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  1. #151

    Re: how was your first time getting fucked by a guy?

    Very nice story, I really enjoyed reading it. I wish it could happen to me.

    Quote Originally Posted by cumlayme View Post
    My wife and I have been in the Hotwife lifestyle for about 7 years or so. She has a lover from time to time but I don't play with other women, and sometimes it feels like I'm slowly becoming a Cuckold but that's another story . My first time being fucked by another guy was last year. My wife's lover came to stay with us for a weekend and they took over our bedroom and fucked all of Friday night and most of Saturday. We all got into the booze and my wife ended up having a little too much and fell asleep after being laid by him and we didn't want to wake her up for awhile. He came down into the kitchen wearing my wife's house coat which was funny and I ribbed him about looking so sexy lol. He said "ok now it's your turn", he took it off and said you wear it so I can see what it looks like on you. I started to put it on over my t-shirt and joggers and he said "no no, you have to be naked underneath like I was".

    So I laughed and undressed and as I was stepping out of my joggers I had to bend over a bit and he commented "Holy shit dude, you have a really hot ass and don't take that as a gay thing, I mean you do have a hot ass for a guy". I laughed again and said "yeah Cathy tells me the same thing". Now by this time we both were pretty loaded up with booze and neither of us had much inhibitions. He said "look, I'm still horny as hell and Cathy is useless for awhile, would you consider letting me fuck your hot ass?" I laughed and said "yeah whatever"! He said again "no really, I'm not gay and I'm sure you aren't either but hey it's just sex and you're providing me a hole to fuck and I promise I'll go easy like I did when I fucked Cathy in the ass (which she would never let me do lol). After some constant prodding by him and a few more drinks I said "ok what the hell, lets do it".

    He smiled and ran upstairs and soon returned with a bottle of lube. I asked him "where's the condom?" He said "now where the hell am I going to get one of those? I've been fucking your wife without one for almost a year and she didn't get anything from me and obviously I didn't get anything from her so it's pretty obvious we're not going to get anything from each other right?" I thought about it and said "yeah I guess you're right". Again he smiled but this time it was a really seedy look like he conquered this battle lol. He got me to lie on the table then put my knees up by my chest. Then he squirted lots of lube on my hole and proceeded to slowly work his fingers in one at a time until he got three into me which took some time and I started to enjoy it instead of the pain that it started with. Then he squirted a bit into my hole then squirted a bunch of it onto his cock and spread it well with his hand. I was nervous as he put the head of his large cock (much bigger than me which is why he's fucking my wife and I'm not lol) up to my hole and started to work it in. He was very gentle about it and there wasn't much discomfort. After he got his cock in about 3/4 of the way he said "are you ok?" and I said "yes it feels good". He said ok and started to fuck me harder and deeper.

    Within about 5 minutes he was lying almost on top of me and had me pulled out so my ass was out over the table edge and he was supporting me. He began fucking me very hard and I could feel and hear his balls slapping against my cheeks. He started sucking and biting at my nipples the way he always does as he's fucking my wife and fucked me like he owned me and I have to admit at this point I didn't mind being owned lol. After about 15 or twenty minutes he started breathing really hard and said "I'm going to cum, can I cum inside of you"? At this time it felt so dammed good being fucked like a woman that I heard myself say "Yes yes, breed me like you do my wife" and thought to myself was that me that just said that? Now he was slamming into my ass real hard and I swear I could feel his cock get even bigger and I soon felt his cock throbbing as he was pumping me full of his sperm. When he was done he slowly pulled out and said "fuck man, you should rent out that pussy, it's amazingly tight" and laughed. I laughed as well and said "it should be, you're the first one in there". When he was completely out I could feel his cum running out of me (which was surprising considering how much of it he had pumped into my wife over the last day and a half) and it was then that I realized what it felt like for a woman when cum runs out of her pussy. When he started walking over to the counter to pick up his beer the first thing I saw in the doorway was my wife with a big smile on her face.

