Straight guys, have you ever done anal?

[KinkStevens]

I'll answer your question. Well, since I was in a position where I'd lose my home, I can't say I liked prostitution. I'm not the greatest looking, but I'm a good looking, fit, petite guy with great legs and a great ass. I see guys checking me out all the time. I used what I got to benefit me but it's not something I do all the time. No OnlyFans or anything. I'm not experienced with anal so it hurts. When girls shoot porn they stretch out their asses ahead of time so it's easier. With him, he said I can't do that as he wants it tight and unprepared except for lube. If I try to do it before hand he'll be able to tell and will say it doesn't count. He likes that I look like a teen twink.
His dick is so big that once he's half way in it puts a lot of pressure on my prostate and after a few minutes of being fucked in the ass my cock starts to leak. Without anyone touching it. The whole time it burns my ass as I struggle to stretch out. I'm whimpering for the first 5 minutes as he's working his cock in me and although it hurts like hell I feel like I have to pee and I start feeling like I'm gonna cum. It makes my asshole clamp down which makes his thick cock in my asshole excruciating painful and I start shooting cum with each thrust. It's a weird feeling as my asshole is in on fire and it hurts because he's so deep but I'm cumming. It lasts for about 10 minutes. He still can't get all the way inside so he pulls out and scoops up my cum off the bedsheets and puts it inside my asshole which has a tiny gape. With my cum as lube he bottoms out and it easier to take all of him as my cum soothes my hole. At this point I know I've just got to hang in there as he fucks me really hard. I can't tell when he's about to cum as his cock throbs and he slows down. I feel him shoot in my ass and will then fuck me some more until his cock starts to go soft. His cum. Is so thick it doesn't run out. It takes about 30 minutes for my ass to go back to normal. We hang out for a while and then he fucks me again. Although it hurts it's easier as I'm really lubed up inside. It's a mind fuck knowing what I did for the money but I am relieved that I still have my place. Hard to explain. I do feel like shit afterwards. Tje second ass fucking is worse as I'm in a thong, his choice, and bent over the arm of the sofa and I'm not stretched yet but so lubed that he can shove his cock all the way in. He doesn't last as long but it's a lot rougher. When he's done I need a few minutes for my asshole to. It hurt so much. Then put on my briefs and head home. It's about 30 minutes before my girl gets home and it's hard to hide his 2 cumshots and my cum slowly leaking out of my asshole all night. I'm afraid my girl will find out. She's way hot and wouldn't be ok with this.

This is pretty hot. Have you forgiven yourself? Ever desire to be ‘behind on the rent’ again?

 

[CoachPatrick69]

Thats awesome. Does she know how you paid the bills? If you prefer, you can PM. Whatever works

She has no idea

 

[CoachPatrick69]

This is pretty hot. Have you forgiven yourself? Ever desire to be ‘behind on the rent’ again?

I Look at this as something I did that no one knows about and it bothers me sometimes but I didn't have any choice so I'm not too hard on myself about it. If anyone found out Im sure it'd be stressful. Like only I know and the landlord and his friend. He's a big black guy and sometimes likes to watch. The hardest thing for me is having to suck his dick. He's 10 inches and really thick and it's hard to fit him in my mouth. He likes that I'm petite and he says how big he likes in my mouth. He hasn't had his friend fuck me. Thank God. He's got a big cock too. I've had to suck his dick and let him cum in my mouth. To me that's the worst as I can see it and see him watching me. When I'm getting fucked I can close my eyes or bury my head in the pillow or sheets . My fear is he'll let his friend fuck me. I'm really tight and I think he wants to keep me all to himself. You ask if I ever desire to be behind on rent again. No, because financially, it's stressful enough then knowing I have to go and get the hell fucked outta me is even more stressful. If he wasn't so big it probably wouldn't be so bad. It'd be a mind fuck that I'd just deal with. But his size makes it miserable. My girl doesn't know. She isn't into any toys. Her pussy is super tight and I'm pretty big so she feels toys would stretch her even more and she's not interested in that. I know she'd go through my stuff and I wouldn't be able to explain having a dildo to practice with. I don't like cucumber and she doesn't either so I cant just buy one as she'd wonder why I bought something we don't eat. So I can't really practice as I don't have much free time. I think if I practiced more it'd be easier. Really, of he was a lot smaller it'd help a lot. So no, I hope I pay the rent every month.

 

[CoachPatrick69]

No.

Thank you for your in depth response

 

[htobeme5]

I have lovingly done anal many times with my beautiful girlfriend. As her bottom for her lovely big cock. She is super feminine but she likes to be the fucker.

she is so hot, does she wear any stockings or pantyhose when she fucks you-i want her cute nipples.

 

[Escierto]

she is so hot, does she wear any stockings or pantyhose when she fucks you-i want her cute nipples.

No, it’s so hot in the Philippines very few women wear stockings or pantyhose. She does have lovely sensitive nipples.

 

[htobeme5]

I have lovingly done anal many times with my beautiful girlfriend. As her bottom for her lovely big cock. She is super feminine but she likes to be the fucker.

love to wear pull up diapers or kotex napkins together, while out shopping.

