What Was Your First Time Like? 15 Guys Share Their First Gay Hookup Stories
There’s really nothing like that very first time, when awkward fumbling and nervous excitement begets either ecstatic pleasure or embarrassing failure. Luckily, most of us get lots of chances to try, try again.
For better or for worse, everyone remembers their first time.
Here to take you back to those formative years are fifteen Whisper about that first time hooking up with a guy.
Enjoy. And perhaps tell us about your first time in the comments section. 🙂
The one about the black stereotype tho… LOL
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69 Comments
Lord II
December 20, 04:23My first time was in an all boys boarding school….you know…senior friend calling out his junior aside and whipping out his dick in the dark……was so ooo …dunno!!!
Anonymous
December 20, 05:08My first time was in a movie cinema while the movie “Rio 2” was playing and boy, it was the most heady feeling ever.
Exactly a hundred and fifty eight days from today.
shuga chocolata
December 20, 05:39WTH!!! @ the cinema???? Meh the thirst is real. My first time was so embarrassing that I had to go bck to make it EVEN. *sips iced tea*
pinkpanthertb
December 20, 05:40All you people that are having grown-up first times… Hmm, those of us that had first times as teenagers nko? *facepalm*
Ace
December 20, 05:50I feel you!
supercharged69
December 20, 05:59@Pinky trust me on this one, when it comes to “sex-matters” it’s best to be an early comer than to be that one last uninformed latecomer! But your own case be like sey e waka come alone sha, poor rotten child. *sprinkles preservatives on you**
pinkpanthertb
December 20, 06:01Hahahahahahahahahahahaaa!!!!!!
u.k
December 20, 08:17those of us that b4 teenage nko?
pinkpanthertb
December 20, 08:51Good Lawd!
Peak
December 20, 09:23@supercharged69 guy u no lie oooooooo
I have been wishing I started early enough.
My 1st time wasn’t that bad cos I had watched enough porn to hold a Phd over the year (thanks to living in denial). But its just embarrassing to be trying things that ppl are over and done with and having guys lose interest or look at u as a clueless dummy all cos u don’t ve a body count that dates back to the victorian era
pinkpanthertb
December 20, 09:31Lmao Oh Peak
Max
December 20, 10:59Hahahaha hahahahaha… Skl days… I left quite a few body trail.. But thankfully I can still recall all of them… @ least I haven’t fallen off the wagon..
Airdeecan
December 20, 17:11Yeah me too….. I was six my first time was six with my best friend J behind the couch in NY living room.
pinkpanthertb
December 20, 17:13What kind of first time exactly is this biko?
Airdeecan
December 20, 17:01I know you,I walked with you once upon a dream……
Airdeecan
December 20, 18:10@anonymous..Awwwwww, you remembered…..
Anonymous
December 20, 20:15Yea baby … Remember I keep a journal.
supercharged69
December 20, 05:47Mine was 5th of December last year, and the only thing I still clearly remember is that I was more concerned that something might go wrong so much that I barely gave in to the moment. Simply put, no amount of videos or information whatsoever, can fully prepare you for that 1st front row experience.
pinkpanthertb
December 20, 05:54LOL! My first time was really not that bad. 🙂
supercharged69
December 20, 06:04You’re probably a natural, for some of us it takes an overtime skill acquisition to sync with the rythm.
pinkpanthertb
December 20, 06:08It wasn’t me at all. I was green, trust me. and very fearful. It was all Him. The other guy. He was the one with mad skills on bedroom antics.
Max
December 20, 11:00@Pinky, is it someone we both know!?? Looks @u with odu Anya..
pinkpanthertb
December 20, 11:04Hahahahahahahaaa! Wouldn’t you just love to know
Ace
December 20, 05:49Everytime is like a first time to me because it takes forever before hooking up with someone else so each time feels like u am starting over again. Did that sound corny?
supercharged69
December 20, 06:07Not at all, same here…
A-non
December 20, 07:41@Ace,same here as well…
DeadlyDarius
December 20, 08:05Yes it did. Circus-music corny…
B.A.D
December 20, 14:06lol, thank u 4 dis. Wayyy too corny
Ace
December 20, 15:18Lol! Well it is true nah. Right now only two people i hooked up with are etched in my memory and that’s because the romance and foreplay (which i am majorly only into) was breathtaking. The others are just like leaves blown like the wind in my head. I cannot remember them and it is most like because the time we shared was boring or not good enough to be remembered. Did this sound less corny now?
Vhar.
December 20, 05:54Oh, my first time was with 3 guys when I was Five. Lawd knows how hard I’ve tried blocking those memories. Yes, Molested and No, its no cliche!
Masked Man
December 20, 06:14So am the only virgin in the house?
Jace
December 20, 06:57Don’t be so sure
pinkpanthertb
December 20, 06:57Ah yes. And there was Jace. 😉
Jace
December 20, 07:07Lol… Observer’s bench
daniel
December 20, 06:40I don’t remember my first time, am I that weird?
FKA Chizzie
December 20, 06:43My first real penetrative sex was so painful, couldn’t sit for days…cried all week, thought my bum was damaged beyond repair and I was going to become incontinent, vowed never to do it again. I was 15 . lol.