    I was shocked and didn't know what to say. She started clapping her hands which made him turn to look and started laughing when he realized she saw what happened. She said "well now, that's perfect. You finally found a way to be useful at sex besides your mouth that is (I'm good at licking pussy lol). She looked at him and said "was his pussy tight?", he laughed and said "yes it was really tight but not as nice as yours babe". She smiled and said "well I guess you'll be fucking us both from now on". I was a little shocked and said "no I don't think so". She smiled and said "yes I think so and if you don't agree to it then I'm going to tell all your buddies about my lover and about how he fucked you and how much you enjoyed it".

    All I could say was " shit, yeah ok fine". He patted me on the shoulder and said "don't worry, it's just between us and we'll all enjoy it". I felt a bit better when he said that, until he said "and oh yeah, when I fuck you you're going to wear Cathy's panties for me to take off". I knew I was screwed more ways than one right there and then lol. But to finish this off, I really do enjoy being fucked hard and deep by him and wouldn't think of stopping now lol. And yes I do love to look at pussy and wish my cocklet was big enough to satisfy my wife or another woman, and I would never kiss men and never look at men wanting to have sex with them. So I'm a forced bi and enjoying it

  2. #152

    Re: how was your first time getting fucked by a guy?

    My 1St time was fantastic he was a newbie like me and took his time and he wasn't overly large. Once I got over the initial pain ( he did use Lube but I was still very tight) I loved it. That was about 6-7 years ago. My 2nd time was just this week and it was almost like my 1st time all over again Looking forward to my NEXT time with him

  3. #153

    Re: how was your first time getting fucked by a guy?

    My first few experiences with being ass fucked were actually quite horrible. I was 14 at the time. The two males were a few years older but just as inexperienced and entered me without the aid of any lube at all. They made it inside but the pain was horrible from start to finish. Eventually ( I think around the fourth or fifth time) they used butter as a lube. Not ideal I suppose but much better than entering me dry. I learned to love being fucked and invite it frequently.

  4. #154

    Re: how was your first time getting fucked by a guy?

    My first time was with my best friend, we were both 14, he had a really nice cock, sort of flat and wide instead of round. At break we stayed at his brother's apartment but his brother was away most of the time (both days and nights). One night we just happened to look out the window and there was this girl undressing and since we were higher we could see pretty much everything. Since my bed was close to the window he came over to my bed and as I was on my tummy on the bed he laid right on top of me. Soon he stared to take my jammies off and I could feel he was getting excited and really wet (we were like 14-15 at the time), I could feel his head right on my hole. I started squirming and thinking he was just leaving it there, although it felt quite good. Next thing I know it slipped inside me and gosh what a feeling! He came in me and we flip flopped that night. We did it one more time after that and I left the school. I have never seen him since. I would have loved to see him again though.

  5. #155

    Re: how was your first time getting fucked by a guy?

    It was fucking amazing! It happened just today with a guy I met some time back. We started sucking and stroking each other then he fingered my asshole as he sucked me. His cock was as long as mine but nearly twice as thick. He pulled my favorite white bikini panties down and slid that big cock inside me and fucked me well. I absolutely loved it... then he ended my pulling out of me. removing the condom and cumming on my tender asshole. On my request he rubbed it up and down my crack with his cock.

  6. #156

    Re: how was your first time getting fucked by a guy?

    glad u finally got to experiance it & u had a goodtime

  7. #157

    Re: how was your first time getting fucked by a guy?

