First time with an escort in two days, advice?

[ThroatCummer]

So this is my first post here and I have a question about hiring an escort. Actually, already hired the guy and we're meeting up on Sunday.

I'm 45, bear type, pretty handsome, "normal" for whatever that's worth, and never have trouble actually picking someone up in real life in a bar or whatever. Problem is I am the Founder/CEO of my company and legit work from the time I wake up until the moment I go to sleep, seven days a week. It caused the end of my last relationship, then with COVID, I just didn't go out and do stuff anymore except work 24x7x365. I just don't have time for my personal life or "the chase" and finally caved a couple days ago and figured why the hell not -- go find the hottest dude in my city on Rent.men and get him over to my place.

Ok. Booked. LOL.

Thing is I am nervous as all fuck. I'm actually easy going, an extrovert, good social skills, blah blah blah. But for some reason the entire idea of this has my heart racing. I am so structured and organized in life and always have everything under control, but this is one feeling that has thrown me for a loop.

Like so he gets here do we just go sit on the couch? That sounds like the most silly question in the world but I swear it's a huge question for me. I kind of like to at least talk and get to know someone before we move to the bedroom -- and honestly, I am not sure what I even want to do. I've been with some pretty hot guys in my life that I have picked up (and two in a full blown relationship with) but I kind of reached for the stars here and almost feel a little intimidated that he's too hot.

I guess I don't know general etiquette. What to say or do or ask. I can only assume someone with a ton of awesome reviews has met people like me before and will guide everything. That's what I am hoping, but that's also the complete opposite of what I am usually like in life.

There's questions buried in here somewhere I am sure. I suppose I just want to hear some good words of advice, encouragement, what to do or what not to do, etc.

PS. These forums are amazing. Found them a week ago and it's the whole reason I am doing this finally because I feel like I have a great resource on anything sex related here. It'll be fun to post around over the coming weeks, months, years.

 

[Tbprivate]

My thoughts are :
You’re paying for his time, if you want a conversation first, tell him prior to the date or when he arrives.
He’ll be used to all types of scenarios and will have experienced guys wanting to treat it as a romantic occasion and those who want to get him naked within seconds of his arrival.

As a business transaction you can pick from the menu and have him do to you as you wish, even chatting over a bottle of wine, you're the customer.

He’s there to serve and please you so play it how you wish, just enjoy the time and remember to share your experience here afterwards lol

 

[ThroatCummer]

That's really helpful, thank you.

 

[Don Logan]

Remember, when he gets there you can always be forward and just say it's your first time with an escort, you're not familiar with the drill. Being forthright should defuse things somewhat for you, plus it gives him some context.

 

[deleted8711221]

So this is my first post here and I have a question about hiring an escort. Actually, already hired the guy and we're meeting up on Sunday.

I'm 45, bear type, pretty handsome, "normal" for whatever that's worth, and never have trouble actually picking someone up in real life in a bar or whatever. Problem is I am the Founder/CEO of my company and legit work from the time I wake up until the moment I go to sleep, seven days a week. It caused the end of my last relationship, then with COVID, I just didn't go out and do stuff anymore except work 24x7x365. I just don't have time for my personal life or "the chase" and finally caved a couple days ago and figured why the hell not -- go find the hottest dude in my city on Rent.men and get him over to my place.

Ok. Booked. LOL.

Thing is I am nervous as all fuck. I'm actually easy going, an extrovert, good social skills, blah blah blah. But for some reason the entire idea of this has my heart racing. I am so structured and organized in life and always have everything under control, but this is one feeling that has thrown me for a loop.

Like so he gets here do we just go sit on the couch? That sounds like the most silly question in the world but I swear it's a huge question for me. I kind of like to at least talk and get to know someone before we move to the bedroom -- and honestly, I am not sure what I even want to do. I've been with some pretty hot guys in my life that I have picked up (and two in a full blown relationship with) but I kind of reached for the stars here and almost feel a little intimidated that he's too hot.

I guess I don't know general etiquette. What to say or do or ask. I can only assume someone with a ton of awesome reviews has met people like me before and will guide everything. That's what I am hoping, but that's also the complete opposite of what I am usually like in life.

There's questions buried in here somewhere I am sure. I suppose I just want to hear some good words of advice, encouragement, what to do or what not to do, etc.

PS. These forums are amazing. Found them a week ago and it's the whole reason I am doing this finally because I feel like I have a great resource on anything sex related here. It'll be fun to post around over the coming weeks, months, years.

I find conversation before makes things more awkward, just get him naked and you'll be ready to go. You might wanna take a viagra, being too nervous can have an effect.

 

[Appletonguy1543]

While I've never hired an escort, I did listen to a podcast that interviewed a male escort a few years ago. That guy was a professional - he had seen everything and seemed extremely confident in handling himself.

I'm not sure this will help, but I would be open with him. if he is any good, he should respect that be able to help lead what happens.

I would love to see an update on how things went.

