True Massage Parlor Story Chapter 1 – Steph and My First Assjob by Tonykrane01

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. There are several things I need from you today and I’m willing to pay you well if you’re willing.”

As I continued stroking my cock she said, “OK but you realize that you need to ask me right?”

“Of course,” I said. “What I want from you ultimately is to let me rub my cock between your beautiful ass cheeks. I’ll probably want to fuck your tits and massage your entire body as well. Of course you will need to make me cum and for that I’ll pay you $150 in advance. If you make me really happy I can pay you more after.”

She said, “That will all be fine with me. I’ve never had a guy rub his cock on my ass before so I’m kind of curious. It helps that you’re a very handsome man and have a really nice cock. A lot of guys who come here are slobs and disgusting. Tell me your name and help me get these clothes off. This bra has a broken wire and it’s killing me.”

I laughed and said, “I’m Tony and I will be happy to rid you of your clothes and that horrible bra. It’s a crying shame that your beautiful tits should ever experience any discomfort so I’ll make sure to work on that for you and like I said, if you give me a mind blowing orgasm I’ll give you extra money so you can get new bras for those nice tits.”

“Sounds good to me.” She took off her shirt and shorts and turned around so I could unsnap her bra. I had to get off the bed and while her back was turned I also slid her panties off her body and held my face by her ass so I could take in her scent. Her ass was perfectly apple shaped and had plenty of soft flesh that I immediately reached out to feel.

I said, “Oh my God Steph you have the most perfect ass I’ve ever seen. If I wasn’t already married I would propose to you on the spot.”

She giggled and said, “I’m glad you like it now get on the bed and let me take care of you.” As she turned around I got my first look at her tits which were just as perfect as her ass. They were every bit a D cup and they looked really soft with just a little sag to them. Her areola were light brown and a little bigger than quarter sized and I couldn’t wait to get her nipples nice and hard.

“Oh Steph your tits are perfect too. Your boyfriend or husband is the luckiest man in the world.

She said, “Thank you Tony but right now I’m single,” as she started running her hands over the front of my body.

“Oh my,” I said. “Come closer, I need to tell you something.” I whispered in her ear, “I don’t want to get you in trouble here but if you want to be my mistress sneak me your number or email. I have the resources to make you very happy and you can probably stop working here.”

“I’ll think about that Tony,” she whispered as she started to lightly brush her fingers over my raging hard on. “I can’t do this here but I would love to have a cock like this in my pussy sometime. It’s been months.”

“And you have to be around hard cocks all day long,” I said. “You must be out of your mind with lust. Why don’t you get on the bed and play with yourself for me while I watch you and jack off?”

She said, “No one’s ever asked me to do that and I’ve never masturbated in front of a man before. I’m a little embarrassed.”

Steph, “I jack off every day and I’m jacking off for you right now. There’s nothing to be embarrassed about so be my guest, get on the bed and release your tension.”

As she climbed on the bed I got another look at her gorgeous ass and I couldn’t wait to slide my cock between it but I was trying to be patient. I knew I wouldn’t last long once my cock was sliding between her fleshy ass cheeks.

She was on the bed and her hand reached down and started furiously rubbing her clit. Some girls shave all their pubic hair but I prefer it when they are nicely trimmed. Steph had a nice v-shaped patch of brown hair above her pussy. Her pussy was beautiful as well as I could tell her youth by the puffiness. The lips surrounding her pussy were small and I watched in wonder as she played with her clit.

“Fuck Tony, having you watch me play with myself makes me so fucking horny. It’s not going to take me very long to get off.”

“That’s awesome,” I said as I took her left hand and wrapped it around my cock. “Look at my big cock as you play with that pretty little pussy.”

“Mmmmmm, this feels so good and your cock looks so good. Fuck, I’m gonna cum soon already!” I reached out with both hands and rubbed between her thighs then pressed both hands hard over her pussy hair. “Oh yes, mmmmmmmm.”

Her legs tensed and her body shuddered as she leaned forward and off the bed through her orgasm. When she was satiated she said, “That was really nice, now what can I do for you?”

I said, “I have got to feel what your amazing ass feels like so get up and lean over he bed.” She asked me if I wanted oil or baby powder and I never thought to try powder before. In the past all the girls jacked me off with oil but it seemed like the powder would make her amazing ass feel even softer.