Being a younger man's first.

Hipshot1554

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I've read posts by women that like younger men, and those that say they don't want to have to instruct a lover on what to do. So I thought I would throw this out there. What do more mature women think of being a younger man's first sexual encounter?

OBYW... Let's keep this Lit legal!
 
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What do more mature women think of being a younger man's first sexual encounter?
There is a very good chance that my days of being someone's first time are now all in my past. I have, um, deflowered a solid handful of virgins, but I think the last one happened while I was in my mid-30s (and even that is just a supposition on my part). Now that I'm in my early-40s, the chances of that happening again are becoming increasingly unlikely. A virgin in his mid-30s strikes me as probably very different from a 20-year-old virgin, so much so that the virginity of the younger one would be much more attractive to me than that of the older one. And the 20-year-olds in general are looking at me as a MILF at best, more likely as 'too damned old'.
 
There is a very good chance that my days of being someone's first time are now all in my past. I have, um, deflowered a solid handful of virgins, but I think the last one happened while I was in my mid-30s (and even that is just a supposition on my part). Now that I'm in my early-40s, the chances of that happening again are becoming increasingly unlikely. A virgin in his mid-30s strikes me as probably very different from a 20-year-old virgin, so much so that the virginity of the younger one would be much more attractive to me than that of the older one. And the 20-year-olds in general are looking at me as a MILF at best, more likely as 'too damned old'.
I had a 6 month relationship with a woman of 36 when I was 22. I wasn't a virgin, but I did discover a lot that I didn't know.

Although it's been many years, I still think of her and cherish that time.
 
So, I was the first for a couple of young men when I worked at the legal brothel in Nevada. I was in my mid 20s then, however, so not that much more mature, age wise.

Also while working at the legal brothel, I was the first for a guy who wanted to lose his virginity before he turned forty. That was... almost sad. I tried to make it special for him, but he was so shy that it was a lot of work and me reassuring him. But that's not the point of this thread, since I was younger than him, albeit much, much more experienced. Bongogal's post got me thinking about it.

Currently, there is a young man who lives in the house behind ours who I just learned is eighteen. He's cute in that aww shucks kind of way. I've wondered what it would be like if he came around looking for some odd jobs to do to make money before he heads off to college... I may or may not have let myself fantasize about that... šŸ˜‰šŸ˜ˆšŸ˜
 
Currently, there is a young man who lives in the house behind ours who I just learned is eighteen. He's cute in that aww shucks kind of way. I've wondered what it would be like if he came around looking for some odd jobs to do to make money before he heads off to college... I may or may not have let myself fantasize about that... šŸ˜‰šŸ˜ˆšŸ˜
Do you have reason to think you'd be his first? Ymmv, but for me it's a much bigger thrill to think that I am the first person beside himself to see and touch him while he's undressed and hard. Being 'better' than someone previous is fine, but I adore the thought that even just stroking him for a handjob is likely to wow him. ("That's a female hand! Not my hand!")
 
Do you have reason to think you'd be his first? Ymmv, but for me it's a much bigger thrill to think that I am the first person beside himself to see and touch him while he's undressed and hard. Being 'better' than someone previous is fine, but I adore the thought that even just stroking him for a handjob is likely to wow him. ("That's a female hand! Not my hand!")
That was my fantasy. šŸ˜ˆIn real life, I'm not sure.

I remember that 'wow' reaction well from my college party days. There were several times I was told by a guy thay I was the first girl to go down on him. One of those guys recently told me, via social media, that I had ruined oral sex for him because no other woman had ever done it the way I had that first time. Of course, he was also trying to figure out if I might be interested in hooking up, so he could have been trying to flatter me... šŸ™„
 
My wife had sex with younger men when she was in her 30's. They were in their early 20's, and all were experienced except for one. He was getting married soon, and he asked Lynn if she could give him some pointers. He claimed to have had sex with someone other than his bride-to-be, but Lynn says that he seemed to have little idea how to have sex with a woman. She had to guide him through the process, and he had no idea what a clit was. She said it was interesting, but really bad sex.
 
When I was 18 I was still a virgin. I went to a small party that a female friend was having. Her mother was there and they had a DJ. Suddenly they played Unchained Melody and everyone paired up. I looked up and saw her mom just standing there and thought no way she should be on the sideline for this song. Her mom was still a hot 38 yo recently divorced woman. Man she really got in close to me and layer her head against my chest. I started to get hard because I always got hard back then even just talking to a girl. She was pressed up close to me and my bulge pressed against her belly. Then when the song was over I saw her step back and check out my bulge and she kissed me on the cheek and whispered oh to be 18 again. And that was it. I swear if she had led me by the hand to her bedroom I would have lost my virginity that night.
 
