True Massage Parlor Story Chapter 1 – Steph and My First Assjob

I’ve been going to local massage parlors a couple times a year for a while and my experiences have generally been good. I’ll never forget my first time. I was much younger, probably early 40’s and used to cum pretty quickly back then and I had an older girl who was kind of a plumper with nice tits. She massaged me for a bit and I really didn’t know how to ask her to jack me off but eventually she asked if I was interested in something else. I said yes and she started to jack off my eight inch cock. As was normal back then I had a huge orgasm after a couple minutes and she said, “Oh my that was fast.” I still had a lot of time left so she continued to massage my front and occasionally rubbed against my cock which started to get me hard again. She said, “Wow, it looks like your ready to go again. I can’t remember when I made a guy cum twice in 45 minutes.” She started to stroke my cock and I asked if I could fuck her tits. She wanted more money for that but all I had on me was ten dollars. She told me it was OK because I was so cute. I fucked her tits for a while but really like getting jacked off so I had her finish with a hand job. I shot another huge load straight up in the air and she cried out in surprise and said, “Man you are a stud. That was a real toe curler.”

As with this first experience the girls are always nice and I get to do things that I don’t get to do with my wife. The challenge in the past was sometimes girls are willing and not so hot or hot and not overly willing. When I first started going I thought all I could get was a hand job but over the years I learned that you can pretty much get whatever you are willing to pay for. So I’ve had blowjobs, assjobs (my favorite), tit fuck, hand jobs and even fucked girls. In case you’re wondering, I also learned that they appreciate it when I take the time to make them cum. I’ve brought these women to orgasm by fingering or licking their clit and a couple times while I fucked them. I must be bigger than most men because they always comment on my size as they jack me off, suck my cock or fuck me with their hot pussies.

I live in a smallish town in Pennsylvania and the number of massage parlors has grown over the years. I have personally visited four but my favorite is Katie’s because it’s in a location that is fairly discrete and the girls are usually pretty hot and always willing to accommodate my various fetishes. My finances are solid so I always make sure to bring $300 with me which covers massage time and tip. It’s likely that I am overpaying but given what these girls do for a living I have no problem with that.

As I wrote earlier, I had been going to massage parlors for years and I assumed that the only things that would happen would be a hand job or a tittle fuck. While those are great and I always shoot massive loads, I finally worked up the nerve to ask a girl to let me slide my dick between her ass cheeks. I have a major fetish when it comes to women’s asses and longed to rub my cock between a nice pair of ass cheeks for years. There are some great assjob compilations on the various porn sites and I usually gravitate to those when I’m jacking off. I also like videos where one guy does multiple girls and he takes them from behind one at a time. I would so love to be able to do that one day but I’ve had the pleasure of rubbing my cock on hot asses many times at the massage parlor.

Since I’m married with kids my opportunities to do this are limited so this happened when I visited Katie’s before work. The day before I told my boss that I had a doctor’s appointment and wouldn’t be in until 10AM so I left my house at 7 which I knew would leave me plenty of time for fun.

When I got to Katie’s I paid for 45 minutes which cost $60 and I had my choice of several girls but when Steph came out my heart nearly stopped. She was in her 20’s, around 5 foot 6 and just a little bit on the plump side. She was in no way overweight but her curves were in all the right places. She was quite a pretty brunette but one look at her tits and ass I knew I had to have her and this was going to be the day I’d find out if I could do it or not.

After I picked her she took me back to a room, told me to get comfortable and that she’d be right back. I would guess that the girls do this as a test against entrapment as I’m sure a cop would not be able to get naked of his own accord. Regardless I quickly shed my clothes, got on the bed and started to stroke my cock while I waited. The rooms at Katies are small and dimly lit but they all have mirrors next to the bed. This is awesome because I love watching the girls jack me off and suck my cock like I’m in my very own porno.

After a few minutes Steph was back but she didn’t comment on my raging hard on and instead asked me to get on my back. I said, “Listen Steph, I don’t come here for massages, I come here to get this big dick off.