Not a Virgin Anymore
Capricorn
LOL… just a bit of an update. He emailed me last night at work (I work late on Thursdays) and asked if he could come over again. I'm like, sure, why the hell not, LOL! It was a hot evening -- rare here. We have maybe three or four nights a year that it stays warm outside once the sun goes down. Last night was one of them. So he came, we hung out, we caught up with how are days went and then we got naked and just fooled around. Very quickly got all hot and sweaty -- which I love. 
This has all been very vanilla -- which is totally fine with me! However, he made it clear he wants to fuck me!! :eek: I said I was open to that but not ready. Hell I don't even have any lube in the house -- let alone condoms -- and of course he doesn't either. LOL!! And, not having had sex in over a decade, I, um, well -- lets just say some *preparation* is involved. LOL
So, on the agenda for today: Buy lube and a dildo << His suggestion. LOL!!!
I'm sorry, I hope I'm not coming across too -- hmm, what exactly? I just think this is funny. Not in a critical way but in a kind of "how absurd can life get?" way.
It's nice that we're not just getting naked together but talking. He isn't sure that he's gay. He likes watching straight porn and fantasizing about fucking a girl, but he also fantasizes about fucking and being fucked by men -- so he is at least bi. HOT! LOL!!! But he is shy and still "struggling" a bit with accepting himself and his feelings.
He's not developed yet but he has a nice body. He looks sort of like a younger version of Tony Milan (if you know who that is). Here is a pic but I'll not embed it because it is animated and involves an erection NSFW!!:
http: //theluckeystar.com/wp-content/uploads/2013/07/Tony-Milan-1.gif
(If you want to see it, you have to copy/paste and take the space out between the "http:" and the rest of it.)
So, if you can imagine a younger guy who looks like that, no beard but a slight shadow, softer features, but COULD look almost exactly like that if he worked 0ut -- that's this dude. :eek:
I suggested we start working out together at the gym. I know enough, I could help him get a body just like that. He's not sure about *that* though -- because (he said) he's "lazy" but also he's not "out" and not sure he wants to be yet and afraid if he's seen with me at the gym other kids will think he's not only gay -- but a grave robber LOL!. I said, "Well, first off, if we're just there working out together most people won't even notice and even if someone he knows does see us, so long as we're not overly familiar, we can just say we're friends. Old people and young people *can* just be friends, right? No one is going to *know* anything unless we tell them and most people are too uptight to even *suggest* something "improper" between two people as different in age as we are." -- Anyway, he's thinking about it. I doubt it can happen but I think it would be a HOOT! LOL!!
I want him to find himself. I want him to have all the fun he can stand! I want him to get comfortable with his sexuality and explore.
As he started to get dressed he said he was gong to a Frat party and "Maybe I'll pick up a girl!" He was kind of kidding around but I said, Yeah, why not??!
He dresses very "preppyish" -- very nice but a bit formal. Most guys, especially on a night like last night, are in sleeveless shirts, cargo shorts and flip flops. But even as hot as it was, he was wearing a black Tshirt with a starched (he ironed it himself, I asked) white button down long sleeve shirt over top. These were both neatly tucked into his black pleated trousers above his loafers.
As he was getting dressed to leave he put his Tshirt on and then the white shirt and started buttoning it up to tuck it all back in again. I said, "No, no! You're WAY more sexy when you leave your shirt tales out. And don't button up the white shirt. Just let it hang open. Roll up the sleeves a bit. He did and he looked so HOT. I said, Dude, you're going to be a chick/guy magnet!
Anyway, he's from a very conservative background and still very much figuring all this out about himself. He has NO IDEA how sexy he is -- I hope to help him learn
I think young men should have fun, feel sexy and feel confident and good about themselves. If I can help him get outside his shell, maybe push his social envelope a bit so he feels more sure of himself and free to experiment and learn what he likes and doesn't -- I'll feel like I've done my job. But DAMN -- if I can get him into working out and developing his body, I should be given GOLD STARS IN HEAVEN!!!
This has all been very vanilla -- which is totally fine with me! However, he made it clear he wants to fuck me!! :eek: I said I was open to that but not ready. Hell I don't even have any lube in the house -- let alone condoms -- and of course he doesn't either. LOL!! And, not having had sex in over a decade, I, um, well -- lets just say some *preparation* is involved. LOL
So, on the agenda for today: Buy lube and a dildo << His suggestion. LOL!!!
I'm sorry, I hope I'm not coming across too -- hmm, what exactly? I just think this is funny. Not in a critical way but in a kind of "how absurd can life get?" way.
It's nice that we're not just getting naked together but talking. He isn't sure that he's gay. He likes watching straight porn and fantasizing about fucking a girl, but he also fantasizes about fucking and being fucked by men -- so he is at least bi. HOT! LOL!!! But he is shy and still "struggling" a bit with accepting himself and his feelings.
He's not developed yet but he has a nice body. He looks sort of like a younger version of Tony Milan (if you know who that is). Here is a pic but I'll not embed it because it is animated and involves an erection NSFW!!:
http: //theluckeystar.com/wp-content/uploads/2013/07/Tony-Milan-1.gif
(If you want to see it, you have to copy/paste and take the space out between the "http:" and the rest of it.)
So, if you can imagine a younger guy who looks like that, no beard but a slight shadow, softer features, but COULD look almost exactly like that if he worked 0ut -- that's this dude. :eek:
I suggested we start working out together at the gym. I know enough, I could help him get a body just like that. He's not sure about *that* though -- because (he said) he's "lazy" but also he's not "out" and not sure he wants to be yet and afraid if he's seen with me at the gym other kids will think he's not only gay -- but a grave robber LOL!. I said, "Well, first off, if we're just there working out together most people won't even notice and even if someone he knows does see us, so long as we're not overly familiar, we can just say we're friends. Old people and young people *can* just be friends, right? No one is going to *know* anything unless we tell them and most people are too uptight to even *suggest* something "improper" between two people as different in age as we are." -- Anyway, he's thinking about it. I doubt it can happen but I think it would be a HOOT! LOL!!
I want him to find himself. I want him to have all the fun he can stand! I want him to get comfortable with his sexuality and explore.
As he started to get dressed he said he was gong to a Frat party and "Maybe I'll pick up a girl!" He was kind of kidding around but I said, Yeah, why not??!
He dresses very "preppyish" -- very nice but a bit formal. Most guys, especially on a night like last night, are in sleeveless shirts, cargo shorts and flip flops. But even as hot as it was, he was wearing a black Tshirt with a starched (he ironed it himself, I asked) white button down long sleeve shirt over top. These were both neatly tucked into his black pleated trousers above his loafers.
As he was getting dressed to leave he put his Tshirt on and then the white shirt and started buttoning it up to tuck it all back in again. I said, "No, no! You're WAY more sexy when you leave your shirt tales out. And don't button up the white shirt. Just let it hang open. Roll up the sleeves a bit. He did and he looked so HOT. I said, Dude, you're going to be a chick/guy magnet!
Anyway, he's from a very conservative background and still very much figuring all this out about himself. He has NO IDEA how sexy he is -- I hope to help him learn
I think young men should have fun, feel sexy and feel confident and good about themselves. If I can help him get outside his shell, maybe push his social envelope a bit so he feels more sure of himself and free to experiment and learn what he likes and doesn't -- I'll feel like I've done my job. But DAMN -- if I can get him into working out and developing his body, I should be given GOLD STARS IN HEAVEN!!!
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