I said I would post what happened when the daughter showed up, so here it is. Most of my stories are from way back, now in my old age not a hell of a lot goes on, but this last experience was something else.
I was peeking out the window yesterday, waiting for my home massage lady to show up. Right on time the little hatchback thing she drives comes down my driveway.
The first thing different was she had on shorts and a halter top, it was maybe 65 degrees out, not bad for the Oregon coast. Always before, she had on one of those workout suits, like people wear at the gym or out running.
The 2nd thing I noticed was she had on makeup, before she didn’t wear any at all that I could see.
She got set up, left the room, I peeled down and climbed on the table, big towel over my fanny, and I was expecting her to maybe do like her Mom did, come in naked. But nope, still shorts, halter top, I just relaxed as she went to work. Everything felt just like it did the half dozen times or so she worked on my poor old back before, and not much talking.
Then, she told me that her Mom had mentioned that I was OK, didn’t try to touch her or anything, and they would like to add me to their list of regulars. Hell, I was thinking I already was, but I mostly just nodded and told her I would like that. By now her hands were pretty high up the back of my legs, then she lightly let her fingers tickle my balls.
She had me roll over, and then asked me what I would like today, her hand was resting on my stomach. So, I said that like her Mom did would be fine, I guess I suddenly was feeling a little coy, and doing the beat around the bush stuff.
“Ok, but of course some things need to be just between us, we want to keep it mostly regulars, it’s safer.” I nodded, she grinned and went over to the chair, slipped off her halter top.
Man, talk about nice! Nipples the size of a silver dollar and sort of puffy, since she is still in her 20’s not a hint of a sag. Next she just reached down and moved the towel, took ahold and went to work. Sort of matter of fact too, her Mom had worked out my chest and stomach, and took her sweet time, bumped and teased, this gal just went for it.
It worked, too, took her maybe 5 minutes, I was watching her jiggle nicely as she on the frantic side pumped away. She came up with a washcloth, cleaned me up, gave me a big smile and put her top back on and left.
I suppose I could dress this up, try and make it seem hotter or something, but this is just the way it was. I handed her the same $50 I gave her Mom, (Medicare honest to God pays the rest, it this a great country or what?) scheduled for next Saturday.
So, it was just a topless happy ending, to be honest, I preferred her Mom. She does the little squeeze right out on the knob, instead of the up and down on the shaft, used her fingers to do the tickle underneath.
At least I guess I am now a “regular.” I am wondering what will happen if I just ask for her Mother.
Source: reddit.com/r/gonewildstories/comments/n8df3o/my_m_massage_therapy_surprise_update
Sounds fun but id just ask casually, dont offend the daughter
Yeah, it’s in my head to just let things develop. Even after that rather wild session with her Mom, I was unsure of just how to approach the younger gal. Her shorts stayed on, I wasn’t about to ask about that. Her Mom simply walked in naked.
Tip her more and more will happen. Throw $100 to really slow your appreciation
If you ask for the mom, you’re finished. Don’t fly too high here, Icarus.
If this girl had been seeing you all this time without that sort of thing, she was likely somewhat nervous as well to be changing up the dynamic. Give it time, be supportive and appreciative, and see how it develops.
If you don’t want her to go right to it and it keeps happening, just mind how you say it. Instead of “hey, don’t do X” or “do it THIS way”, maybe “Don’t feel like you’ve got to rush to it, I appreciate the whole experience.”