Seducing a Younger Man: Can anyone speak from experience?

[lordpenizworth]

Socially, and quite publicly, I've come to know a man in his early 20s who might be a sub. He certainly has that type of deferential personality, and I think he enjoys my authority and guidance in the things we discuss.

This is all non-sexual; there is no sexual pretext to anything we talk about.

But I wonder if something can't develop. I think he's more open to m2m sex than he's yet admitted to himself...

I've read accounts of men who were grateful to an older men who introduced them to gay sex, and I'd like to do that for him. What I can't determine is whether it would be better to come across as wanting him to service me (kind daddy, sir), or for me to touch him (he's young and full of sexual energy, and I think would appreciate the attention of a fatherly figure).

Can anyone offer advice from their own experience? Or ways that I might deduce which way to proceed? (Aside from very carefully..)

Thanks.
LPW

 

[cubbyfire04]

20-somethings of today are different. They are far more in-tune and open with their sexuality than my generation at that age. Proceed with caution. You said yourself, all the things you discuss are non-sexual.

Don't mistake a straight man - who's just comfortable with his personality traits - as someone that you think is setting off your "gaydar". He will be who he chooses to be...

Perhaps you can make him feel comfortable by talking about your own sexuality? Does he know you are interested in men? Maybe find a way to casually work your way into conversation about your own experiences. If he's interested, he'll reciprocate with his feelings eventually.

 

[yowser]

Caution indeed. Here's an account of a one-time seduction, not the same as your scene, but perhaps illuminating in a couple respects. From the POV of the seductee.

 

[lordpenizworth]

Caution indeed. Here's an account of a one-time seduction, not the same as your scene, but perhaps illuminating in a couple respects. From the POV of the seductee.

Thank you, Y. I read and enjoyed the story and comments very much. Is this based on a true account?

 

[lordpenizworth]

Not sure how to proceed besides carefully but I wish I had someone older about a decade do that for me and help me explore. Good luck !

Carefully and w caution are indeed the buzzwords, CC, and that's informing how I'll proceed.
Your admission gives me hope that there is a possibility my sensitivities about this young man are on-target...

 

[lordpenizworth]

Yeah hopefully it works out for you. It would be great if you could teach him what he may like & deep down really need

I'd love to have the opportunity.

 

[Saratodd2222]

My situation is a bit different than yours. I am an older CD who has been more active on the internet in recent years, but still has remained closeted concerning this aspect of my life for multiple reasons. I met a young man a number of years ago on a crossdresser website and struck up quite a friendship. Although there were some sexual aspects to our conversations many of them dealt with life in general such as school, work, or our general interests in people like me. He was interested in cds as far as interacting with us but not to be a participant in dressing en femme. Over the years flirted in a fun loving way about getting together for for a tryst or just to have some time together with me in any manner of dress. eventually the opportunity did arise for us to meet privately and I decided that I wanted to me him in my female persona as that was how most of our discussions had evolved. I had him meet me at my home and I was in all of my feminine glory. I greeted him with a big kiss and things just rapidly developed from there. I don't know if I would call this a seduction per se, but it was a gradual movement to a sexual encounter that occurred with some steering on my part. We continue to be in touch ut our schedules haven't allowed for another encounter Overall it has been a great experience. Perhaps if you playfully make some suggestions, you can gauge what the outcome may be. Good luck

 

[Duncan113]

