I’ve had the hots for my friend’s mom for as long as I can remember. We’ve always had a somewhat flirty relationship with each other since high school. I played hockey with him, and we’d often all go to his house since he had a huge ass house and all the best stuff, and his parents were really chill. He knew his mom was a MILF and hated that we’d talk about her.

Anyway, I’m in college now and still play hockey, and I decided it’d be fun if I started booking massages with his mom. His mom doesn’t really need to work but she owns a small spa and is a licensed LMT. I reached out to her and told her I’ve been sore from hockey and was wondering if I could book a massage. She said “Of course, does Ryan know?” (Her son) I told her “Nah, I thought he might think it was weird so maybe don’t mention it?” She said “Good idea”

Anyway, the first massage was amazing, and she was a lot more thorough than I imagined, getting my glutes, abs, thighs etc , like verrrry close to my cock, I was hard for a lot of it.

At the second massage, when getting my thigh, her hand went up the sheet a bit and brushed my half hard cock that was laying against my leg. Then..she did it again! I wasn’t sure if she just didn’t notice or what, but that made me hard and I had a rather noticeable tent in the sheet.

Third massage, while I flipped face down, I positioned my hard cock down between my legs. When she gets my glutes, she basically exposes my whole ass, so now she had a view of my cock.

When she was getting my thigh, her finger lightly pressed against the head of my cock and I was bold and said “that feels good there.” She said “here?” And was rubbing in my leg, not touching my cock but very close. I said “yeah” and she really dug her elbow in deep and would brush the head of my cock several times.

The next massage, I was even bolder. While she was getting my back legs again and brushed my cock, I said “Yeah focus there.” She was massaging my inner leg slightly under my cock head and I said “higher” and she goes “uhh, any higher I’ll be greeted by your third leg.” I said “I’m sorry, I just, you keep brushing it and it’s ready to burst.”

She had me flip over and put her to finger to her mouth, telling me to be quiet, and then jerked me off.

I’m going to her again next week.