    About 4 years ago i called a friend who i have had sucking encounters with in the past and since i travel frequently i was able to visit Dallas where he now resides with his wife. I had told him i was ready to try and bottom which is something he has always wanted to do to me. So once i arrived i called him and game him my location and room number. We met downstairs and decided to have a beer at the bar before heading to my next adventure. Before leaving home i had given myself an enema to ensure i was nice and clean. Once in the room it wasn't long before i was on my knees sucking his cock, before long we were naked and 69ing and as we played he was fingering my ass. He would take the head of his dick and rub it on my tight little hole and he reached for the lube that i had brought along. I wasn't a total virgin because i had played with some dildos back home. The only way his 8 inch fat cock was going in was to get on top of him and ease it in myself. Once in it felt wonderful and i was riding it very hard. I pulled off of him and got on my back so i could watch him thrust me hard. He entered me again and the way he moved made me cum all over my chest and he took his fingers and scooped up some cum and fed it to me. It wasn't long before his intense pounding resulted in my ass being filled with hot cum and feeling his cock throbbing as it unloaded made me hard again. For me my 1st real cock was truly something i enjoyed.

  8. #158

    Re: how was your first time getting fucked by a guy?

    Help me get my first cock and I will tell you everything about my experience. You want to be my first. How big is your cock?

  9. #159

    Re: how was your first time getting fucked by a guy?

    Quote Originally Posted by Ewerton View Post
    So...how old were you? How did it feel like? Did it happen before or after you started having sex with women and if it happened before, did it affect your attraction to women? I wanna do it..just not sure if I should before I start messing around with girls( which might as well happen in a few days, I'm trying to get one). I know a guy, pretty nice one who will top me...I just gotta let it happen...so any thoughts on it will be appreciated...thanks!!!
    it was before my first girl by 2 years. i was 11 he was 15 i started it. i am the one that wanted it. and i loved it. we tired but he couldnt get it in then we found some hand lotion and he was balls deep in me in less than a minute. it was great

  10. #160

    Re: how was your first time getting fucked by a guy?

    It was the most wonderful feeling ever. He took his time and entered me slowly. When he was all the way in he let me get used to him before he started fucking me. Then when he started stroking in and out of me it felt so good that I didn't want him to stop. After several minutes he finally gave me his nice, hot load. From that time on I knew that I wanted to get fucked as much as possible. The only downside to my first time was that the guy fucked me only once. I would have liked for him to me at least a second time.

  11. #161

    Re: how was your first time getting fucked by a guy?

    Mine was pretty nice.

    About three weeks before I had met this guy for the first m2m sex that I ever had. We exchanged oral and mutual masturbation. He called three weeks later asking if we could get together again so I arranged to go over to his place.

    We spent about 30 minutes in bed kissing, sucking each other, fondling and then I asked if he'd be willing to fuck me. He said OK, but I could tell it wasn't his thing but he obliged. While he put on a condom I lubed myself up. He got behind me, fingered me for a minute or so and then slid in. His cock was only 4.5 inches so it didn't hurt at all. He started gently fucking me and at some point in time I looked between my legs and saw a constant stream of pre-cum flowing out of my cock. I felt great. He kept going and about 10 minutes later he came.

    He pulled out and lay o the bed. I cuddled next to him while he jerked me off and then we both slept for about 30 minutes before I had to leave.

  12. #162

    Re: how was your first time getting fucked by a guy?

    I was 17 and my step brother was 15 and we often watched porn at night and jerked off together. One night he begged to suck my cock he informed me that he had sucked alot of dick and was an expert dick sucker, he promised it would be the best head I ever had. I said ok suck it Bro and he opened his mouth and swallowed my cock whole. He was AMAZING. After that it was on I'd go down on him but mostly he had my dick in his mouth alot. Eventually we fucked each other which was ok. But being as we where brothers it was a relationship that continued until he was around 20. He was the only male I felt ok being with. We both always had GF, but brotherly love was where the hot sex was.

  13. #163

    Re: how was your first time getting fucked by a guy?

    First time was with a guy I had met online and had a few encounters with prior. We were mainly into sucking and jacking off. One time we were playing with sex dice, altering the actions a bit, things got real hot as we were rimming and fingering. Me mostly on the receiving end. I couldn't resist anymore and asked him to take me. He took his time. It never hurt and felt fantastic. I still gladly give up my ass to him whenever he wants.

