SometimesBi

Back to the OP, here's my suggestion. Set up the car wash/detail. But ALSO plan to be shirtless in shorts yourself (it'll be a hot day, right). Chat a bit as he's getting started on the car. Remember, he may have noticed your eyes wandering while he was talking to you last week. Watch to see if his eyes wander. An opportunity to have a more sexual conversation may present itself. Maybe you'll bring up RM, or maybe he will volunteer it himself (or even just let things develop all the way, and you get a freebie) 
He's on RM. He knows how to be discreet. It sounds like you are, too. I would not expect any complications with neighbors. 

Back to the OP, here's my suggestion. Set up the car wash/detail. But ALSO plan to be shirtless in shorts yourself (it'll be a hot day, right). Chat a bit as he's getting started on the car. Remember, he may have noticed your eyes wandering while he was talking to you last week. Watch to see if his eyes wander. An opportunity to have a more sexual conversation may present itself. Maybe you'll bring up RM, or maybe he will volunteer it himself (or even just let things develop all the way, and you get a freebie) 
He's on RM. He knows how to be discreet. It sounds like you are, too. I would not expect any complications with neighbors. 

Back to the OP, here's my suggestion. Set up the car wash/detail. But ALSO plan to be shirtless in shorts yourself (it'll be a hot day, right). Chat a bit as he's getting started on the car. Remember, he may have noticed your eyes wandering while he was talking to you last week. Watch to see if his eyes wander. An opportunity to have a more sexual conversation may present itself. Maybe you'll bring up RM, or maybe he will volunteer it himself (or even just let things develop all the way, and you get a freebie) 
He's on RM. He knows how to be discreet. It sounds like you are, too. I would not expect any complications with neighbors. 

The problem is, the provider charges more for 2 "clients" vs 1 client+1provider.
So contact the provider again, only this time say you'd like the 3way again, with a different additional provider, that you've already hired and will pay separately (that is what you did the first time?). Then the main provider's rate should go back to 300. 
Just be sure your friend role-plays his part in this.
 

Gee, and here I was hoping this topic would have revealed the finger pic as a way for the provider to suggest he offers prostate massage 😏😁 

Last month, finally hooked up with a friend acquaintance for the first time, after months of trying to align sschedules. Both of us are older, and that age kicked in. It was difficult for either of us to really get excited.
So I had this thought today, that maybe we could get together, and hire one provider to come service both of us.
Would a provider want/need to charge differently since there are two of us as clients, instead of just the usual one? Will we have difficulty even finding a provider that would have us both? 

Gee, and here I was hoping this topic would have revealed the finger pic as a way for the provider to suggest he offers prostate massage 😏😁 

Gee, and here I was hoping this topic would have revealed the finger pic as a way for the provider to suggest he offers prostate massage 😏😁 

Gee, and here I was hoping this topic would have revealed the finger pic as a way for the provider to suggest he offers prostate massage 😏😁 

Gee, and here I was hoping this topic would have revealed the finger pic as a way for the provider to suggest he offers prostate massage 😏😁 

Agree.  He might be able to select "side" from the drop down menu of choices, but he can elaborate in his ad copy. 
The ONLY way I would consider hiring escort with "side" only is if he was great at eating ass and and with finger penetration and stated so specifically in his ad copy.
I may not get his penis inside my anus; but, by golly, I need to feel some part of his body in there!

First I've heard of such a thing. So that begs a question: if the top does this, how does he thrust without them popping out? 

Hey it might not be a 3sum actually. Myself and another top bud once had a bottom over and just took a turn one on one in the bedroom with them while the other chilled in the living room. 😅

Nah, more like......SATAN?!?!?!?! 🤣

359? With a price like that, I'd expect he'd also add sales tax. 🤣 

359? With a price like that, I'd expect he'd also add sales tax. 🤣 

359? With a price like that, I'd expect he'd also add sales tax. 🤣 

359? With a price like that, I'd expect he'd also add sales tax. 🤣 

All this talk of providers cumming in a mouth, on a face, on pecs, etc. 
Some of us bottoms would prefer to take his cum up our ass. Sounds like that could be a more challenging request of providers? 

