First Time Getting a Massage



What’s your gender? Man
How old are you? 28
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: Some college (not currently in college)
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 12
How many hookup stories have you here posted before? 5

First time getting a massage

How long ago did this hookup happen? 6 months

What was your relationship status at the time? Single

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For more than 3 years

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? Attractive bubbly brunette with pretty blue eyes, great ass and nice size breasts, average height and weight, kind of a girl next door personality. Known each other since high school she was a year older, we had a few drunken make out sessions but she never let me take things any further despite an obvious sexual tension between us always playing the friends card. I found her attractive but had given up long ago trying to push things anywhere.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had been suffering with back pain and a couple friends had told me to go see a massage therapist as nothing else was working. I was reluctant and had never had a massage fearing I’d get hard and embarrass myself, but I finally caved and booked an appointment at a local place. The lady at the desk guided me to a room and told me I could get myself ready and strip down and cover myself with the sheet and the masseuse would be in shortly, we were both a bit surprised to see each other when she stepped in.

There was some small talk and she got started on my back. I was really starting to relax when she had me roll over, then she started on my front, I was totally relaxed and almost out of it when she stopped half way up my calf. I came to and looked up and my fear had come true, I was rock hard and pointing straight up. I immediately panicked and became embarrassed and started apologizing. She kept herself professional and assured me it was normal and it was by no means the first time, and we could continue and ignore it if I wanted. I was far too embarrassed and decided to cut the session short.

A few days later she started texting me to see if I was going to come back for a follow up session. I told her it was far too embarrassing and despite the massage being very good i just couldn’t return, she understood but offered an alternative…she had a few personal friends that she worked on out of her house and said one had cut back their sessions so if I felt more comfortable with that she would be happy to do so. I thought about it and took her up on the offer.

I got to her place and we went through the motions, she had a make shift massage room setup, told me to prepare myself and she would come back in a few minutes, before starting she told me to just ignore it if it happened again. Again started with my back and moved to my front. I was doing better this time around but I still couldn’t help it as she worked my thighs– I started swelling up. I was rock hard in no time but she continued on, we made eye contact and she just smiled so I laid back and enjoyed it. She was almost done and working up my inner right thigh but she didn’t stop at the towel. I took a deep shocked breathe as she cupped my balls, follow by me moaning “oooh fuck” as she wrapped her hand around my shaft and gave it a slow feel. I snapped out of my relaxed state as she quickly retracted her hand and I sat up, we awkwardly stared for a few seconds before she blurted out how she couldn’t believe she just did that and it was unprofessional but she couldn’t stop wondering about it after seeing me previously. I was at a loss for words and just kissed her.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? We started kissing pretty heavily and she started stroking me again. I pulled her close and slipped a hand down her pants. She was soaked and purred as I ran my fingers between her lips. There wasn’t much foreplay and she quickly dropped her pants and climbed on the table. She eased me in and rode me slowly for a bit, the oils were making things extra wet feeling which was killing the sensation, so I hopped of the table and fucked her from behind for a while. Being kind of desensitized from the excess oil, I was able to pound her faster and harder than normal. She was very vocal and collapsed on the table after an intense orgasm. She instructed me to get back on the table and she started riding me quite aggressively. I was actually a little concerned about the table being able to support us.

I warned her I was ready to cum but she just kept grinding me right through my orgasm. She gave me back to back orgasms. It was an intense feeling that left me exhausted and speechless. Afterwards we laid there and talked about how we should have crossed that friends line years ago and joked about how she had officially given a happy ending.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? We booked follow up massages and I’ve been seeing her twice a week for six months now, at first we would just hookup when i got a massage but now the sex is more frequent, she is very horny and says i’m the first guy she has been with that can keep up with her sex drive, and i’ve got to admit it can be exhausting but she keeps it interesting.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Just happened, I don’t know why, just went along with it

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Somewhat

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? no one

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

You have a hookup story to share? Submit it here!