 

[theplayerking]

I’ve hired a few escorts. How long is your date? If it’s only and hour, I would expect it to be like a hookup. If it’s three hours, you can treat it more like a date with drinks, chat, etc. From the escorts I’ve spoken with, many of their clients are looking more for conversation and cuddling than fucking.

When I’ve engaged escorts, I have been very specific (and explicit) about what I’m looking for, who is getting fucked, bareback or condoms, etc., and it has always worked out well.

If they are good at their job, they will be good at putting you at ease. As long as you’re up front and honest about your expectations, you should just relax and have a good time.

 

[Greekzeusgod]

Never hired an escort but duuuude you should take a vacation! You need a break from your nonstop work!

 

[ThroatCummer]

Alright, guys, it was a success. Here's the follow-up post:

I was nervous and even had a couple of beers before he got here to calm my nerves. He had trouble finding parking only because I live by the beach, and it was a beautiful day out, and all the spaces were taken. I had to go down and meet him and give him my space in the garage of my building.

Once we walked upstairs, I got a good look at him. He was a mountain of muscle in a tank top and gym shorts with a calm and comfortable presence.

I told him I was nervous, and he told me not to be. Throughout the two hours, he kept checking on me, asking if I was more relaxed. The answer was yes each time.

He was much better looking than in his pictures. He thought I was sexy -- and let's be honest, some part of me wonders how much that is expected when you're "working" and it's your job no matter how much they think it.

He had ZERO problem staying hard the entire time and I had a blast just feeling his hard body all over. He took his time with me. I'm mostly all top and hardly ever get fucked, but I had prepared for that scenario in advance. I asked him to fuck me, and he made it good. I'm tight and don't do it often, and I kind of feel like a chump because it was only about 2-3 mins into it when I asked him to cum since it hurt a bit, even though it was really, really hot. The look on his face as he was cuming inside me is so fucking hot in my head.

He unloaded and we sat there and I told him I just wanted to lay there and cuddle with a hard body next to me, rubbing his chest and abs and arms, etc.

I wound up kicking him out. LOL. He would have stayed longer but my mind was in overdrive at what just happened, I kind of needed my space and time to process this first enounter. He showered quickly and I got to feel him up a bunch more and walked him back down to his car to get out of the parking garage.

Rating: 9.5 out 10. Only reason not 10 of 10 is because of me -- I was nervous and had him cum early on purpose because I was new to it all.

Definitely going to do this again.

PS. Is it okay to post a link to the escort on here in a post like this, or against the rules?

 

[ThroatCummer]

Never hired an escort but duuuude you should take a vacation! You need a break from your nonstop work!

Building an empire is hard man. It's destroyed almost all my family and relationships and friendships. If you truly want that "ring the NASDAQ bell" one day success, you sacrifice everything. It also drives you a bit crazy -- then sprinkle in a little bit of COVID fucking the world up, and here we are.

Remembering and writing this story about Mark and me has been one of the most therapeutic things I have done in a few years. No joke. TRUE STORY - Fucking the UFC Fighter

PS. No he's not the escort from this past weekend. Totally separate story. But it's been awesome discovering these forums.

 

[deleted8711221]

Alright, guys, it was a success. Here's the follow-up post:

I was nervous and even had a couple of beers before he got here to calm my nerves. He had trouble finding parking only because I live by the beach, and it was a beautiful day out, and all the spaces were taken. I had to go down and meet him and give him my space in the garage of my building.

Once we walked upstairs, I got a good look at him. He was a mountain of muscle in a tank top and gym shorts with a calm and comfortable presence.

I told him I was nervous, and he told me not to be. Throughout the two hours, he kept checking on me, asking if I was more relaxed. The answer was yes each time.

He was much better looking than in his pictures. He thought I was sexy -- and let's be honest, some part of me wonders how much that is expected when you're "working" and it's your job no matter how much they think it.

He had ZERO problem staying hard the entire time and I had a blast just feeling his hard body all over. He took his time with me. I'm mostly all top and hardly ever get fucked, but I had prepared for that scenario in advance. I asked him to fuck me, and he made it good. I'm tight and don't do it often, and I kind of feel like a chump because it was only about 2-3 mins into it when I asked him to cum since it hurt a bit, even though it was really, really hot. The look on his face as he was cuming inside me is so fucking hot in my head.

He unloaded and we sat there and I told him I just wanted to lay there and cuddle with a hard body next to me, rubbing his chest and abs and arms, etc.

I wound up kicking him out. LOL. He would have stayed longer but my mind was in overdrive at what just happened, I kind of needed my space and time to process this first enounter. He showered quickly and I got to feel him up a bunch more and walked him back down to his car to get out of the parking garage.

Rating: 9.5 out 10. Only reason not 10 of 10 is because of me -- I was nervous and had him cum early on purpose because I was new to it all.

Definitely going to do this again.

PS. Is it okay to post a link to the escort on here in a post like this, or against the rules?

You should post future hookup stories here, I enjoyed reading that.

