Do You Remember Your First Bareback?

[azn777]

Do you remember your first time taking bare cock up in your ass? How was it feel?

 

I had my many first times man-to-man sex when I lived with a foster family in the States in my 20s. I shared a queen size bed with the elder brother in the foster family coz the parents thought he could help me with the school work. However, he taught me sex education and shared a lot of stories about his hot encounters with the girls, sometimes he shared the details when his best friends were visiting. I love hanging out with them just to listen to their stories and they exchanged knowledge/tricks with each other or even comparing their cock size and asked me which one is bigger etc. 

 

We became very close but never cross the boundary. Sometimes in the middle of the night, he would accidentally hold me in his arms and realized it was me, he would let go and apologized. One day, I told him im cool with that. Maybe that was the best hint I could give and I love it! ever since then, he would hold me in his arms, we shared a lot of things before bed until we fell asleep. Many times I woke up in the morning, feeling his hard cock on my back, making me horny and I started to have dirty thoughts about having sex with him. 

 

Of course, he was curious about my sexuality as I never mentioned anything about it, nor talking bout any hot encounters. So he finally asked if I like man or woman. I told him as far as I know, naked women dont make my heart beats than the naked men do. I could see the curiosity on his face. We cuddled up, he asked so many questions from my experience to my fantasies, then he surprised me at this point by telling me he has actually thought about having sex with guys but never met one. He adjusted his body so that he's looking down at me, his face was so close to me and asked "tell me, have you ever kissed anyone before?" I shook my head and told him, I have zero sexual experience. He smiled and asked again "Do you want to know how it feels when you kiss someone?" I pulled my naive card out and said yes but I dont have anyone to experience it with. Then he asked me to close my eyes and next I felt his soft lips touching mine, his big lips mounted on mine, sucking it softly before his tongue unsealed my lips, immediately his breath rushed into my mouth, little stink but to me its the taste of a man. i remember i moan softly. Thats when he rolled his body on top of me and the tongue was all the way inside my mouth exploring. He's definitely still one of the good kissers i know today. The pillow talks between us continued after kissing, he has more questions about me and from the Q&A we figured out im more of a bottom. He took my first kiss and then not long after that incident, one day, I was on my knees sucking my first cock with his guidance to make him feel good. He didnt cum in my mouth. He always pushed my head away, let me watch him stroking and cumming on his chest and belly, then let me smell it but I never get to taste his cum. We have been kissing, cuddling, sometimes giving him bj, thats all. That has slowly fulfilled my fantasies one by one and I started to fantasize about being fucked by him. 

 

This day has finally arrived, the parents were taking the kids for a trip during school break. We chose to stay home because the brother told me he will teach me more about sex. When the parents left, he handed me a bottle of liquid and asked me to clean up myself before he came home from work. This first lesson was the beginning of my real sexual life. He explained sex between him and his girl and demonstrated it using my body. He held me from the sideway, we kissed, touched, all these are nothing new to me until his warm hand rubbed my thigh and moved to my ass. His finger touched my hole. it felt good, he ran his finger on the surface of my pink hole, back and forth, up and down. my heart was pounding. Next, i felt his warm shaft, the head replaced the finger, rubbing on the hole, the sensation was a bit different and of course it was his precum. This is my favorite part of his explanation where he gets excited rubbing the hole and he will ooze so much precum on his girl's pussy, it keeps buiding up until its wet enough to let him enter. I wanted him to enter me so badly, i wanted more of his precum! i asked how can i make more precum out of him. He made me kiss him, apparently, soft lips and the kissing turns him on a lot and very soon my hole was wet with his precum. He pushed the head on the hole instead of rubbing it, the more he poked it, i got itched and wanted more and he did give me more by entering the head. I was in heaven for a second till his shaft stretching my tight hole, i regret coz its painful and the thought of having him inside me has gone lol. Anyway, he's so good at this, he didnt push further but pull out, using the head to slowly slide in and out. In between some pushes, he would pushed further. Few minutes later, I must be too tight so he grabbed a brown bottle, telling me it will relax me my muscles which will remove the pain. I took a hit of it, another hit on the other nostril, suddenly i felt like im going to pass out but at the same time, I want him inside me again. At this point, his head was pushing passed the limit, holding it there and sure enough, when the poppers kicked in, i felt my body pulling his manhood inside me. I pushed back a little as he held me tight in his arms and fucked me slowly.

 

"Do you like it?" i nodded and moan softly. When the poppers effect has gone, I realized he didnt wear condom so I requested him to put it on. His excuse was, he produced enough precum to guide him inside me, if he pulled out, his cock will get soft and we would be done. Of course I wanted him to continue. He said he's good and can control himself for not cumming inside me and added that I will not be pregnant if he shoot inside my guts, told me not to worry. I believed it and took another hits of poppers and i started to enjoy his full length of 7.5" inside me and making love to me. Each time he drilled, I wanted him to go deeper. This time, he suggested that when he grabbed the brown bottle next time, i would obey and sniff hard on both sides of my nostrils, i submitted. It felt so good having him on my back, fucking me slow and deep...

