What’s your favorite role playing with an escort?

[Seymour Butts]

One I think about a lot is Corrupt Parole Officer. Lots of "you don't want to go back to jail, do you? Then you better convince me you're worth keeping on the outside." Then, while I try to convince him that I indeed don't want to go back to jail, lots of calling me a criminal dirtbag and the like.

(Every time I've actually tried to do roleplay though, it just doesn't work. There'll be like four or five lines of roleplay then it turns into a more typical encounter. But it's a lot of fun to think about!)

[+ DrownedBoy]

6 hours ago, José Soplanucas said:

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

Only some of the ones that providers themselves came up with.

Some of them are physically nontransferable 😄

[Steve_D]

19 hours ago, José Soplanucas said:

delivery boy, plumber, any technician/home or personal services provider

These are some of my favorite!

[harlow]

Come to think of it I’ve never roll played with an escort. I’ve only done that with hook ups.   🤔🤔🤔

[Steve_D]

3 minutes ago, harlow said:

Come to think of it I’ve never roll played with an escort. I’ve only done that with hook ups.   🤔🤔🤔

Maybe it is worth a try - could be real fun in my mind at least 🤣

[harlow]

Just now, Steve_D said:

Maybe it is worth a try - could be real fun in my mind at least 🤣

Exactly. I don’t know why I never thought to ask an escort about roll play. After all they are professionals lol 😂 

[Steve_D]

38 minutes ago, harlow said:

Exactly. I don’t know why I never thought to ask an escort about roll play. After all they are professionals lol 😂 

Right??  Let me know how it goes next time 😉

[Boaxxx]

On 12/10/2024 at 8:50 AM, Seymour Butts said:

One I think about a lot is Corrupt Parole Officer. Lots of "you don't want to go back to jail, do you? Then you better convince me you're worth keeping on the outside." Then, while I try to convince him that I indeed don't want to go back to jail, lots of calling me a criminal dirtbag and the like.

(Every time I've actually tried to do roleplay though, it just doesn't work. There'll be like four or five lines of roleplay then it turns into a more typical encounter. But it's a lot of fun to think about!)

I agree on that many times the fantasy is better than the actual act. It is hard to communicate exactly what you are looking for as the mind can do wonders 😜 

[Boaxxx]

I have a couple that have worked for me and both work well one-on-one and in a three-way situation.

The first is simply a horned up top or two who higher a guy to use (I'm the sub escort). The top(s) are happy to see what they ordered, check out the merchandise and then put me through some obedience drills to start (take off his shoes, rub his feet, massage his shoulders, remover his pants, etc) and progresses from there usually including some blindfolding and light bondage. 

The other is more specific and centered around poppers and popperbate videos. The provider in this scenario is a "friend/content creator" who wants me to stop by to watch his new popperbate video and give feedback. I start to watch and clearly start getting turned on. He makes a comment about me not being able to give a good critique if I am not following along with taking popper hits or edging my cock as instructed in the video. He then hands me a bottle and says "start taking hits and lube up that cock".  Things progress from there with him taking control of the situation.

This RP scene worked well in a three-way with the original provider (who was into it as well). He had suggested a third who was a black guy. Same scenario except that he was working with another content creator and wanted feedback. I show up, meet the other guy, have some small talk and start the video. The new guy, Marcus, says he is really looking forward to my feedback and hands me a fresh bottle of poppers and lube. The video starts and its theme is white guys who are into and submissive for black guys. It didn't take long to get a positive reaction out of me.

[+ Pensant]

For many years. I’ve loved to engage with leaner, smooth and defined early 20s providers who enjoy wearing high riding boots with either speedos, jockstraps or short cut off jeans. While I enjoy deep kissing and mutual oral, I love putting the boots on their defined legs. That ritual alone makes me precum. From there, depending on the chemistry and vibe, I can either top or bottom. I’ve gifted many pairs of boots over the years. They’ve all seemed to really get into it. 

[Oakman]

I hire providers to give me what I can’t otherwise get from a hook up app. I am a big, confident, muscular guy and give off a serious daddy vibe. It is impossible for me to find, in San Francisco, guys who can take control and be dominant with me. I have plenty of opportunity to find eager, submissive boys.
So, the guys I hire need to bring some fun, dominant energy. I leave the role-play question entirely up to them. I just say that I want to feel owned or used, and that I want them to do whatever feels great for them without regard for my needs.

[Whippoorwill]

I like to hire the nubile young muscleboys who can be the hot jocks I lusted after in high school, and have forever regretted not seducing. 

[Boaxxx]

1 hour ago, Oakman said:

I hire providers to give me what I can’t otherwise get from a hook up app. I am a big, confident, muscular guy and give off a serious daddy vibe. It is impossible for me to find, in San Francisco, guys who can take control and be dominant with me. I have plenty of opportunity to find eager, submissive boys.
So, the guys I hire need to bring some fun, dominant energy. I leave the role-play question entirely up to them. I just say that I want to feel owned or used, and that I want them to do whatever feels great for them without regard for my needs.

I'd be interested in trying to fulfill that scenario with you. 😉

[Steve_D]

22 hours ago, Whippoorwill said:

I like to hire the nubile young muscleboys who can be the hot jocks I lusted after in high school, and have forever regretted not seducing. 

Right up my alley - would love to hear more about your experiences with this scenario - PM if you don’t feel like sharing publicly here - but I’m sure others would also like details 😉

[starman05]

I said to a provider once that I had a fantasy that starts off where we're buddies... 

"And then...?" He asks.

"That's it." 

[Trick]

I had a provider play a role I had not asked for.  He played a cop. As soon as I entered the room, he “arrested” me and he wanted me to lick his boots.  

[Boaxxx]

1 hour ago, starman05 said:

I said to a provider once that I had a fantasy that starts off where we're buddies... 

"And then...?" He asks.

"That's it." 

Providers always say to keep it simple and not over complicate it. I think you did a bang-up job.

[Jay17403]

I just get turned on by hiring. I had an escort ask me if I had any fantasies and I responded yes sex with an escort. 

[Boaxxx]

I like the sex charged atmosphere of a bath house/sex club and the thrill of a random anonymous hook-up. My roleplay fantasy is to have a provider meet me at a BH/SC.  Quite often guys leave the door to the room slightly open as an invitation or sign to other guys that they are looking. I would get there before him, get the room, provide him with the room number, situated myself and wait for him to stick his head in and show an interest in me and go from there. I think some of the excitement would simply be from the anticipation of his arrival.

I haven't approached a provider about this scenario and wonder if this is something most would be into. I guess it all depends on the other guys comfort level.

Edited December 31, 2024 by Boaxxx

[Callas]

I’m still searching for the right furry costume, but I want a furry top 😋 & I would be his owner (in this scenario, prob need an overnight to make him cum 5+ times) or prey/victim (for this, he has to force me to have xxx with him and expects me to be pregnant) 🫣

[Callas]

On 12/9/2024 at 7:56 PM, DrownedBoy said:

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....

YES this plays to my victim role above ☝️ but i wanna act like a real virgin 🤣

Edited December 31, 2024 by Callas

[Callas]

I also want a Buddhist monk top, and I would be a nine-tailed fox spirit eating his cum to grow my power and during full moon I would need to have xxx with him all night 🫣

[Callas]

Another one: I would be a slut escort while he would be a widowed man who hires me to experience new thing 🫣

[SirBillybob]

Fixed-income dirt-poor pensioner.

Me, in case you’re wondering. 

Edited December 31, 2024 by SirBillybob