I Took The Cock

48 yo married but getting blown by a bi married friend for a number of years now. The back story is irrelevant.
He's been asking for years if he could fuck me. I've always said no but have allowed him to jerk off on my ass after he's taken my load.
This morning was no different, he sucked me, swallowed and I was then on my stomach while he jerked off with his cockhead touching my hole.
Something in me switched and I told him if he had lube, he could try it. We'll, he did, lubed me and him and jerked off pushing the tip in me and POP.. The tip goes in, It hurt, a lot. He told me tighten, hold it and release, that hurt too but as I released, he pushed in a little more. A couple more times of this and he said he was in all the way. Yeah, I could feel that for sure. Then he told me to push out, I did and he pulled out about half way.
Take a deep breath. I did, he slowly.pushed back in. Eyes watering, seering pain but he kept pouring more and more lube and I started getting the push, relax, breath and take it rhythm and soon, still hurt like a mother fucker, I was getting my first ass fuck, losing my virginity and hating it all the way through. I suppose it was a way of me thanking him for all the blowjobs over the years and I did actually like the pulsing of his cock as he was cumming in me.
He softened and to be honest, the feeling of him slowly slipping out of me caused spontaneous orgasmic feeling and I came from that. I laid still, in pain, eyes watering as he cleaned me and him. He promised I'd never have to do that again. He was satisfied.
So here I am, 6 hours later, 2 showers and 3 pair of underwear into it, sitting on the couch hurting and wondering how the fuck am I going to hide my pain from my wife when she gets home in a couple hours...

Comments

Anonymous

by Anonymous on Feb 4, 2025 at 12:29 PM

He told you wrong, you don't push out that causes pain. You just let it happen no pushing no tightening up just let it happen. If you feel pain, it's being done wrong. You should just feel pressure on your prostate and if done right feels incredible. lots of lube

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Anonymous

by Anonymous on Feb 4, 2025 at 1:52 PM

I give a few regulars head weekly, one of them asked if I would be willing to let him do anal, he just always wanted to try it and I had never done it either receiving or giving. I told him I would think about it, picked up a cucumber one day and using a knife pared it down to what I thought was about his cock size. I played around with it and thought not so bad so I told him yes. His cock felt really different than the cuke, felt good and he was very slow at first and I did kind of enjoy it. Probably will not do it again though.

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Anonymous

by Anonymous on Feb 4, 2025 at 2:33 PM

Don’t give up, he just went too fast and too hard. Get yourself a butt plug assortment of different sizes and work your way up. Once you get used to it, you’re gonna love it.

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Anonymous

by Anonymous on Feb 4, 2025 at 2:59 PM

I don’t get it very often, but I will tell you I have cum 5 times hands free over the last 6 years or so, from the pure pleasure and I couldn’t have stopped myself from cumming even if I wanted too, I only wish I had a regular top with the skill set to bring me to this very high level of amazing pleasure , two f the times I was setting on a cock, one large and average, both out of this world, I shot my huge load into the large guys hair,multiple spaz!,,,, he was about 9.5” thick black inches, the other was an older buddy ,6.5” average thinkness, still amazing, two times laying flat on my stomach being grounded into, wow, cock rubbing the sheets, wooow, hard cum!
The last and best I was bent over my pool table, he was working my nipples with his fingers hard, and licking and tonguing my hole before taking me so good standing, he was late twenties, short, 5” average cock! I had to grab my cock as it exploded to keep cum off my pool table , then I was embarrassed and ask if I could go clean up, he yelled hell no, made me lube my hole and his cock with my own cum, put me on all fours and gave me a royal fucking, I didn’t know till he came in me the he pulled the condom off, I came a second time, never before,,,,, so yes it hurts at first, but if you have any pleasures like these 5 you will be taking cock chasing the pleasure, very allusive

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Anonymous

by Anonymous on Feb 5, 2025 at 5:53 AM

It didn’t hurt much my first time when I let my friend put his dick up my ass. We were 12 years old and both of us wanted to try it because we liked sucking each other off so much it just seemed like the next thing we should do.
One day after school he and I walked thru the woods on the way home and went onto one of the many private spots where we ducked each others dick. It was a bit awkward at first trying to get positioned just right so he could put his dick up my ass. We were both naked from the waist down and I was leaning forward with my chest resting on a huge rock. He was standing behind me holding his dick to my asshole spitting on it and rubbing his dick on my hole.
Once he spit on my asshole enough times he started to push and I felt myself start to open up like I did when I fingered myself. I will never forget how it felt when the head of his dick went on my ass. I knew right then I was going to like it and want it often. With his dick half way up my ass I pushed my ass back to help him get all the way up my ass. He held onto my hips shoving his dick up my ass pretty hard asking if I liked it.
I told him it felt great so he started to fuck me. My dick got hard as a rock as his dick fucked my asshole. Both of us got way too excited way too fast and all I did was touch my dick and I started to cum and my asshole squeezing his dick made him cum in my ass.
We stayed in that position as he ground his dick around in my ass telling me over and over how good it felt and said he wanted to keep doing it. I told him to fuck me some more and he did. It lasted a very long time and with the cum in my ass it really made my asshole nice and slick and before he was ready to cum the second time I was asking him to cum in my ass. That day changed everything for us. Everyday he fucked me at least once if not multiple times. He and I could never do it enough.
I remember us having quickies in a few risky places over the years and me sitting in my classroom with his cum in my ass. Several times early in high school he and I would walk to this old vacant building close to the school and get in one of the smaller dark rooms and with our pants down enough for him to fuck me he would put his dick up my ass and fuck me until he came up my ass. After school we would fuck again most of the time.
In the 10th grade we let our best friend in on our private secret and we knew he would want to at least try it and would never tell anyone. That afternoon after school we all went in to the woods and he watched us fuck then he fucked me too. His dick was a bit bigger and he came a lot more
From that day one the three of us were always together and we all liked to suck and swallow each others cum but what we all liked best was when they both fucked me. It was always good to have two friends that liked fucking me because I could never get enough and many times one would fuck my ass while the other one fucked my mouth. My favorite was getting on top in a 69 with one of them while the other one fucked my ass. Sucking a dick while getting mine sucked and getting fucked at the same time was the best getting I have ever had. When we got older and could drive we went a lot of places to have sex and we all liked it outdoors. I wish I could do it with them again but I have no idea where they are these days. That was many years ago but I have enjoyed my toys a few hot women with strap on toys and a few hung men in my life. I still enjoy taking it up the ass but I haven’t had the real thing in years.

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