r/TotallyStraight

Not really part 2, because I’ve fucked his throat a few times since the first time…
But last night, I finally feminized him.

2 months ago, my friend and I set C up on a blind date with a girl we knew years ago. They live in the same city blah blah blah. I haven’t seen them together since the beginning of their relationship, but each time I see him, I make him thank me for hooking him up.

The first time he thanked me by letting me stick my fingers down his throat in a bar bathroom.

The second time he thanked me by eating my ass out which he pretended to hate, so I loved. (Pretended bc a week later, he asked to do it again when we hung out next).

This third time I told him to bring his girl’s thong. Red and blue… she wore one like that for me way back then, but probably not the same. I stripped him and put the thong on, then I took a picture for my f^g folder which he made me promise I’d never do w him that vulnerable. Hung his head over the table and fucked his throat as I degraded/misgendered and edged his clit.

His lil masculine ass tried to squirm out of the thong the whole time😂 still need to put lipstick on him, but I think he’s close to asking me to bend him over 😈

I have had one sexual experience with a guy and it was phenomenal. I was guilty and ashamed at first, and I'm sure that's natural, but looking back now if was an amazing experience.

He offered me a blowjob for a ride home from the club. I figured, heck, why not give you one as well?

He pulled it out and, that was the first time I had handled such a beast. Seven or so inches, girthy like mine. I began sucking, he put a finger over my butth*le and it was like heaven.

It was so good that I as a straight dude wanted to have sex right then and there but we couldn't haha. Not sure if he was a top or bottom but it didn't matter much because I'd try to take that thing 😂

To want to have a gay friend that sucks me and uses me for my size because his man doesn't have it like that, and my woman can't handle it...right?

A little about me. Early to mid 30s and I’ve been married over 10 years to a woman and with an active sex life. However, I’ve always also been drawn to cocks and anonymous sex with men. More so recently, the idea of servicing men more than being serviced. But don’t get me wrong, being sucked off by another man can be amazing. I’ve had my fair share of hookups over the years but have been ‘out of the game’ for a while now. It’s always been oral, jerking, or watching porn, never penetration so I’ve never topped or bottomed. But again l, recently I have began to fantasize about what it would be like to take that next step. I catch myself at work thinking about how and what I would want if I were to finally take that step. I’d explore what’s left to be explored. I want to service, but also be an open book. 

My fantasy is to find 2 older men in their 40s or 50s, preferably a couple, but would be okay with very close friends. Both with nice girth and length, the kind of cocks that makes you drool thinking about sucking it slow and passionately. These 2 men would know what they want. They would be eager, but like to take their time, enjoy me and ensure to tell me how to please them. They’re suggestive, verbal, and somewhat a dom, but also be gentle and patient. We would meet, knowing we have hours of free time to play together and explore. 

I would pro a my have a drink to calm the nerves and break the ice. Once the nerves start to disappear, they would tell me to slowly start to undress. I would see they’re still soft, but definitely ready. They would direct me to take their cocks out, start playing with them, feeling the grow as they get fully hard. They ask if I’m okay. They ask if I like to suck their nice cocks. They ask if I want to make them cum. My cock gets hard as I respond to them with yes sir, or looking at them and shaking my head (I am now hard as I am writing this). They tell me it’s okay, to not be shy, to enjoy everything happening. 

They also want to service me, edge me, and push me to the edge. One wants to be in my mouth while one is between my legs. Slowly sliding his mouth up and down my hard cock. Playing with my balls that are loose and excited. Teasing his face lower than may sack towards my ass. Feeling his breath and making me tingle. Asking me if I want him to play with my ass (new for me). I mumble, hard to hear, but clearly a yes. He spreads my legs wider and lifts my hips up off wherever I’m laying. His tongue slowly starts to swirl around my right hole. My cock torches and I gasp. The thought of this feeling is intoxicating. 

**There’s still a lot to explore, but I’m getting writers block. Happy to chat and explore these ideas more. Hope to update this more in the future. In the meantime, I leave it open for you to dm or send pics! I’d be happy to role play this with you (or you guys). 

A little about me. Early to mid 30s and I’ve been married over 10 years to a woman and with an active sex life. However, I’ve always also been drawn to cocks and anonymous sex with men. More so recently, the idea of servicing men more than being serviced. But don’t get me wrong, being sucked off by another man can be amazing. I’ve had my fair share of hookups over the years but have been ‘out of the game’ for a while now. It’s always been oral, jerking, or watching porn, never penetration so I’ve never topped or bottomed. But again l, recently I have began to fantasize about what it would be like to take that next step. I catch myself at work thinking about how and what I would want if I were to finally take that step. I’d explore what’s left to be explored. I want to service, but also be an open book. 

My fantasy is to find 2 older men in their 40s or 50s, preferably a couple, but would be okay with very close friends. Both with nice girth and length, the kind of cocks that makes you drool thinking about sucking it slow and passionately. These 2 men would know what they want. They would be eager, but like to take their time, enjoy me and ensure to tell me how to please them. They’re suggestive, verbal, and somewhat a dom, but also be gentle and patient. We would meet, knowing we have hours of free time to play together and explore. 

I would pro a my have a drink to calm the nerves and break the ice. Once the nerves start to disappear, they would tell me to slowly start to undress. I would see they’re still soft, but definitely ready. They would direct me to take their cocks out, start playing with them, feeling the grow as they get fully hard. They ask if I’m okay. They ask if I like to suck their nice cocks. They ask if I want to make them cum. My cock gets hard as I respond to them with yes sir, or looking at them and shaking my head (I am now hard as I am writing this). They tell me it’s okay, to not be shy, to enjoy everything happening. 

They also want to service me, edge me, and push me to the edge. One wants to be in my mouth while one is between my legs. Slowly sliding his mouth up and down my hard cock. Playing with my balls that are loose and excited. Teasing his face lower than may sack towards my ass. Feeling his breath and making me tingle. Asking me if I want him to play with my ass (new for me). I mumble, hard to hear, but clearly a yes. He spreads my legs wider and lifts my hips up off wherever I’m laying. His tongue slowly starts to swirl around my right hole. My cock torches and I gasp. The thought of this feeling is intoxicating. 

**There’s still a lot to explore, but I’m getting writers block. Hope to dive deeper into this…