Help! I think I went to HS with a masseur I'm interested in

[Ali Gator]

As I mentioned in a few threads the past few weeks, I have had my eye on a masseur who has relocated to my area from Florida. He looks to be older than his listed age of 45, but very sexy and hunky for an older gent. I'm interested in making an appointment with him mid-week.

So the more l look at him, the more he looks familiar to me - especially his eyes and when he's smiling in his photos - but familiar in a 'younger' look. I pulled out my high school yearbook from 40+ years ago, went through the pages and there he was (I believe). One of the guys I crushed on in HS, and was 'friendly' with in HS (doing homework together in the library, etc but not friends to hang out with outside of school; he was an athlete and did sports in his free time). He never pinged my gaydar . I ran into him about fifteen years ago when he came into my store I owned at the time (he was still as cute and sexy as ever, as he aged sexily into his mid-40s) and we caught up with each other.   

So now I'm about 90% positive this HS friend whom I had a major crush on throughout those four years, is the masseur I'm interested in getting an 'erotic' massage. I'm debating whether I should go through with this or not ? 

 

The good news is, after all these years, if it is indeed him,  I will be nude with him for an hour or so and neither of us should be embarrassed. I'm hoping there will be extras with him. I hope there's no awkwardness. (And if I'm mistaken, and this is not him...I can fantasize that it is him rubbing my body with his hands! LOL)

 

Has anyone been in a similar position - have you ever met up with a provider whom you actually knew before ? I don't think this has ever been brought up before in our conversations. 

[+ Vegas_Millennial]

40 minutes ago, Ali Gator said:

Has anyone been in a similar position - have you ever met up with a provider whom you actually knew before ?

Yes.

[+ Vegas_Millennial]

44 minutes ago, Ali Gator said:

I don't think this has ever been brought up before in our conversations. 

https://www.companyofmen.org/topic/157647-almost-accidentally-hired-someone-i-grew-up-with-long-ago/?do=getNewComment

 

 

[Spikeguy]

So he’s shaving at least 15 years off his age? Yikes.

[Ali Gator]

18 hours ago, Spikeguy said:

So he’s shaving at least 15 years off his age? Yikes.

I know for a fact at least three masseurs (whom we have discussed / reviewed / recommended here over the years) who are in their early 50s and are knocking 20 years off their ages in their ads. '32' seems to be the magic age for these three men. 

[whatdoidowiththisagain]

Hot! that's my fantasy..err one of my fantasies lol, to meet up again with an old crush from high school. I hope you go through with it and let us know how it went. When I was a senior, I went to AP European history with this tall 6'3 sophomore who i had a huge crush on. He was really kind and he would sometimes give me a side hug when we saw each other. I grew up in the south and it's sometimes difficult to tell if someone is interested or they're just really friendly, so I didn't know how to take this. Wish i were able to get a full frontal hug

[acks0104]

On 4/20/2025 at 8:29 AM, Ali Gator said:

So now I'm about 90% positive this HS friend whom I had a major crush on throughout those four years, is the masseur I'm interested in getting an 'erotic' massage. I'm debating whether I should go through with this or not ? 

It just really depends on how much you care about him passing on that information to other people you may mutually know if he recognizes you. He may not remember who you are at all. He might and then things get awkward. He might and the session is great without being awkward, but then he gossips. If you're fine with all of those outcomes then no big deal. At the end of the day meeting with someone you don't know or haven't known for decades is gonna be a potential risk.

[Ali Gator]

14 hours ago, acks0104 said:

It just really depends on how much you care about him passing on that information to other people you may mutually know if he recognizes you. He may not remember who you are at all. He might and then things get awkward. He might and the session is great without being awkward, but then he gossips. If you're fine with all of those outcomes then no big deal. At the end of the day meeting with someone you don't know or haven't known for decades is gonna be a potential risk.

I would hope any provider which I go to is discrete. Even a masseur at a spa or health resort - working on a client should be confidential information. The only exception I could understand in any case is when the client brings up a recommendation, such as "My friend Joe highly recommended you, so that's why I wanted to give you a try."  If the masseur then passes along that info to Joe next time they see each other (probably as a 'Thank You') I wouldn't have any problem with that since I'm the one who introduced it. 

 

As for my appointment with him, I was going to try to make one for today as I have taken the day off from work (a dr appointment this morning). But the day is too beautiful to be indoors, so I need to get stuff done around the house. He does take weekend appointments, too, so I may try for Sunday. (However, a traveling masseur who I've been wanting to see for months texted today to tell me he's planning on being in my city this weekend, so....)

[bichiguy]

Let us know what happens! 

[nate_sf]

I'd say go for it, but be prepared to recognize each other. You mentioned you saw him 15 years ago and you caught up with each other, so I'm guessing if it is him he'll recognize you. When you meet, you could say you saw his ad and he's your type for a masseur, but tell him that if it's too weird, he can call it off.

One advantage to being older is people seem to care less about these things as they might have when they were younger. And you're correct, neither of you needs to disclose this to anyone. He himself may have concerns about people knowing he works as a masseur.

But you were not asking for advice, you were asking have you ever met up with a provider whom you actually knew before? I'll answer it in reverse, in that I had a client who I had previously met a few years earlier through my conventional day job. When he hired me as an escort, I recognized him immediately, but did not say anything. Neither did he. He became a regular, but during all the time we saw each other neither of us brought up that we had met years earlier under different circumstances. I figured if he wanted to address it, he would, but otherwise I'd let it be.

[SirBillybob]

Just be on time so he doesn’t have to say “my trick, u late”, after all these years. 

Edited April 27 by SirBillybob

[Ali Gator]

Just a quick update...

I have not booked with him yet, because one of the travelling masseurs whom I have had my eye on for the past few months has returned to my region (he was traveling in the south all winter), and when I texted him the other day if he would be visiting my city, he said yes - he'll be doing a stop over here this coming week for a night or two. I've been waiting since December for him to return (every time he comes this way our schedules never match up) so I will see if he lives up to his plans of coming to my city in the next few days.  Then I can always book my "HS friend" in the coming weeks. Unfortunately, I can't book two close together in the same week - my finances won't allow it. 

I will keep you updated...