What’s your favorite role playing with an escort?

[Steve_D]

Just curious as to what your favorite role play scenes are with an escort?  Post here or feel free to PM with more detailed scenes if you’d rather.  There are so many options. What have you enjoyed the most? Or think you would enjoy the most? 

[+ poolboy48220]

I've got a mild sub fetish, I've had escorts tie me up a few times and dominate/use me. I remember one guy who was completely inexperienced with that but very willing to give it a try. 

[MscleLovr]

Guys have often remarked on how naturally dominant I am. This intrigued me and it led me to explore that dynamic.

When I was feeling horny, I’d enjoy exercising my dominance over muscleboy-bottoms with a submissive streak. I’d have them work hard to please me before topping them vigorously…and their “reward” for pleasing me was always to finish by sucking me off and swallowing my load. 
 

I was lucky enough to find 2 very different men - 1 Latin, 1 Blond but both with superb bodies - who truly had a submissive nature and craved a guy who’d ‘take charge’. I saw each man regularly for some years, but I made a mistake in having both overnight for a 3way. It was lacklustre compared to the hot sessions I had individually. It seemed that each man was concerned about seeming ‘masculine’ to the other; each was reluctant to reveal that side of his nature to another muscleboy. 
 

It was interesting that each guy was happy to take a hard pounding in various positions while the other relaxed by kissing me and watching me top. But when it came to taking my load in front of the other, it was clear that each saw this as the ultimate form of slutty submission. 

[+ ApexNomad]

For me, I only engage in role play scenarios with regulars—someone I’ve been with before and with whom I’ve built a level of trust in the bedroom. I think any kind of role play requires a certain amount of trust to really work.

The best role plays are the ones that let both people get creative and fully lose themselves in the story. Some of my favorites include professor/student, boss/assistant, a private tutor session where things get… educational; a summer fling; or even an end-of-the-world scenario.

[+ DrownedBoy]

My favorite roleplaying involves being dominated (the more complete, the better).

I lost track of the scenarios, but I'm always coming up with new ones. So do some providers. Although the acting is sometimes so bad that we both end up laughing.

[TMonti96]

I have always thought I was weird but I am a dominant bottom.  I am a bottom who loves to keep control over the situation (maybe a legacy of my teenage days when I had absolutely nothing under control?); I love to exercise control over tall and muscular guys who do exactly what I like when I want it.

I also like to have my men undressed from the start. I find it super arousing when I am naked and my partner fully dressed, or vice versa. That's why the adult modelling photographer is an excellent scenario for me.

If there is a psychiatrist among you, feel free to share with us what this says about me.

[+ ApexNomad]

17 minutes ago, TMonti96 said:

I have always thought I was weird but I am a dominant bottom.  I am a bottom who loves to keep control over the situation (maybe a legacy of my teenage days when I had absolutely nothing under control?); I love to exercise control over tall and muscular guys who do exactly what I like when I want it.

I also like to have my men undressed from the start. I find it super arousing when I am naked and my partner fully dressed, or vice versa. That's why the adult modelling photographer is an excellent scenario for me.

If there is a psychiatrist among you, feel free to share with us what this says about me.

You’re not weird at all! I think it’s beautiful—it’s a form of self-expression that can be incredibly fulfilling.

I’m not a psychiatrist, but I’ve been told that the desire to maintain control in sexual situations can often stem from past experiences where a person felt a lack of agency or power. In these cases, expressing control within a safe and consensual dynamic can provide a sense of empowerment and confidence.

The preference for scenarios like undressing or having a partner undressed might reflect themes of vulnerability and intimacy. Being undressed can evoke a sense of emotional exposure, while the one who remains clothed holds a certain power in the dynamic, creating an arousing contrast. These power dynamics allow individuals to explore trust, connection, and emotional depth in a controlled way, where vulnerability becomes a form of strength.