All this talk of providers cumming in a mouth, on a face, on pecs, etc. 
Some of us bottoms would prefer to take his cum up our ass. Sounds like that could be a more challenging request of providers? 

Hey there StarMan, Tactile Daddy here, I assure you that accepting a drink, whether it's whiskey, tequila, wine, or water from me is much more safe than having a drink at The Abbey 
The Abbey customers roofied
... But I digress. It would not behoove me to place any of my clients in harms way by offering them any libation that isn't exactly as advertised in the bottle 🍾 🙏🤔🤪
Also if I do offer a drink i will almost always enjoy a shot with my client.. 
Chin Chin 🥂 
Feel free to message me at 747.333.6466 if you have any questions. 
Mark 

Wait a minute...
How did you find him? What service is he paying to advertise on?
He must have a cel phone, at least. More monthly expenses. 
When he arrived, were his clothes clean? Was he clean, freshly showered?
Did he bring lube/protection? (You don't have to answer this one if too personal for what you did with him.)
The answers to these types of questions may reveal a bit more about how helpless/homeless he really is, or isn't. 

I'm sad they didn't show actual examples of these positions 😏
Or do they on their OF page? I don't want to subscribe only to be disappointed 😉

If your overnight was an incall (or other location from yours), how'd he know where your B&B was? 

Speaking from experience here. I am a provider. From time to time, virgins hire me for their first time and they absolutely loved it. Younger and older alike.
Last week, in fact, a 40+ yo virgin hired me for what some others here have suggested: a slow, go-at-your-own-pace approach with an emphasis on intimacy, trust, and feeling completely comfortable. Hiring a provider gives you the space and safety you need to explore your interests without judgment and take things at your own pace. It’s empowering. It helps build your confidence.
My client wants to have sex soon, but on his own terms. He hired me outcall for an hour of naked cuddling and chatting, which turned into two. Amazing how time flies with these things. He commented how amazing it felt to be naked, entangled with another man, without any pressure, expectations, or agenda. I gave him his first kiss, and it was magical. Then I gave him an hour of massage on my table. He was really happy. This was his birthday gift to himself.
I am a masseur and an escort. I happen to fit into the slim overlap of men who excel at both. Most of the time you have to choose between the two. Both options can be good. Fortunately for him, he likes both and gets both with me. The most important thing is hiring the RIGHT provider for you. That applies to any client, but especially for an inexperienced one.
For others reading, I personally recommend hiring an escort. Masseurs can be all over the map in what they offer and how they deliver service. Communicate clearly upfront with your provider about your situation and what you hope to get out of the experience. Be specific wherever possible. Seek out providers with experience specifically with virgins, who understand your needs and respect your boundaries. You need someone who really cares. Also, don’t rush. Consider hiring him to cuddle, kiss, or go on a date together. Take as many appointments as you need to feel comfortable. Consider longer appointments.
Some of us (myself included) offer companionship at a lower rate than typical sex work hourly rates. That may be best for some of the clients needing to start slow. You don’t have to “get it over with” in an hour. Your first time is special. You will remember it vividly for the rest of your life, and it will shape how you view sex and intimacy going forward. That’s a really special moment. Savor it. Don’t rush. Get the RIGHT guy. Only when you feel ready, that’s when you get to have sex for the first time. On your own terms, and for your own pleasure.
Then you get to take your new level of confidence and perspective and apply it to the “real” world of dating, friends, hookups, bars, or wherever you go. The value of that service extends well beyond however many sessions you hire. It follows you and benefits you as you navigate through the world. You can’t buy confidence, experience, or patience, but man does an escort smooth over a path for you to take hold of all the things in life you really want.