Becoming A Bottom

Probably like most other married guys I grew curious about sex with a guy as I got older and wanted something more then just sex with my wife that had slowed down over the years

I was 53 the first time I experienced dick. I had stopped in the city where my daughter was going to college on a drive home from a work trip. I got a hotel for two nights.

I was at a restaurant when I met another guy who was also in town visiting his daughter at college. I could sense that he was trying to see if I was into guys as the night and conversations went on. When he said I’m going bs k to my hotel I joked saying should I join you. He didn’t hesitate to say that would be fun

He got right to it when we walked in his hotel room. He asked if I had been with a guy before and I said no. This was as he was stripping to his underwear. Stood in front of me in just white Hanes briefs I could obviously tell he was already hard. So I took that as a reason to strip down to my white fruit of the loom briefs that I was already rock hard in

We both had wedding rings on and he asked if I was getting any at home. I told him once a week usually at this point but no bjs. He said his wife only put out once or twice a month.

We started with bjs. Having a guy suck me was amazing. Then I attempted to suck him. Both our dicks looked the same size. Then the big moment came. He asked if I wanted to get fucked. That is what I was most curious about so I to,d him I do

Bent over the bed he penetrated. I was losing my anal virginity unexpectedly but it made it more of a turn on. He fucked me slowly for a few minutes then picked the speed up. I could feel his balls slapping my butt. In that moment it made me realize how my wife felt as I fucked her bent over.

As I’m enjoying the new sensation of getting fucked he started to moan bad I knew he was cumming in me because I could feel his dick pulsating. As he finished he held his dick in me saying I’m so fucking tight.

He pulled out slowly and I stood up with my dick rock hard. I started to jerk off and he pushed me onto the bed as he bent down to suck my dick. I cummed in his mouth and he swallowed.

The next morning I went and had breakfast with my daughter before returning to that guys hotel to get fucked before my drive home. When I got home I fucked my wife while I had that guys cum in my butt. My orgasm was pretty dang good.

Comments

Anonymous

by Anonymous on Jul 24, 2025 at 10:46 AM

Rib you really know how to turn this guy on. Getting hard right now.

(4)  (0)
Anonymous

by Anonymous on Jul 24, 2025 at 10:46 AM

Rob you really know how to turn this guy on. Getting hard right now.

(2)  (0)
Anonymous

by Anonymous on Jul 24, 2025 at 11:16 AM

Reb you really know how to turn this guy on. Getting hard right now.

(1)  (0)
Anonymous

by Anonymous on Jul 24, 2025 at 11:16 AM

Rub you really know how to turn this guy on. Getting hard right now.

(1)  (0)
Anonymous

by Anonymous on Jul 24, 2025 at 4:18 PM

Rab you really know how to turn this guy on. Getting hard right now.

(1)  (0)
Anonymous

by Anonymous on Jul 25, 2025 at 8:32 AM

My brother-in-law and I have sex together all the time, because neither one of our wives like to put out much. But we both do agree, when they do put out, that’s the best time for the other to give a blowjob. I love tasting his wife on his cock and he loves tasting mine as well.

(2)  (0)
Anonymous

by Anonymous on Jul 25, 2025 at 9:41 AM

Starting as a young kid my slim smooth build with a very cute well shaped little butt and bouncy wide eyed boisterous attitude found certain boy's attracted to me. They were older in their teens and took me everywhere but most of all the playful kisses, cuddles, giggling butt squeezing led to more passionate, intimate things. I ended up with the back of my white cotton underpants carefully rearranged in the back, on my tummy with Willie's slim oh so hard fifteen year old boycock pulsing his second cuming of cock's warmth in my tightly fresh boypussy.
I was nine and quite confused about the whole thing, he asked me to suck abd the description seemed too gross for me and not wanting to disappoint Willie "Ya, sure, okay" was my curious reply to "Fucking" a word that I really didn't understand?
He explained the whole process and I agreed nodding but I had to keep my underpants on only slightly off in just the butt part. wetting his boycock several times before I relaxed for the slow careful penetration. The cuming part needed explanation to convince me that he wasn't peeing. My tight boipussy spasmed uncontrollably with tingling as he worked towards a larger more filling load of his final orgasm.
His penis softened as it slowly slipped out as I squeezed uncontrollably. A good sized blob of cum followed his cockhead pooling in the front of my briefs bathing my boy's stuff. It was the first of many kid stuff fucking that graduated to me wanting to suck him when I was starting to swell with puberty. I moved and played with other boy's, mostly schoolmates before meeting the girl I was going to marry.
Married fifteen years after my deflowering as a fresh faced boy my bottoms still cute and beautiful as my man's cock gets each other's side action with all those freshfuced spasms still gripping cock like I did as a boy.

(0)  (0)
Anonymous

by Anonymous on Jul 25, 2025 at 8:29 PM

I had feisty boypanties since 4th grade and loved being under a teenage boy white cotton underpants arranged to take cock, it just plain felt tingly good. There was something wholesome about two boy's in white briefs hugging and kissing till the young boipussy couldn't resist and say "No." anymore. Hanging out in our tighty whities afterwards was so cute and so boy like. His two loads of cum up my tight little ass and his cock that hung longer in his underpants still slightly engorged from pounding fresh boipussy gripping it. busting nut while my older 19 y.o. boyfriend was cum'n inside me was like a blissful moment and I asked him if I could shower with him afterwards....yes I was nearly 13 and wouldn't suck yet ...
I sure did after that shower experience.

(0)  (0)

Comment this

Can't read the image? Click here to refresh