Would you fuck that person again? I'm sure that he appreciated it. Care to go into detail if you want.
The oldest guy I topped was a 53 years old married dad. He was a slim hairy guy and was quiet inexperienced which made it even hotter.
The oldest I bottomed was 60+, I was 19 at that time. Smooth dad bod with an average curved cock.
The oldest I bottomed was 60+, I was 19 at that time. Smooth dad bod with an average curved cock.
Was the 53yr old worth the time and did he enjoy the experience with you? Sounds like he might've been a virgin? The cock of the 60+guy must've felt great,I'm sure that he knew how to use the angle to scratch your itch! Thanks for the reply.
I think he was either virgin or bottomed only a couple times. He was determined to take it balls deep and was moaning both from pleasure and pain the whole time.
Yeah, he really did know how to pound a boys ass.
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Thanks for the description and reply. If he was a virgin, must've felt great,hope he continued to do it.
I've never topped since... well... it would be very very challenging. 
As a bottom, a 47yo man fucked me a couple years ago. Good-looking, Mediterranean descent, athletic. He had a quite big cock (20 cm, thick).
As a bottom, a 47yo man fucked me a couple years ago. Good-looking, Mediterranean descent, athletic. He had a quite big cock (20 cm, thick).
He was 58, extremely muscular and hairy, except a waxed smooth ass. He sat on me and rode me while facing me, and it was amazing. I especially loved how his cock grew as he was grunting, growing larger and larger in my view while I was teasing his nipples with my fingers.
What made it the hottest topping experience is that he gently slid off and sucked my volcanic explosion all the way to the last drop. He then thanked me for a nourishing lunch. ; )
What made it the hottest topping experience is that he gently slid off and sucked my volcanic explosion all the way to the last drop. He then thanked me for a nourishing lunch. ; )
For me, the youngest to top me was 27 - I was 49 at the time. Conversely the youngest I've topped was also 27. Same guy - we flipped fucked haha. This was not my first time doing either but was the first time I got true pleasure out of both positions.
My first time topping was also with a 27 year old, I was 47. Wearing a condom and I was nervous so I didn't enjoy it that much but it broke the ice. The oldest to top me was just 2 years older than me. I was 48 he was 50.
My first time topping was also with a 27 year old, I was 47. Wearing a condom and I was nervous so I didn't enjoy it that much but it broke the ice. The oldest to top me was just 2 years older than me. I was 48 he was 50.
Thanks for replying,your albums are great. You should try topping again.I've never topped since... well... it would be very very challenging.
As a bottom, a 47yo man fucked me a couple years ago. Good-looking, Mediterranean descent, athletic. He had a quite big cock (20 cm, thick).
Wow sounds like a good time,you got to fuck and be sucked. Did he ever bottom for you? Thanks for the reply ,good description.
Thanks for replying, sounds like your first time prepared you for topping,what was it like bottoming for the first time? Ever think about being the "meat" in a sandwich? Then you'd get stimulation from your cock and ass.
Yes it prepared me for future adventures. I met up with that first guy 4 or 5 times. He was insatiable and loved to bottom with guys but top with girls and he did both as much as he could. No car so I was always picking him up then taking him back home. My first time with him was in a park which wasn't all that private. That just didn't work for me - way to nervous about both the first time topping and getting caught. The next few times we met at my place. We just were not on the same wave length so it didn't continue but it broke my top cherry.
The first time bottoming was with a guy I ended up hooking up with about 4 times. I enjoyed those times with him. It was always later at night, very chill, take your time type of atmosphere. He would tell me the door will be unlocked, just come in and get naked, which I would do. He was always just finishing in the shower and would just wander out naked. He would get us each a beer, sit and chat a bit. More beer, start getting busy. Always went two rounds. After round one more beer and chat, then round two. We would usually trade oral, 69, then he would start working his fingers into me before fucking me.
As I said I enjoyed it, enjoyed the conversation and liked the laid back, take all evening atmosphere but I didn't really get much sexual pleasure wise out of it for a couple reasons. One being I never actually got off from during our meet ups while he would get off twice. Would have been nice if he would have given me a nice ending. Second was his cock had a pretty good curve up and when I was on my stomach, it did not hit my p-spot at all. It was if anything a little uncomfortable. Not painful, though. Also the lube he had caused some burning sensation which didn't help anything. If there was ever another time with him I would have brought my own lube would have convinced him to let me lay on my back. Occasionally I do think back on him fucking me and then working up to a rapid pace as he was about to unload and I enjoy the memory. It was always raw with him - the first time I was paranoid the next day cause we hadn't really talked about diseases but he assured me after the fact he was clean which he was.
Being the meat in a sandwich - yes I would be down to give that a try. You are right, stimulation from all areas would be something.
That is my fantasy,even though I've had a prostatectomy, I'd still like to try it. Better yet, I'd love to have someone film it. Don't know if I'd get anything out of anal ,but it sounds and looks fantastic. Thanks for the descriptive reply.
Pedritohola26
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an expat ages around 65-67 years who lived in Thailand, we met by Gayromeo and I was very new in gay world. so met him at his condo and topped him, it was the first time I topped a guy and he was really helpful.
Wow, thanks for your reply. Experience counts,and I hope that you both had a "happy ending".
Gracious_living
Admired Member
As a 20 year old I hooked up with a 67 year old. It was one of my first hookups, I went to his place and we both gave blowjobs. He really enjoyed rimming me, sniffing my boxers and crack while he jerked himself off. I came while soft when he first touched me, and came again a little bit later after he sucked me back to stiffness haha. He came all over my cock and slurped it off, and we kissed while it was on his face. I really enjoyed myself tbh though I was nervous
Did you ever have any more experiences with him? Besides oral,when was your first experience topping or bottoming? Did this experience lead you to wanting to experience more? Thanks for your reply.
Gracious_living
Admired Member
Sadly, with him I never got the opportunity to meet again. He was a married man and our schedules weren't very similar.
My first experience bottoming was around the same time, but with a guy only a few years older than I. He said he couldn't finish from oral so he needed my ass if I wanted him to cum. A little shady of him haha but I was horny enough to go for it!
I have never topped a man, only through roleplay!
This definitely made me want more, helped ease my shyness and really showed me how much I would enjoy!
What do you think of that word explosion haha, sorry!
The oldest guy I topped was a 58 years old and single. He was a bear with a lot of experience. I didn't know until after I fucked him that he had lied to me about his age so that I would agree to sleep with him. He had lied about his age by 10 years.
The oldest I bottomed was 51. He wasn't really my style, but I thought he was handsome nonetheless. I planned to fuck him, but as soon as I tried I lost my erection. I wanted to try to take a dick, but I was a bit scared. He took me, but after 2 minutes he came.
The youngest guy I ever fucked was about 35 years old. He was also the youngest guy to fuck me. It was one of my best encounters.
The oldest I bottomed was 51. He wasn't really my style, but I thought he was handsome nonetheless. I planned to fuck him, but as soon as I tried I lost my erection. I wanted to try to take a dick, but I was a bit scared. He took me, but after 2 minutes he came.
The youngest guy I ever fucked was about 35 years old. He was also the youngest guy to fuck me. It was one of my best encounters.
Well the 58yr bear, probably had some self-conscious issues,too bad,I hope that his experience made it worth it. Honesty is rare it seems when it comes to sex. Too bad the oldest one you bottomed for didn't have better self control,and the last one sounds like the best. I hope that you had more encounters with him. Thanks for replying.
