First time you topped?

crickets

what about the poopies??

I screwed an acquaintance's older boyfriend when I was in my twenties.

He was in his thirties and known to get around a lot. We were at a bar with other people and he asked me back to his apartment for a drink. At 2:00, I knew I was getting more than a drink.

He told me how badly he wanted me to fuck him, and even though I knew he was kind of a whore, I complied. It was pretty good, except that he really overplayed the panting and moaning and kept going on with "It's so big..." when I'm really a bit below average sizewise.

I was too inexperienced to know that groaning about a giant dick was what got him off, and at one point I took out my dick and said, "It's really pretty regular." He whispered/hissed: "You're ruining it." I then felt kind of ridiculous, finished fucking him in a near perfunctory series of half-hearted thrusts, and thanked him for the drink, which he had in fact mixed for me but which I hadn't touched. I left and hoped that his boyfriend, my acquaintance, would never find out because it was not worth any higher drama than the stagey, breathy big-dick talk that I had just endured.

I would have better luck and less in the future with considerably less fake moaning and canned sex talk.

Absence of reply indicative of DL sexual proclivities?

I love you r1.

I was actually pretty fucked up and the guy I was fooling around with as a baby gay threw a condom on my dick and started riding. Luckily at that age wood was no issue. Still freaked me out when I processed what was happening.

The funny thing is first time I tried to top after that, too nervous to get wood.

Similar to r5. A dude I was grinding on lubed up his ass (while he was blowing me) and sat on my dick. It wasn't exactly surprise anal, the DL favorite of all sex acts, but it sure as fuck didn't get much forethought. The guy really knew how to bottom, I will say that for him.

The second time I topped was with a guy who made a complete mess of my sheets. He excused himself to go to the bathroom but then snuck out of my place. I was already nostalgic for the first time.

I love you too r5

It's mostly been a disaster because- although the passion is there- I'm attracted to men bigger than me, then I feel like a Barbie doll fucking a teddy bear.

I need to find a short, versatile cub. Like this.

Don't click on R8's link. He's just trying to sell you a car.

We were both 13...almost 14. He had fucked me 2 days earlier. I was suprised that my orgasm was even more intense from topping than from bottoming.

I was a bit rougher on him than he had been on me. He had been too gentle and I thought if I was kinda rough he would get the hint and really put his back into it the next time. It worked! The next time after that he really tried to pound me through the mattress!

I keep notes...when I lost my Top virginity (was always a bottom before)

3/29/13 guy in town from texas with huge dick. Nice / funny too... Was just 2 min away. 6'3 230 of texas grade a beef...broad shoulders, masc, vers, not into creepy shit. Liked watching me JO and cum. Seems into me but who knows. We both came 2x. he talked about fucking me sometime on a balcony or me fucking him...joked about our 2 orgasms being "2 dates" - hot but he travels so much i dont know if i'll see him again or what his real deal is.

4/13/13 same as above - but I fucked him! Wtf insane. Came on his back. He came all over the bed... He liked getting fucked a lot - who wouldve thought id fuck a guy till they came - first time for everything.

bump for yet MORE crickets

It was with a masculine freckle faced redhead farm boy neighbor of mine. He was my cousin who lived on a farm right across the street from my families farm. He was 19 I was 16.

He had been with about 4 guys before me. He was being pounded up the ass regularly by this big burly butcher guy that worked for my family's meat market. He also got fucked a few times by a downlow black guy that worked for my family farm. He told me he fucked one of the teachers in the highschool that we both went to. He also had one hook up with some anonymous guy at a truck stop.

So he was experienced and I was a total virgin. We got in his truck and he drove me deep into a the woods on a dirt road to a secluded area so we could fuck. He offered me a beer but I didn't like the taste of beer when I was a teenager.

So anyway... He was an impatient horny bossy bottom. We got in back of his truck and he gave me a tube of lube and a condom and said "fuck me hard" He looked back at me and his face was all beet red and his teeth were bared in a snarl and he shook his head and said "fuck me! fuck my ass as hard as you can! tear my ass up" and he spread his ass cheeks apart and I saw his cherry red little asshole and I pulled out my cock jizzed all over his asshole and ass before I could even get the condom on. I didn't even touch him with my cock, I didn't even touch myself.