 

His breath became heavier followed by his whisper on my ear "it feels so good, my girl usually let me cum in this position"

 

"Do you hold till last second and pull out to shoot?"

 

"Depends, she loves it when i dont pull out"

 

He grabbed the brown bottle, took couple hits and passed it to me. I sniffed harder than before as he told. He pushed so deep inside me as my ass was rubbing his hairy pubes. Instantly, I became slutty and asked him to fuck me. He didnt pound hard but did the short slow stroke while whispering and begging "I'm getting close, I'm going to cum, please, let me cum inside you? please?"

 

Thanks to the poppers, i wanted it but didnt agree to it. The thought of his bare cock thrusting in my hole and having him spray his cum inside me hasbrought me to the climax and I started cumming on the bed sheet. He started to pull out, i shouted "dont!" but when his head reached the edge, i felt his cumshot in my ass as he shot from the hole deep inside me while slowly pushed all the way back in and collapsed on my back, continued to make love to me. 

 

We fucked again in the morning. whenever he didnt meet anyone, I was his backup. He never asked, when he rubbed his precum on my hole, i knew the mating process will follow and I would let him. He also told his best friend about what we did. I will share the second part of the story when I had sex with his best friend.

 

[Kwitekoolxeb]

M2F Transgender was my first bareback. Petite woman, about 5ft 6 to my 6ft 1. But she was hung 8inches and man could she fuck. Spent a weekend at her apt. She fucked my ass in every room lol. When she first slid in bare I looked back at her, she just smiled and shoved my head into the pillow. Proceeded to ride my doggystyle. 15min she came in my ads and stayed rock hard! She kept on fucking me even longer...about half hour and nutted in my hole again. I loved every second of it and lay there in bliss with her collapsed on my back, telling how warm and tight my raw booty felt.

[loadsofloads]

My first BB was when I was 17 with another lad from school.... We were just messing about and he asked if he could fuck me. I said yes. I'd never taken cock before so wanted to find out. No lube , just spit. ouch! Never looked back though :-)

[Promiseyoullpullou]

My bareback experience was when I lost my virginity with my former babysitter. I was 15 and she was 23. No rubber. Didn't even think to use one. A few years later I began to dabble with guys and don't really remember the first guy I ever topped, but I'm sure it was raw.

The first time I ever bottomed, I'd met him on aol and went to his house. I was 23 and he was maybe 50. He was smaller compared to me and might even be described as nerdy. I on the other hand was 6'5" and muscular. When I arrived at his place I don't remember how the play started, but when I saw his cock, I was enchanted. It must have been 10" long and beautiful. I knew I wanted to feel it inside me. When I found myself on top of him straddling him, he put a condom on and slid inside me. There was no pain, only an unleashed hunger. Without thought I leaned forward, reached back, and pulled his cock out of my ass, only long enough to pull the condom off, and quickly slid his cock back inside me. It felt as if I'd been missing this all along. He ducked me deep as I ride him back and forth, taking every inch. I knew I would let him cum inside me. There was no thought in my mind about his status, I just knew that I'd discovered heaven.

Unfortunately... Being this was my first time, I didn't know the basics for a bottom, and let's just say, he fucked the shit out of me... We both noticed at the same time, and I darted for the toilet and he jumped in the shower.

The moment had been killed and even though I apologized repeatedly, he ushered me to the door...

:-( Sad face...

Since that time many men have barebacked me and I barebacked many more. I began to consciously play with poz guys, loading up many. But as far as I know, no poz top has ever cum inside me.

So when that happens, I'll have another first time memory.

And if you live in or near NYC, or visit, hit me up. You can be the one to do it!

[whorepig]

My first time was with a family member and have never looked back since

[KindaBasic]

Can't wait for more of your story.

[Guest jason385]

In basic training, condoms not available. A hot sluty woman from Cali wanted to play. I cream pies her good. Whish I had the balls to suck the 10" cock of one of the other guys there. I was beautiful.

[subboy81]

i do, he had me face down on the bed and dosed on poppers, he was fucking me good when he said im going cum in you, i asked him not to, but he did it anyway , 

[azn777]

Part II - Sex with my bro's best friend

 

So, my bro told his best friend about our first sexual experience as well as being my sexual partner to practice his skill. He didnt believe us and yet started to ask about the details. At the end, he finally asked if he can have sex with me and my bro refused. Honestly, I would say yes coz he's better looking with a slightly thicker cock. I saw them naked when they were comparing the sizes in the past ...

 

nothing has happened for awhile and i have seen them regularly.

 

One day, I was home alone as I didnt have any class on that day. The door bell rang and it was him "looking" for my bro. He knew better that it's a week day, my bro was at work. I could smell fresh minty breath from him when he spoke. He walked although I told him no one is at home and he carried on with the conversation, sitting next to me. Without wasting much time, he asked if he could kiss me, just wanted to feel my soft lips. my heart was pounding again as fast as the first time I kissed. i nodded, in seconds, he face was so close to me and said "hey" ... i looked into his eyes, he smiled, his hands holding my face, we kissed. He softly sucked on my lips, my tongue, our mouth sealed on each other perfectly that the suction felt great. Great kisser makes me horny and i couldnt believe that I asked "Can I have sex with you"? He told me he would be gentle but i cant tell my bro that we met and have sex, it will be a secret between us.

