Older Men with Younger Men

[bobbyinhouston]

Older man-Younger man Mr. D.

Hope everyone has enjoyed my adventure with Mr. D (Dave), here is some follow up on our friendship.

My adventure with Dave was put on the back burner when we returned home. We were both busy in our roles with the daily operation of several stores. Our work relationship flourished as he taught me the ends and outs of the business. I quickly learned and was rewarded with a regional managers position, very good for a not yet twenty four year old.

Dave called me into his office around 4:30 and told me the good news. Stunned I could only stutter and could hardly contain myself. I sat in a chair in front of his desk and told him thank you several times, but he said I earned this new position on my own,and that he was very proud of me. His secretary stepped into his office and told him she was leaving for the day and also told me good luck in my new position, I thanked her and she left .

Dave stood and walked to the door and closed and locked his door.Sitting back down he asked me to pour a couple of drinks so we can celebrate. I poured a couple of shots of old bourbon whiskey and stood at his desk. Lifting our glasses he wished me luck and said I earned it by working hard and not to let up by goofing off. I assured him I would make him proud.

The whiskey warmed my throat and made me feel really good. I looked at Dave and said I would like to thank him for his mentorship. I slowly rubbed my hand up his leg and felt his big balls and then started to massage his hardening cock, god it felt great it had been a while since we had played.

I loosened his belt and pulled his zipper down and took his cock out, he looked at me and said you sure know how to say thanks. I smiled and went to my knees and stareted to work my mouth down his cock. Dave ran his hands in my hair and started saying of yeah Bobby suck my cock you sure know how to work your mouth. Happy with his comments I sucked even harder wanting him to come in my mouth. He started fucking my mouth making me slightly gag but I still did not give up and I knew that I had him on the verge of coming. Suddenly he lifted his hips and shoved his cock past my throat and started to shoot his cum several shot I could not taste but the last few I held on my tounge before I swallowed. I looked up at him and could only see a smile on his face.

He finally opened his eyes and said you allmost suck better than my wife. As soon as he said those words I heard a female voice say gosh I hope not because I think I am a pretty good cocksucker.Don't you think so Brian?

I stood and turned stunned to Dave's wife Carol and Brian H. our company President.Wiping off the remaing strands of cum of my face I could only of losing my friendship with Dave and also losing my new position. What a predicatment i found myself in. More????

 

[Ilovesluts]

Definitely want to see where this goes, keep going!

 

[SexyLitForAll]

Definitely want to see where this goes, keep going!

I'll second that!

 

[lilblkboy]

Looking forward to it

Me as well. And I am just the right age...

Most of the fantasies dealing with older men with younger men usually involve the older man teaching the younger one.Lately I have thought that it may be hotter the other way around.I think all men should experience sex with a man especially if they are curious about it. It would be hot to feed a older man their first cock and get them hooked on man on man sex.

It's in the pipeline and awaiting approval now...!

Sorry for the long delay!

 

[ohsobored]

Im 22 and i really like the idea of someone older using me or even a few older guys...

 

[SexyLitForAll]

Im 22 and i really like the idea of someone older using me or even a few older guys...

Us older guys like that idea too.

 

[Leerae]

I am an older man and i would love to connect with younger men!

 

[schaum_m]

my first guy was about 15 years older than me, i've been fucked by guys 20 years older than me, it was nice

 

[dluvstoread]

....either way

my wife and I have fantasies about older and younger men.......depends more on the person not really the age.

 

[biboi42086]

Hi this is my first post... When I was younger I had some awesome experiences with older men. Although I haven't been with a man in years its still something I think about a lot and I'm so glad I had fun when I was growing up. I just wish I could find some new friends now days. Wheres all the cool older men at now days??

 

[mnhot2001]

Bi boi can you tell us a little about those memorable expereinces?

 

[CJontherocks]

Hi this is my first post... When I was younger I had some awesome experiences with older men. Although I haven't been with a man in years its still something I think about a lot and I'm so glad I had fun when I was growing up. I just wish I could find some new friends now days. Wheres all the cool older men at now days??

