Your First experience with an Older Guy.

[veryhot1001]

Hello Forum,

I am not sure if there is already a similar thread exist in this forum., But it would be very interesting to know what is your first sexual experience with an older guy. I have met my partner when i was 21 and we are still together after 6 years. He was 45. It was a very different experience as i have never experienced with an older guy before, I met him in the Airport and then he came to stay with me which lasted about 29 days. I still can remember the first kiss, It was like floating in the air. Although we did not do Anal sex for at least an week, But everything was very passionate , sexy and and well i did spent a lot of time with his dick.

What is your first experience like, Please share with us.

 

[BrandonSBCA]

He was 34 years old, not really considered to be an older man, but we just sucked each other off and did 69, sadly it was with our clothes on. Just a quick blow job really. Wish it could of been with a man much older than 34.

 

[Theyoungman]

MOs of the guy I met were older. The first was 29...

The youngest was 20 and the oldest was 47...

I'm never meeting older guys for fun or sex again...

I'm only going for guys under 30 now...

 

[BigBoss]

My First Experience sucks,,,I consider that Biggest Mistake of my life,,,Well the guy was 33 and he was dirty,,,and a bad breath that u can judge by just looking at him,,,I was unaware of Gay Forums on the internet back then,,so the guy Found me in a MIRC channel,,which was Channel for straight people,,,we chatted and then eventually came the topic of sex and without even asking him for his pic i agreed to meet him out,,,I was very Afraid at that time,,,well anyhow when he arrived at the agreed place,,Man i still remember that i wanted to run away but hell,,i talked to him out of sympathy,,then he said to follow him,,,At that time my instincts were telling me to run but I ended up in his dirty room out of curiosity,,,well I didn't kiss him nor did anything with him,,he just rubbed his dirty cock against my body and i remember the moment he touched his cock on my body he came...Hahahahahha may be it was his first time to have sex with some Fine Guy,,,
Well in Short i can say that my first encounter with an old Guy is not something to cherish,,,,Any how the rest of the experience were Great,,,And now after having sex with total of 45 men in my life ,,i am into relationship with the 46th for almost 1 1/2 year,,,,and still love him and will always love him..BTw my Soulmate is 32 years old

 

[fat_gay_slim]

my first and the only experience was awesome. it was last week. i am 25 and he is 47. we met through internet. he is well educated, and an artist. he is so hot. there are some problems that we can not meet everytime we want but its still fantastic. i can still feel his lips and his smell... i love him, and im not gonna forget him. i am pretty sure about that. he is special to me. he changed my life...

 

[sweet_taboo]

My first experience with an older guy happened with my friend's dad when I was 16 years old...I think he was 35 or 36 at the time.

I had been flirting with my friend's dad and hinting that I wanted to do it with him for a long time. I had been having sex with boys in the neighborhood for a while and thought I was ready for this man. When the day FINALLY came, I wasn't as ready for his man-sized dick as I thought I was.....

We were in his bedroom --me on the bed, him standing above me. I watched as he smeared Vaseline on his dick and then rubbed some on my asshole. He slowly crawled between my legs pushing my legs up and back pinning them against my chest with his big body. I was so scared, but I wanted him so badly. I remember feeling his head against my hole for a brief moment then he pushed ALL the way in with one hard thrust. I screamed and cried for him to take it out, but he didn't. Instead, he lay on top of me with his huge dick deep inside my ass kissing me until it didn't hurt so much anymore. He continued to whisper between kisses that everything was going to be okay and that I needed to relax...that he would wait until I was ready. I relaxed as much as I could and whispered that I was ready.....

Then he fucked me like a madman for what seemed like hours. I was glad (and sad) when he finally came. I had never been fucked like that before...my ass was so sore. The next time we did it, he didn't push so hard and it didn't hurt so much. We fucked 3 or 4 times a week for the next few years until I went away to college.

 

[OrionNorthFL]

My first encounter is/was a bit weird. I was 21 or 22 and with my current boyfriend who was 27 at the time. When HE (my boyfriend) was 19, he dated a guy for 6 years that was 17 years older than him. After they brokeup, they remained good friends.

