Last night I had sex with a man who was a Grammy Award winning producer. He even showed me a Wikipedia article with his name in it. I double checked on Facebook and sure enough the name and picture matched. I later talked with a male friend who lives in his city and he knows who this guy is. Kinda cool, I guess. If you live in the U.S., I can guarantee you’ve heard the names of some of the artists he’s worked with, mostly rappers, but even some country music.
He’s not currently as involved in the music industry as he used to be. According to him, his Brazilian ex- wife was extremely insecure and he moved away from all that to appease her. Now he does some kind of marketing, which causes him to travel to a city about an hour and a half south of where I live for a few days each week. On the weekends he is back up to a big city a few hours in the other direction, where he is from.
In any case, I was actually kind of putting this guy off at first. We met on Craigslist, of all places, lol and I was busy with plans with the Pilot and not all that excited about him. I had responded to his ad and he seemed cool enough but some of his comments made me unsure.
The main reason I responded was because of his description of sex which sounded hot and like he’d be really dominant in bed. I made a mistake in thinking his ad had been placed in the casual encounters section when it was actually just the men for women. During our first few conversations he brings up that he is looking for something more serious and I was like WTF? Haha
Thinking it was all about casual sex, I was surprised that he was asking me all kinds of questions about myself, like he was sizing me up for the long haul. He made some comments that sounded a tad judgmental, like about not wanting to share his woman with anyone else and not risking his “dick falling off”. Then he goes on to tell me how he did also have a casual ad placed, one where he was hooking up occasionally with couples, having sex with the wife. Can we say “Madonna/whore”?
Add that he kept talking about how none of the women around here seemed to be able to suck his dick well enough, that they scraped with their teeth and didn’t have “good pussy” and I was put off enough not to consider him for a while. Like, he’s criticizing THEM, what is he going to say about me?? I asked what “good pussy” entailed to him and he said having control of their muscles and knowing what to do with a dick. Not very helpful.
He went on to reminisce about how his ex-wife used to wake him up every morning with a blow job and how he missed that. No one had been able to suck him to completion in a long time. I’m thinking do I really even want to attempt this? He sounds awfully critical. Also, maybe not quite over the ex.
So after having made tentative plans with him, I cancelled and decided to wait for sex till I saw the Pilot over the weekend. He knew I was going to see another man and asked some questions, acting a tad jealous. I mentioned that we were swinging and let him know I was really looking for more casual sex right now. Suddenly he was on board for that. :p
Anyhow, he was persistent. He wished me a good time when I took off to see the Pilot and left me alone for a bit then reinitiated contact. Finally, last night he invited me for dinner. He said even if we didn’t hit it off in person, he’d be happy to buy me a nice meal and leave it at that.
By now I was kind of horny again (it had been a few days since my rendezvous with the Pilot) and thinking that it was probably a good idea not to get too hung up on him. I mean, I’m liking Mr. Pilot an awful lot and don’t want to get too attached. For now, I’m NOT but I can see getting to that point if I don’t make an effort to fuck around. Anyhow, I finally agreed.
The Pilot and I still text from time to time but it’s not constant and doesn’t have that “in a relationship” feel. We have kind of checked in with each other each day but I’m still thinking more FWB. At this point I am actually happy that we both have the freedom to do what we want without telling each other about it. Having to report all my activities to the Professor caused some pressure and undue drama.
The Pilot texted me when he got off work and we were talking about getting together again and having someone else take pictures. I sent him a few shots of the video screen that I took (like the one I posted yesterday 😉 ) and he wanted to post them to his swinger profile. We flirted and chatted a bit and it dropped off shortly before my date, which worked out perfectly. I would have felt guilty if he was still texting me, though there is really no need for it.
I looked at his profile later (the pics are in a section where you can only see them if you are a paid member and he gives permission so I couldn’t see them anyway, lol) and saw that he was signed up to go to some swinger karaoke night last night too. He may have but it doesn’t really matter to me, good for him because I was getting mine, lol. I know he signs up for stuff he doesn’t go to sometimes too but in all honesty it doesn’t bother me a bit.
Speaking of the pics, I considered adding some to MY profile as well but decided that for the time being it would be best not to. I know the Professor still looks at it sometimes and I’m not trying to rub it in. Not that he hasn’t hurt me pretty badly, but I wouldn’t want him to do that to ME….so, not for now.