I consider myself to be a pretty cool older guy. And I'm right here next to you. If you're ever in southeast WI...

 

[RagsNRiches]

FLORIDA! That's where!

Hi this is my first post... When I was younger I had some awesome experiences with older men. Although I haven't been with a man in years its still something I think about a lot and I'm so glad I had fun when I was growing up. I just wish I could find some new friends now days. Wheres all the cool older men at now days??

Quite a few of us are in Florida, retired and enjoying the decent weather. If you get the chance to visit Florida, just PM me, and I'll make the effort to entertain you with my jack-off buddy. Your profile pic is real tasty looking. We could have a lot of fun.

Rags

 

[biboi42086]

I don't think I'm allowed to share but lets just say I had a lot of fun when I was 18 but pretty for sure I wasn't in highschool yet... lol I started out with guys my age but something happend and I just learned how much fun older men could be..

 

[DanteRizad]

when i was 18 i was hooking up with a 35 year old man. looked very young though. very muscular.

 

[miniandheels]

I'm pretty keen on being desired by older men. Have a thing for being dominated while wearing slutty outfits

 

[bobbyinhouston]

Well I'm back, they just left the jail door open and I just walked out.

Standing with a frightened look on face, Dave's wht cum contrasted with the red flush that was on my face. Dave looked at me and put his hand on my shoulder as if to steady me and calm me at the same time.

Dave's wife Carol spoke again and said what a good little cocksucker you have there babe. I smiled knowing that there was no anger in her voice. I'm Carol and by the way you were blowing my husband I would say you are Bobby the second best cocksucker around.

Smiling but with some panic still in my body I shook her hand and said nice to meet you Carol.

I turned to Mr H quite embarassed I said nice to see you again MrH.

Well Bobby Mr. H. said I did come to congratulate you on your promotion but I see you like to show your gratitude. Let's get you clean up and dressed and talk over this futher.

Dave he said turning to my boss let's go to dinner and see what comes up

More to follow!!!1

 

[ignorantslut69]

I was mid 20's to his mid 40's when he turned me from a top to a botto

 

[kyliem]

Nothing but fabulous older men have been had here>

 

[bobbyinhouston]

Mr H., Dave, Carol, and I went to a local steakhouse and had a wondefull dinner that included several congratulatory drinks. Everyone had a nice buzz and was feeling quite frisky. At one point Mr H. hand dropped into my lap and squezzed my cock.

Now feeling very secure that I would not lose my job/promotion I looked foward to what the eveing would bring.

After the dinner Mr H. suggested that we go to his hotel and sign my contract, but we all knew what he had in mind.

Mr H. was in the finest hotel in the city (of course). The room included a jucuzzi in the bath area confortable enough for four people.

Ordering a couple bottles of champenge from room service,Mr H suggested we have fun in the jacuzzi. Needing no second request we all started taking our clothes off and headed for the jacuzzi. I turned and saw Carol removing her clothes and had to stop and stare. This lady had a wonderfull body, and her breast were at least 38 d and did not sag at all, even after two kids. Her legs seemed to go on forever. I was truly amazed.

Mr H.removed his suit and pants, once he started to remove his blk silk briefs he turned and smiled at me exposing his now hardening cock. His cock was beautifull, it had to be at least 7in and about three in round and it was still soft.

Dave sat first in the jacuzzi smiled and winked at me, his wife sat to his left,I sat and sat next to her and Mr H. sat to my left.

Bobby, Mr H. said I can tell you like the benefits this company offers so far, but this is just the tip of the iceberg, we have so much to offer.

His hand slowly rubbing my leg and reaching my cock made me feel very confortable. This older man (68 yrs young) had started my motor running.

WE started the second bottle of champenge sitting in the jacuzzi and we were all feeling drunk and very horny.

Carol said well since this is going to be cockfest I think I should be treated like a lady and go first.