Anyway, so by the time I enter the picture, my boyfriend's ex is in his mid-40s. My current boyfriend talked fawningly about how much he lovvvved his ex's big cock, and eventually convinced me that we should have a threesome with him. I hesitated at first because 1) that sounds weird, and 2) the guy was older than my mother!

But, considering the fact that THIS is what he has between his legs:

http://olderbuds.com/picpost/displayimage.php?pos=-889 (yes, that's actually him)


I gave it, and I enjoyed it, and now we have a threesome with him a few times a year I'd say. Apparently, according to my b/f, "he likes my cock", lol.

 

[BearLover]

almost 3 years ago,
I was 20, in a bar after a birthday party of a buddy of mine,
I was half out of the closet, my friend knew, my parents didnt.
I was very drunk and it was near 4 in the morning.
Some older ( hot guy imho) came in, not sober either.
We looked, I started dancing near him, he touched me under my shirt and he asked me if I wanted to leave. I agreed and we left together. He wanted to take me home but I said it would be better if we went to his place cause at the time I still lived with my parent.
We arrived at his place, entered and the moment the door closed we started kissing very passionatly. We ended up in bed an hour later after doing al sort of stuff on his couch. He was the first man I ever kissed/had sex with. He was 44 at the time.
We met a couple of times after that and a few months later I met my current boyfriend who was 41 back then. I came out to my parents a month after meeting him and we're still together after 2 and a half year.

Greets

 

[BigBoss]

Sweet Taboo U r responsible for so much wastage of my Pre Cum,,,Lolss...Man that was some hot Story u wrote...Well Done

 

[hermanding]

never went to bed with anyone all that much older than i -about 12 years my senior would have been the largest age difference - but have been to bed with guys a lot younger - maybe the greatest age difference with a 19 year old and my being over32years older (and this college guy called ME, really). if the older guy is compassionate and experienced, he can give the younger guy an unforgettable positive time and appreciate at the same time the gifts of the junior partner.
ding

 

[coloradoguy]

My very first time was with an older guy. I was 17 and had gotten into a video arcade without an ID - don't know how since I didn't look very old. The guy was probably 35, dark hair and glasses I remember, and had real low hanging balls. He sucked me off and then I sucked him off. I still remember driving back to my parents house with the taste of his cum in my mouth. It was so fuckin' exciting I remember I jacked off the minute I got home.

 

[BrandonSBCA]

Ummmm I don't know what you people are going to think about this since when I saw this thread I figured most "older guys" would be around 40 but that just goes to show how little I think of age. My first gay experience was with an older guy who happened to be in town. I stayed on campus over the first summer after my first semester and hooked up with my first guy that summer. He was 67! Yikes! He basically sucked me off and he was the oldest guy I've ever been with by far. Sometimes I talk to him to make sure he hasn't died yet. To be fair he did give a good blow-job. He just removed his false teeth to do so hahah eewwwww. It felt good but was really nasty at the same time. It still makes me giggle.

After that the average age of guys I've been with is still pretty high and ranges from 21 to late 40's (majority in 30's). I haven't slept around that much but enough to take an average. So I read over the "older guys" in this story and most seem to think older guys = older than them and can't really contemplate much older than that. Oh well. I'm weird I guess.

People have their own definition of older guys. Hell some people think 29 years old is considered to be the label "Old Man" it's just their preference. I've usually thought my age level of a man being old is 40+

Welcome to JUB by the way.

 

[hermanding]

yikes brandon 40?? mere child. as we get 'better with age', that number somehow seems to rise.
ding

 

[BrandonSBCA]

yikes brandon 40?? mere child. as we get 'better with age', that number somehow seems to rise.
ding

Okay 50 then, because when you turn 50 you're already middle aged. So I thought usually 40 was the peek over when a person becomes old. Though I've seen men who are 43 and they look 30 years old, they know how to look young, then I've seen 39 year olds look really old, but you know what the older they are the better they are. Don't doubt the age of a person between how he is under the sheets.

