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Getting it up the ass...will it hurt?

Sounds like a fantasy come true Bijock. Video it and we can make some dough lol
 
Ok so the answer is It hurts.... A lot. But I liked it. So I was on a business trip and had been chatting for a while with a guy who's also bi. Decided to meet up for a drink. He is pure blond southerner....blue eyes, hairy, drawl....not my usual type. Went to his room and he was fabulous kisser. I rubbed his hairy legs softly and he held my hand. His cock was bulging. He led me to the bedroom and we undressed each other and laid down. Took turns sucking each other and I found myself on top of him. I took his cock and rubbed it by my hole. He said he didn't know I was a bottom and I said I wasn't ....yet. His eyes widened and he smiled. He asked if I was serious....he had lube and a condom. I nodded and he fingered me for a while lubing a lot. Finally he said I should straddle him so I could control how deep he got. I was so tight he could not get in. I wanted it so bad I rolled on my back and held up my legs and said fuck me ....he stood up on the side of the bed and pressed his cock....I felt some pressure. He asked if I was ok. I said yes and closed my eyes. He thrust in and oh my god I felt his thick thick head penetrate me. I gasped and moaned. He said did it hurt? Did I want to stop? I said no. He lubed more and pressed his whole head in. Part of me was hurting and part of me was in pleasure. Odd sensation. He slowly fucked me and then pulled out and came on my belly as I stroked. He never got all of his ok in but I had my first full head in.....I wish I could see him again for part 2!
 
bergentony said:
Ok so the answer is It hurts.... A lot. But I liked it. So I was on a business trip and had been chatting for a while with a guy who's also bi. Decided to meet up for a drink. He is pure blond southerner....blue eyes, hairy, drawl....not my usual type. Went to his room and he was fabulous kisser. I rubbed his hairy legs softly and he held my hand. His cock was bulging. He led me to the bedroom and we undressed each other and laid down. Took turns sucking each other and I found myself on top of him. I took his cock and rubbed it by my hole. He said he didn't know I was a bottom and I said I wasn't ....yet. His eyes widened and he smiled. He asked if I was serious....he had lube and a condom. I nodded and he fingered me for a while lubing a lot. Finally he said I should straddle him so I could control how deep he got. I was so tight he could not get in. I wanted it so bad I rolled on my back and held up my legs and said fuck me ....he stood up on the side of the bed and pressed his cock....I felt some pressure. He asked if I was ok. I said yes and closed my eyes. He thrust in and oh my god I felt his thick thick head penetrate me. I gasped and moaned. He said did it hurt? Did I want to stop? I said no. He lubed more and pressed his whole head in. Part of me was hurting and part of me was in pleasure. Odd sensation. He slowly fucked me and then pulled out and came on my belly as I stroked. He never got all of his ok in but I had my first full head in.....I wish I could see him again for part 2!
Click to expand...

Congrats guy wish that was me inside
 
bergentony said:
Ok so the answer is It hurts.... A lot. But I liked it. So I was on a business trip and had been chatting for a while with a guy who's also bi. Decided to meet up for a drink. He is pure blond southerner....blue eyes, hairy, drawl....not my usual type. Went to his room and he was fabulous kisser. I rubbed his hairy legs softly and he held my hand. His cock was bulging. He led me to the bedroom and we undressed each other and laid down. Took turns sucking each other and I found myself on top of him. I took his cock and rubbed it by my hole. He said he didn't know I was a bottom and I said I wasn't ....yet. His eyes widened and he smiled. He asked if I was serious....he had lube and a condom. I nodded and he fingered me for a while lubing a lot. Finally he said I should straddle him so I could control how deep he got. I was so tight he could not get in. I wanted it so bad I rolled on my back and held up my legs and said fuck me ....he stood up on the side of the bed and pressed his cock....I felt some pressure. He asked if I was ok. I said yes and closed my eyes. He thrust in and oh my god I felt his thick thick head penetrate me. I gasped and moaned. He said did it hurt? Did I want to stop? I said no. He lubed more and pressed his whole head in. Part of me was hurting and part of me was in pleasure. Odd sensation. He slowly fucked me and then pulled out and came on my belly as I stroked. He never got all of his ok in but I had my first full head in.....I wish I could see him again for part 2!
Click to expand...

LOVED it, Tony. Hope to hear about Pt 2 if it happens!
Bergen Forever, Shelby29
 
tumblr_o67rmnIQfP1u0vjewo1_1280.png
 
I identify myself as straight but I've been very curious to take a cock up my ass. I'm in the process of looking now because I want to experience it first hand. Dildos and butt plugs only go so far. I can't wait until I can find someone to have my ass
 
If you take your time, as was mentioned, it should't be too bad......first time I had it the guy knew what he was doing....it was more of a burning sensation to be honest with you. I guess minor discomfort, but I enjoyed it. I was face down, spread eagled. He also started whispering nasty little things (like calling me his bitch, and other stuff that got me turned on)....he didn't cum in me....now the next guy that was a lot of fun. He took me bent over a couch at first, but he prefered missionary. That was a ton of fun. I felt like the girl does I suppose (which was my desired effect that I wanted. I'm pretty submissive lol). But I was able to get him all the way to the brink, and then he shot a nut into me. Was awesome. and he wanted me again for another encounter...said my ass was nice and tight.

For the second time, there was a bit of a weird feeling (but no pain) at first, but very pleasurable as we went on (oh and a disclaimer, I have fooled around with dildos and butt plugs before, so I guess I'm kinda used to it now lol.

Oh, maybe use an enema an hour or two before you give it a whirl (the second time, I did it twice with some warm water.....I like my hole to be clean for my men) ;).

OK shit, I guess you got your cherry popped lol...my bad, I should have read the other posts.
 
Why does it have to hurt? PREPARE! Give your top a great experience! He doesn't want to hear "oww TAKE IT OUT!"

I enjoy preparing myself for my man! I take a great deal of pride in bottoming, and love everything about it! First, I avoid eating the day of, at least no sooner than 6 hours before. Then I must be clean. I'll have a good enema followed by a second just to make sure I'm totally clean, and it's a GREAT feeling. After I'm nice an clean, I shower and shave...brush my teeth.

Here comes the fun part...I then lube myself up and put in butt plug. That's such a sexy feeling impossible to ignore or forget!!! It's an incredible turn-on for me, and my top, too. (when he sees it) After the plug comes my little red sexy, slutty thong!
 
Great advice all. I had a second experience with a guy.....thick not long but it did not feel as good. On my back with lube but it just felt uncomfortable. I moaned so he could get off but really not pleasurable. Not giving up though
 
bergentony said:
Great advice all. I had a second experience with a guy.....thick not long but it did not feel as good. On my back with lube but it just felt uncomfortable. I moaned so he could get off but really not pleasurable. Not giving up though
Click to expand...

Take my advice, which I've given 100 times on here. Make sure he gives you a good rim job. My first time, the guy rimmed me first like it was his last meal. He was 9" and it was fine, not particularly painful.
 
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