First time you had anal sex
- Thread starter aussieguy88
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I've had two totally mind blowing experiences! I hooked up with this shorter guy at a gay bar, we played pool and I challenged him that the winner gets any type of fuck that they want I lost and was so excited that he just wanted to fuck a tall good looking guy Like me. I had never touched a cock or felt a cock in between my lips or in my ass. I'd never had my cock in a guys ass before either and u still haven't!
I played with his cock it was a nice cock not big just hard and average size. He kept convincing me he wasn't gay totally just liked to have fun! I wa s so nervious I couldn't get hard. But we kept on making out kissing and toyching. We French kissed forever it seemed. Then u worked my lips down ro his cock it was full of precum. I couldn't believe I was so sexually free like this. I never swallowed his cock. I was afraid of getting hiv. I kept licking and stroking his cock. Then I told him I wanted a condom on hum so he could put his nice cock in my ass. He toungued and fingered my ass..I confided that this was my first time. He gently stroked his cock in my ass. That guy knew how to fuck a ass, he was a great fuck Omg! I still get excited!
His cock swelled up in my ass.it just got so big after what seemed like 15 minutes. I wanted him to pull out but it just felt so good I kept liking his cock in me! I buried my face in the pillow and moaned with each of his gentle tight strokes. My ass just couldn't take it anymore my butt muscles pushed his cock out. Oh fuck I came just then but it was my ass that came and quivered!
My cock was soft but my ass felt wet and hot! He begged me to suck him but focouldnt! Fuck what a great fuck, my legs were numb for days. I'd take his cock again if I had the chance. Wonderful 1st experience
I played with his cock it was a nice cock not big just hard and average size. He kept convincing me he wasn't gay totally just liked to have fun! I wa s so nervious I couldn't get hard. But we kept on making out kissing and toyching. We French kissed forever it seemed. Then u worked my lips down ro his cock it was full of precum. I couldn't believe I was so sexually free like this. I never swallowed his cock. I was afraid of getting hiv. I kept licking and stroking his cock. Then I told him I wanted a condom on hum so he could put his nice cock in my ass. He toungued and fingered my ass..I confided that this was my first time. He gently stroked his cock in my ass. That guy knew how to fuck a ass, he was a great fuck Omg! I still get excited!
His cock swelled up in my ass.it just got so big after what seemed like 15 minutes. I wanted him to pull out but it just felt so good I kept liking his cock in me! I buried my face in the pillow and moaned with each of his gentle tight strokes. My ass just couldn't take it anymore my butt muscles pushed his cock out. Oh fuck I came just then but it was my ass that came and quivered!
My cock was soft but my ass felt wet and hot! He begged me to suck him but focouldnt! Fuck what a great fuck, my legs were numb for days. I'd take his cock again if I had the chance. Wonderful 1st experience
FleshlightKing
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I was 17. I was drunk at a party, and I was sorta following this guy around. I had some curious tendencies. Well we were outside, he started feeling me, and I started feeling him. Then we proceeded to his car. There I sucked him for a bit, and then he turned me around. He entered, lubed up no condom, as I was bent over clutching his door. I don't really remember it hurting too bad, but I was also drunk. It felt good then, but I've tried it a few times after and I like topping more.
BDHB
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- BDHB,
I vividly remember the first time that I was penetrated. I was 16 years old, I had a 16 year old girl friend, and I got fucked by her 19 year old frat boy brother. We had messed around at his/her house a few times prior to him fucking me. When my gf would be in the shower or she would be deep in homework I would slip off to his room to chat or he would come hang out with me in the rec room up stairs. He would try to slip in a quick BJ or hand job without her knowing and we never got caught.