#TeamKizito
December 20, 06:49Hian .
IVANKO
December 20, 08:02My fiRst time was exciting, painful, crazy and really scary especially when I saw blood on his big dick, won’t trade dat grt sweet painful experience for anything though cus It made me to understand and accept me.. Btw I was just 14yrs old #wink
Max
December 20, 11:0214 years?? @ 14 I was thinking about playing the latest PS2 games.. And ppl were already getting royally plunged… Hmmmm. Nice name though.. It has one ring to it.. IVANKO..
Handsomely Inclined
December 20, 08:04Masked man ,no be only you waka come ooo…My sheets are still clean too.
You know,I am so apprehensive about penetrative sex in whatsoever way.
Maybe my first time,the person in question will get me alcohol so that I can just dozz off ……,I wonder how alcoholic drinks taste sef…..or he gets me a sleeping pills….so I will not be aware of what is going on…
Maka chukwu,I can’t be awake and see one *amu uwa* dey enter *my temple of the most high oooo….
Nah,not for me…..
Absalom
December 20, 08:20My first time was awkward and uncomfortable. But the foreplay and afterplay was great. Lasted the entire night.
tobby
December 20, 08:41lol… I think I gave up after 10 seconds of trying to “get it in”.. We both went up disappointed.. I was sooo scared 😀
pinkpanthertb
December 20, 08:53Lmao. That ‘get it in’ sef… It can be very terrifying for virgins
Jace
December 20, 09:53It is very terrifying. I’ve tried a couple of times but still can’t go through.
@Handsomely inclined, does getting drunk help?
Max
December 20, 11:06That’s the most boring part of it all…ndi virgin… So annoying… They’ll keep whimpering like you’re about to kill em….hahahahahahaha.. That’s why most times I just skip that part.
DeadlyDarius
December 20, 08:49My first time was not as bad as I thought it would be. Late-bloomer here…I wasn’t a teen
enigmous
December 20, 10:00My first time was with my inlaw in a hotel room (trust me you don’t want the details). I just finished WAEC then and I didn’t even know what happened for over a week. Was that naive.
Khaleesi
December 20, 10:25***jumping up and down and flinging hands widely in the air**** i want details, pleaaassseeeee, i wanttttt …
Handsomely Inclined
December 20, 10:22@Jace….yes oooo….Its a therapy for being disvirgined….so says alot of girls and my wonderful sisters…lol.
At least you will be rest assured that you will not be aware of what is going on until everything don finish,
I say the pain for a first time na die oooo
Its better not to know what happens on your first time….,you can enjoy it subsequently as they say.
Better still,just take sleeping pills….the best they say
Absalom
December 20, 10:31Eew. That’s risky, having sex without your wits about you. You’re exposing yourself to rape, condom-sabotage etc. If anal sex is too uncomfortable then you should probably stop trying to have it. It’s not a big deal.
Khaleesi
December 20, 10:24after a few years of “groping in the dark”, blowjobs and pawing frantically at a string of guys, i finally had my first attempt at penetrative sex when i was 15, we were in dormitory bathroom. I can still remember how he walked up to me with his intense, sparkling eyes, and with a towel slung over his shoulders and very little else, said “its very hot, lets go and shower” … how could i resist being in the shower with this hunk who carried between his legs something i loved to play with and to suck at every opportunity i got? We got to the bathroom and lathered up, and he moved behind me and “commanded” me to lean forward … dizzy with youthful exuberance and anticipation, i quickly complied, i had then never heard of lubricants, my knowledge of condoms was only limited to the gold circle condom adverts i saw on tv … so, with no lubricant or condom, he PLUNGED into me!!! what can i say? i never in my wildest dreams knew that such pain existed, it hurt like a bitch who was chained and being burned at the stake … i felt like my insides had been ripped and torn asunder, i could feel the pure unadulterated PAIN, as the pain impulse traveled from my behind up along my spinal column and finally registered repeatedly and with shocking intensity in my brain … It hurt so bad, i didnt know whether to clutch at my ravaged behind or to clutch at my head where i could feel the pain washing over me in excruciating waves … i hurriedly pushed him away, he profusely apologised and when the agony subsided, he presented himself asking me to “enter” him … surprisingly, he felt no pain and his entry was smooth as a whistle … After that horrible experience, it would be about ten years before i would even contemplate allowing anything larger than a medium sized finger get anywhere near my hole … the memory of that painfilled night lingered for about a decade and in the meantime, i left a string of frustrated angry men who’s dreams of plundering my booty were always cut short … That’s what my first time was like …
A-non
December 20, 10:40Lol @ frustrated angry men whose dreams of plundering my booty were always cut short.
pinkpanthertb
December 20, 11:02One word. Wow.
trystham
December 20, 11:46All I remember from my 1st gay hook up is me screaming “ouch ouch ouch!!! Take it OUT”. I can’t remember his face sef
Dom
December 20, 13:43At first I thought being gay was about kissing and vaseline in between thighs. First time someone tried to penetrate me I was 14 and couldn’t bear it so I made it stop. A year plus later an older classmate of mine made me penetrate and fuck him, I was in high heavens. And so did I become top, living the black stereotype, as like yesterday. I can still hear the white twink screaming “it is so fucking big, I can’t take it.” Yet he was clutching to my body like his very existence depended on it.
