Has anyone else sealed the deal with an older man (45+) as a younger guy (18+), especially one you had a close relationship with? My first time with an older guy was actually my 54 year old chemistry teacher in high school my senior year. He was flamboyant as all get out and people would mock him during class, BUT lo and behold, not only was he a top, he also had a THICK, average length cock (my favorite kind) and he likes to fuck in public
Yes a married professor in college. He wanted to experiment and I ended up fucking him in his office one day
At sixth form my final realisation of my homosexuality came with a teacher who was (I think) 43. It wasn't like he had an enormous cock or anything, but he was good looking and our relationship, which was very discreet, lasted about four months. I used to go for older guys anyway but he taught me so much about the mechanics of gay sex. He was largely top, and I had only topped one guy previously, but he was so good in bed that by the time I first put my cock in him I had such a better appreciation than hitherto of how to use my penis to maximise my bottom's pleasure...
- Joined
- Dec 23, 2006
- Posts
- 22,243
- Media
- 213
- Likes
- 31,320
- Points
- 618
- Location
- Kathmandu (Bagmati Province, Nepal)
- Sexuality
- 100% Gay, 0% Straight
- Gender
- Male
When I was young my boyfriends were always older men. It's just how I'm wired. When I was 18 my BF was 36. When I was 20 my BF was 44.
as an older man, it seems the older I get the younger the guys I date get - I have dated a 19 yo, and a couple of 22/23 yo, my current bf is 22, a 30 year age gap. From my perspective I don't go out my way particularly to date younger or very much younger, but as I've got older, younger guys seem to like me more. I've only taken one guy's cherry as it were (the 19 yo) but he said that he couldn't have had a better first experience; the guy I'm with now has only been fucked by one other guy, his own age, yet he says the sex with me is amazing (blushes) but I think that's because I know what to do to turn a guy on in bed, to make him feel comfortable with what we're doing, experience counts its seems;-)
HOU_HEADHUNTER
Superior Member
I've had a few memorable sessions with older gents when I was in my early 20s and even up to now in my mid 30s. I am really attracted to older attractive men for the same reason that a lot of women are. I love the experience and self assurance that they bring. The sex was always wonderful because I felt like I was more than a mouth and a hole and really felt like I was being made love to.
fellatio4ever
Superior Member
- Joined
- Jan 6, 2007
- Posts
- 1,228
- Media
- 0
- Likes
- 5,420
- Points
- 418
- Location
- San Marcos, Texas, US
- Sexuality
- 100% Gay, 0% Straight
- Gender
- Male
I have always loved the older men. They can really make me moan and cum.
And that's what I love doing, making love to a younger guy, not rushed, just both enjoying each other.
Even now in my 30s I am still drawn to older guys. Earlier this year I hooked up with a guy who is mid 50s and it was a great time. My first time with a guy he was probably in his mid 40s, I was 24 I think and since then I've just been more interested in older men for the sex but also stability.
MurdockPSB
Loved Member
- Joined
- May 21, 2004
- Posts
- 86
- Media
- 15
- Likes
- 601
- Points
- 403
- Age
- 46
- Location
- Northfield, OH, USA
- Sexuality
- 100% Gay, 0% Straight
- Gender
- Male
My first time was with a virgin my own age, and it was some of the worst sex I've ever had in my life. (Not just the clueless fumbling as a top, but I think he thought kissing meant trying to swallow someone's entire face...) But the second man I was with when I was 18 was 50. It was an eye-opening experience. I met him online and he took me to a motel for an hour. It was brief, but very enjoyable, and he did make me feel good by being surprised that it was only my second time judging by how good I was in bed. Such a compliment from someone far more experienced meant a lot to me.
I've never been too hung up about age, and never really had any preferences with it. I've been with men who were equally much older and much younger. But I always felt I learned more from older men. While younger men were always more passionate and intense, older men were more skillful in their approach. If there's attraction and chemistry, age seems pretty irrelevant to me.
I've never been too hung up about age, and never really had any preferences with it. I've been with men who were equally much older and much younger. But I always felt I learned more from older men. While younger men were always more passionate and intense, older men were more skillful in their approach. If there's attraction and chemistry, age seems pretty irrelevant to me.
I spent about ten years in a university town as a 30-something and schooled many a young man on gay sex. However, over time I grew tired of the blushing and fumbling neophyte and never felt like it was an equal partnership.
There are also those just chasing a sugar daddy. Actually had one bf ask when I was going to buy him a car. He was shown the door.
My husband is about 10 years older than I am. We have friends with larger gaps but not much. Shared life experiences diminish as the gap increases.
All that said, Love conquers much so be with the man who makes your heart sing.
