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Guys - tell about the first time being fucked

It happened the week after the older neighbor boy forced me to suck his cock. His parents worked so he had the house all to himself. Since sucking his cock the 1st time it had become a daily activity. We would go to his room get naked and lay on his bed stroking our dicks and he would tell me about sex which i knew little about.
This day he was talking about fucking and how boys do it. Turns out his older brother had fucked him years before. It sounded exciting to me. I knew little about sex but knew i liked object's in my ass hole. Every knight when bathing i would soap up my hole and work the handle of hairbrush into my hole. I loved the feel. I told him i wanted to fucked.
 
Met a guy for oral, he wanted me to suck him off. I spent a few minutes sucking his 7” cock and he directed me to get on my hands and knees on the bed. I told him I had never been fucked and he told me not to worry. He lubed me and started with one finger, then two, then he left and came back with a 7” glass dildo in a pan of warm water. ( thank you Sir!) he lubed me again, then the glass cock and then introduced me to the glass dick. After a while, he removed the fake cock and added his covered and lubed dick. I took it without issue and he laid me like a pro!

I literally begged him for his cock before he removed it, removed the condom and had me swallow his load.
 
Cumpup39 said:
Met a guy for oral, he wanted me to suck him off. I spent a few minutes sucking his 7” cock and he directed me to get on my hands and knees on the bed. I told him I had never been fucked and he told me not to worry. He lubed me and started with one finger, then two, then he left and came back with a 7” glass dildo in a pan of warm water. ( thank you Sir!) he lubed me again, then the glass cock and then introduced me to the glass dick. After a while, he removed the fake cock and added his covered and lubed dick. I took it without issue and he laid me like a pro!

I literally begged him for his cock before he removed it, removed the condom and had me swallow his load.
Click to expand...
Very hot, thanks for sharing.
 
Feels amazing. I bottom for an older lawyer friend a few times a week. We usually get naked together and cuddle until we're hard then he'll have me lay down and stand over me at the bed massaging my back and ass and I'll take his cock into my mouth. It's thick, about 6 inches with a nice tip. After he's dripping precum onto my tongue he'll usually get behind me and tongue fuck my hole. That drives me crazy and makes me want his cock so badly. I'll let him lube my ass and crack and he'll slide his thick cock in between my cheeks and it makes my hole twitch and makes me insatiable. The first few times it took awhile to get him in and hurt like hell but now my hole is trained and craves his cum. He fucked me last night and held my waist and feeling the weight of his body on me and knowing another man's penis is up my ass made me cum hands free.
 
Seems like most guys here had their first experience with a peer/someone close to their age. Anyone specifically seek out an older and/or more experienced man? My fantasy is to find an older man who will take the time to ease me into this and be patient & willing to teach me.
 
I'd always liked receiving mild anal play. Fingers and tongues from both women and men. With the help of my FWB I worked up to being comfortable with a 8" dildo. Taking his cock the first time felt amazing. With my ass up and pillow under my chest as he worked the lube into me. I gasped when he penetrated me. There was no resistance and he pushed in deep as he could. All the sensations were heightened and my cock throbbed with each stroke. I felt his cock pulse in my ass and I savoured the feeling of being filled with cum for the first time.

I'm mainly top but sometimes I just want a cock in my ass.
 
I have a quick story that sorta fits here... As background, I'm married, late 50's and Bi. Basically, I'm into oral; I love sicking and getting sucked. (So much more to learn, but I need to find a new FWB.) My old FWB and I tried anal sex. He took my cock in his ass, thought as a couple of rookies, I fear I wasn't as gentle or loving as I should have been. He tried the same on me and it hurt too much to take his cock in my ass.

Fastwoard a few years, I'm now at the age where I have an annual physical if I need one or not and yesterday was that day. The prostrate check has always been extremely uncomfortable for me even though it was only his finger with lots of KY. I used to not like this part at all. Yesterday was oddly different. He slipped his finger in my ass and it didn't hurt?! It was kinda neutral on pain? Then he slipped out and pushed back in and feel my prostrate. I did not get hard, but as this was happening, I couldn't stop thinking "this isn't so bad..." Maybe my anal virginity will be lost yet???