I am a 58 year old straight white man. Many years ago I was sitting in a Starbucks in NYC, where I would go every day with my laptop to work on a novel I was writing. Suddenly, a handsome, tall very young guy sat down, and started talking to me. I looked up and he was looking at me and smiling. He told me he was from Canada, visiting NYC, and worked into the conversation at some point that he didn't have a place to stay. I didn't know why he was talking to me, but he just continued, totally engaging me, smiling and looking at me, asking me about myself. It went on and on and eventually even I realized something was up. Now the thought of course crossed my mind that he wanted me to offer him a place to stay, but as a native New Yorker I knew you don't go around letting strangers into your home. On the other hand this sweet wholesome boy was the very picture of harmlessness. And yes, it occurred to me that he was either gay or might be willing to trade his charms for a roof over his head, hence his continuous advertisement of his good looks and charm. Then I felt a feeling. I knew what it was. But with him right there not giving me a chance to process this rather major whirlwind of worry and possibilities and a fear of doing something that would cause me to lose control, like when he was in my apartment, I eventually made my excuses and departed.
For the most part, I have regretted it ever since, especially in recent years. I'm sure my instincts were correct, he was gay and probably traveled about using his body and attentions as currency--nothing wrong with that as long as it's consensual. I have pictured it a thousand times. He knew I was straight, but also that he could turn me, at least for a day or two, hence his confident smile. I have seen in my mind how, as soon as we entered my apartment, he would press me against the wall, pressing a kiss on my mouth and not letting me push him away. I have seen him strip, revealing a very big penis, which I am sure he had, another part of his confidence and conviction. He would sit on my bed, smiling at me from across the room as he stroked his big dick hard. I would start at it, as a long moment passed with my whole body trembling. He would lean back on his elbows. I know I would end up on my knees sucking that thing. I don't think I would or could have received his dick in my ass because I've never done that and it would be too painful. But I think that long after he left, and I had processed some of the confusion about my sexual identity, it would be a memory, albeit a very private one, that I would think of often, feeling that certain heat pass through my body.

 

[Enthrallyaa]

Socially, and quite publicly, I've come to know a man in his early 20s who might be a sub. He certainly has that type of deferential personality, and I think he enjoys my authority and guidance in the things we discuss.

This is all non-sexual; there is no sexual pretext to anything we talk about.

But I wonder if something can't develop. I think he's more open to m2m sex than he's yet admitted to himself...

I've read accounts of men who were grateful to an older men who introduced them to gay sex, and I'd like to do that for him. What I can't determine is whether it would be better to come across as wanting him to service me (kind daddy, sir), or for me to touch him (he's young and full of sexual energy, and I think would appreciate the attention of a fatherly figure).

Can anyone offer advice from their own experience? Or ways that I might deduce which way to proceed? (Aside from very carefully..)

Thanks.
LPW

Fuck, where were you when I was younger?!

 

[tristantrotsky]

Philip was my first adult ‘friend’. I decided I wanted to be a writer. I had a short story published in a Gay magazine. He contacted me, said he loved the story, that I had talent, and he wanted to help me. We met. I was twenty-one. He was fifty-two, and married. I was tongue-tied, I felt clumsy and a little over-awed, so that when we got back to his hotel-room it seemed entirely natural that he guided me out of my clothes and onto my knees. Once I’d sucked him off I was besotted with him. He told me his wife was frigid, and wouldn’t do oral sex, so I was embarrassingly eager to do all those dirty little things that she wouldn’t. He'd found me, hit on me… seduced me I suppose you could say. He took me in hand, and taught me to accept and be proud of my sexuality and my predilection. He encouraged me to write, assisted me financially by helping me get an apartment, so long as he had a key and could come around for sex whenever the mood took him. The only way I could reciprocate, the only way I could respond and show him my gratitude was through sex, so I wound up sucking his cock, and yes, we did it regularly. I was so insecure I was continually afraid he’d get bored with me and dump me for some other more-attractive young guy, so I made sure that we had sex at every possible opportunity.

 

[lordpenizworth]

I'm loving these posts, everyone.
My friend has continued to make excuses...but I know people circle back around...I know I have in my own life, so I continue to think he might.