B.A.D
December 20, 14:00Hun, ur 1st time was pretty gud :), I mean he took u on a couple dates, got 2 know u b4 making a move, dats sweet.oh & I don’t c any typos + ur writing is solid.
1st tym commenting??? welcome 😀
Adrian
December 20, 15:47My first time was with my neighbour in school…it hurt tho…the guy was abnormally big…buh I wanted more later on…
KingBey
December 20, 19:43Had my first time with another male back in the early nineties when I was about 8….and it was with my eldest brother who was 13 then…. I gave him a head and he used my laps. Thank God there was no penetration. #OkBye
DeadlyDarius
December 20, 20:31Blood of Zeus! *faints*
pinkpanthertb
December 20, 20:55:O Holy Martha,mother of Isaac!
Colossus
December 21, 06:10Was her name Martha? Thought it was Sarah.
pinkpanthertb
December 21, 06:17Sarcasm.
Khaleesi
December 21, 07:52***breaks out in cold sweat*** oh God! Sweet Lord! …. i hope you and your brother have been able to move past that and find normalcy in your relationship ….
Emii
December 21, 13:39My first time was with my handsome corper maths teacher…enjoyed every bit on it was about 15 then and in ss3….got A in maths that term too
Promise4all
December 25, 00:21Winsh, this ya ass was a good student ooo. To get the perfect A in the most dreaded subject maths. Any way mine was @ 7 with a chad neighbour of mine like 170% of my age
Usually done in hide and seek method any where in the building as far as say nobody smell that area in the year 2000
Frank enStein
December 26, 00:45My first time was in my first week of university with a guy I met the same week
courtsofdomasiobo
December 28, 15:04Late. My first time was with my neighbours sales boy. He was always groping my cock whenever no one was watching us and I was very excited and looked forward seeing him. One day he asked me to come to the tailoring shop where he worked and he picked a Sunday. All through that day in church I couldn’t concerntrate…I couldn’t find an excuse to leave my house under the surveillance of my strict religious “thou shall not” parents. Well,once I got home I braced up and sneaked out of the house damning all consequences. I got to the shop and he was waiting. He got a fanta and buscuit for me and before I could touch the refreshment he descended on me. He has just had his bath and was oiling his body in front of me and came to me. Pulling me up he started slowly touching me and asked me to turn. I thought at first we would do our usual cock rubbing and that was all but how wrong I was. He brought a huge dressing mirror and positioned in front of a big table. He told me lean on the table which In my state of confusion,I obeyed. I felt him rub Vaseline on my ass and then WHAM!!!! I went biserk like a terrified chicken but his strong hands gripped my hips very tight and dragged me back to his throbbing cock. ‘Its painful’ I whimpered in agony….still thrusting and moaning he said ‘na lie…e dey sweet you…stay well’…..I was in pain…my legs where shivering while I bit my hands in agony. I could see us in front of the mirror and my neighbors sales boy was flexing his muscles and doing fine boy faces to himself while fucking me. After what seemed like eternity he started talking some rubbish and began to rock his body back and forth while moving his head from side to side. I felt something rush into my stomach and dripping down my thighs. My neighbours sales boy (Obinna by name) staggered out of me and stumbled to hold a chair while moaning. Thick white cum was oozing from his cock..the floor was covered with sperm and we both where sweating like criminals caught red handed.
I have never seen sperm in all my life. I was just 10 and he was about 17.
pinkpanthertb
December 28, 20:30Wait, WHAT?! You were 10?! Damn!
RickG
March 18, 22:48I was 19 and My first time with an adult was when my brother in law found my gay porn magazine under my bed. I was staying with my sister and brother In law and she had gone out of town for a week.. I came home from work and Jack was sitting in the backyard talking to a friend of his. I chatted a bit then Said I needed to shower, since no one else was home and I figured he was still outside I wrapped a towel around me and went to my room. I opened the door and Jack was on my bed back against the wall with my gay porn mag in his lap. All I could see was his face the mag and his legs. He asked if I wanted to be the red haired guy or the black haired guy? The magazine was called The Homosexual in America! It was the first time I had seen anything like that. He had it folded in such a way that I was looking at the red haired guy sucking the other guys cock. I stammered something and he asked again, and said it’s ok he would not tell anyone. I mumbled the red haired guy I guess and he laced down the magazine and I saw his cock was hidden behind it and hard as a rock. He said go ahead and reassured me that it was ok. I got on my knees between his legs and began giving him a blowjob. I’m sure it was not a very good one but he didn’t complain. He started to cum and I got a mouthful and didn’t know what to do with it so I tried to swallow. Some went down, I remember using my towel to wipe up the rest. After that he sucked me and I came ina man’s mouth for the first time. He was better than I was and swallowed the whole load. We didn’t talk about it the next day but had another session the next night. Those were not our only times together. He was a great brother in law.