He just spread his ass cheeks showed me his asshole begged me to fuck him and I whipped out my dick and blew a huge load all over his hole and his freckled ass. Sprayed him with cum like a firehouse.

He looked back at me and said in a whiny impatient way "ohhhh God" "I told you to put on the condom, lube me up then fuck me. Was that tooo hard for you?" "I didn't tell you to blow all over my ass!" "Oh fuck" Then he started to jam his fingers up his asshole out of sexual frustration. Thrusting them in and out.

any actual stories?

Anybody remember a place called the Male Box in Des Moines, IA in the '70s?

Met a guy there and he wanted it.

No condoms of course.

He got it.

I was afraid I was hurting him. Ha! I remember his long straight blond hair and swimmer's body. He wore a wifebeater.

[quote]First time you topped?

You mean at the gas station?

I don't top usually. I was in Amsterdam in one of those clubs with a large darkroom. I saw a handsome guy and I just wanted to fuck him. I was drunk and horny. So I did. I couldn't hold my load too long. Afterwards we had a drink and he told he saw me as a dominate top and he is actually top and I was so dominant he wanted to bottom for me.

I don't think I am a top and dominant, but it was fun.

I have actually never topped. I thought maybe someday I would try it, but it’s beginning to look less and less likely.

A random trick.

Freshman year in college, my first bf. His roommate was gone for the weekend. He was face down on his roommate's bed, and came in about 10 seconds. On the bedspread. Spend the rest of the afternoon doing laundry.

I was 31. I was late to the party. I’ve never bottomed. I’ve always topped. But my first insertion was pretty good. Johnathan was his name. He was 10 years younger than me. We had a few oral encounters with each other before he let me fuck him. When the time was right, he excused himself to the shower for about 15 minutes. He came back with condom and lube and we got started. He spread his legs and let me hit it missionary until I came. It felt great. Tight! And he seemed to enjoy it though he didn’t cum from me fucking him. What did I know? He was also clean as a whistle. But see, I didn’t know anything about douching...and the next guy I fucked made me realize what an expert Jonathan was. The next guy basically dropped a deuce on my cock.

Goldstar bottom here!

Dear Lord in Heaven!

I was 16 (grade 11), he was 14 (grade 10), boarding school, 1997.

I was deeply closeted and quite committed to the pretense that I was a hetero douchebro, even though I made no effort to mingle with girls (it was a co-ed boarding school).

He was new that year and lived in the dorm room next to mine with a very annoying kid named Tyler, who was so annoying that Pete (not their real names) started hanging out in my dorm as a way to escape him, and found that I didn't mind him being there and befriended him. At this time I had no designs on his ass, I was just being nice and didn't find him attractive, though he was a bit of a early bloomer. My main wank inspiration then and to this day was/is college jock types, and he was a small guy who liked marijuana and had a rebel attitude.

Long story short, he liked to wrestle, and found I liked it too. Before long, I started to want to fuck him, and it escalated to a point where I was DESPERATE to fuck him because the wrestling got more and more sexual as time went on. He would "jokingly!" press his ass against my crotch, would press himself right up against me and growl, it was unbelievably hot.

One evening my room mate is gone for a band thing and in comes Pete. I was focused on homework but we chatted a bit and I stood up to get a book off the highest shelf above my desk. Pete suddenly put himself between me and the desk and started running interference, batting my hands away from the shelf, keeping me from getting hold of the book I wanted.

I was sick of this flirty shit by then and reached around, grabbed his ass cheeks in each hand, squeezed, and lifted him up to sit on the desk by his ass. Once on the desk, I kept my hands there and worked my fingertips toward his asshole. He had his arms around me and was suddenly very still. I kissed his neck. He pulled back and looked at me and I said, "you need to stop teasing."