Then, when I finally decided to let him fuck me, we didn't have anywhere to go. About 2 miles from where I grew up they were building a brand new subdivision. It was mid-afternoon, but not too dark, so we went to a house that basically had the walls put up on the inside and that was it. We went to the 2nd floor and he laid me down on a towel that he had brought up from his car and we didn't have any lube. He worked his cock in real slow with plenty of spit and lube to loosen me up a little first. The discomfort slowly faded enough for him to actually throw my legs over his shoulder and fuck me faster for a while. I came easily and he came after he pulled out then we quickly jetted as another car was pulling up. It's a shame we had the opportunity to fuck in someones "newly built" home before the original owners did. (presumably)
Then, when I finally decided to let him fuck me, we didn't have anywhere to go. About 2 miles from where I grew up they were building a brand new subdivision. It was mid-afternoon, but not too dark, so we went to a house that basically had the walls put up on the inside and that was it. We went to the 2nd floor and he laid me down on a towel that he had brought up from his car and we didn't have any lube. He worked his cock in real slow with plenty of spit and lube to loosen me up a little first. The discomfort slowly faded enough for him to actually throw my legs over his shoulder and fuck me faster for a while. I came easily and he came after he pulled out then we quickly jetted as another car was pulling up. It's a shame we had the opportunity to fuck in someones "newly built" home before the original owners did. (presumably)
I was 16, my bf was 17 he was hung like a donkey. But damn it hurt. He yanked my hair ( he loved it rough). I was scared, my first sexual experience, but it was exciting knowing i can have an 8 inch dick alltheway in.
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Age 19. The same guy who'd first persuaded me to suck cock - but nearly 5 years before. Still a close friend. On New Year's Eve. Kinda buzzed. On my stomach, face up against the wall. He was an experienced bottom and fucked me expertly, with loads of vaseline, and no rubber - we were still pre-AIDS. It remains to this day one of the best fucks I've ever had. After he did me, we flipped and I took his ass - damn, being a teenager was good.
I was 19, in college and dating by first bf. we had swapped bj's many times & finally worked ourselves up to going all the way after we'd dated about a month. I was completely inexperienced with guys when we started dating - he'd had a boyfriend before but they'd never done anything more than oral & some fingering. So, we were each others first "all the way".
Anyway, one Sat evening we went to a really nice Italian Bistro for dinner. We were making it as romantic as possible. Looking back, we really put a lot of effort into the whole evening. We got to the hotel room after dinner, had a bottle of wine and took a shower. Ah, the stage was beautifully set. We were in the throws of passion when he whispered he was ready. He lay on his back, pulled me to him and invited me to take him. I was about to bust. Had never been that hard in my life. I'd never felt this connected when I'd been with girls - or this turned on. It was the perfect night!
I spit into my hand, lubed my cock up and down (about came then) and lubed up his hole, worked in a finger, then two.....he was ready for my cock - barked at me to "fuck me now!" - I tried to enter him....wouldn't go. My cock was too thick - we needed lube. He reached for the night stand & grabbed his Chapstick, squeezed some into his hand and rubbed my cock and his hole......
FUCK ME!!!! it was Carmex! Agh!!!!! My dick and his hole were on fire!!!
We leapt to the shower - it seemed to take forever to get the heat to go away - everything we tried just rubbed it in more. At last we left the shower & returned to bed - still aware of our mistake. We opened another bottle of wine, ordered a movie and fell asleep.
The next morning, we were back in the shower, I was shaving, when I felt his hands on my ass. Then the soap and then his hard cock between my cheeks. He asked if it was ok....did I want to.....could he try a finger.....I let him fondle me while I finished shaving and then I said ok.....first his finger and then two.....I was so nervous and turned on. Then he bent me over a bit and I felt the head of his dick slip in. Damn it hurt - it just sort of popped in there. Then he pulled out - that hurt more. Then Pop! Right back in there. He quickly pushed all the way in and then wrapped his arms around me, grabbed my cock and worked me back to hard while my hole adjusted. Finally he started to work himself in and out of me. Oh the feeling and sensations started to take on very pleasurable qualities. It didn't take him very long and it didn't need to - we just went with the moment. He gave a forceful push and dove into me when he let out a howl and shot his load into me. He came for what seemed like forever. Then he pulled out turned me around kissed me and turned himself around and spread his cheeks - he nearly screamed at me to hurry - he thought he could come again. I used a liberal amount of soap and dove straight in. He yelled FUCK and then told me to "go! Go! Go!" - and go I did. Maybe I lasted 2 minutes max before I came inside him with a thrust that nearly shoved his head into the shower wall. My orgasm sent him over and he shot another load all over the wall.
Spent. We went back to bed naked, clean, dazed.....
Anyway, one Sat evening we went to a really nice Italian Bistro for dinner. We were making it as romantic as possible. Looking back, we really put a lot of effort into the whole evening. We got to the hotel room after dinner, had a bottle of wine and took a shower. Ah, the stage was beautifully set. We were in the throws of passion when he whispered he was ready. He lay on his back, pulled me to him and invited me to take him. I was about to bust. Had never been that hard in my life. I'd never felt this connected when I'd been with girls - or this turned on. It was the perfect night!