 

[ericrodman101]

I am a 58 year old straight white man. Many years ago I was sitting in a Starbucks in NYC, where I would go every day with my laptop to work on a novel I was writing. Suddenly, a handsome, tall very young guy sat down, and started talking to me. I looked up and he was looking at me and smiling. He told me he was from Canada, visiting NYC, and worked into the conversation at some point that he didn't have a place to stay. I didn't know why he was talking to me, but he just continued, totally engaging me, smiling and looking at me, asking me about myself. It went on and on and eventually even I realized something was up. Now the thought of course crossed my mind that he wanted me to offer him a place to stay, but as a native New Yorker I knew you don't go around letting strangers into your home. On the other hand this sweet wholesome boy was the very picture of harmlessness. And yes, it occurred to me that he was either gay or might be willing to trade his charms for a roof over his head, hence his continuous advertisement of his good looks and charm. Then I felt a feeling. I knew what it was. But with him right there not giving me a chance to process this rather major whirlwind of worry and possibilities and a fear of doing something that would cause me to lose control, like when he was in my apartment, I eventually made my excuses and departed.
For the most part, I have regretted it ever since, especially in recent years. I'm sure my instincts were correct, he was gay and probably traveled about using his body and attentions as currency--nothing wrong with that as long as it's consensual. I have pictured it a thousand times. He knew I was straight, but also that he could turn me, at least for a day or two, hence his confident smile. I have seen in my mind how, as soon as we entered my apartment, he would press me against the wall, pressing a kiss on my mouth and not letting me push him away. I have seen him strip, revealing a very big penis, which I am sure he had, another part of his confidence and conviction. He would sit on my bed, smiling at me from across the room as he stroked his big dick hard. I would start at it, as a long moment passed with my whole body trembling. He would lean back on his elbows. I know I would end up on my knees sucking that thing. I don't think I would or could have received his dick in my ass because I've never done that and it would be too painful. But I think that long after he left, and I had processed some of the confusion about my sexual identity, it would be a memory, albeit a very private one, that I would think of often, feeling that certain heat pass through my body.

I hope you put all that in the novel. Would love to read more.

 

[jimmyipeek]

how can get an older guy to be interested ????

 

[ericrodman101]

how can get an older guy to be interested ????

You tell them you're a willing 18 year old virgin. Things will pretty much take care of themselves from there.

 

[sandra753]

would love to have an 18yo boy in my bed...

There is a 18 yo Black guy in my apartment complex that I am working on yummy

 

[BiDrew42]

Last October, I had an Uber driver who was the most beautiful man I have ever seen. He was middle-eastern (Syrian, as I learned later) and I was instantly attracted to him. He was 24 at the time (I was 60) and I knew I only had the 15 minute ride to my apartment to convince him we should be lovers.

Me (looking directly at him): I hope you don't mind me saying, you are absolutely gorgeous.
Him (making eye contact briefly for the first time): Thank you.
Me: I love your accent. Where are you from?
Him: Syria. I emigrated here earlier this year.
Me: I have to admit, I am very attracted to you, based on your looks and your accent. I would love to get to know you better.
Him (smiling): I think I would like that.
Exchange of phone numbers at the next traffic light.
Me: What time are you finished working today?
Him: 9ish.
Me: Would you like to meet somewhere, or come to my apartment when you finish?
Him: I think coming to your apartment would be best.
Me: I think so too.
Him: Here we are. Shall I call you when I'm on my way.
Me (reaching over and squeezing his thigh): That would be perfect. I can't wait.

Watched him drive off, wondering if he would call. I sent my girlfriend off to stay the night with a friend, anticipating that he would call, and I was very happy when he did. We became lovers that night and he was inexperienced, but he loved trying new things. Fortunately for me, he preferred to top!

 

[canogagrizz]

how can get an older guy to be interested ????

I would say if they are in their 50s or 60s & chubby or fat especially just ask them. Most guys are in sexless marriages in that age group. You have probably better than 50% chance just letting them know you like older guys.

 

[stargame]

Last October, I had an Uber driver who was the most beautiful man I have ever seen. He was middle-eastern (Syrian, as I learned later) and I was instantly attracted to him. He was 24 at the time (I was 60) and I knew I only had the 15 minute ride to my apartment to convince him we should be lovers.

