First Time

I'm a straight looking and acting man, been married, lived with girlfriends, had long relationships with girls and, always sucked cock on the side. Over the last two years I've lost interest in girls. All I want is cock. First, it was just blowjobs, I give, and I've become damn good at it. I give head, the cock in my mouth cums and I swallow. That's usually the end of our transaction. But, I've been slowly wanting more. First I wanted to be fucked. It's grown to kissing, making out, foreplay just like with a woman, except I want the female role. We make out, undress, I kiss my way down to the cock, I suck it, lick it, and then give up my ass to be fucked.
Been fantasizing for probable a year. I watch gay porn, fuck my ass with a real feel cock dildo and imagine I'm the guy getting pounded. The dildo I use is high quality, 7 inches of dual density, real feel, looks so real, and I thought felt real. I can take all 7 inches with ease, no pain.
So, I've met a gay man, we've been seeing each other, but he was not into casual, blow and go sex. So we've dated and hung out, kissed and touched but did not go any further until this past weekend. I spent the night with him. Everything was just like I planned until I pulled his pants down, his cock was smaller than I wanted. Nothing like my 7 inch thick dildo. I give him maybe 5 and a half. Not thick either. I was a little disappointed. I sucked his cock with ease, and finished him swallowing every drop. He commented on what a fantastic blowjob. He returned the favor and gave me a great blowjob. We laid there for about 20 minutes talking, soon started kissing again. He got hard and I asked him to fuck me. I loved asking to be fucked, I said it several times and felt more feminine and slutty each time, and loved it. Here's where things get different, That small cock I mentioned, hurt the further in he pushed it. He was super hard, and was pointing straight up, he had to push it down to force it in me and every he pulled out to far it sprang up. pushing in beyond and inch or so met incredible resistance. Like it wouldn't go. If he pushed against it I could feel this pain deep inside me, almost a cramp. He was patient. He didn't force it, we took several breaks. Eventually he got all in. When he did he wrapped his arms around my waist, kissed my back and said "I'm all in".
He had to fuck me slowly, I couldn't take the hard pounding I've fantasized about. I was fucked slowly and gently, until he came in me. I said I was sorry I wasn't better and he said I would get used to it, the first time isn't always easy. I don't know why I can handle a larger dildo but a real cock was too much.
How long does it take to get broken in?
Also, I liked getting fucked. But it didn't feel very good. Just hurt, pressure and feeling like I had to poop. I'll do it again, just hope it gets beeter quick

Comments

Anonymous

by Anonymous on Nov 2, 2023 at 7:08 PM

Experienced the same problem messing with a below average cock, not sure why they aren't comfy to be fucked by. Sucking them is awful because you can't deepthroat them and they just stab your throat instead of sliding down

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Anonymous

by Anonymous on Nov 3, 2023 at 5:00 AM

A lot of men experience this, myself included. The reason is because unlike your toys, you are not the one in control. You insert your dildo at an angle that feels good to you but when it's him, he chooses the angle. Also, I've found laying on my stomach is the best way to start because your sphincter is more relaxed in that position versus being in doggy position.
Good luck!

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Anonymous

by Anonymous on Nov 3, 2023 at 5:37 AM

I found lots of lube and don’t fight it just let it happen it dose feel like you have to poop at first that’s where you first push back and then there’s pain. Us let it happen

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Anonymous

by Anonymous on Nov 3, 2023 at 6:09 AM

It took me about 6 times getting fucked by the same guy and once by another to get used to it. But I did and I love it

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Anonymous

by Anonymous on Nov 7, 2023 at 3:53 AM

I work out of town and had a hookup come to my hotel room.. he mounted my mouth and then he began fingering my ass and I enjoyed it .

A few days later I went to his apartment and got in his bed and sucked him again but I was disappointed some that he didn't play with my ass this time.

I texted him a few days later and admitted to him I had never been fucked but I thought constantly about him mounting me from behind and fucking me with his wonderful cock. He told me he'd like to be my 1st.

I had to go home unexpectedly but I want to contact him and go back to his apartment and suck him and prepare him properly and then get on my hands and knees and feel his cock inside me

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