. He ordered me to kneel between his legs and jerk off. He wanted me to cum on his cock. I knew that he’d want me to lick it up. I think that is totally hot and kinky and have read all sorts of fantasies about guys being made to eat their own jizz, and like the idea a lot, but the few times I’ve tried to eat my own cum (in solo sessions) I’ve ended up getting a really nasty sore throat and cold from it. I must be allergic to my own spunk. So I wanted to do it, and I wanted to please his, but I was also kinda nervous because I didn’t want to get sick because of it.
I came as directed (pretty quickly actually) and shot my load on his cock and watched as it dribbled down his hard rod. Just as I predicted he ordered me to clean it off of him. I was kind of reluctant, but also turned on like crazy. Fortunately I didn’t end up getting sick, which makes me want to try my own stuff again because that would be better than wiping up with a towel after jerking off.
I went at his cock again, picking up the pace a bit and using a variety of techniques on him because he told me that I’d have to make him cum. He was nervous and had had more than one rum and coke before I arrived. I went to work on his dick and gave it everything I had. He talked me through it, telling me how hot a mouth I had and what a good cock sucker I was. He told me he had a big load, and sure enough he did. Thick and tasty. I had a little fun at the end though because I decided to torment him a little. A man’s dick is hyper sensitive after climax, and I kept right on working his cock in my mouth making him shutter and twitch and moan in a mixture of agony and pleasure.
It was a hot and a fun encounter, but I realized in the process that what I really really want is a dedicated partner who is at my level. I want a guy who I know, and who we can both learn what turns each other on, and can really relax and play. I’d love to give slow, sensual head to a guy I know and like and am attracted to. It sounds like a unicorn, but if I’m out there, there must be another guy out there like me.
We were supposed to meet on Thursday, but he sent me a message on Wednesday saying something had come up. I wasn’t surprised. Now he wants to meet on Tuesday, and says that he has another guy he’s played with before who wants to play. This guy is also submissive and has a nice cock (I’ve seen pictures). A three way would be great fun…if it happens I’ll be sure to share the details.
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