15 minutes later we were in the woods nearby and I was stuffing my dick in his ass bareback, doggie style. I actually had KY jelly I used to jerk off, so we had proper lube. Neither of us knew wtf we were doing though and it was just luck that there was no mess, he was clean, and soooooo tight. I didn't know about pre-play to get the bottom ready so I just pushed it in and it hurt him but he held on. I'm only around 7" but that was long enough to hit bottom, which also hurt him and at that point he almost did make me stop. He was a trooper though and I fucked him clumsily and came after maybe 2 minutes. We sort of cuddled after and I massaged his asshole by way of apology for the pain. Next time we tried, it was better. Fucked him maybe a dozen times.

It was actually the first time I had sex. The guy was a couple years older and put his dick in my butt and it hurt and I bled a little. But then I wanted to try it and he was all for it. I was hard but couldn't cum, so I just pumped for a while.

I now realize he was probably a total bottom (oops). This was supposed to be his Big Saturday Night Fuck that he could tell his girlfriends about, and he was visibly disappointed I wasn't well-endowed.

I spent many wasted years thinking I was just a bottom born to please Daddy. I'm actually more versatile-to-top.

Very hot, r24. I love stories where it builds to the sex instead of going straight there.

The number of ESTs in this thread are incredible. Round of applause to the troll that thought this up.

I am usually not attracted to other bottoms. I was just once, really cute Jewish kid that I could actually picture myself topping. But I blew it with him before we could get that far. Since then, nothing.

One time in bad camp...

The first time!

[quote]this big burly butcher guy that worked for my family's meat market

This phrase alone is like three Nifty stories rolled into one.

I laughed, I cried, it became a part of me...

I was in prep school and went to a local college tea-room to suck cock. This muscled, skinny, Israeli dude told me to follow him to a classroom and presented his hole and said please fuck me so I did.

When I was 21 I became friends with this queeny gay guy. He was the first gay friend I ever had. The first time I went to his house I met his 40 year old uncle, who was also gay. I thought it must be nice to have a fellow gay family member. We all went out to the bar and had a good time. We got back to his house and my new friend complained that his grindr hookup ghosted him and asked me to sleep with him. I was hesitant because he wasn't my type. His uncle called me over to him and rammed his tongue down my throat. My decision was made. I told my friend I would sleep in his uncle's room. My friend left the room grumbling. Apparently this wasn't the first time this had happened. We got in his bed and he started eating my ass. I braced myself, assuming he was preparing to top me. I guess because I was a scrawny twink people always assumed I was a bottom, though I always had trouble enjoying it. He flipped me over and started sucking me. Then out of nowhere he sat on my dick. It was instant bliss. Like warm honey. He got on his back and I mounted him, holding his muscular ankles in my thin trembling hands. When I put it in the second time, it stung a little. My frenulum wasn't used to being stretched so tightly. I came in about a minute and I was too slow to pull out. I was pretty embarrassed, but he assured me it was okay. I remember the next morning, him cooking me breakfast with a warm smile.

I can't bottom, and I'm a lousy top. That's the truth. I was just very lucky that my BF (who is a very sweet bottom) took charge of the situation.

First time I topped was pretty ordinary. Fifteen years old, guy I fucked was 17. Thing was, I never stopped. Nobody ever wanted to fuck me, but they were always interested in sucking me or having me fuck them. By the time I was 18, a guy told me I am a natural top.

And so on. In the Navy, guys always wanted me to fuck them. One time a guy blew me and said, "You have a perfect cock for fucking," and I fucked him. Now I'm a confident total top.

I only realized something a couple nights ago. I've written about it on here, but a friend stopped getting with me after nearly 3 years, after I started fucking him. He would cum every time I fucked him. I think he was starting to have feelings. The part I didn't consider was that he was having feelings because he was cumming every time we had sex. When he blew me, he rarely came, and only by jerking himself off.

You mean there are gay guys in the Navy?!

Yes and even more in the Marine Corps.

I was a top when I first started having sex and then became a bottom about a decade ago.

I honestly don’t recall the first time I fucked someone.

You could be me r39. I've gone back and forth as top or bottom depending on who I was seeing.

Never topped.

In Amsterdam, gay club’s dungeon. I saw a hot guy and he was bottom. I was drunk and super horny. He wanted me to top him. I did and it felt great. I came fast and loud. Used a condom. Later he said when he saw me there was such a determination in my eyes he just couldn’t resist me. I had no idea I showed my lust for him so clearly. I was drunk and horny...