This success story isn’t about my first role play as a masseur. I never go into an encounter with any expectations and the outcome of this one blew my mind. Having received a handful of professional massages myself, I have often fantasized about it going further while I’m getting massaged. I love using my hands and touching a sexy body and love having someone feel pleasure due to my touch.

This particular encounter was the first time I had set it up on Reddit and since then I’ve learned a few pointers that helped any other ‘appointment’ go a bit smoother.

I had made a success post in “slutty confessions” about a time I was much younger and had role played as a masseur with professional table and everything. (A friend was throwing theirs away after getting a new one). That post started a few conversations over chat and one in particular was coming to my area for a business trip. She told me how she often received professional massages and also would fantasize while on the table. Something about being touched so sensually always turned her on but she was never bold enough to make a move with a professional. I agreed how I would never want to cross that line with a professional which is why I always enjoyed a little role play. Since she was coming to my area I offered to duplicate my first experience and described how I’d want the encounter to go.

Since it was her hotel room, I’d come in professionally dressed and then ask to use her restroom after “setting the mood”. I’d bring scented candles, a blue tooth speaker playing massage music, a long towel to cover her body and a few different oils that she could pick from. After walking in and exchanging a quick greeting I’d set things up and leave the room after a few instructions. As I went to change, she’d need to get undressed, lay face down on the bed and cover herself with the long towel. I’d need a moment to put on some loose fitting pants and solid white T shirt.

I told her that the first 45 minutes of the massage would be completely professional with only a few subtle teases, barely crossing the line of what she would receive from a licensed pro. After I had completely massaged her backside that I’d ask if she wanted to flip over. We knew this would expose her and I’d read that as a queue to proceed with the happy ending she had always fantasized about. I also told her that if she had any second thoughts or if the chemistry was off she would just need to decline the offer to flip. I’d still finish the massage but wouldn’t add the passionate ending.

We agreed to exchange pics first and after taking a peek I wasn’t thoroughly excited about her looks. Since my fantasy was playing masseur I’d go along with things. I didn’t think she was bad, just not what I was hoping for.

We agreed on a time I’d come by and set the appointment. Even though I’ve had a handful of random encounters I still get pretty nervous when meeting someone new. I was shaking when I knocked at her door but was excited that I had been fantasizing about this experience again for a few years and finally was about to relive it again. She opened the door and I saw a beautiful blonde woman, the freckles so prominent in her photo were much more subtle and instead of a country bumpkin I was expecting she was actually very attractive. She was wearing a very sexy nighty and pajama style robe that was not tied up so I got a nice preview of her body. Just as we had discussed I set up the room, gave her instructions to lay down after taking off her clothes and covering herself with the large towel I brought. I went into the restroom and changed, when I returned she was waiting for me.

I asked her which scent she preferred and she choose the lavender aroma oil. I gave her a little run down and told her I’d start softly and increase pressure and intensity and she loosened up. I remember there being a knot in her upper back and she was surprised that I was thorough enough to have found it and focused on it. She was oiled up after a few moments and the light from the candle glistened across her back, I could only think about how lucky I was. I moved down her back and noticed she hadn’t even left on her panties, her naked body only covered by the towel. I went to her calves, a little time on her feet and then moved back up to the backs of her thighs. I had moved the towel up to the crease of her butt and thighs and saw that she was also very turned on by the experience so far. I gave a few swipes on her inner thighs and may have subtlety brushed a finger near her most intimate parts, still keeping the professional atmosphere.

(Look for Part 2)…