Me (looking directly at him): I hope you don't mind me saying, you are absolutely gorgeous.
Him (making eye contact briefly for the first time): Thank you.
Me: I love your accent. Where are you from?
Him: Syria. I emigrated here earlier this year.
Me: I have to admit, I am very attracted to you, based on your looks and your accent. I would love to get to know you better.
Him (smiling): I think I would like that.
Exchange of phone numbers at the next traffic light.
Me: What time are you finished working today?
Him: 9ish.
Me: Would you like to meet somewhere, or come to my apartment when you finish?
Him: I think coming to your apartment would be best.
Me: I think so too.
Him: Here we are. Shall I call you when I'm on my way.
Me (reaching over and squeezing his thigh): That would be perfect. I can't wait.

Watched him drive off, wondering if he would call. I sent my girlfriend off to stay the night with a friend, anticipating that he would call, and I was very happy when he did. We became lovers that night and he was inexperienced, but he loved trying new things. Fortunately for me, he preferred to top!

Omg, he must be totally amazing. I'd love to meet someone like him. I've had experience the other way where older men would approach me and try to seduce me. I guess my ass is just too appealing for them. One man did get bold and kissed the back of my neck as he grabbed my ass, I giggled and we exchanged phone numbers. Bummer he never called.

 

[wjcrigger1]

I was really young the first time it ever happened to me he was 18 my next-door neighbor I was 12 and I loved every fucking minute of it sucking me off your sister got involved after that I didn’t care where my dick went as long as I was getting off I would hang out at malls but older men take me home in the middle of the day when I was 13 1415 nobody was taking advantage of me I loved every fucking minute of it I wanted it it occasionally got rough with me but even then I was just cum bucket I consider myself straight but I’ll put my dick in anybody’s mouth on occasion with her ass

 

[canogagrizz]

I was really young the first time it ever happened to me he was 18 my next-door neighbor I was 12 and I loved every fucking minute of it sucking me off your sister got involved after that I didn’t care where my dick went as long as I was getting off I would hang out at malls but older men take me home in the middle of the day when I was 13 1415 nobody was taking advantage of me I loved every fucking minute of it I wanted it it occasionally got rough with me but even then I was just cum bucket I consider myself straight but I’ll put my dick in anybody’s mouth on occasion with her ass

I had a babysitter that was about maybe 15-16yrs old who would take me into his bathroom to have me suck him while he sat on a toilet seat and told me if I suck on his lollipop that warm candy would come out of it. I was like maybe 9yrs old & remember enjoying it. And his candy shooting out ending. I didn't have a clue any of this was wrong at my age of him to be doing this. I was told maybe once that nobody should touch my privates. Well in this case he wasn't. Years later I ended up being a 99% straight guy all my life but I know this is where I got my fascination on M2M sex porn.
I don't feel this messed me up. I wish the era back then (when I became of age) would have been more excepting of m2m sex it might have made me think of having more sexual release options way back when I was young, but I wasn't bothered by not being with men or guys, I wasn't even thinking of guys, I was 100% into girls. Otherwise looking back it was a huge turn on all my few m2m experiences when young. Felt good to me anyways. No grudges or anything like that. Sure I was molested but it didn't ruin me or have much of an negative effect on my life regardless. But I totally don't think what the guy did was right AT ALL taking advantage. I'm sure I wasn't the only one he babysat. I hope others didn't get any negative effects from that messed up very wrong crap & actions by that guy. I think he got busted & caught & got put away. From what I remember hearing a few years later. Very sick mentally disturbed guy to be doing that to little kids and I hope he got what he deserved & had coming.
I always had the same thought as you, I consider myself straight but I’d probably put my dick in anybody’s mouth if given the opportunity. But the opportunities have been very very few most of my life when it come to males doing it to me or visa versa. But my young life experience I know stuck with me as thrilling & exciting so it's always been in the back of my mind m2m sex acts. I never been attracted to men at all, I don't look at men, and never had any desires to kiss or be romantic with any guys. For me the thought of 2 guys being romantic together & kissing & such is way more of a total turn off to me than the actual sex acts 2 guys might engage in.

 

[wjcrigger1]

I agree 100% I have no desire to kiss a man never have wanted to kiss a man but getting nasty and dirty and playing myself completely different thing will have it when another woman singer