Love these stories about first times. Perhaps I will have one to share some day. Anyone patient and curious around Grand Rapids?
 
Well, I have had a lot of hot times sucking cock but I was not planning on giving up my ass. I meet up with a new guy and we got along great, even making out on the couch before we headed to the bedroom. His cock is beautiful, maybe 6.5". I loved sucking it, then he went down on me, sucking my cock, kissing my balls then lifting my legs and rimming me for a long time. Keeping my legs in the air he scooted up a bit and started rubbing his cock near my hole. It felt so good that I reached for the lube I had in my night stand and handed it to him. He was the first to take my ass.
Another night I gave up my ass for the second time to the same guy. He fucked my boi pussy off and on for an hour and a half, He was gentle and used lube and it felt so good. He had me ride him cowgurl style and I had to stop a couple times because I was so close to cumming. Finally when he was ready to cum, he pulled out and aimed for my open mouth. it was wonderful and tasted so good,
 
Ten years ago I was recently divorced after a nasty ordeal. I caused the divorce and the subsequent court battle. I realized my shitty behavior caused heartache and I wanted to atone through harsh penance. A man replied to my ad on Craig's list saying he enjoyed punishing men. After a few days of back and forth I met him at his house and he showed me to his den - an office turned dungeon. There were no safe words allowed, I just wanted to be punished. His choice of implement was an ordinary belt. An hour of belt strikes up and down my body was hell. But I agreed to return the following week for more. My body glowed like a bad sunburn but I wanted more. The third visit was different. He fondled my genitals as I stood against the wall. Just as I became erect he began with the belt. An hour later my skin was on fire and I was high in what he called a 'sub space.' He set down his belt and took out a salve and slathered my skin - which was instant relief. His lubed fingers gripped my genitals and slid between my butt cheeks. He said, "I'm going to fuck you now." I stood there with my hands against the wall - as though I was being arrested. I think he waited for protest because it seemed like a minute passed before he pulled my arms behind and pushed me forward into his bedroom and onto a big ottoman. I could hear him beating off behind me as I got on all fours. Very quickly he stood over me and drove his cock into my hole. I wasn't quite ready and let out a scream. That didn't stop him. I collapsed to my elbows and endured a violent pounding. He was finishing up in me before collapsing all his weight onto me as an out of shape man would be expected. I remember feeling like I had changed instantly. I was different from the person who'd showed up an hour earlier. I'd been on the receiving end of lust for the first time. I'd submitted as the woman as my flaccid cock played no role in this endeavor. I was his bitch. It took me at least a month of reckoning before I returned to his house. He gave me something I'd needed for years
 
My first time was about 5 years ago. My suck buddy (we are both marred and our wives don't know)
We both were working out of town, I had a motel room and he came over. We started playing with each other, he was caressing my cock and balls while I sucked his cock. He slid a finger into my ass and I moaned. He said I know what you want!
He moved around between my legs, lubed up my ass and his 5" cock.
I have fucked my ass with a dildo cock many times, so I was ready for the real thing!
I pulled my legs up and apart, he slid into my lubed up ass! Oh it felt so good, him sliding in my ass! He started sliding in and out of my ass. OMG it felt so good when he started fucking my hard and fast! I could see in his face he was ready to cum!
He was stroking my cock while he fucked me!
Al of a sudden he moaned and filled my ass with hot cum!!!
Omg i loved it!
We have fuck a few time since!
 
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1960curious said:
My first time was about 5 years ago. My suck buddy (we are both marred and our wives don't know)
We both were working out of town, I had a motel room and he came over. We started playing with each other, he was caressing my cock and balls while I sucked his cock. He slid a finger into my ass and I moaned. He said I know what you want!
He moved around between my legs, lubed up my ass and his 5" cock.
I have fucked my ass with a dildo cock many times, so I was ready for the real thing!
I pulled my legs up and apart, he slid into my lubed up ass! Oh it felt so good, him sliding in my ass! He started sliding in and out of my ass. OMG it felt so good when he started fucking my hard and fast! I could see in his face he was ready to cum!
He was stroking my cock while he fucked me!
Al of a sudden he moaned and filled my ass with hot cum!!!
Omg i loved it!
We have fuck a few time since!
Click to expand...
Great story. Thank you for sharing it.
 