I spit into my hand, lubed my cock up and down (about came then) and lubed up his hole, worked in a finger, then two.....he was ready for my cock - barked at me to "fuck me now!" - I tried to enter him....wouldn't go. My cock was too thick - we needed lube. He reached for the night stand & grabbed his Chapstick, squeezed some into his hand and rubbed my cock and his hole......
FUCK ME!!!! it was Carmex! Agh!!!!! My dick and his hole were on fire!!!
We leapt to the shower - it seemed to take forever to get the heat to go away - everything we tried just rubbed it in more. At last we left the shower & returned to bed - still aware of our mistake. We opened another bottle of wine, ordered a movie and fell asleep.
The next morning, we were back in the shower, I was shaving, when I felt his hands on my ass. Then the soap and then his hard cock between my cheeks. He asked if it was ok....did I want to.....could he try a finger.....I let him fondle me while I finished shaving and then I said ok.....first his finger and then two.....I was so nervous and turned on. Then he bent me over a bit and I felt the head of his dick slip in. Damn it hurt - it just sort of popped in there. Then he pulled out - that hurt more. Then Pop! Right back in there. He quickly pushed all the way in and then wrapped his arms around me, grabbed my cock and worked me back to hard while my hole adjusted. Finally he started to work himself in and out of me. Oh the feeling and sensations started to take on very pleasurable qualities. It didn't take him very long and it didn't need to - we just went with the moment. He gave a forceful push and dove into me when he let out a howl and shot his load into me. He came for what seemed like forever. Then he pulled out turned me around kissed me and turned himself around and spread his cheeks - he nearly screamed at me to hurry - he thought he could come again. I used a liberal amount of soap and dove straight in. He yelled FUCK and then told me to "go! Go! Go!" - and go I did. Maybe I lasted 2 minutes max before I came inside him with a thrust that nearly shoved his head into the shower wall. My orgasm sent him over and he shot another load all over the wall.
Spent. We went back to bed naked, clean, dazed.....
D_LeonardoDeCrapio
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I knew what I was looking for. I found a single guy (38 - fit, but just enough weight to qualify as a bear.) who I talked to about anal before. I went over to his place and we watched TV for a while and had "just happened" to be paying for some skinemax channels on Direct TV that month. We were mostly browsing and then some trans porn popped up, something different - nothing I'd experience before. Then I flat out asked him what we both were wanting, If I could suck his dick.
He pulled off his pants and I went to town on him (this was one of my earliest dick sucking experiences but not my first, but I was just beginning to learn the tricks of the trade - mostly from browsing LPSG before I made an account).
Then we did what we talked about doing on the way to his place. Fuck my ass. He grabbed some lube, and a condom then he slipped into me, like a hand in a glove. I was ready and accepting of him and his penis for the first time (I had practiced fingered myself a couple of days before this).
I took him in our first position with him on top, it was really difficult as I wasn't big on stretching. So we switched things around with me on top facing him and it was so amazing. I was bouncing up and down on him using my thighs and quads and he just started bucking away at me like a bull. I couldn't believe what I was doing. Then I just sat down and forced him to stop pushing. I leaned in, kissed him, came back up and started grinding him for about 3 minutes. I stood up and presented myself on all fours for the first time. He mounted me and within two minutes had cum. My body was in such an adrenaline rush. He pulled out, I flipped over and started jerking myself off to finish. Then he swatted my hands away and said "It's my turn", he proceeded to suck me off to completion. We had some more fun after than and I also had my first prostate orgasm with this man. He taught me alot on both giving and receiving and I've never been the same.
He pulled off his pants and I went to town on him (this was one of my earliest dick sucking experiences but not my first, but I was just beginning to learn the tricks of the trade - mostly from browsing LPSG before I made an account).
Then we did what we talked about doing on the way to his place. Fuck my ass. He grabbed some lube, and a condom then he slipped into me, like a hand in a glove. I was ready and accepting of him and his penis for the first time (I had practiced fingered myself a couple of days before this).
