Naive Question about hiring a Masseur

[Redbook]

Hi -- this is sort of a naive question I guess, but if I hire a masseur, how or when do i ask if they offer more? (I don't really want or need a happy ending, but would love to give him a happy ending)

[+ glennnnn]

Just ASK and be specific..."I want you to cum in my mouth as I provide you with a happy ending.            What do you have to lose?

Enjoy! And be prepared to swallow .

[56harrisond]

 

[+ Vegas_Millennial]

Some masseurs will place themselves within hand's reach or mouth's reach at some point in the massage.  Some won't.  Enjoy the massage either way.

 

[+ Jamie21]

Hire a masseur that does that kind of massage. I guess if you’re in the US or some other country where sex work isn’t legal you’ll need to be a little more intuitive when looking for the signs: is he topless in his advertising?, does he describe the massage using words like ‘erotic’, ‘sensual’, ‘arousing’ and does he refer to leaving you feeling ‘satisfied’?

In my adverts it’s explicitly clear that my massage includes sexual activity and that they can interact with me because where I work it’s legal, yet clients still ask me when booking about how far that goes in terms of mutual touch and what they can do to me. It’s best to check that when booking if possible although as I said he might not want to be explicit in writing for legal reasons.

If you book a licensed massage therapist working at a spa or hotel it’s very unlikely any kind of happy ending will happen because it’s in breach of their license. Don’t do anything that initiates sexual activity and don’t ask. I think it’s actually quite disrespectful towards the therapist to ask or initiate that kind of thing in a therapeutic massage situation. So if you want a massage that includes full body and intimacy then book a guy who specialises in it. 

Edited November 21, 2025 by Jamie21

[jeezifonly]

Be prepared to have the massage you want. Ask on arrival if you like. But lowered expectations for the first massage is okay (unless you choose an escort-masseur and pay the rate of the former) If he's really open to more than manual touch, you'll know.

Chemistry: No substitute for it. 

[Nue2thegame]

It’s a good start for what you want if the masseur offers nude (him) massage. Then you ask him what his ground rules are. 

[maninsoma]

Hire an escort, not a masseur, if you definitely want the guy to cum with you.  Even then you'll need to be clear in your communication as some escorts don't cum during every appointment.

Sure, you can take a gamble and hire a masseur.  I've definitely had a lot of masseurs cross over into escort territory, but even with "clues" in their ads such as explicit language or provocative photos you can never be sure just how "erotic" an erotic massage will be.

[pubic_assistance]

5 hours ago, Jamie21 said:

If you book a licensed massage therapist working at a spa or hotel it’s very unlikely any kind of happy ending will happen because it’s in breach of their license. Don’t do anything that initiates sexual activity and don’t ask. I think it’s actually quite disrespectful towards the therapist to ask or initiate that kind of thing in a therapeutic massage situation. So if you want a massage that includes full body and intimacy then book a guy who specialises in it. 

@Jamie21 hit the nail on rhe head. 

First order of business is choosing the person who already markets himself as an erotic provider. 

@jeezifonly also gives good advice. Hire for the massage and just let things go naturally. See if the provider is inclined toward having his cock in your face and whether that's an invitation or just a tease. Enjoy the massage and book a more erotic session if you guys click. (Sometimes sexual services are offered a'la carte in the middle of a session) ..so you might get to play dumptruck after all, without booking a separate session. 

In MY experiences, if a masseur offers any kind of erotic services as a natural part of his repertoire, I have never found that person to be insulted if you ask about full escorting with a friendly chat after a massage session, and handing them a generous tip. 

[+ Jamie21]

3 minutes ago, Simon Suraci said:

We can’t stay hard for hours and hours a day, or cum multiple times a day on command

I’m willing to give it a go for the right fee. Just saying…..

[+ Vegas_Millennial]

10 hours ago, Redbook said:

if I hire a masseur, how or when do i ask if they offer more? (I don't really want or need a happy ending, but would love to give him a happy ending

Approach it the same way you would when you want to blow your plumber, or housekeeper, or doctor.  Chemistry is important.  Look for signs that he's willing first.

[+ KensingtonHomo]

4 hours ago, Nue2thegame said:

It’s a good start for what you want if the masseur offers nude (him) massage. Then you ask him what his ground rules are. 

Assuming the guy advertises as "sensual," I ask what that means to them. That way, they can tell me what they're comfortable with. I've certainly had encounters where what's on offer is greater than what is initially shared. 

[DunwoodyGuy]

The key is to choose well and develop a way of asking that is simultaneously respectful and honest. Assuming often leads to disappointment, and making coded references may backfire on you, because codes can be misinterpreted. Worse still, if you ask aggressively or make demands, you will just come off as arrogant or entitled and get blocked. I try not to ask questions--even though I often end up doing so. I find it's much, much better to say what I like--again, respectfully and honestly--and see what the response is. If the response is negative--"I don't do that" or "No, I only do such-and-such"--then you have your answer. Thank him for his time and wish him the best. But if the response is positive--as it often is, if you've chosen well--then all you have to do is ask what the rate is and the when-and-where.

Remember the guy you're chatting with is a human being. It's about the chemistry between two people, and he wants your interaction with him to be a positive experience just as much as you do, maybe more.