Adventures of a happy ending massage chaser [MF]

I’ve been “hobbying” for years now and have enjoyed all different kinds of massages from girls that used to be whores and now turned legit. Or girls that are legit therapists but after a while will give me a happy ending (HE). Either way, my goal is always to get a great massage first but always working towards getting a happy ending at the end. This masseuse in particular has been a tough nut to crack. I’ve been seeing her for years to get Thai yoga massages and have been declined on multiple occasions for anything other than a massage. I keep going back because the massage itself is top notch. Anyways since it’s a Thai yoga massage I would always wear shorts as she requested… loose comfortable clothing.

The last 2 time’s I’ve seen her all my shorts were in the wash or not dried so I asked her if I could wear a pair of boxers and told her they were only a bit smaller than my shorts. To my surprise she said ok (she has said no to this request prior) so I get there and undress, she leaves the room the room for me to get comfortable and the massage begins. Everything is normal but I notice she is not going anywhere near the inner thigh area which she usually does.

Part 4: The Optometrist Visit that rocked my world [MF]

Part 4: The Optometrist Visit that rocked my world

Before I continue with the rest of the story, I will paint a picture of what Dr. Robbins and I looked like since that came up a few times in comments.

Me: (in case anyone cares lol) I was about 6’1, 200 lbs, medium dark skin, black hair, brown eyes, fit body but not ripped or anything. Played sports and lifted weights but also liked to eat. Just a bit above average in the cock department. Wish I could say I was slinging a monster but no complaints!

Dr. Robbins (everyone wants to know this): In her 30s, found out later she was 36. 5’5, 140ish lbs. Her bra size as I found out later was 36 DD, nice toned legs with a round ass. She was thicc without being fat. Brown hair, blue eyes. Pretty face, like really pretty without that hot model look. That has been my ideal for what I like in women ever since.

Okay, on to the story..

Part 3: The Optometrist visit that rocked my world [MF]

The Optometrist Part 3

I was flying high after I left the Optometrist office and almost floated home with a stupid grin on my face. My parents noticed that I was acting goofy and asked what was going on. I snapped out of it and just said I was glad to be getting glasses so I could see better. They weren’t convinced but dropped it and I went to my room and relived my experience with Dr. Robbins as I furiously jerked off imagining what I could do with her next time. I knew I had to be smart and not push too hard but also be bold because that had paid off quite well last time. I wasn’t sure she would let me fuck her but I was hoping to at least get a blowjob and to see her naked. I had gotten quite intimate with her tits which were amazing but I was fantasizing about her ass and knew that I had to see it naked and hoped to do more. Keep in mind that this was in the 90s and back then boobs were definitely more liked than asses, at least from what my friends and I talked about. I knew though that I wanted to get close to her ass. I blew my load thinking these thoughts and the memory of my cum blasting her chin from between her tits. I knew I would never forget that image because it was burned into my memory. All these years later, that is still in my spank bank.

Part 2: The Optometrist visit that rocked my world [MF]

Part 2: The return to the Optometrist

I spent the following week relentlessly fantasizing about and jerking off to Dr. Robbins. My poor cock was getting beaten like it owed me rent. I think during the week I was jerking off 3 to 4 times a day and the weekends were worse. I had to do something. I had to try. I mean she wasn’t offended when she saw my hard-on and she smiled at me after. She was the perfect woman to my hormone riddled teenage mind.

I even went to the drug store and tried different perfumes to see if I could find one like it but to no avail. I knew it was a combination of things that interacted with her body that made her smell that good. It couldn’t just be recreated. I finally realized that I was driving myself insane and had to do something. I wondered if I could get away with accidentally touching her. I mean the little room was dark and we would be so close together. It was reasonable that I may accidentally touch her while moving around to make myself comfortable. I didn’t know what I was going to do but I knew it was going to be something. This next visit was my only chance to be alone with her. If I didn’t do something, I would never really get another chance.

The Optometrist visit that rocked my world!

Part 1: The first visit to the Optometrist

This story takes place in the mid to late 90s when I had just turned 18. I was a pretty shy and awkward teenager with little to no success with girls. My family had immigrated to Canada when I was 13 from a third-world country so having to learn the language and customs didn’t exactly help me with girls. I was decent enough looking and even had some girls flirt with me but my sheer awkwardness and lack of confidence shut that down pretty quick. I hadn’t even gotten a kiss from a girl by this time, never mind anything more.

I was starting to get headaches and had trouble seeing the blackboard from where I sat in class so I told my parents and they made an appointment with an optometrist to get my eyes checked out. It was one of those places inside of a mall. I went to the mall with my family who went shopping while I went to get my eyes checked. I had no idea what I was in for.