 

[Appletonguy1543]

Yes, thank you for the update. I've never used an escort, but the way you describe the encounter I might try it one day.

 

[deleted8711221]

Yes, thank you for the update. I've never used an escort, but the way you describe the encounter I might try it one day.

I haven't had great experiences with escorts, there's one guy who's kinda cute, but he can never take my dick, and I'm not even big.

 

[ThroatCummer]

I haven't had great experiences with escorts, there's one guy who's kinda cute, but he can never take my dick, and I'm not even big.

I don't know how realistic this is because my experience is limited when it comes to escorts, but it seems like there are two categories:

1. Straight/Bi/Top Gays. They're all hot, and have their own looks and preferences and yadda yadda. Nothing against them at all -- that's the category of the one I hired the week before last. They're fucking great. But then there's:
2. Professional Bottoms. These are the gay guys with a smooth marble ass who can get railed for hours and hours and actually get off on it -- they can practically cum hands free from getting a stuff cock up their ass, and usually their asses are so damned perfect it's silly.

You should hire someone from #2 above.

I posted thread this past week about a fighter who was a huge bottom. There was one moment when I was hard, he was on all fours, and I was legit standing there and said "fuck me" and he backed up on my cock, did all the work, while I just stood there and this bottom guy legit "fucked me" with his ass until he made me cum inside him.

He's from #2 above. Find those guys.

 

[deleted8711221]

I don't know how realistic this is because my experience is limited when it comes to escorts, but it seems like there are two categories:

1. Straight/Bi/Top Gays. They're all hot, and have their own looks and preferences and yadda yadda. Nothing against them at all -- that's the category of the one I hired the week before last. They're fucking great. But then there's:
2. Professional Bottoms. These are the gay guys with a smooth marble ass who can get railed for hours and hours and actually get off on it -- they can practically cum hands free from getting a stuff cock up their ass, and usually their asses are so damned perfect it's silly.

You should hire someone from #2 above.

I posted thread this past week about a fighter who was a huge bottom. There was one moment when I was hard, he was on all fours, and I was legit standing there and said "fuck me" and he backed up on my cock, did all the work, while I just stood there and this bottom guy legit "fucked me" with his ass until he made me cum inside him.

He's from #2 above. Find those guys.

The guy I hook up with is a bottom but must be very inexperienced. I only like twinks but they're hard to find.

 

[ThroatCummer]

but they're hard to find.

Truth man? That's an excuse. Search harder.

 

[deleted16706471]

Alright, guys, it was a success. Here's the follow-up post:

I was nervous and even had a couple of beers before he got here to calm my nerves. He had trouble finding parking only because I live by the beach, and it was a beautiful day out, and all the spaces were taken. I had to go down and meet him and give him my space in the garage of my building.

Once we walked upstairs, I got a good look at him. He was a mountain of muscle in a tank top and gym shorts with a calm and comfortable presence.

I told him I was nervous, and he told me not to be. Throughout the two hours, he kept checking on me, asking if I was more relaxed. The answer was yes each time.

He was much better looking than in his pictures. He thought I was sexy -- and let's be honest, some part of me wonders how much that is expected when you're "working" and it's your job no matter how much they think it.

He had ZERO problem staying hard the entire time and I had a blast just feeling his hard body all over. He took his time with me. I'm mostly all top and hardly ever get fucked, but I had prepared for that scenario in advance. I asked him to fuck me, and he made it good. I'm tight and don't do it often, and I kind of feel like a chump because it was only about 2-3 mins into it when I asked him to cum since it hurt a bit, even though it was really, really hot. The look on his face as he was cuming inside me is so fucking hot in my head.

He unloaded and we sat there and I told him I just wanted to lay there and cuddle with a hard body next to me, rubbing his chest and abs and arms, etc.

I wound up kicking him out. LOL. He would have stayed longer but my mind was in overdrive at what just happened, I kind of needed my space and time to process this first enounter. He showered quickly and I got to feel him up a bunch more and walked him back down to his car to get out of the parking garage.

Rating: 9.5 out 10. Only reason not 10 of 10 is because of me -- I was nervous and had him cum early on purpose because I was new to it all.

Definitely going to do this again.

PS. Is it okay to post a link to the escort on here in a post like this, or against the rules?

It was very nice of you to share this experience. I’ve often wanted to hire an escort, but never got up the nerve. This may be a dumb question, but I’d really like to know how you handle the safety issue. Since you didn’t use protection, did he offer proof that he had been tested? I imagine all escorts are on PREP, but there’s other STDs besides HIV. Again, sorry if this is dumb or inappropriate.

 

[Witc1]

I’m glad it worked out for you .

 

[theplayerking]

Another tip: Make sure you get a gay escort. There are a lot of straight guys that escort and, while they many be pretty to look at, are usually lousy in bed.

 

[alterector]

So how much did you pay, is it the same rate or do they charge differently depending on how hot they are? I've seen a few super hot ones but I'm too nervous to go for it, too lol