All of us left the jacuzzi dried off and headed for the large bed. Carol sat at the edge and took Mr H. cock in her hand and guided to her mouth. Dave and I sat next to her and started caressing and kissing her breast.

I took my hand and ran it up Mr H. leg and found his large balls My hand rubbed his egg size balls and slowly reached for his asshole. Sliding my index finger into his asshole caused him to push harder into Carol's mouth. She took his now rock hard cock with ease Truly this lady was a seasoned cocksucker.

Mr.H suggested that Carollay on the bed so he could eat her pussy Carol laid back spread her long legs and Mr H. began to lick her wet pussy. Dave motioned to me to feed her my cock.Carol's hot mouth took my cock and made it feel so good I almost shot off my load, but I held out waiting for a later time.

Dave in the meantime had moved behind Mr H.and started to lick his ass, I could not tell who was moaning the loudest.

Carol grabbed Mr H and yelled I need your big cock in my pussy.

Mr H. told Carol to get on her knees and entered her from behind, he looked at me and said Bobby you need to be in front and we will see how much she can take.

MrH slowly pushed his cock into Carol's pussy making her gasp at the size, I think he was now about 10 in hard. I took my cock slapping Carol in hte face and then fed her my 7 in cock. She took it deep and then came up for air and smiled and said just the right size.

Dave was licking Mr H asshole and his balls as he was banging Carol.

I knew that Mr H would not last long. Carol was moaning I'm cumming, oh God I'm cumming, oh shit!!!!!! Just as started her orgasm Mr H tensed up and started shooting his in her pussy, I could not hold out any longer and started shooting in her mouth, and pulling out I shot some on her face and breast.

Everyone collasped on the bed and was trying to catch their breath. I could not believe the intense orgasm everyone had just expierenced, Dave was the ony one standing and he had the biggest smile on his face I'd ever seen.

The moment wasso intense that Carol was laying her back softly snoring. Dave looked at the cum on his wifes face and smiled starting to clean her face and breast. Pointing at her pussy he suggested I clean her pussy out. Not one to be told twice I knelt between her legs and began to lick Mr H hot cum from her pussy.

More??????

 

[Seamen]

my first guy was about 15 years older than me, i've been fucked by guys 20 years older than me, it was nice

My first guy was 30+ years older than me, and boy was that fun! Back then, I didn't know about the terminology (I'm a bottom but didn't know what it was called, or even if it was a thing). He gave me certain tastes that I retain to this day - I love being fucked missionary, for instance - he gave a solid foundation to explore my sexuality.

I'm definitely very reminiscent today ..

 

[Cameron555]

would love to chat with older man. chat with me. . .

 

[jackstud]

would love to chat with older man. chat with me. . .

Wounders if we would get much chatting done

 

[jboggy]

my first...

My first was many years ago. It was an accident. I was at the party and I met this guy. The way he looked at me it made me tremble. We talked a little and I could not keep my cock in. He said the lived near and we could continue at his place. By this time I was almost numb of excitement. After sort drive we got to hist place. As soon as we entered the apartment we start kissing non-stop, my heart was beating harder than during my work-out. I do not remember how we walked into the bedroom but i remember ripping our clothes off. By the time i was on my back, we were completely naked, his worm hands were sliding up and down my body sending shivers thru the roof. He lubed me up and ... it took some time and when it was in, i was screaming with pleasure. I have played with toys before but nothing compared to what and how i felt. He continued stroking slowly and with every stroke my body was going crazy, my heart almost jumped out. He continued fucking me with faster and shorter strokes and this send me over the edge. I organismed beyond anything i have felt before. Unlike cumming thru cock orgasm and continued for another few minutes, until he finished. I was so excited and i was not done yet. He sucked me off to calm me down. He was a lot younger.

Update: my one of latest after transition.
View attachment 2267864

 

[kevinkox]

The only good m2m sex I had when returning the favor was with an older guy in his early 60s and I was in my early 20s. Of course, it helped he was packing a thick 8; but he could make me cum in 4 minutes if he wanted to.