CL Encounter #57

Okay, I've got some serious thinking to do. 

The daily goal used to be orgasm. That fleeting wonderful feeling, followed by a longer lasting feeling of relief.


I have accomplished this deed almost daily since adolescence. As daily masturbation became mundane, I used different stimuli to help as fantasy fodder, and try to increase my enjoyment.


In my late teens and early 20's, it was magazine porno. First, straight porn, but usually only if there was a guy in it. Then some gay porn magazines I bought when I was 21. My VCR was qued up with a copy of a gay porno (which I once rented when I worked out of town.)


By my late 30's, I got a computer and connected to the internet. At first, it was photos, arduously downloaded one at a time on a dial up 14.4 modem.


You see where this is going. I've been needing more and more stimulus to become aroused enough to achieve orgasm by masturbation.


Then, less than a year ago, all of my fantasies came true. Okay, maybe it wasn't the young hottie college freshman of my fantasies, but I was having dudes suck me off and letting me cum in their mouth. That's pretty much all I wanted.


Pretty soon, that has become mundane. Oh, sure it's good, and I usually cum, but I decided that maybe I should push the envelope, expand my boundaries. If you've been reading along, you know what I”m talking about.


Why am I prefacing this encounter story with this history of my sexual revolution?

 Because, tonight's encounter really had nothing to do with what was once, the primary goal: Orgasm. Ejaculation. Relief.


I engaged in my second 3-way. Why? I'm not sure. I already jacked off this morning, so I wasn't horny, but “Bootsie” hit me up.

Bootsie is the nick name I gave him because it's part of his e-mail address.  Why Bootsie?  I have no clue.  You can red about him here: Encounter #54

Bootsie contacted me  late this afternoon, and said he was going to get fucked by his massage therapist friend, and did I want to come along. He wanted a cock in his throat, and another in his ass.


So, I said yes.


I'll admit, I was a bit nervous. Usually the nervousness, combined with the sexual desire, the need to get off, is very intoxicating. This time I didn't need to get off, so the nervousness I was feeling wasn't good. I was completely sober, and wondering if this was really a good idea.


In the end, it was pretty fun, even if I didn't cum.


I met Bootsie in the parking lot. He got out of his car with a black tote bag and we shook hands like we were old friends, although up until this point I had spent as much time on top of his back, as I had looking him in the eye. We went into the office building and had to wait for a minute for the therapist to arrive. It was a little awkward, made worse, when Bootsie went to the bathroom and I was left waiting in the waiting room by myself.


Wouldn't you know it, the MT (Massage Therapist) arrived while Bootsie wasn't there. I said "hi", and I was there with “the other guy” because I don't even know Bootsie's real name.


Bootsie came back, and he and I went into MT's small room. It was a typical massage studio; I guess. I've never been to one. There was a table, towels, candles,  oils and the like.


We all started taking off our clothes, just like it was gym class or something. When we were all naked, Bootsie, got on the table, face down and MT started working his ass. I wasted no time and stuck my soft dick in Bootsie's mouth.


Oh, it was good. Bootsie uses plenty of suction, and works the underside of my dick with his tongue. MT was working Bootsie's booty hole with his hand, then rolled a rubber on his longish skinny dick, and mounted up.


As soon as he stuck his dick in Bootsie's ass, Bootsie began to suck my cock like it's never been sucked before. He turned into a regular hoover. I can only imagine what Bootsie was feeling, with one dick in his mouth and another in his ass. The way he was sucking my cock, he must have liked it.


After awhile, MT looked at me and said, “you want some of this?”


“Sure,” I said, “I'll take a stab at it.”


MT had an extra condom waiting for me. It was non-lubricated, so I added some lube from the nearby bottle. Bootsie's booty, was already loosened up, so I had no problem fucking it. In fact, it was too loosened up, and I felt almost no friction. I fairly quickly lost my hard-on.


No problem, MT still had his boner going on, and he mounted Bootsie again. This time, Bootsie was on his back, laying crosswise across the massage table, with his knees brought up to his chest. MT was vigorously fucking Bootsie, and I tried to stick my dick down his throat. At that angle, it worked for a minute while my dick was soft, but when I stiffened up, it didn't work. My dick goes almost straight up when it's hard.


I turned all porn star and climbed up on the table, and from a standing position, my dick was at the perfect height to stick in MT's mouth, while he was giving Bootsie a royal pounding. I didn't know if he would go for it, but he had no problem and started blowing me.


So MT was doing all the work here. He was pounding Bootsie's butt, and sucking me off at the same time. I felt a hand under my ball sack, rubbing my taint, and looked down. That hand belonged to MT. Then I felt another hand start exploring around my balls and asshole. This pair of hands belonged to Bootsie!


This went on for about 10 minutes. I didn't cum, but MT kept me on the edge of the nicey-nice feeling for a long time.


Poor MT was working up a sweat, although his toned body seemed to be used to it.


Finally, he got tired and asked Bootsie, if he'd brought his toys.


Now I had been forewarned that Bootsie had some big dildos and liked them inserted into his ass, but I don't think I was really prepared for what came out of Bootsie's tote bag. There was a huge long black double headed rubber dildo, that looked like some kind of black python from the zoo, and another even thicker,  but maybe not as long, flesh colored one. The black one was the almost girth of a water bottle, and the flesh colored one was the girth of a soda can, although 3 or 4 times longer!!


What happened next I'm not sure if I want to go into details. I found it fascinating, but it was a little out of my comfort zone.


I basically watched as Bootsie got stuffed. The whole time he was sucking my cock. He was on his stomach and I was standing at the edge of the table, and MT, like a doctor was inserting his instruments at the other end.


I think at one point, the end of my dick touched the dildo, coming in from the other end. (Yes, I'm kidding.)


So, as I said, I didn't cum. Bootsie needed a break, and I wasn't sure what was going to happen next, or if the session was over, but I decided that maybe I should go.


It was a bit awkward as I dressed and we chit chatted. Neither Bootsie or MT made any move to get dressed. Maybe they stayed behind and maybe Bootsie got a massage. I don't' know.


On the way home, I started really thinking about what happened. How did I stray so far. All I really wanted in the first place is to have my cock sucked when I'm horny, because it feels better than jacking off, and here I was in the middle of some really kinky shit.


I guess the upcoming blogs will tell if I back off, or turn it up a notch.


Just kidding. I'm NOT turning it up a notch!!