I remember that 'wow' reaction well from my college party days. There were several times I was told by a guy thay I was the first girl to go down on him. One of those guys recently told me, via social media, that I had ruined oral sex for him because no other woman had ever done it the way I had that first time. Of course, he was also trying to figure out if I might be interested in hooking up, so he could have been trying to flatter me... šŸ™„
I had a similar social media exchange a couple of years ago. I am fairly certain he wasn't sniffing around to see if I was interested in hooking up. It just came up naturally. I had mentioned a certain party we attended almost two decades earlier, and he labeled it 'the night of [his] first blowjob'.. I was, like, "Oh really?" before realizing that I must have been the giver of that first beej. I had forgotten all about that aspect of the party, probably because I didn't know then that I was the first. Then he said something about everyone else vying for second place after me. I was flattered and all, but I thought it would be wise to steer the convo away, so I mentioned his wife by name. Sigh... he said about her that after fifteen years of marriage, she is down to giving head as an anniversary present. There was no safe off ramp from that, so I changed the subject completely.
 
There is a very good chance that my days of being someone's first time are now all in my past. I have, um, deflowered a solid handful of virgins, but I think the last one happened while I was in my mid-30s (and even that is just a supposition on my part). Now that I'm in my early-40s, the chances of that happening again are becoming increasingly unlikely. A virgin in his mid-30s strikes me as probably very different from a 20-year-old virgin, so much so that the virginity of the younger one would be much more attractive to me than that of the older one. And the 20-year-olds in general are looking at me as a MILF at best, more likely as 'too damned old'.
You are under valuing yourself. You still sexy at 40s! And I am sure any young man would to love to experience you....
 
When I was 18 I was still a virgin. I went to a small party that a female friend was having. Her mother was there and they had a DJ. Suddenly they played Unchained Melody and everyone paired up. I looked up and saw her mom just standing there and thought no way she should be on the sideline for this song. Her mom was still a hot 38 yo recently divorced woman. Man she really got in close to me and layer her head against my chest. I started to get hard because I always got hard back then even just talking to a girl. She was pressed up close to me and my bulge pressed against her belly. Then when the song was over I saw her step back and check out my bulge and she kissed me on the cheek and whispered oh to be 18 again. And that was it. I swear if she had led me by the hand to her bedroom I would have lost my virginity that night.
I would have asked for another dance...just a rub on my bulge would be nice enough
 
Do you have reason to think you'd be his first? Ymmv, but for me it's a much bigger thrill to think that I am the first person beside himself to see and touch him while he's undressed and hard. Being 'better' than someone previous is fine, but I adore the thought that even just stroking him for a handjob is likely to wow him. ("That's a female hand! Not my hand!")
Almost word-for-word what I said as I was receiving my first. I told her my hand never felt as nice doing it.
 
Do you have reason to think you'd be his first? Ymmv, but for me it's a much bigger thrill to think that I am the first person beside himself to see and touch him while he's undressed and hard. Being 'better' than someone previous is fine, but I adore the thought that even just stroking him for a handjob is likely to wow him. ("That's a female hand! Not my hand!")
I love handjobs and any young man getting one from older woman is going to be very well received due to the level excitement alone.
 
I was someone's first but we were similar age, so doesn't really fit the audience your question is aimed at, but that was a little over a decade ago. If I get a chance now, I don't think I will shy away just cause they are inexperienced. In fact I'd luv to instruct them. Maybe he could practice with me before his big night with his girlfriend. And maybe he would come and tell me how it went so I can correct him and teach him new things. I'd be like... "Now go, and make mommy proud" lol
 
I was someone's first but we were similar age, so doesn't really fit the audience your question is aimed at, but that was a little over a decade ago. If I get a chance now, I don't think I will shy away just cause they are inexperienced. In fact I'd luv to instruct them. Maybe he could practice with me before his big night with his girlfriend. And maybe he would come and tell me how it went so I can correct him and teach him new things. I'd be like... "Now go, and make mommy proud" lol
I like your thinking. Can I ask what is your attraction to the idea?
 
I like your thinking. Can I ask what is your attraction to the idea?
I feel like I'm teaching him everything he knows. Any woman who gets pleasure from him would be because of me. I guess it also plays into my m/s fantasies
 
I feel like I'm teaching him everything he knows. Any woman who gets pleasure from him would be because of me. I guess it also plays into my m/s fantasies
And of course there is a sense of pleasure from providing your experience to a much younger man and enjoying the reactions right?
 
Wife and I are in our early 40s. We have had some fun with guys in their early 20s...but most have been pretty lousy in bed despite being braggarts about their ability of course. To the point now where she's no longer really interested in that and is after the more experienced "daddy" type instead.
 
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