 

[CoachPatrick69]

love to wear pull up diapers or kotex napkins together, while out shopping.

Really

 

[htobeme5]

My wife love pegging me. It’s a fun part of our sex life.

 

[CoachPatrick69]

I'd love to try that some time

 

[Gmoore238]

My wife introduced me to pegging. She walked into my bedroom one night with a dildo swinging from her and said "I want to fuck your ass".
"OK, where'd the strapon come from"??

Yep, a few times. One of my kinks

 

[LasTime]

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.

That was rape.

Was your buddy having you on? Wouldn't your buddy have smelled the guy? And he'd know the feeling of a cock as it would feel warmer than a strapon. He'd hear her voice as being too far away from him. He'd might be able to hear different footsteps. That landlord could have given a serious beating to one of them after realising what had happened.

Was your buddy bribed into those later peggings? That guy must have been gay. Strange to think that your buddy let that guy fuck his ass again? Why? Was he hurt by all this?

 

[CoachPatrick69]

Tone it down CSI. Why would he smell him. She was a high maintenance chick always wearing that awful strong smelling lotions from head to toe along with obnoxious perfume. She was a paint her face girl. The kind that hugged you and left her face on your shirt. As it was college you always had music on so people couldn't hear you fucking in other dorm rooms. They had been drinking. Why would he hear footsteps . Never said he fucked bigfoot. Unlike you sitting on a computer trying to solve a case no one asked you to years later, he was actually having sex with a hot chick. She was gonna let him pop her anal cherry and the strap on was the price of doing business. He got more than he bargained for sure. He did get to fuck her ass several times. What does the landlord have to do with it? Rape, sure, but since it was a girl initiated no one cares and police don't take it seriously. She knew he wouldn't want anyone knowing and she blackmailed him for future sex not bribed. The dude is not gay. He never had the dildo in his ass just the dick so how was his asshole supposed to tell the temp difference. . I'll ask if his asshole had a temperature sending unit installed. Swing and a miss CSI!

 

[LasTime]

Tone it down CSI. Why would he smell him. She was a high maintenance chick always wearing that awful strong smelling lotions from head to toe along with obnoxious perfume. She was a paint her face girl. The kind that hugged you and left her face on your shirt. As it was college you always had music on so people couldn't hear you fucking in other dorm rooms. They had been drinking. Why would he hear footsteps . Never said he fucked bigfoot. Unlike you sitting on a computer trying to solve a case no one asked you to years later, he was actually having sex with a hot chick. She was gonna let him pop her anal cherry and the strap on was the price of doing business. He got more than he bargained for sure. He did get to fuck her ass several times. What does the landlord have to do with it? Rape, sure, but since it was a girl initiated no one cares and police don't take it seriously. She knew he wouldn't want anyone knowing and she blackmailed him for future sex not bribed. The dude is not gay. He never had the dildo in his ass just the dick so how was his asshole supposed to tell the temp difference. . I'll ask if his asshole had a temperature sending unit installed. Swing and a miss CSI!

I meant to delete that piece about the landlord before posting. I had initially picked it up wrong when I typed that part. So what exactly was she blackmailing him for? for her buddy to rape him again, for herself to peg him, or to make him fuck her ass?

I didn't know they were drunk, but I was just wondering if a dude was up on top of you, that there night be a chance you'd smell the pheromones. I'd have assumed that there is surely a chance that one would not expect a strapon to feel as warm as a cock. If I stuck my hand down my pants and felt my own cock as if it were the same temperature (as a piece of plastic or rubber at room temperature) I'd notice the difference.

I'm surprised that he actually got the fuck her ass in the end... if she was willing to do that to him, it's funny to think she let him have her there. But more interestingly, I nearly get the impression that it didn't bother him too much. You must have been a close friend that he told you, if he didn't want people to know. It doesn't matter that he initiated it. The other guy could still have been charged... especially if there were pictures.

 

[lc69hunter]

I have been pegged by a girlfriend . But I have also fucked straight husbands at the request of their wives. Didn't make them gay or bi, just closer to their wife

 

[CoachPatrick69]

I meant to delete that piece about the landlord before posting. I had initially picked it up wrong when I typed that part. So what exactly was she blackmailing him for? for her buddy to rape him again, for herself to peg him, or to make him fuck her ass?

I didn't know they were drunk, but I was just wondering if a dude was up on top of you, that there night be a chance you'd smell the pheromones. I'd have assumed that there is surely a chance that one would not expect a strapon to feel as warm as a cock. If I stuck my hand down my pants and felt my own cock as if it were the same temperature (as a piece of plastic or rubber at room temperature) I'd notice the difference.

I'm surprised that he actually got the fuck her ass in the end... if she was willing to do that to him, it's funny to think she let him have her there. But more interestingly, I nearly get the impression that it didn't bother him too much. You must have been a close friend that he told you, if he didn't want people to know. It doesn't matter that he initiated it. The other guy could still have been charged... especially if there were pictures.