So anyhow, the Producer asked me to pick an “interesting” restaurant that was near me and had high quality food, so I picked a nice and fairly expensive, non-chain place that I have only been to once or twice before. We ordered fruity Martinis and he got an expensive steak while I ordered a mid-priced pasta with bacon wrapped scallops and some sort of mushroom sauce. It was very good.
The conversation was alright. Mediocre and a tad superficial but interesting enough. He likes to name drop and I guess that goes with an industry such as the one he is involved in. I really don’t follow a lot of popular culture so it’s just like yeah, whatever, lol.
Afterwards he asked if I was wanting to continue on to a hotel and I said yes. Hell, why not? He said I know the area better so I picked the closest decent hotel which was a La Quinta. It was actually nicer than some of the others I have been inside. He got a suite with a hot tub and king bed.
When we arrived we talked for a few minutes and he said maybe we could relax in the hot tub. He turned it on and got it going, expecting me to get undressed, so I stripped down to my bra and panties. He was like “you are gonna have to get all the way undressed eventually” and had me lay on the bed while he pulled off my panties and went down on me. It felt pretty good and he was fingering me a bit too.
Then he wanted a blow job. I gave him one that lasted all of a couple of minutes before he exploded all over the place and on my mouth. I don’t mind swallowing cum when I really like a guy but am not so much into it when I’m not and this guy hadn’t even kissed me. He never did but I really didn’t want him to anyway, lol. Kissing and swallowing cum are more intimate to me I guess. I swallowed the Prof’s cum a lot but I had feelings for him.
So much for it being a challenge to get him to cum with a bj. He kept apologizing and saying he wasn’t expecting that, that it had been a long time since anyone had been able to make them cum with their mouth and he was surprised. So we cleaned up a bit and decided to get in the hot tub.
We sat in there and chatted for a while. He kept saying he’d really like to continue to see each other as friends and have a FWB situation. I was still wondering if he was ever going to fuck me. He asked what I thought of his cock. Of course I was complimentary, lol. It’s pretty thick but average length, maybe 6 inches. He wouldn’t say how long it is, not that it really matters, haha.
He talked about how he wanted to take me places, like maybe concerts or amusement parks and just have fun together sometimes. He said maybe I could visit his city. I was still waiting to see if he’d recuperate enough for sex.
He said we could try and keep emotions out of it, that he’d had an issue a few months back where he was more emotionally involved than the woman and ended up getting hurt, even though it was originally his idea. We discussed that he’s never had kids and I told him I’m not on birth control. He said he’d use a condom.
Anyhow, we finally got out of the tub and he went down on me some more. This time it was for much longer and much better. I came and he said he loves eating pussy. He put on the condom, complaining that it wasn’t a Magnum and he hoped it would work. He wanted me to climb on and ride him but he went soft. He blamed the condom and pulled it off, asking me to make him hard again. So I blew him a few seconds longer, he got hard and turned around and went in without a condom! I wasn’t expecting that but didn’t try to stop it at that point.
It felt pretty good and we soon got moved around into doggystyle where he pounded it really hard from the back. At one point he slowed down and I was absolutely sopping wet and worried that he may have cum. I don’t think so though because shortly after we stopped but he wanted sucked some more. He again came on my mouth, trying to get me to swallow it but I kind of diverted it all.
Anyhow, he kept saying he really wants to continue this so I don’t know. It wasn’t FABULOUS but I did cum a couple of times and it could be alright for times when I’m not seeing someone else. Guess Mr. Producer could be an occasional sidepiece, lol. I’d want to really push the condom issue though. He asked how often I slept with guys without a condom and I admitted to doing so without this weekend. He claims normally he wears one. He texted me later that he had had a good time but haven’t heard from him since then, which is fine. Don’t care to talk with him too much, so that works.
I had some mild guilt about the Pilot but it’s silly because he and I don’t have any kind of commitment thing going on. I guess when I really like someone my natural inclination is to want to start shutting other men out. That would be stupid though because at this point it’s just a FWB thing and me doing that would cause me to get more emotional/jealous. I really NEED to keep fucking other guys to keep my head on straight. That’s my story and I’m sticking to it… 😉