If you are under age, or live in an area where reading stories that include sex between males is illegal, or if you're not into this type of story, please leave. This story is a work of fiction written for my amusement and yours. I have added a lot of fantasy to the very little I know about hypnosis. As they say on television, do not try this at home. Please leave hypnosis to the professionals.
The author retains all rights. No reproductions are allowed without the author's consent. Comments are appreciated at NJMcMick@yahoo.com.
Chapter Three
Jake
I saw Teri Wednesday night and it didn't go well, which was par for the course lately. She accused me of being distracted, of not paying attention to her. Can you imagine that? I blamed it on work but I don't think she bought it. I finally admitted to myself that this relationship had pretty much played itself out. It had been floundering for weeks, even without my fascination with Josh.
Thursday I was up all day in anticipation of seeing Josh. Big Jake was up now and then too, but I tried to discourage him. That wasn't what this was supposed to be all about. Josh arrived at my place right on time. We shook hands and I escorted him into the den where he sat on the couch.
"I want to apologize again for what I said the other night, Jake."
"Don't worry about it, Josh. You can't control your feelings but as long as you recognize the reality of our relationship and accept it then things will be okay."
"Yeah, I'm fine with it. I hope you are, too."
"I am. Now, I think we should talk about how we're going to proceed. I had intended to have a number of sessions here, relaxing you and teaching you to relax on your own but I'm not sure how we're going to be able to tell if we're getting the results we want."
"What do you mean, Jake? I think I can tell if I'm relaxed."
"Oh, I know that and I also know that I can relax you during our sessions. What I mean is that just relaxing you here doesn't necessarily mean that you are going to be able to relax your anal sphincter when the opportunity for intercourse arises."
I had decided to use more clinical terms to try to put the conversation on a more professional level.
"I see. The real test of whether or not this works is if I can, um, get fucked." So much for professional terminology.
"Right. It might be easier if you were seeing someone then you could try each week after our sessions to see if we were making progress. But as it is, I don't exactly want to recommend that you go out each week and try to get picked up just to see if it's working. Unless you do that kind of thing anyway, I mean."
I felt a wave of jealousy wash over me as I said that which confused me. Why should I feel jealous towards Josh? I was trying to keep this on a friendship basis but the thought of Josh with a series of guys really bothered me.
"No, Jake, I'm not really into casual sex. That time I got the warts was an exception. I've been with a number of guys but usually it's in a dating situation."
I let out a sigh of relief. I hoped Josh hadn't noticed.
"Okay, since you don't have a guy you can test this out on we have to come up with something else. Do you have any toys at home?"
"Toys? Oh, you mean sex things?" Josh actually blushed, turning bright red. "Um, yeah, I do have one. It's a dildo, kind of a small one."
"How small? I mean, is it lifelike, something about the size a guy might be?"
"Yeah, but it's not like those huge ones molded from porn stars. It's a little smaller than my own dick, maybe five inches or so."
"That's a start. After each one of your visits here you can go home and try it out, see how it feels. Are you okay with that?"
"I guess so, but the thing is, I don't usually have a problem with the dildo. I seem to be able to relax enough when I'm home alone. It's when I'm with someone that I get so uptight."
"Okay, that is a problem. Let me think a minute."
I didn't want to suggest he do this with a real guy although it looked like that's what he needed. Not only didn't I want to think about him getting fucked by someone I sure didn't want to have to discuss it with him afterwards. I had an idea, one that might work for him and for me.
"Do you have a computer at home? I didn't see one when I was there the other night."
"It's in the bedroom. There's not much room in a three room apartment and the desk fits better in there."
"Perfect. Now, do you have a web cam?"
"Yeah, but I've hardly ever used it. Why?"
"Well, the problem is that you can relax when you're alone but not when you're with someone so we can't test our results if you're alone. But if I hook into your web cam, maybe we can simulate a situation that has more realistic tension. If you know that I'm watching, that might make you as tense as if someone were there."
I saw the look of panic on his face.
"You see, Josh, that's just what I'm talking about. We need to set up a scene that is likely to have the same kind of stress you normally experience when you're with another guy, only without the other guy. This could work."
"But I couldn't fuck myself with a dildo with you watching, Jake. I just couldn't do that."
"You don't have to fuck yourself. All you have to do is see if you can insert it. And don't forget, I watch inanimate objects going in and out of assholes all day long. I can look at it in an entirely detached clinical way." Yeah, right, not with the feelings I'd been experiencing about Josh's hole.
"Well, I suppose we can try. I don't think it will work, though."
"Then that's something we have to work on. Lie down on the couch and let's get started relaxing you."
Josh
I really didn't know what to do after Jake left my apartment that night. I was horrified that I'd told him I wanted him to fuck me. It had even surprised me. But he seemed cool with it, not the idea of him fucking me, but that I wanted it didn't bother him as long as we both understood it wasn't going to happen. I definitely understood that. That didn't stop me from dreaming about him making love to me that night, though. I hadn't had wet dreams since I was fifteen but for the second time in a week I woke up in the middle of the night with a sticky mess.
Thursday I was all keyed up when I got to Jake's. I was thinking how weird this was. The whole point of this was for me to relax but I got so excited at the prospect of seeing Jake that I was afraid that even if the session worked it would only cancel out my anticipation. That didn't stop me from trying, however.
I was shocked at his suggestion about the dildo and the web cam. It seemed to make sense but I knew there was no way I'd be able to get even my little finger up my butt knowing that he was watching. I agreed to try it, though. The idea of Jake watching me fuck myself really turned me on, even though I knew it wouldn't work.
The hypnosis session went much along the lines of the first one. I still didn't think I was hypnotized but he had given me instructions I didn't remember the last time so I knew that there was more going on than I was aware of. It was pretty amazing how good I felt afterwards, though. It was like waking after a fantastic night's sleep, one where I hadn't had anything to drink the night before. Afterwards, he sat me down at his desk and showed me how to get us connected with the web cam. We exchanged email addresses and screen names. Then I hung around for a while and we talked. