What is it like the first time? I know the exact experience is different for every person, but I'm just looking for some details like is there a certain amount of pain or "feeling" that everyone feels til a certain point and other things like that.
First Time Bottoming Experience
- Thread starter curiousbottomboy
- Start date
Q Vee
Sexy Member
Nothing like your own experience. Why don't you let us know all about it after you've done it?
Start with how you prepared for it, then what it felt like bottoming for the first time, and then how you felt right after, and then what was the next day like for you.
Also, how soon you plan your next encounter and what you'll do differently.
Just curious.
P.S. You can use the search function for lots of answers to your initial post.
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I couldn't for the longest time 
. I would try and just couldn't get past the pain.
I'm almost certain it had to be mental, because my 1st "voluntary" time was with Alpha of all people. God knows all the others were smaller, but I think I was finally comfortable enough that previous events in my life weren't haunting me anymore.
. I would try and just couldn't get past the pain.I'm almost certain it had to be mental, because my 1st "voluntary" time was with Alpha of all people
. God knows all the others were smaller, but I think I was finally comfortable enough that previous events in my life weren't haunting me anymore.
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Will do Q Vee if it happens.
Hmm, alright thanks for the input Countryguy63
Hmm, alright thanks for the input Countryguy63
The guy who popped my anal cherry put it this way:
"You're going to feel like a little girl getting her hymen ruptured, vagina stretched, and pussy spermed by a guy she just met at a party"
That was accurate. There was some pain - and that's part of the overall experience. My partner was skilled and gentle and prepared me well with fingers and lube, but whether it's a pussy or ass being opened for the very first time there will be some discomfort if it's done right. The worst part was getting the cock head through my sphincter the first time. Once he was inside a ways, he withdrew, added some lube and went back in - to full insertion. The second entrance had a touch of discomfort, but more of a gasp as I was more aware of his penis sliding into me. I was essentially pinned under him, and knew that I would be in that position until he had taken his pleasure and finished using my ass.
I was tight so he didn't last a long time. He adjusted his speed, depth, and angles a few times during the fuck - generally changing to something that was more pleasurable for me. Since he was bareback, he had good feedback to help tell if he was being too rough. Actually, it was just starting to feel pretty good when he completed inside me. I was surprised that I really wanted to have him deep inside me, and hold him as his seed spilled into me. I could feel the texture change inside as he inseminated me.
I took it like a woman - on my back, thighs spread and legs up, a pillow under my butt. He positioned himself over me, then deep kissed me. I could feel his cock head lightly brushing against my rectum, knowing what it was going to do to me, but he didn't start the insertion until I relaxed under the kiss. I think I really did get a better understanding of how a woman feels when she is taken, and why my wife cried through her whole first time when I devirginized her.
When he had finished twitching he took another stroke or two, which felt quite good, and pulled out sharply - "uncorking", he called it. That was a unique sensation! Then he immediately went down on me. Between the discomfort and nervousness I wasn't even very hard, but I exploded in his mouth on the first stroke. I certainly had NO IDEA I was THAT CLOSE to cumming!
"You're going to feel like a little girl getting her hymen ruptured, vagina stretched, and pussy spermed by a guy she just met at a party"
That was accurate. There was some pain - and that's part of the overall experience. My partner was skilled and gentle and prepared me well with fingers and lube, but whether it's a pussy or ass being opened for the very first time there will be some discomfort if it's done right. The worst part was getting the cock head through my sphincter the first time. Once he was inside a ways, he withdrew, added some lube and went back in - to full insertion. The second entrance had a touch of discomfort, but more of a gasp as I was more aware of his penis sliding into me. I was essentially pinned under him, and knew that I would be in that position until he had taken his pleasure and finished using my ass.
I was tight so he didn't last a long time. He adjusted his speed, depth, and angles a few times during the fuck - generally changing to something that was more pleasurable for me. Since he was bareback, he had good feedback to help tell if he was being too rough. Actually, it was just starting to feel pretty good when he completed inside me. I was surprised that I really wanted to have him deep inside me, and hold him as his seed spilled into me. I could feel the texture change inside as he inseminated me.
I took it like a woman - on my back, thighs spread and legs up, a pillow under my butt. He positioned himself over me, then deep kissed me. I could feel his cock head lightly brushing against my rectum, knowing what it was going to do to me, but he didn't start the insertion until I relaxed under the kiss. I think I really did get a better understanding of how a woman feels when she is taken, and why my wife cried through her whole first time when I devirginized her.
When he had finished twitching he took another stroke or two, which felt quite good, and pulled out sharply - "uncorking", he called it. That was a unique sensation! Then he immediately went down on me. Between the discomfort and nervousness I wasn't even very hard, but I exploded in his mouth on the first stroke. I certainly had NO IDEA I was THAT CLOSE to cumming!