 

[chancedude]

This took place I think around early October. I had just started my Freshmen year in college and wanted to have some fun. I made a profile on silverdaddies and on dadsandsons (or something like that). My profiles said that I was a virgin (which I still am) and that I was looking for a man to show me the ropes and to have some fun. You know, be a sex mentor or something. Well I e-mailed with a bunch of guys and I ended up chatting more with this certain guy. He was a almost 50 years old. He was a bear; hairy, had a nice cock (from pics he sent me) and seemed liked a nice guy. Well we talked on the phone for awhile and he started to get a little creeped out by him. He wanted to know what size pants I wore, how big my cock was and stuff like that. He asked me about my past experiences (which is only 1 experience which was fooling around), but still, I just got a creepy uneasy feeling. We both got pretty horny on the phone and jacked off. Then he said he wanted to meet, very soon, as in the next day. I told him that I wasn't sure and that I would call him the next day. Well, he called me and asked if we were meeting. I said yes, but then called him back and told him no. He sounded pretty mad and I was scared so I told him I was actually in high school, and not in college. I also didn't want to get anyone in trouble since I was 17 at the time. I stopped talking to him and that was basically it.

I should have told him the truth: that I wasn't ready to meet someone yet, and I didn't want to accept that. It was mean thing to do; lying to him. I felt bad about that. Now I know that if I want to meet someone I need to make sure that I feel comfortable with them online and on the phone and to always be careful and honest. I also have to make sure that I'm ready.

 

[Storybook_Man]

"there are some problems that we can not meet everytime we want but its still fantastic."

I know what you mean. Everything going on in my life right now has put sex on the backburner. I hate it too, because I make plans with someone then they don't go through and I feel like crap after it. Then the person just gives up.

I have only had 2 experiences with guys who were only 5-7 years older then me, and we didn't really do anything other then blow eachother. All of the guys I met who were older are 30-65 range.

But my first experience was with my father's friend/co-worker. Everytime I was at my fathers work he would tell me to take off my shoes then he would give me a foot massage and suck on my toes etc.... (He had a foot fetish, it is a major turn off for me now) Of course without my father or anyone being around us.

But our first sexual experience happened when he took me to the mall to meet up with some friends, which is what I told my father but it was to find out something from his co-worker. So we got to the mall walked around did some shopping then we left. When we got into the car I wanted to ask him if he was gay/straight/bi, but I was too afraid to ask so I wrote it down (yes haha). He told me why what are you, and I said I don't know and I started crying...... (I was around 14 at this time he was around 45). At this point he put my head on his lap and drove off. He started caressing my hair, face and ears to calm me down and make me feel better. Well it just turned me on, I started sucking on his fingers then made my way down to his bulge and started sucking and licking at it. He unzipped and unbuttoned his pants and let out his cock. I started sucking on it then I felt a sharp turn and he parked. We sat in an alley way as we were having oral sex. Mainly was me blowing him. I blew him for about 2 hours before we left. Thats how my first gay relationship/encounter started (yes we were b/f b/f).

We dated for a couple years and had sex around 10 times, I mean it is hard to get a 14-16 year old out to have sex. Well our relationship was a bit bumpy because he would always ask about my brother, like how big he was etc... And that was a major turn off. Then he had the nerve to go to work with my brother there and ask my brother to blow him, my brother said fuck no, he said why not your brother already did.... So he basically outted me to my family. I found out what happened from my family, called him and told him to stay the hell away from me, my family, and the workplace or there would be consequences (I was immature back then obviously). He kept his distance for about a month then started popping up, and I couldn't tell my family what happened between me and him, not for his sake but for mine. My family was still friendly with the guy after I told them I don't want him there because what he said. I had to stay clear of my families business because of the guy, he would always hit on me, take my shoes (foot fetish thing again...) and I couldn't do anything about it because I didn't want anything bad to happen, even though it already was. Then I moved away down to my other business in another state. And still saw him when I went to shows. He would always say stuff to me when my father was around but to the point where he wouldn't hear him. Then he stopped and I didn't see him for about 4 years. Then he pops up again this time I am friendly and he says I am not into boys anymore I am into adults, and said I am still into you and asked me to go trucking with him and go on a cruise with him..... To this day I never called, spoke or want to see him. He is why my gay life is so shakey. I have to watch my back and watch what I do because my family has hints at me being bi, I mean he basically told them, but somehow I got them to think otherwise, or so I think.....