My 1st time anal was a week after swallowing my older neighbors load for my first time swallowing cum. I had been sucking him off allmost daily and his older brother a few times too. One day my neighbor started fingering my hole. I liked it and moaned. I had been inserting things in my hole for years so his finger went in and out easily. He greased up my hole and inserted 2 fingers which was tighter. He began rubbing his dick againd my greased hole and pushed the head in. It was about the same size as his 2 fingers. He pushed and slid all the way in and began working in and out. Soon he let out a load moan and came. The beginning of a life of ansl enjoyment.
 
jimmy_woods said:
Seems like most guys here had their first experience with a peer/someone close to their age. Anyone specifically seek out an older and/or more experienced man? My fantasy is to find an older man who will take the time to ease me into this and be patient & willing to teach me.
Click to expand...
Sort of the opposite desire. I’d prefer to find an experienced guy who is 20-30 years younger. Who would like to take his time and show an old guy the ropes with a nice hard cock that I could suck before he fucks me. Several times.
 
First time was with an older guy from internet when I was in early twenties. I was nervous as hell, as it was only the second time I met a guy, and the first time specifically to get fucked. Luckily he was very experienced and not too big at around 6 but quite thick. I had used toys and stuff so it didn’t hurt. After sucking his cock and balls for about 25 min, he bent me over and started rubbing his slick cock in my asscrack for a bit before he shoved it in to the hilt. The feeling of being bent over with my ass in the air and his hands with a firm grip on my hips as he pounded me was unbelievable. In the years that have passed I got married and had a kid, but still love being fucked in secret, and have since been fucked by about 20 guys over the years with one regular lately. Absolutely love getting fucked and sucking, but taking a creampie and carrying his cum around in my hole is the best for me.
 
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Travisspank said:
First time was with an older guy from internet when I was in early twenties. I was nervous as hell, as it was only the second time I met a guy, and the first time specifically to get fucked. Luckily he was very experienced and not too big at around 6 but quite thick. I had used toys and stuff so it didn’t hurt. After sucking his cock and balls for about 25 min, he bent me over and started rubbing his slick cock in my asscrack for a bit before he shoved it in to the hilt. The feeling of being bent over with my ass in the air and his hands with a firm grip on my hips as he pounded me was unbelievable. In the years that have passed I got married and had a kid, but still love being fucked in secret, and have since been fucked by about 20 guys over the years with one regular lately. Absolutely love getting fucked and sucking, but taking a creampie and carrying his cum around in my hole is the best for me.
Click to expand...
I totally agree with you getting fucked bareback and taking a guys load in your ass, then having it in you the rest of the day is a blissful feeling for sure.
 
Early on in exploring my bisexuality I met a guy while I was dressed. Although he knew I was a crossdresser he decided to "show me" the consequences of my choices. Well, show me he did! Consequences turned out to be pleasurable benefits!!
 
I was sucking a well built guy one afternoon in a gay club. He had a beautiful masculine cock, a cut head that filled my oral cavity and it was very thick. I saw it and fell in love with it, just had to have it in my mouth. I fell to my knees and looked up at this handsome man and sucked his cock all mouth with my hands on his thighs. I liked tongue loving his cock, and out of nowhere I decided I want this good looking guy to fuck me in the ass. I had seen him fuck an older guy about an hour before this. I took it out of my mouth and stood, which surprised him. I said sexily in his ear "fuck me with that big dick. Give it to me right here, stand behind me and fuck me in front of all these other men."

His smile was as big as his dick. I have never had fantasy's about taking it up the ass, but I was beyond horny that day. He lubed me publicly gradually putting three fingers in my anus and stretching me for his cock. I felt so dirty, then felt his strong hands hold my shoulders for his balance, and he slowly guided his massive dick inside me inch by inch. It took my breath away, and I felt like my ass was splitting in half, his cock felt like a burning sausage, I moaned uncontrollably and loved being taken by an alpha man.

I found out that day that not only did I love to suck dick and swallow, I would fuck like a male whore which made me feel really good. I like being a faggot.
 
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