  14. #164

    Re: how was your first time getting fucked by a guy?

    I was around 30 years old and well after I started having sex with women and in no way has it affected my attraction to women . But we are all different young man only you will know when you do it. I started sucking cock way before this and love it as well as getting fucked in the ass. If you want to do it go for it I did and loved it if you or the guy that's going to fuck you jacks you off you are going to cum very very damn hard. As far as the girl is concerned go for it

  15. #165

    Re: how was your first time getting fucked by a guy?

    I was 15 he was 17. It was the same guy who I gave my 1st blowjob to. He asked me if I ever thought about getting fucked and I had to be honest and told him that I had. In fact I had been using the shaft of a putter to fuck my ass and really liked it. He asked if he could fuck me. I told him yes, was nervous as all hell but wanted it bad. We were already naked....he went and grabbed some lube and rubbed it on my hole and his cock. I laid on my back legs spread wide and he put his hard cock to my hole. He eased it in and when it poked inside me my god did it feel good! He eased it deeper...it hurt a bit but felt great. He started to pump me slowly and it didnt take long before he was in me deep. I love feeling him pumping me. It only took a little while before I could tell he was ready to cum. He pushed it deep, held it there and filled my ass....what a feeling!!!! After he filled me he pulled out and gave me the one and only blowjob he ever gave me. I guess he thought he should reward me. Little did he know his cock and cum in my ass is all I needed!

  16. #166

    Re: how was your first time getting fucked by a guy?

    I was 53. I didn't accept my liking of gus until I ditched the Christian myth. It didn't hurt a bit and was great!

  17. #167

    Re: how was your first time getting fucked by a guy?

    It was fantastic. I was fourteen and he was 15. The moment he touched my penis i knew i was going to like it. He used baby oil to lube me and himself. I straddled him, facing him. He came really quick. Then masturbated me until i came.

  18. #168

    Re: how was your first time getting fucked by a guy?

    it was , wow, had been doing oral with this guy for some time , he had wanted me to let him have my ass a long time, but i thought he would hurt me , he was over 8in and thick , but could stay hard for a long time ,, he said he will not hurt , and will start real slow ,and open me up with a small dildo to get me used to it ,, he was right ,, when it got to the real cock going in me it was so easy , and the deeper he was the better it felt , i don t know why i waited so long , he made it feel so good

  19. #169

    Re: how was your first time getting fucked by a guy?

    Quote Originally Posted by trackerone View Post
    it was , wow, had been doing oral with this guy for some time , he had wanted me to let him have my ass a long time, but i thought he would hurt me , he was over 8in and thick , but could stay hard for a long time ,, he said he will not hurt , and will start real slow ,and open me up with a small dildo to get me used to it ,, he was right ,, when it got to the real cock going in me it was so easy , and the deeper he was the better it felt , i don t know why i waited so long , he made it feel so good
    Yeah when done right it is amazing. Luckily my first was a very experienced ass maestro.

  20. #170

    Re: how was your first time getting fucked by a guy?

    I was 9 my uncle wanted to see how sensitive I was slid right in would cum multiple times, and he would share me sometimes.

  21. #171

    Re: how was your first time getting fucked by a guy?

    My 1st anal experience was when I was in collage in Mpls. My room mate was very Bi and back then I was straight, had a girl friend which I married 32 yrs ago and still married. Over Christmas break 2 weeks prior I was introduced to cock and cum, and once I did I had to have more. Fast forward a few months to spring break, not having much money he and I decided to stay in Mpls during break. During that time between Christmas break and spring break my room mate and I enjoyed many a night pleasing each other’s dicks.

