Advice for experienced sex with a virgin? /u/Legtut085 Sex

I [24F] am very sexually experienced and, honestly, I have a lot of sex. I have worked with a colleague for the last couple years in his late 20s. He is a total sweetheart and we have become friends, but he is shy, a little awkward, and in the course of our friendship I learned he is a virgin.

He is leaving our company and moving out of state. I want to give him the gift of taking his virginity. But I don’t know where or how to start. I think he would be interested – he has made respectful comments about my appearance, and I am conventionally attractive, and he has talked before about wanting to have sex with someone.

But beyond the question of interest, I’m not sure anymore how to fuck a guy who doesn’t really know what he’s doing. I am typically hooking up with guys with lots of experience hooking up. Should I take charge and try to show him how it’s done? Work him through multiple positions and acts? Or do you think he could feel emasculated by me doing that, and I should give him control? I would probably want to give him a taste of everything – blowjob, he can give oral as well if he wants, missionary, riding, anal, doggystyle, standing, whatever else – but not if me going down a check list like that could make him feel bad.

Advice welcome!

submitted by /u/Legtut085
[link] [comments]

​r/sex I [24F] am very sexually experienced and, honestly, I have a lot of sex. I have worked with a colleague for the last couple years in his late 20s. He is a total sweetheart and we have become friends, but he is shy, a little awkward, and in the course of our friendship I learned he is a virgin. He is leaving our company and moving out of state. I want to give him the gift of taking his virginity. But I don’t know where or how to start. I think he would be interested – he has made respectful comments about my appearance, and I am conventionally attractive, and he has talked before about wanting to have sex with someone. But beyond the question of interest, I’m not sure anymore how to fuck a guy who doesn’t really know what he’s doing. I am typically hooking up with guys with lots of experience hooking up. Should I take charge and try to show him how it’s done? Work him through multiple positions and acts? Or do you think he could feel emasculated by me doing that, and I should give him control? I would probably want to give him a taste of everything – blowjob, he can give oral as well if he wants, missionary, riding, anal, doggystyle, standing, whatever else – but not if me going down a check list like that could make him feel bad. Advice welcome! submitted by /u/Legtut085 [link] [comments] 

I [24F] am very sexually experienced and, honestly, I have a lot of sex. I have worked with a colleague for the last couple years in his late 20s. He is a total sweetheart and we have become friends, but he is shy, a little awkward, and in the course of our friendship I learned he is a virgin.

He is leaving our company and moving out of state. I want to give him the gift of taking his virginity. But I don’t know where or how to start. I think he would be interested – he has made respectful comments about my appearance, and I am conventionally attractive, and he has talked before about wanting to have sex with someone.

But beyond the question of interest, I’m not sure anymore how to fuck a guy who doesn’t really know what he’s doing. I am typically hooking up with guys with lots of experience hooking up. Should I take charge and try to show him how it’s done? Work him through multiple positions and acts? Or do you think he could feel emasculated by me doing that, and I should give him control? I would probably want to give him a taste of everything – blowjob, he can give oral as well if he wants, missionary, riding, anal, doggystyle, standing, whatever else – but not if me going down a check list like that could make him feel bad.

Advice welcome!

submitted by /u/Legtut085
[link] [comments] 

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