Straight guys, have you ever done anal?

CoachPatrick69

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When I graduated highschool I went to community college and worked part time to pay for it. I lived in an ok apartment that was a house divided into 3 apartments. My girlfriend visited a lot but I lived alone. I could tell my landlord was gay by his comments. Although straight. I had an athletic build and was smooth with little hair. He'd make comments like if you didn't have that girlfriend he could show me a thing or two. Well, I was 2 months back rent and he made a comment that I could work it off with my sexy ass. I got drunk one night and went to his room. When he answered I stumbled in and he had me get on my knees and pulled down his pants. I started sucking his cock. It was a grower and thick and uncut. I sucked him for a few minutes and he said to bend over the sofa arm. He took coconut oil and spread it on his cock and my ass and slowly stuffed that thing in me. Hurt like hell but I started to get used to it by the time he came in me. I lived there for 5 years and was not able to pay rent several times. I went and took my fucking every time. Haven't had anal since or even thought about it. I think I was doing anal for rent and never did it again. Has anyone else doe something similar
 
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When I graduated highschool I went to community college and worked part time to pay for it. I lived in an ok apartment that was a house divided into 3 apartments. My girlfriend visited a lot but I lived alone. I could tell my landlord was gay by his comments. Although straight. I was an athletic build a d rhon with little hair. He'd make comments like if you didn't have that girlfriend he could show me a thing or two. Well, I was 2 months back rent a d he made a comment that I could work it off with my sexy ass. I got drunk one night and went to his room. When he answered I stumbled in and pulled down his pants and started sucking his limo cock to get it over with. His cock was a grower and thick and uncut. I sucked him for a few minutes and he said to bend over the sofa arm. He took coconut oil and spread it on his cock and my ass and slowly stuffed that thing in me. Hurt like hell for a bit but I started to get used to it by the time he came in me. I lived there for 5 years and was not able to pay rent several times. I went and took my fucking. Haven't since or even thought about it. I think I was doing anal for rent and never did it again. Has anyone else doe something similar
Well they can but then they have to surrender their straight card. :)
 
Well they can but then they have to surrender their straight card. :)
I hear ya. I've thought about it a lot and on one hand it's pretty gay lol. On the other hand, I have a nice apartment. My girlfriend kinda says the same thing. She hates anal, but does it because she likes my apartment and it's proximity to the city.
 
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I hear ya. I've thought about it a lot and on one hand it's pretty gay lol. On the other hand, I have a nice apartment. My girlfriend kinda says the same thing. She hates anal it does it because she likes my apartment and it's proximity to the city.
Not sure I follow that. Your gf let's you fuck her in the ass so you'll let her stay with you? :)
 
When I graduated highschool I went to community college and worked part time to pay for it. I lived in an ok apartment that was a house divided into 3 apartments. My girlfriend visited a lot but I lived alone. I could tell my landlord was gay by his comments. Although straight. I was an athletic build a d rhon with little hair. He'd make comments like if you didn't have that girlfriend he could show me a thing or two. Well, I was 2 months back rent a d he made a comment that I could work it off with my sexy ass. I got drunk one night and went to his room. When he answered I stumbled in and pulled down his pants and started sucking his limo cock to get it over with. His cock was a grower and thick and uncut. I sucked him for a few minutes and he said to bend over the sofa arm. He took coconut oil and spread it on his cock and my ass and slowly stuffed that thing in me. Hurt like hell for a bit but I started to get used to it by the time he came in me. I lived there for 5 years and was not able to pay rent several times. I went and took my fucking. Haven't since or even thought about it. I think I was doing anal for rent and never did it again. Has anyone else doe something similar
Not exactly similar, but I wish I'd thought of paying for rent that way.

In my mid 20's I was living on a very tight budget, and falling behind on the rent was not uncommon. Landlord, a single, older man, lived next door, down the hall. No idea if he was gay or not, but it was a very gay friendly city (Sydney) so there's a strong chance he would be open to m/m sex, and welcome a blow job

I would gladly have had sex with him to cover rent once in a while, any way he wanted.

I've also had gay bosses come on to me, as well as Bi roommates. Never acted on those, however.

All my m/m sex has been one night stands. No complications that way. I never had to deal with a gay lover in my life the days or weeks after sex.

Yes, I've had anal both top and bottom, and I love it either way. I can't say I'm 100% straight anymore.
 
I have once.
Japanese mistress enjoyed playing with me and using me as her toy. We’ll long story short towards the end of my time in Japan she tied me to a chair blindfolded me and used a small dildo on my ass as she stroked my cock

When she stopped and went quiet I felt a bigger dildo push into me. Took me a while to realize but this was another of her friends fucking me with his big cock. I had a safe word but this wasn’t discussed and I had no idea this would happen. First and only time.

I did feel violated but I do remember the feeling of him cumming in my ass - quite pleasurable to be honest

There is more to the story but that’s the gist of it. Would I/could I do it again? I don’t know
 
That's a hot situation for sure. My college buddy had something similar happen to him. He wanted to fuck his Asian girlfriend's ass and she was a virgin. She said he could if she could fuck him. He came over and she pulled out an average sized real feel dildo strapped on and made him suck it. Then he was on his knees. She tried his hands behind him with a scarf and blind folded him. Her friend was waiting in the dorm closet watching and climbed on the bed behind him and started shoving his cock in his ass. The whole time she was saying good boy and take my cock. She took pics with her cell phone and immediately sent them to her email address. When the guy was close to cumming she said I'm gonna cum. As he shot his load in his ass she took off the blindfold and after a few seconds figured out what happened. She said to not do anything as she had pics. She let him see them and she told him she already emailed them to herself. She pegged him several times that year and let her friend fuck him a couple of times. She graduated and left in May and he never heard from her again.
 
Yes pegging and otherwise, but very selective checklist on whom I will do it for. More of an oral bottom than anything, but on the rare occasions he checks the boxes, will enthusiastically let him have it.
 
Spongo, this doesn't count t as it's playing with your girlfriend. Enjoy it and ask her to do it more. I'm talking about having sex with a guy and what were the circumstances as to why you did. Curious
 
Spongo, this doesn't count t as it's playing with your girlfriend. Enjoy it and ask her to do it more. I'm talking about having sex with a guy and what were the circumstances as to why you did. Curious
I play with my girlfriend but then she has a real cock. Does that count? It’s a big cock and she cums a lot when she fucks me.
 
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