    Anyhow, he had often talked about anal and I was nervous as I thought it was dirty and painful. So one night drinking and watching porn he convinced me to try it, he taught me how to properly prepare for anal via enema and lots of lube. We spent the afternoon getting me clean and after we showered, the fireworks happened. I could not have found a better teacher, he was gentle and mindful of my apprehension but I let go and let it happen. After the initial shock of him trying to put his big cock in my ass he slid it in ever so slowly and to my surprise once in and stretched h felt awesome. He worked it like a pro and had me so relaxed that I cummed hard and shot a massive load all over my chest and face. Fucking me missionary I remember grabbing his ass cheeks and forcing him deeper which excited him to no end and he whispered I’m going to cum, his hard cock stopped moving and all I felt was his cock pulsating and him moaning. After cumming he just let it sit in me for a couple of minutes taking it all in. When he pulled out I felt his cum gushing out of me and grabbed the poloroid camera and took a picture of his cum evacuating my ass. So with all my cum on my chest and face and his cum leaking from my well fucked virgin ass I was a cum soaked mess. After taking the picture he gentle went down and licked my still semi hard cock and licked and cleaned my cum off my cock.

    He smiled and said so what did you think about that? I was somewhat speechless but satisfied all at the same time. I told him we can never show that picture or tell anyone , not ever . So after 34 years we still get together once a year for an anal reunion.

  22. #172

    Re: how was your first time getting fucked by a guy?

    Quote Originally Posted by walt0057 View Post
    I was 9 my uncle wanted to see how sensitive I was slid right in would cum multiple times, and he would share me sometimes.
    Yeah my ass loved getting fucked and I could cum too from anal. It's addicting

  23. #173

    Re: how was your first time getting fucked by a guy?

    Quote Originally Posted by hung4you View Post
    My 1st anal experience was when I was in collage in Mpls. My room mate was very Bi and back then I was straight, had a girl friend which I married 32 yrs ago and still married. Over Christmas break 2 weeks prior I was introduced to cock and cum, and once I did I had to have more. Fast forward a few months to spring break, not having much money he and I decided to stay in Mpls during break. During that time between Christmas break and spring break my room mate and I enjoyed many a night pleasing each other’s dicks.

    Anyhow, he had often talked about anal and I was nervous as I thought it was dirty and painful. So one night drinking and watching porn he convinced me to try it, he taught me how to properly prepare for anal via enema and lots of lube. We spent the afternoon getting me clean and after we showered, the fireworks happened. I could not have found a better teacher, he was gentle and mindful of my apprehension but I let go and let it happen. After the initial shock of him trying to put his big cock in my ass he slid it in ever so slowly and to my surprise once in and stretched h felt awesome. He worked it like a pro and had me so relaxed that I cummed hard and shot a massive load all over my chest and face. Fucking me missionary I remember grabbing his ass cheeks and forcing him deeper which excited him to no end and he whispered I’m going to cum, his hard cock stopped moving and all I felt was his cock pulsating and him moaning. After cumming he just let it sit in me for a couple of minutes taking it all in. When he pulled out I felt his cum gushing out of me and grabbed the poloroid camera and took a picture of his cum evacuating my ass. So with all my cum on my chest and face and his cum leaking from my well fucked virgin ass I was a cum soaked mess. After taking the picture he gentle went down and licked my still semi hard cock and licked and cleaned my cum off my cock.

    He smiled and said so what did you think about that? I was somewhat speechless but satisfied all at the same time. I told him we can never show that picture or tell anyone , not ever . So after 34 years we still get together once a year for an anal reunion.
    Oh man how wonderful for a first. I did that with a lot of my friends too, they seemed to like it as well.

  24. #174

    Re: how was your first time getting fucked by a guy?

    My first time taking a cock was incredibly painful, and incredibly erotic.

