Disclaimer, if you’re offended by the sex industry I’d stay away from this one. Its not a time in my life that I am proud of, sorry if this offends anyone. All I’ll say is that morally I was ok with it and was single at the time.
There was a local massage joint that I knew of that was pretty well known for offering a bit more than massages, and I’d even read reports online that things occasionally went a bit further than happy endings.
General setup was you called in and if they had a waiting room spare you’d sit and wait to be introduced to the girls. Lady at the door was maybe mid 30s and took me to a room. First she introduces me to a Russian girl, very pretty brunette but far too skinny for my taste. Next was a blonde who was barely 5ft and again very skinny but just too small and too skinny for me.
I thanked the host and as I was leaving we were chatting about why I wasn’t interested and I said, off the cuff, “they were both just too skinny and small, I really wanted a curvy busty girl like yourself.”
She stopped on the stairs and asked me “really?” with a kind of confused apprehensive look on her face. I looked her up and down properly and took her in, which she totally watched me do it, knowing exactly what I was doing. Do you know what, she was fairly pretty, homely/milf esque woman next door kind of way, curvy with a waist and big boobs and a firm ass. Yeah actually, she was pretty and I was game: “Absolutely ” was my response.
She bit her lip doing the exact same thing to me, se must have seen something that she liked she then told me to go back to the room and went downstairs. I could hear her asking the Russian girl to watch the desk and door for 10mins, which she wasn’t happy about, and she came back a little flustered but all smiles. She led me by the hand to the bed/table and asked me to strip down. She was very chatty, nervous almost, but lovely. She had really soft hands and explained she used to do this years ago and seemed a bit giddy really, really excited to do it again I think.
I was on my front on the bed/table thing facing down, so I didn’t notice that she’d been taking her top off until I felt her hard nipples grazing me as she started some longer strokes up and down my back. Man it felt good, and every time she pushed up my back she was leaning in and down onto my back, pushing those massive boobs on me more and more every time.
I’d only been a few times so this was a little out of the ordinary but I was certainly not complaining! It had only been 4-5 minutes into the 30min appointment and my favourite words “Would you like to turn over now” came out of her mouth. Oh my goodness yes!
She got off my back as I turned, and I got the full view. Absolutely yes is all I can say. Normally the girl would rub your shoulders and chest for a bit, but she wasn’t interested. “Look I’m really sorry, I feel really bad leaving the other girl downstairs I really shouldn’t be doing this ”
“Oh yeah I mean no problem, I’m sorry too ” I said as I started to lean over to pick up my trousers and get dressed.
“No, no, you don’t understand. Well I mean. What I mean is, how about a quickie?”
O_o … I think I laughed and gave her a “Hell yes” and within seconds she was all over me, hand on my half hard cock, kissing me deeply with tongue, it was so frenzied and hot. I had her tits squeezed together so I could suck both nipples at once (I know it’s juvenile but it’s something I love to do) and she started wriggling off her trousers looking for a condom. It’s at this point I realise she means sex. Fuck. Yes! I’d always had a milf fantasy and regularly chased older women. I couldn’t believe how lucky I was!
I wish I could give you some details, but it all happened so fast – I do remember her straddling my cock sliding up and down in a semi-standing/squatting position which I loved. Fantastic view. I had to ask her to slow down a couple of times because I was going to cum, but she wiggled her finger at me the third time and jumped off, continuing to jerk me (with the condom on) as if she wanted it on her massive tits. It was glorious. I obliged!
She quickly got dressed, the whole encounter lasting less than 15 minutes I think (?) telling me how fun that was and that she felt so young and naughty again. Actually thanking me. One of the best kisses goodbye and off I went back into the street with the biggest smile on me!
Don’t ask don’t get! :-D
Source: reddit.com/r/gonewildstories/comments/9rp1yl/mf_massage
As what I’d hope is a milf I appreciate your story.