Wow sounds intense! Thanks for the detailed post about your experience. It helps alot
The first time i bottomed for a guy i will never forget, i knew how big he was from fooling around previous times but we finally decided on a "night" to do it and he was super new to sex at all as was I, and so we had like 10 different lotions and lubes haha but i remember he tried it raw and it wouldnt even go in an inch, he was that big, so we lubed him up way to much prolly haha and i just remember thinking he was gonna split me in two, and it burned, but he went slow and eased in and after a few thrusts of pain, it started to fell good and then amazing and we went all night.
bimetaldude
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for me it was last December and i went and showered and cleaned out good, then lubed up and got on my bf's 8X6 and rode him, it felt amazing. Almost broke the chair we were on and my legs started getting tired, so he asked me if i wanted him to fuck me on my back, so we did, and i really felt it then, only hurt a little, was bearable, and felt really good. the following morning I woke up and my hole was sore but not like real bad. it was like that almost all day, and i enjoyed it actually because it reminded me that i got my cherry popped. We've only done it twice since then since we are in a long distance relationship. The other two times i was not sore after and it did not hurt at all. To me its just intense pleasurable pressure.
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B_Nicodemous
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... dude was inexperienced as was i and he went in too fast. Felt like i was going to puke...kinda a cross tween getting punched in the guts and kicked in the balls. He shot after a few thrusts and pulled out.
I had topped him a few nights earlier i had popped his cherry. He had said that it hurt a bit but not bad. Course i hadnt rammed ir in the way he had, lol
...did give me caution though and more empathy for what a bottom might experience.
I had topped him a few nights earlier i had popped his cherry. He had said that it hurt a bit but not bad. Course i hadnt rammed ir in the way he had, lol
...did give me caution though and more empathy for what a bottom might experience.
thom86
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That's a hot story. It made me hard just reading it. I've been curious for awhile, kinda makes me wonder what I'm in for when I decide to take it.
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You know what's weird? I don't remember the first time I got fucked. And I'm not much of a bottom, so you'd think I would remember. I can tell you this though, I experimented with my own fingers, then dildos, first - so I can describe some of that, quite succinctly: use plenty of lube, and take your time.
The key to bottoming for a guy for the first time is to find the right guy. Someone who knows what they're doing and is willing to be patient and gentle and open you up, someone with whom you feel comfortable enough to totally relax so that when you feel his cock head throbbing against your hole, you aren't tense and closed but relaxed, open, and ready for him to ease into you. That, and use plenty of lube.
Re: positions, many guys say the best is for the "bottom" to get on top and ride that cock, that this guarantees the bottom is in control. When I've bottomed (which is not often), that is not my experience. For me as a bottom the best position is me on my back. I met this hot black guy at a club many years ago and we went to his house and he had a gorgeous cock, big and thick, and he wanted to fuck me and I said OK, But it might not work all that well. I laid down on my back, he lubed up, put on a condom, lubed me up, and slid right in with very little pain - because I was relaxed, and wanted him bad, and because he was kissing me. (and because of plenty of lube)
The key to bottoming for a guy for the first time is to find the right guy. Someone who knows what they're doing and is willing to be patient and gentle and open you up, someone with whom you feel comfortable enough to totally relax so that when you feel his cock head throbbing against your hole, you aren't tense and closed but relaxed, open, and ready for him to ease into you. That, and use plenty of lube.
Re: positions, many guys say the best is for the "bottom" to get on top and ride that cock, that this guarantees the bottom is in control. When I've bottomed (which is not often), that is not my experience. For me as a bottom the best position is me on my back. I met this hot black guy at a club many years ago and we went to his house and he had a gorgeous cock, big and thick, and he wanted to fuck me and I said OK, But it might not work all that well. I laid down on my back, he lubed up, put on a condom, lubed me up, and slid right in with very little pain - because I was relaxed, and wanted him bad, and because he was kissing me. (and because of plenty of lube)
It hurt some but I liked it he came too quick didn't get in very deep if you have played with your ass you can handle the pain its worth it:smile:
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dong-in-khakis
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It took me a long time to think I'd bottom but I finally got there. I met a guy I was so hot for and man was I ready to turn my clean hole up to him, and did. I had no idea it would hurt like it did. I had had a dildo in my hole years before and ocassionally used a small toy for anal play.
But when he popped his long, slim flesh and blood cock in me it felt like he was pushing a baseball bat in my hole. The pain was unbearable to say the least.
My advice to anyone wanting to bottom and it's your first time, is to buy a long slim cock shaped dildo and practice. Break your hole in at your pace. Control every move made until you stretch your hole and get past the initial pain. If not you'll probably never bottom.
I've finally about broken my hole in. If I hadn't I don't think my frined would have.. the pain was too intense.
But when he popped his long, slim flesh and blood cock in me it felt like he was pushing a baseball bat in my hole. The pain was unbearable to say the least.
My advice to anyone wanting to bottom and it's your first time, is to buy a long slim cock shaped dildo and practice. Break your hole in at your pace. Control every move made until you stretch your hole and get past the initial pain. If not you'll probably never bottom.
I've finally about broken my hole in. If I hadn't I don't think my frined would have.. the pain was too intense.
hydrodynamic62
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musclebunz
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First two times were horrible. lol third time was just right. i had the godlylocks of cock.
First time he was massive i jumped and said nope, that id never do this again.
Second time a guy talked me into it after drinking and he couldn't have been bigger then 4 inches. i laid there waiting for it to be done.
Third time was nice 7 inches and took his time then fucked me until my ass got red from his hips pounding.
First time he was massive i jumped and said nope, that id never do this again.
Second time a guy talked me into it after drinking and he couldn't have been bigger then 4 inches. i laid there waiting for it to be done.
Third time was nice 7 inches and took his time then fucked me until my ass got red from his hips pounding.