    I was in a Bi MMF threesome, and we had been having amazing sex in everyway you can imagine for hours, except anal for he and I. I had always fantasized about getting fucked. We were actually all done for the night having another drink when conversation tuned to 'the next level' of Bi play (this was very early on in his and mine Bi experiences) of course Anal came up, and I said I wanted to try it. The conversation made us all three horny again, and she was encouraging us to go for it. He and I were both rock hard again, so off came the clothes. I moved to the floor with my body on the couch, and he got behind me. Neither he nor I had any clue what we were doing and even with a ton of lube is hurt like crazy, but I wanted that cock in my ass. I was breathlessly saying things like, "omg that hurts, holy fuck, holy fuck, I want your cock in me, keep going, keep going" She was right next to me whispering things "take it, baby, take his cock, you know you want that cock in you"..... Finally he was inside me and it still hurt like mad but the moment was amazingly erotic. We didn't go long because it hurt to much. The next time was better because we were prepared and not in a hurry, and the next time better, etc.

    PS> My favorite position is lying on my back on the edge of the bed with my legs over the guys shoulders.

  25. #175

    Re: how was your first time getting fucked by a guy?

    I guess I should give a little more detail. When he started fucking me I began to feel the horniest I ever have been, so I began stroking myself. It felt like nothing I had felt before! When I came it was the greatest orgasm I had ever had!

  26. #176

    Re: how was your first time getting fucked by a guy?

    Quote Originally Posted by bi.kenner50 View Post
    I guess I should give a little more detail. When he started fucking me I began to feel the horniest I ever have been, so I began stroking myself. It felt like nothing I had felt before! When I came it was the greatest orgasm I had ever had!
    Lol that is fairly common! Glad you enjoyed it!

  27. #177

    Re: how was your first time getting fucked by a guy?

    I was 32-ish, newly-divorced, depressed and "self-medicating", as they say. Tequila and nose candy *will* lift your spirits, but it also made me as horny as a bull in Springtime. I always had the masturbatory habit of stuffing appropriately-shaped objects up my butt (well, at least since I was about 15, or so), but had never had even the imaginings of being with another guy.

    Remember the tequila and go-fast? Yeah....it makes you creative. Very, VERY CREATIVE. And that creativity suddenly extended itself to my body. As soon as the disso was finalized, I pierced both my nipples, and my penis, and was loving my hand several times a day--waiting for the piercings to heal--and, once they did, every woman I knew, who didn't know my ex, was on the menu.

    After fucking myself silly for about a year, I happened to move away from the area my ex lived in, and the sex dried-up. I was in an area that I had lived in twenty-odd years earlier, but literally knew nobody there. Since I'm not the bar and nightclub type of guy, I hit a few of the local ABSses and noticed the "lifestyle mags and personals rags" on the magazine stand (people actually read words on paper, back then).

    All of the womens adverts were gals pretty-much looking for long term relationships, or demanded too much time invested in going out, and all of that. I happened to notice an advert by a guy, about 15 miles away from me, who stated that he was only interested in sucking guys off. I forgot about it until work took me into his town, on an evening call. When I was done with work, I hit a pay phone (Remember those?) and called him up. As chance would have it, he was available and accepting visitors.

    I found his place (dark, isolated cul-de-sac) and just walked in through the front door (per his specific instructions) to find about 8 guys, naked, and sitting around the living room, with one guy leaning into the lap of one guy, who was leaning back on the sofa, getting sucked-off vigorously. Fascinated, I took off my clothes, and joined the other naked guys in the "action area", and watched everybody masturbating, while our host moved from hard penis to hard penis.

    When my turn came, I blew a huge load, and quite loudly. As things wound-down, and guys got dressed to trickle out the front door, back to their cars, there was some low conversation going on between some of the guys, and I joined the murmur of "Hi, how are ya?s", "What's your name?", "You live around here?", and "What are you into?" I made the acquaintance of one guy who I had noticed had an unusually large penis (as thick as my favorite dildo, but not quite as long) who said that he came by every Thursday night, at 8, if I was interested in getting into some "more interesting things" in the future. He kept telling me that he liked my ass and would love to play with it. I said that I'd think about it, and hauled ass home.

