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The Massage Dare
10/03/2024
When I was about 21 I had never been to a massage Parlor. It wasn’t even on my radar. I wasn’t wasting money on a massage. And I didn’t know about the extras.

A couple buddies and I went to Toronto for a bachelor party. We had been drinking and were in a strip club. Just being guys, having a great time, each of us with a girl on our arm. We spent a lot of money, way more than we ever would on any other weekend night. But it was a guy getting married so the fun was crazy.

Anyway we all ended up leaving the club pretty drunk. Someone said we should get massages as there was a place down the street. At this point I was game. I figured fuck it why not.

The 5 of us entered the place but only 2 girls were working because it was close to closing time. So everyone else went home. Anyway I was willing to back out and let someone else go with the groom. But they had all already been to one of these places.

They ended up daring me to go. I don’t back down to a dare so easily. It helped that the girl who was going to be my massage therapist was a hot little girl around 19 or so. She was 5’5” and 110lbs with black hair and B cup breasts.

So there I was in a room with a table in the middle and nothing else. The girl says to remove my clothes and lay down. She left the room. I took off everything except my underwear. I figured that was safe.

I had the towel over me and I laid on the warm table face down. A couple minutes go by and she came back in. She moved the towel for what reason at the time I didn’t know. She folded it smaller and before setting it back on my ass her hand slowly slid across my ass cheek. “You should remove these, we don’t want oil getting on them” seemed reasonable to my drunk ass.

So I set up on my side facing away from her and slid them off and dropped them on the floor trying to cover my nude body. She sets the towel back over my ass and oils up her hands.

She started on my back and shoulders. Then occasionally slipped a hand under the towel and over my ass. Now between the strip club watching all of the naked dancers and now me naked on a table with a young girl touching my ass. I am getting hard. I have to shift to keep the growing rod comfortably with my hand. Wishing it was her doing that for me. I tell her sorry about that.

She laughed and told me I was a cute American boy. She eventually moved to my legs with lots of oil. She even spreads my feet apart. And her hand would accidentally hit my nuts or anus. As she is working on my legs she makes it known that she isn’t scared to touch me.

I am hard as ever. The towel ends up completely off my body and she is carefully caressing my balls and lightly fingering the outer area of my anus. I am so excited by her touch. I lean back towards her and my waist comes up off the table often. She pulls my waist up and gets me into a kneeling position.

With more oil she takes my hard cock in her hands and strokes it. With one hand, the other hand is inserting a greasy finger into my ass hole. With effort she massaged my prostrate. All the while stroking my dick. I am scared to look at her. And let her do what she wants. It didn’t take long to cum and leave a hell of a mess. But it was so wonderful feeling!

I ended up going back once a month, see her, stay the night in a cheap hotel and then go home the next morning. We did a lot more than my initial trip to the massage parlor.
Poster: Rb


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