 

As soon as we moved to the bedroom, we were both naked and he's super hard. i could see his precum at the tip of the head, dripping and forming a long string. I couldnt wait and got in the bed and he followed. I lied on my back, he's on my side, lifting up my leg so that he can position his cock on my hole and told me "I will not hurt you, ok". He did the same thing, pushing the head gently on the hole, rubbing it, teasing me while we were back to kissing. He precum a lot that his head has entered some. very soon, i felt the stretch and he pulled out. I watched him spit on his hand, wet the cock and it's back into my hole. when he entered, he turned me sideway, during the process, I shift my focus, feeling his chest pressing on my back and it followed by a struck of pain as he has pushed all the way in and fucked away. It was a bit dry but few strokes later, i was comfortable. The way he fucked is different. He loves it deep inside me, press his lower waist on my ass and grind. He's also very verbal, asking me to push back and i did. He moaned in pleasure and then asked me to slow down as he's getting close but he didnt want to cum yet. I didnt stop but continue to push back and pull away. "You want me to cum in your ass, dont you?" his hands lift my ass up in doggy position and man, he drilled my ass hard and fast and then push it deep inside me, started to growl and cum in my ass.

 

We met secretly ever since for a year before he moved away.

 

 

[Guest descartes70817]

I remember the first time I stuck my cock in another boy's ass very distinctly. It was an absolute disaster because we were both virgins and had no idea how much lube we would need. The problem was that once I pushed in he started squealing and begging me to stop and pull out. It felt so fucking good I knew I could only last a few seconds more if only I could stay inside him.

[xxxpdxxx]

I was 17 and captain of the water polo team, he was 18 and captain of the basketball team. We were chilling at my house and around 3am decided to skinny dip in the pool... ended up flip fucking that night. First for me, not sure about him though lol

[Guest iJoey]

I was 27 just married 6 mos. I started fucking women in like two weeks after we were married. I was an asshole. 

 

I had been bi before marriage, I started to fool around with guys about 2 months in....I met Jesse about 3 months later. 

It took him a month to get me naked, flat on my back with his 8inch uncut cock deep in my ass. I am just glad my wife was 

gone the entire weekend. I don't think my ass was cock free all weekend. 

 

I took about 12 loads from Friday to Sunday morning, and outside of one BBC no man has fucked or bred me more. 

Jesse fucked me pretty regularly for 6 months and then off and on for the last few years. 

 

Joey

Edited March 26, 2016 by iJoey

[fisterm8]

my first BB was with my first ever partner.........we had met about 2 weeks previously "as friends" and had kisses and given bj,s to each other only.........it was a hot sunny day and i decided to cut a hedge at my parents place to tidy it up and used old fashioned hand shears........the hedge was about 25ft long and as the sun was up i took my shirt off to save getting sweat on it.......it took a few hours or most of afternoon to do this damn hedge and id forgot about sunburn until i went indoors and felt a prickly heat on my back - ouch it was red raw almost - i couldnt wear my shirt afterwards but had a cool shower at parents....it was early evening at this point and after a bite to eat i went round to visit my friend topless.....he looked at my back and went to get some cream for it......he suggested i layed on his bed (id taken my trousers off) ..... he rubbed some of his soothing cream onto my back and if felt wonderful and he started feeling my arse through my tight boxer shorts.......we kissed but he couldn't lay on my back to nibble my neck,etc.....i felt my shorts being pulled down and he started rimming my hole.......i could barely move as my back felt on fire but i was loving his tongue up my hole.........he started rubbing his soothing cream into my hole and asked if i wanted fucked - i said yes - longs he didn't lay on top of my back as it was sore as fcuk.......he straddled my thighs then covered his cock with his soothing cream then gently pushed it all the way into me - he was about 8 inches long....he started quickly going in and out as fast as he could so im aching around my hole now and aching back everytime i move an inch or two - basically i was helpless feeling..........he kept pounding away and after a while he was by this point legs stretched out and arm each side of me raising himself off my back but i could feel he was close to cuming and as he came inside my hole making groans he collapsed onto my back causing me to moan as his chest stuck to me.....i said dont move so he stayed inside me way past getting soft then we gently pulled ourselves apart but it was painful (for me anyway).......i had a cool shower afterwards and he applied more cream but couldn't help himself fucking me again a second time and i couldn't help letting him either..........we had a 2 year relationship after that and i was fucked almost 3 times everyday by him.........good times but painful beginning LOL ..........remember to cover up in the sun folks especially if you are fair skinned like me.

[KindaBasic]

I was 17 and captain of the water polo team, he was 18 and captain of the basketball team. We were chilling at my house and around 3am decided to skinny dip in the pool... ended up flip fucking that night. First for me, not sure about him though lol

That's frick'n hot.

[verslut]

It was my first time fucking. My friend and I were 16. We watched some porn at my house and ended up having sex. First and last time using Vaseline as lube.