    Two weeks later, I showed-up on a Thursday evening, at 8:00 on the dot. The guy who had chatted me up was walking in from his car. At the door, he popped my belt buckle loose, and shoved his hand down the back of my jeans, grabbing my buns and squeezing. Following me into the house, with his hand still down my pants, he said something to the homeowner. Our host went into another room--completely naked--and brought in a cheap-looking coffee table and set it in the middle of the livingroom floor. As I was a little occupied with this guy shoving a finger up into my ass, while trying to get undressed, I really didn't notice much about the table.

    Justin (the homeowner) laughingly said that the guy who was finger-fucking my hole had found his lay for tonight; and somebody voiced approval from the kitchen.

    As the speaker brought in bottles of beer from the kitchen, I dropped the last of my clothes on the end table. He only said, "Hi! Nice ass!" and handed me a beer, as Justin told me to lay, face down, on the coffee table. It was then that I noticed that the coffee table was padded on the top surface, and had a hole cut into it to allow a person's penis to dangle through, if their head was at the right end of the table. As I did so, Justin plugged a cord in, that was attached to the table, and small halogen spot lamps, under the table, turned-on. Justin then plugged a cord into his entertainment center, and switched several devices on. As the big screen TV warmed up, and the picture bloomed for us all to see, there was my penis dangling through the hole in the table--as seen from underneath.

    Other guys had been arriving during this time, getting naked, grabbing a beer, and sitting all over the room--usually smacking my ass on the way to wherever they had chosen to sit. Suffice it to say that, I was the evenings first butt-fuckee subject, and everything (minus faces) was being video-taped. This made me feel both uncomfortable and turned-on an just a bit slutty.

    The table faced the TV, and I watched as Justin slid under the table, face up, and started sucking on my penis. One by one, some of the guys got up, and dipped a finger into a bowl on the actual livingroom coffee table, then stuck that finger between my buns. It was something like KY in the bowl, and several of the guys took it upon themselves to finger fuck me a bit--some of them quite deeply. It felt good, in all honesty.

    I noticed that mine wasn't the only asshole being lubed-up, as the guys were lubing-up each other's holes, and stroking each other's cocks. Justin hollered around my penis in his mouth, for the guys to get towels to sit on, instead of getting his furniture all slicked-up with lube. By that time, my attention was focusing-in on the mouth on my penis, and the image on the TV of Justin sucking me quite expertly.

    I heard the snap of latex behind me, and looked around to see the guy (I never did remember his name, though he did tell me twice) pulling a condom onto his well-lubed penis, while holding a syringe in his teeth (No needle!). He poked the syringe into my lubed hole, and pushed the plunger all the way down. (I later learned that he had pushed 10ccs of lube up inside me.) He stood over my ass, and smeared the condom with lube, and lowered his erection between my buns, pressing at my opening. I unclenched (from holding the lube inside my anus) and let him slide into me. "All the way." I told him, and he pushed steadily, spreading my ass cheeks as wide as they would part, until I could feel that he was all the way inside my ass, with his balls pressing against my perineum.

    He, along with everybody else watching us, expressed amazement that I could take him in a single steady push. I said something about this being my first cock, but having practiced for years with dildos. He pulled all the way out, and sunk his erection back into my ass faster and harder. It felt good, especially with Justin sucking me to beat the band. Justin pulled my own erection out of his mouth, and told somebody to get me whatever I wanted to drink. Four fingers of tequila showed up in a highball glass, and I killed it in one swallow--spilling just a bit down my chin, into my beard.

    I was in heaven. I laid there, listening to my ass getting pounded, watching my penis get sucked, and listening to the other guys in the room--some masturbating, others masturbating somebody else, and still others sucking the penis closest to them.

    When I finally had my orgasm, I had a violent, protracted, very loud orgasm, with my ass squeezing the penis that was fucking my ass. Justin kept sucking me after my orgasm, and drew-out my spurtings and cumming for more than a minute; and my ass was milking the penis of the guy fucking me the entire time. As I coasted-down from my orgasm(s), and laid my head down on the table, I could feel my top's penis start to pulse, and I heard him moan as he started pounding my ass fast, hard, and as deep as he could reach inside me.