I took him in our first position with him on top, it was really difficult as I wasn't big on stretching. So we switched things around with me on top facing him and it was so amazing. I was bouncing up and down on him using my thighs and quads and he just started bucking away at me like a bull. I couldn't believe what I was doing. Then I just sat down and forced him to stop pushing. I leaned in, kissed him, came back up and started grinding him for about 3 minutes. I stood up and presented myself on all fours for the first time. He mounted me and within two minutes had cum. My body was in such an adrenaline rush. He pulled out, I flipped over and started jerking myself off to finish. Then he swatted my hands away and said "It's my turn", he proceeded to suck me off to completion. We had some more fun after than and I also had my first prostate orgasm with this man. He taught me alot on both giving and receiving and I've never been the same.
A guy I'd hooked up with a few times came over, and we were both relaxed because I had my apartment to myself -- my roommate was out of town.
A long while of making out, rimming, teasing, and a whole lot of spit and poppers, and... it just kinda happened. Slowly and unplanned, but thank god I had the forethought to shower beforehand. We eventually got lube and really went at it, and just like everyone said, it got more easier with every minute that passed. That experience turned me into a truly vers person.
A long while of making out, rimming, teasing, and a whole lot of spit and poppers, and... it just kinda happened. Slowly and unplanned, but thank god I had the forethought to shower beforehand. We eventually got lube and really went at it, and just like everyone said, it got more easier with every minute that passed. That experience turned me into a truly vers person.
In my early 30s I had just begun exploring male massages and made an appointment with an older guy in a upscale house with a dedicated massage studio. I was in the process of getting rubbed, when I noticed he had a swing setup on the other side of the room. I didn't say anything at first but curiosity got the better of me once on the flip and him stroking me. He asked if I wanted to try it out, and I said yes. I let on that I had done it before but I know he could tell I was a bottom virgin. He chatted with me while putting on the condom, and lube, while I got into position on the swing. Then without warning slid his entire length in me. I freaked out and told him to pull it out because it hurt like hell, but he just kept saying relax as he stayed lodged deep in my ass. I eventually did relax and he started to fuck me slowly, my own dick got harder than I ever remember it to be before. I mean hard as steel. He was jacking me while he fucked and the feeling of being filled for the first time made my eyes roll back. It didn't last long before I was shooting a fountain on my chest. To this day, one of the most intense orgasms I have ever had. Immediately afterwards I was overcome with a deep shame, and wanted to get out of there as soon as possible. It took awhile to accept that part of my sexuality, but I don't regret anything.
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My first anal experience was in my late 30's. I was married but finally caved to my bi curiosity and answered an online ad from a gay couple looking to show a "straight" guy what m2m could be. One was near my age and had a nice thick cock and his partner was around 50.
I was their plaything for an evening. I was fit and tan then. After some wine and small talk they took me upstairs to a well decorated bedroom with a big bed. They did everything to me, starting with removing my clothes, massaging, licking and kissing every inch of me... my nipples and asshole were big surprises! It felt great to have a tongue probing my hole! Two men working me over with hands and mouth felt heavenly despite my nervousness
I got to feel the big guys cock grow in my hand as I stroked him. I will never forget the feeling of holding a hard, thick, throbbing cock! Lots of oral ensued. I got to suck both of them. Two cocks for me to enjoy, but his partner seemed to suffer from ED and never got hard, but he really knew how to suck cock and eventually made me explode! He swallowed every drop! First time I had someone blow me to climax!
His partner then wanted his release. He had me stand up and face the bed. It was a tall bed, so he pushed me over so my torso was able to rest on the matress, bent over with my ass exposed to his hard cock.
I heard him tear open a condom and put it on and he pushed his head up to my hole. I was scared but eager to feel a real cock in me! He pushed it all the way in with one hard push. After a few slow thrusts it was obvious from my pleasure moans that I was comfortable taking him, and he commenced to aggressively fuck me!
I was pinned between him and the bed and he pounded me hard! His body slammed into me giving me full impact. It was shocking to me! I couldn't feel his cock over the body slamming! I just decided to ride it out and let him enjoy my virgin ass as i grunted and grimaced.
Fortunately it didn't take too long and he came. He pushed deep a feww thrusts, holding it in as i heard his obvioys, orgadmic vocal exclamations.i was relieved it was over!
We thanked each other and i got dressed and we parted ways. That was it... I was surprised how easy it was for me to have sexual contact with a man. I feared it may be more emotionally jarring, but it wasn't.
I went on to play with a dozen other men over the years, but only had anal from a few others. I never found a super big cock to try. I still hope to so.e day! Really hard, long, and super girthy is my dream!