Thats just my sob little (haha little) story about my first experience/relationship.

 

[Seripus]

One month ago. He was 32, I just sucked him off and did the same thing today.

 

[DerKanzler]

First time ever was this last Thanksgiving. He was 34 and I'm 19. He'd been IMing me a lot since the summer where he found me on Manhunt. I had jsut seen the movie Shortbus that day and was very horny from it, so I guess i ust broke down. I went to his house, so very nervous but also wanting to finally suck a dick and have a mouth around mine. So I pull up to his house and he answers the door.

My heart sinks a little, he doesnt look like his pics... a little less attractive than I imagined. Oh well, I was horny but nervous. We go down in the basement and sit on his bed. I'm kinda laughing nervously, looking everywhere but at him. Then finally he takes the first move and rubs my erection though my jeans. I take the hint and unzip. Then I unbutton and pull my boxers to my knees. It was so amazing, just him stroking my hard cock.

Then he goes down on me and I never knew something could feel so good as a mouth on my dick. He asks if I'd like to get naked and we undress. I lie down on my back and he goes to work on my throbbing cock as I'm moaning over and over. I ask him if I could suck him and we switch.

My first blow job. His dick was shorter than mine, by an inch or two, and his slit wasn't at the end of his dick's head, it was farther down the shaft. No matter, I went down on it gladly. After a few minutes I asked if he liked it and he said that I must have done this before. I smiled and said "no, I guess I just watch a lot of porn." I suck a little more then we switch and he sucks me again.

I figure I might I as well try it all that night since the guy has been pursuing me for months (and is still trying to get me to come over again). So I ask to fuck him. He leans over me and starts to sit on my cock... I could feel it moving up his hole. Then he starts to bounce slightly up and down. He's moaing like crazy. i'm not too crazy about it.

But then a few minutes later I ask him to stop and he gets off and starts jacking me off again. I reach down to jack him off but find his bush dripping with cum. I look down and find the hair on my stomach glistening with his cum. I still rub his cum-slicked dick for awhile until i'm about to erupt.

This has been about 45 minutes of the most intense sexual experience of my life... and when I finally cum, I explode everywhere. The first spurt hits me in the face and he gives a little hoot of amusement and aims my cock so the rest of it shoots off the bed. He says "oh my, I sure would have felt THAT in me..." then goes up and gets me a towel.

 

[Daddy-BearWorshipper]

Way back when, in 1977 and at the tender age of 16, I was thrilled to finally be able to get into one of the XXX porn shops that used to be scattered throughout Downtown Pittsburgh. At last I could check out the 25¢ movie booths!

While pulling my pud to grainy 5 min. flicks, I was shocked to hear knocking at the door of my booth and surprised further when an elderly gent of ~60 y.o. forced his way in. This very horny Daddy had busy hands but a touch of the ED. Still, he succeeded in spewing his senior sperm between my young ass cheeks as he jerked me off from behind.

It blew my mind at the time, but now all I have are hot feelings about my forced intro to horny GFILFs.

P.S. That evening, I nervously told my friend Kenny all about it. A few apprehensive hours later, I gave him his very first blowjob, the inaugural cocksucking of hundreds that this dude packing eight very fat inches of needy cockmeat would receive from me over the years.

 

[Time]

I was 2 years ago now, I was at meet him online he was a 31 lebanese bear (so badly my type), talked abit once nothing happened, then one nite started talking to him again. For the first time ever I didnt think about everything that could go wrong with doing this and I snuck outta the house at 1am drove for a fair way and meet up with him at a football oval.

Nothing bad happened at all in fact it was one of the best nites of my life, he treated me so nice, he was the first guy i ever kissed and DAMN we made out for what felt like an hour I LOVED IT! then I went down and sucked his nice big dick it was so good. I meet up with him a couple of times after that and I want to again