    That was my introduction to having my ass fucked, and that evening lasted until about 03:00 AM the next morning; during which time, I watched guys fucking each other while Justin claimed their cum from underneath his "special table". Later, I saw Justin carrying shot glasses from underneath the table, to the kitchen. It seems that he was sucking us dry, letting us cum in his mouth, then spitting out our loads into the shot glasses. Right about then, somebody asked me if I wanted to see the video of me having my ass invaded. There was a second video camera recording the anal intercourse on the table--all night long.

    I had to admit that I did enjoy seeing on video what I only felt from behind, and inside, me. Several of us sat on the floor, and masturbated each other while watching me being fucked by the biggest penis in the group.

    I'm pretty sure that I had close to 8 spurting orgasms that night, before I emptied my prostate completely.

    I've never had that level of interaction with other guys, since then; but would jump at the opportunity to do it again, if I could.

  28. #178

    Re: how was your first time getting fucked by a guy?

    Hot story.

  29. #179

    Re: how was your first time getting fucked by a guy?

    Quote Originally Posted by Jimlikesitnow1 View Post
    Sorry I have not been on since Wednesday. I was wrong about my new friend coming back Sunday morning. He came back to my house Saturday morning and he just left. He came in to my house Saturday at 11:00am. He was ready for more. He took me to my bedroom, dropped his clothes and I was shock that his cock was so hard. He told me he could not wait for 24 hours to get at me. I carried me to my bed and gently laid me down. He got on top of me and feed me his cock in my mouth. I stopped gagging and just loved the feel of it going down my throat. He was so careful to give me air. I lost count of the number of times he came, but the cum was backing up my throat.
    He pulled out, then he lubed my ass with cum erupting from his cock. I became afraid that I could not handle his thick cock in my ass, but he worked the cum in my ass with his large fingers. I must have relaxed at that point, cause he slipped three of his fingers in with ease.
    At this point I began to moan uncontrollably . He turned me on my stomach and got on top of me. With my ass in the air he slid his cock into my ass. He went deep, far deeper than on Wednesday. He came again then he went to work . He fucked me like a wild man. I came like I never had in my life. He fucked me for about three
    hours straight. He kissed me on my neck, then I went to sleep. I was exhausted.
    He must have continued to fuck me in my sleep. I have never seen so much cum in my life.
    I woke up about seven in the afternoon and he was sitting on the bed smiling at me. We talked for about an hour and I confessed at this point he owned me. He had some chilled wine in a glass and I drank a whole glass. This man is enormous in size, so muscular. He had ran a warm bath for me and he picked me up an took me to my tub. I was so weak. He bathed me, he lifted me out of the tub then dried me off.
    Then he laid back on my bed, he had put clean sheets on the bed, I was in heaven. He brought me a lite dinner which he fixed while I was sleeping. We drank more wine.. At around nine last night we went back at it. The thing I don't understand is that my ass was not sore. He was so considerate. I don't know what time I went to sleep, but the last thing I remember is that he laid me on my side and fucked me all night. To be the first man to ever do this to me, it felt so natural. At nine this morning he woke me with breakfast in bed, He had coffee and bacon and eggs. He was fully dressed and told me to stay in bed and that he had to go home.
    Then he did the most amazing thing. He told me that I had the finest ass he had ever had. He also said he would never go back to fucking a woman and that he would be back at my house, this Friday night. As he left I told him that I truly loved him. He replied, "James, I know."
    All this is insane to read, but it is absolutely true.
    What a wonderful experience!

  30. #180

    Re: how was your first time getting fucked by a guy?

    My first time hurt like hell. Took me a long time to try it again The next time was an older man he took his time really got me hot O my God I felt fantastic everything about it was great I even kcame from him fucking me

 

 

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