Jesus Christ Dr. Nitpick. Never , ever dealt with someone who has so completely missed on everything as much as you. I'm done with you as you're rediculous. Pheromones . GTFOOH with that shit. How do you know she didn't soak the strap-on in the sink in warm water so it'd feel exactly like a dick. She black mailed him so 1. He wouldn't tell but she knew he really wouldn't because he was terrified anyone would find out. And 2. So she could fuck his ass with a strap-on when she wanted and or have her friend fuck his ass. Dude and I were roommates before and have ran 3ways and DPs and DVPs on girls so yes he told me. No one was getting charged as there was no way he'd go public with that as he'd be afraid anyone else would know. You're the never felt the touch of a live woman so nitpick someone else's story.... even though no one asked you. I'm done wasting my time with you.

 

[CoachPatrick69]

I have been pegged by a girlfriend . But I have also fucked straight husbands at the request of their wives. Didn't make them gay or bi, just closer to their wife

Nice. Did their girlfriends or wives watch or watch a video or see pics afterwards.

 

[lc69hunter]

Nice. Did their girlfriends or wives watch or watch a video or see pics afterwards.

Definitely watched, and they were holding their husband's hand with one hand and masturbating themselves with the other. Face it, women like male/male sex and porn.

 

[CoachPatrick69]

Definitely watched, and they were holding their husband's hand with one hand and masturbating themselves with the other. Face it, women like male/male sex and porn.

I want to get my girl to peg me and trying to figure a way to bring it up

 

[lc69hunter]

I want to get my girl to peg me and trying to figure a way to bring it up

The best as I know how is to get her talking, after sex and laying in bed, start talking about spicing up the marriage, and possibly taking turns on a weekend, giving up control to the other, for 48 hours. Then teasingly ask her what she would do to you if she had control. The conversation, I promise you, will have you both up for some more sex, and the idea will germinate, and I suspect, will get you guys where you want to be.

 

[CoachPatrick69]

The best as I know how is to get her talking, after sex and laying in bed, start talking about spicing up the marriage, and possibly taking turns on a weekend, giving up control to the other, for 48 hours. Then teasingly ask her what she would do to you if she had control. The conversation, I promise you, will have you both up for some more sex, and the idea will germinate, and I suspect, will get you guys where you want to be.

This is a great idea. I'm gonna try this, 5his weekend. I'm gonna mix some alcohol in there as well. Hopefully she'll loosen up once she's a little drunk and we can talk about kinky stuff.

 

[easyoff]

I never have, but am but interested in getting pegged then fucked by a man. At least for the first time.

Go for the real cock, it feels so much better than a plastic one. Go bareback if you can and take his load in your ass.

 

[Cardinal]

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

Hey you had rent to pay! Did your girlfriend ever find out about it?

 

[CoachPatrick69]

Hey you had rent to pay! Did your girlfriend ever find out about it?

No, my girl still doesn't know and I don't want her to ever know. I'm ok if she wants to try and peg me although I don't think she's down for that. The last time was last month. Business has picked up and money is good this month, thank God. I'm glad he won't fuck the hell outta me this month. That cock is just rediculous. It wouldn't be so bad if I could use a dildo or practice taking one to stretch my hole just in case. My girl has no dildos or toys. She loves to get her pussy licked and loves to fuck and cums multiple times during so she doesn't see the need for toys. She's also not so she could have new dick tomorrow if she wanted. I've brought up me buying toys for her as I thought I could use them too. She said she's nice and tight and doesn't want to stretch out her tight pussy with dildos or toys. So I can't explain why I would have them here if she found them. Yes... paying rent is a real pain in the ass sometimes

 

[LasTime]

Jesus Christ Dr. Nitpick. Never , ever dealt with someone who has so completely missed on everything as much as you. I'm done with you as you're rediculous. Pheromones . GTFOOH with that shit. How do you know she didn't soak the strap-on in the sink in warm water so it'd feel exactly like a dick. She black mailed him so 1. He wouldn't tell but she knew he really wouldn't because he was terrified anyone would find out. And 2. So she could fuck his ass with a strap-on when she wanted and or have her friend fuck his ass. Dude and I were roommates before and have ran 3ways and DPs and DVPs on girls so yes he told me. No one was getting charged as there was no way he'd go public with that as he'd be afraid anyone else would know. You're the never felt the touch of a live woman so nitpick someone else's story.... even though no one asked you. I'm done wasting my time with you.

Sorry if I annoyed. But you haven't addressed one question. How badly did it hurt him? emotionally that is! You seem to talk about it as if it's no biggie. I mean, not only did he get raped, but he was black mailed into getting raped AND pegged several more times. My guess is that it was probably only a bluff anyway... and that she wouldn't have actually exposed the photos, as it would say as much about her as it would about him. After all, the other dude would have been in the photos too.

What's also strange (as I've said already) is that your buddy did get to fuck her ass. Isn't that strange... to let someone - who you're blackmailing - fuck your ass, and trust them not to physically hurt you while doing it!

If they were drunk it's unlikely she would have thought it through that much... to put it in a sink in order to warm it up. Just saying. That wasn't me saying I didn't believe you btw, so don't take it the wrong way. And just out of curiosit; was the other dude gay or bi? Did he fuck the Asian girl too?