There are also those just chasing a sugar daddy. Actually had one bf ask when I was going to buy him a car. He was shown the door.
My husband is about 10 years older than I am. We have friends with larger gaps but not much. Shared life experiences diminish as the gap increases.
All that said, Love conquers much so be with the man who makes your heart sing.
MurdockPSB
Loved Member
- Joined
- May 21, 2004
- Posts
- 86
- Media
- 15
- Likes
- 601
- Points
- 403
- Age
- 46
- Location
- Northfield, OH, USA
- Sexuality
- 100% Gay, 0% Straight
- Gender
- Male
Age gaps are certainly effected by levels of experience, expectations, maturity, etc., but not as a golden rule. I've had men 20+ years older than me throw tantrums over trivial things and met men 15 years younger than me wise beyond their years. Shared life experience has its merits, but differences aren't always a disadvantage, either. I prefer a partner who exposes me to new things and changes my world view.
It’s difficult to discuss issues when one partner lived them (Watergate, ‘Nam, gay bashing of those same decades) and the other partner has only watched PBS documentaries about them.
I run into this issue at work when I make a cultural reference that younger coworkers have no point of reference.
That’s why I closed my post as I did. It’s not an insurmountable obstacle that love can’t overcome.
One of my best friends is a couple with over 30 years between them. They have a wonderful relationship (from the outside looking in) but there are times when the younger guy can only sit quietly at the table because he can honestly add nothing to the conversation.
MurdockPSB
Loved Member
- Joined
- May 21, 2004
- Posts
- 86
- Media
- 15
- Likes
- 601
- Points
- 403
- Age
- 46
- Location
- Northfield, OH, USA
- Sexuality
- 100% Gay, 0% Straight
- Gender
- Male
That's true, though I guess I'm coming from a time when I surrounded myself with gay men of all ages after coming out. It's not always about joining the discussion; sometimes, it's good to listen and learn from others. I find learning about different eras, cultures, etc. more appealing than just talking about commonalities. But an openness and willingness to learn has to be there or else the clash is too much. (I have coworkers too who have no idea about half the things I talk about.)
I wasn't trying to disagree with your last statement, though. Love can make you forget or ignore a lot of differences. But having been the wallflower a lot of times in my life, that's one way that being young and clueless can turn into becoming well-rounded and knowledgeable.
No worries and much love @MurdockPSB. I think we’re on the same page my friend.
I was an extra on Law and Order Season 3 episode. They filmed in Alphabet City in New York. Met another extra, Spanish guy over 50. We hung out most of that day and my scenes were with him. He was coming on to me the whole day getting touchy feely too. Got breaks during the shoot of 1-2 hours and we would go back to where everyone would wait. Eventually he asked if I wanted to eat something, he lived in that neighborhood. He bought me food. Went back to his apartment after we were done shooting and ate. I was nervous but he wanted to first suck my dick then he ate my asshole and balls and he had a long skinny dick. He said he was embarrassed because he had a skin discoloration issue. I didn’t care. I sucked his dick and he fucked my ass for a long time. Blew all over my stomach and chest. We took a shower after and he fucked me one more tome before I left. Never saw him again. He was in a Joan Osbourne video and I would see it all the time on MTV. Live older guys and still meet up with guys older than me to this day. Sometimes I feel like I’m 18 in situations
HOU_HEADHUNTER
Superior Member
You make me want to find the episode and scene so that I can see who this stud was. Sounds hot just reading it.
Wasn't until he retired but, english teacher gave me one of the best blow jobs I ever got as a young man. He would put my cock in his mouth, moan and slurp and such and then when I came he made sure to swallow all of it. He would continue to let my cook rest in his mouth until it was completely clean, and drained. Then he patted me on my stomach and ask if at had time to feed him as second load. Many time he got a second load.
Yeah wish I wasn’t so scared to meet him. He gave me his number but I never called. After the sex, I left his apartment and was nervous about what happened. He was actually in movies as extra. I saw him in a Michael Keaton movie where he is a newspaper reporter. I think Glenn Close is in it. I saw it a month ago and he is an extra in the board room. He had a mustache skinny guy super nice man. I was hard the whole time we shot the scenes. When I got to his place and started messing around my underwear was caked with white from my precum. When he fucked me on my back he jerked me off but his dick made me ooze batches of cum as he hit something inside. Prostate now that I know. Great time.
HOU_HEADHUNTER
Superior Member
Great I'm gathering details. I've already found the movie that Michael Keaton and Glenn Close were in together and it's called "The Paper." Now I'm going to search the web high and low for the board room scene and look for the man fitting the description. lol
Similar threads