Ultimately, these desires are a way to engage with both emotional and physical intimacy, creating a fulfilling, meaningful experience that goes beyond mere physical attraction.

[+ KensingtonHomo]

5 hours ago, MscleLovr said:

I made a mistake in having both overnight for a 3way. It was lacklustre compared to the hot sessions I had individually. It seemed that each man was concerned about seeming ‘masculine’ to the other; each was reluctant to reveal that side of his nature to another muscleboy. 

LOL - Not toxic gay masculinity ruining your threesome. 

[+ KensingtonHomo]

26 minutes ago, TMonti96 said:

I have always thought I was weird but I am a dominant bottom.  I am a bottom who loves to keep control over the situation (maybe a legacy of my teenage days when I had absolutely nothing under control?

This isn't weird at all. I'm a bottom who can switch between being submissive, dominant or somewhere in the middle. A lot of it depends on the chemistry with the other guy. 

[TMonti96]

1 minute ago, KensingtonHomo said:

This isn't weird at all. I'm a bottom who can switch between being submissive, dominant or somewhere in the middle. A lot of it depends on the chemistry with the other guy. 

I adapt a lot as well. With men, I am normally versatile, purely depending on the person I am with. I call it my "opportunistic versatility". I like joking about it.

However, when I am a bottom, I tend to always want to keep control over the situation. Especially when I am with remunerated escorts. 
Thanks for your comment!

[Becket]

I'm Lindsey Graham. The escort is Rachel Maddow.

[+ BenjaminNicholas]

8 minutes ago, Becket said:

I'm Lindsey Graham. The escort is Rachel Maddow.

[MscleLovr]

11 hours ago, ApexNomad said:

Some of my favorites include.…boss/assistant

This reminds me of a role-play for which I hired an escort in San Francisco. 
 

Years back, I was in danger of developing a crush on a young investment banker at the firm where I was a partner. I was out but at that time, single and horny. Obviously the different status and power imbalance made it impossible to take matters further.

He was one of the people who worked with me, but I got to know him as he worked out in the gym early morning when I did. He wasn’t my usual ‘type’ as he was short, 26 but a jock with a good body. He was str8 but just very gay-friendly and puppyish in his enthusiasms. Because of work, we had dinner together a few times. 
 

So I hired the SF guy to act as him and to allow me to unleash my desires. He was great: he opened his apartment door, clad only in tight white briefs, and invited me in for a drink while I stayed fully clothed. After kissing and nuzzling, he knelt and unzipped me, starting to fellate me. When I told him I wanted to top him, he took me into his bedroom. After undressing me slowly, he talked dirty - telling me how much he wanted me to use him and his hole - and got on all-fours on his bed, We had an energetic time and he drained me fully.

After mutual orgasms, we talked. He told me how much he enjoyed acting as a jock wanting to please an older man; I told him how truly great it had been for me. To my surprise, it was also very therapeutic: it was as if I had released all my lust for the young colleague: I really got him out of my system. 

[pubic_assistance]

20 hours ago, Steve_D said:

Just curious as to what your favorite role play scenes are with an escort?

Held captive and helpless...so I can use them when I want / how I want.

I'm sure this bondage fetish comes from watching reruns of Batman when I was a kid.

 

[+ José Soplanucas]

16 minutes ago, pubic_assistance said:

Held captive and helpless...so I can use them when I want / how I want.

I'm sure this bondage fetish comes from watching reruns of Batman when I was a kid.

 

I had a huge crush on Robin, back then!

[+ poolboy48220]

1 hour ago, pubic_assistance said:

Held captive and helpless...so I can use them when I want / how I want.

I'm sure this bondage fetish comes from watching reruns of Batman when I was a kid.

 

This!  There's a video from Man Up films of General Zod (Jessie Colter) with a captive Robin (Lance Hart), edging him on video while all of Gotham City watches. They do a lot of superhero videos but this is my favorite. 