I was their plaything for an evening. I was fit and tan then. After some wine and small talk they took me upstairs to a well decorated bedroom with a big bed. They did everything to me, starting with removing my clothes, massaging, licking and kissing every inch of me... my nipples and asshole were big surprises! It felt great to have a tongue probing my hole! Two men working me over with hands and mouth felt heavenly despite my nervousness
I got to feel the big guys cock grow in my hand as I stroked him. I will never forget the feeling of holding a hard, thick, throbbing cock! Lots of oral ensued. I got to suck both of them. Two cocks for me to enjoy, but his partner seemed to suffer from ED and never got hard, but he really knew how to suck cock and eventually made me explode! He swallowed every drop! First time I had someone blow me to climax!
His partner then wanted his release. He had me stand up and face the bed. It was a tall bed, so he pushed me over so my torso was able to rest on the matress, bent over with my ass exposed to his hard cock.
I heard him tear open a condom and put it on and he pushed his head up to my hole. I was scared but eager to feel a real cock in me! He pushed it all the way in with one hard push. After a few slow thrusts it was obvious from my pleasure moans that I was comfortable taking him, and he commenced to aggressively fuck me!
I was pinned between him and the bed and he pounded me hard! His body slammed into me giving me full impact. It was shocking to me! I couldn't feel his cock over the body slamming! I just decided to ride it out and let him enjoy my virgin ass as i grunted and grimaced.
Fortunately it didn't take too long and he came. He pushed deep a feww thrusts, holding it in as i heard his obvioys, orgadmic vocal exclamations.i was relieved it was over!
We thanked each other and i got dressed and we parted ways. That was it... I was surprised how easy it was for me to have sexual contact with a man. I feared it may be more emotionally jarring, but it wasn't.
I went on to play with a dozen other men over the years, but only had anal from a few others. I never found a super big cock to try. I still hope to so.e day! Really hard, long, and super girthy is my dream!
summer of 98.A new guy joned the class.We were both into Video games and he invited me for a sleepover soon so we played and later he started jerking so i joined him...and we started to jerk off each other.He wanted me to suck him and horny as i was i joined.Great time....thats how it all started.few days later we fucked each other on his parents bed and it was great.We had a great summer until he moved on to italy,or spain i dont remember.... so long ago.
It was a few weeks after my boss at the pet store hired me...I had been sucking his cock for a few weeks and he really wanted to fuck me. I was really nervous and wasn't sure about that...other than a finger I was a virgin. He convinced me to come in early on saturday to mess around and as usual I was working his cock in my mouth. He said no one will be here for an hour let's get naked so we were completely nude in the fish room of the pet store and I was licking and sucking his cock and balls by the rippling blue light of the tanks. After some persuasion I lay face down on the carpet and felt his legs ease between mine and his hard cock feeling it's way between my virgin cheeks...I felt his cock head at my hole as he pressed against me with his body. I moaned as it hurt some as his hard dick opened me up but as he started fucking me it started to get better and soon I was pressing my ass up against his hips as he went deeper and harder. I will never forget that first hot spurt of cum deep inside me. As he was pulling out I realized a childhood friend had been behind us. His hard cock tenting his sweatpants it was obvious he enjoyed what he saw. I knew this friend had been with my boss ,Bud, before but didnt know my boss told him about me. I was quite shocked when he pulled his sweats off and saw his thick cock! In my state of euphoria from just being fucked I didnt even pause when he pushed it into my mouth and didnt even protest when he rolled me over and had his turn fucking me too! I can still feel the cum running down my ass and legs...cant wait to do it again...and again.
I would answer but it would violate the terms of service by 4 years
Just last week in my gym steam room. I was in there just relaxing sitting on my towel completely nude as I always did. An older black guy walked in and I swore he had 3 legs, his cock was huge and thick. I could feel my cock starting to get hard. I tried to cover it up and he said don’t cover that up, I want to see it grow. That got me hard as a rock. He told me to stand up and start stroking it. So I obeyed him and started and then he said when you’re fully hard get on your knees and swallow this BBC!! I did and I could barely get his head in my mouth. This story is so long....if you want to hear the rest, inbox me 
Craigslist hookup. Lube, condom, on my back w. legs up and spread. He was average size maybe a tad longer. 6? He was pretty gentle, older guy. He fucked me at my own pace which was awesome. Fun guy
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