[sutherland]

I ask my escorts, in the heat of passion, to say "I love you", "I adore you", "I belong to you", "I'm yours", etc

[+ José Soplanucas]

1 hour ago, poolboy48220 said:

This!  There's a video from Man Up films of General Zod (Jessie Colter) with a captive Robin (Lance Hart), edging him on video while all of Gotham City watches. They do a lot of superhero videos but this is my favorite. 

I have yet to see a porn production that matches the sexiness of the original Robin (Burt Ward) fainted, tied, and defenseless. 

[+ poolboy48220]

2 hours ago, José Soplanucas said:

I have yet to see a porn production that matches the sexiness of the original Robin (Burt Ward) fainted, tied, and defenseless. 

True, Lance Hart is a bit long in the tooth to make a convincing Robin. 

[+ KensingtonHomo]

7 hours ago, pubic_assistance said:

Held captive and helpless...so I can use them when I want / how I want.

I'm sure this bondage fetish comes from watching reruns of Batman when I was a kid.

 

Yeah, young Dick Ward definitely made me gay. 

[+ DrownedBoy]

One more interesting one I came up with recently was the "big guy forces himself on innocent virgin."

I was yelling things like, "No, don't, I was never with a guy before....it hurts....ahhhhhh!!!!..." etc.

He asked if I was worried about the neighbors hearing it. I told him that if my neighbors were listening, they'd roll their eyes because it was probably the 15th time someone took my virginity like that.

EDIT: To clarify, this particular RP is not limited to providers....

Edited December 10, 2024 by DrownedBoy

[Steve_D]

20 hours ago, MscleLovr said:

This reminds me of a role-play for which I hired an escort in San Francisco. 
 

Years back, I was in danger of developing a crush on a young investment banker at the firm where I was a partner. I was out but at that time, single and horny. Obviously the different status and power imbalance made it impossible to take matters further.

He was one of the people who worked with me, but I got to know him as he worked out in the gym early morning when I did. He wasn’t my usual ‘type’ as he was short, 26 but a jock with a good body. He was str8 but just very gay-friendly and puppyish in his enthusiasms. Because of work, we had dinner together a few times. 
 

So I hired the SF guy to act as him and to allow me to unleash my desires. He was great: he opened his apartment door, clad only in tight white briefs, and invited me in for a drink while I stayed fully clothed. After kissing and nuzzling, he knelt and unzipped me, starting to fellate me. When I told him I wanted to top him, he took me into his bedroom. After undressing me slowly, he talked dirty - telling me how much he wanted me to use him and his hole - and got on all-fours on his bed, We had an energetic time and he drained me fully.

After mutual orgasms, we talked. He told me how much he enjoyed acting as a jock wanting to please an older man; I told him how truly great it had been for me. To my surprise, it was also very therapeutic: it was as if I had released all my lust for the young colleague: I really got him out of my system. 

Love this one! Even down to the tighty whites! 

[Steve_D]

Any  more hot role play ideas you care to share here (or privately) - love all the great input so far! 

[+ José Soplanucas]

15 hours ago, DrownedBoy said:

EDIT: To clarify, this particular RP is not limited to providers....

Honest question: do you have RP scenarios limited to providers?

[+ José Soplanucas]

I love a few scenarios I play with regulars (transactional or not), but it is really hard to find someone who deeply buys into it:

• scenes where I am in full control: vampire, mesmerizer, inducing dreams into someone sleeping
• scenes where I am in partial control: the doctor's office, a police check point, a meeting with a subordinate (military or not), coach and player
• variations of student/teacher RP, from the student and the teacher who naturally evolve into releasing their mutual attraction to the student who walks in offering himself in exchange of a good grade or recommendation
• an athletic, masculine man cross dressed, although I do not like makeup, I do like a man on a wig and a very short dress or female underwear 
• puppy/pet play
• delivery boy, plumber, any technician/home or personal services provider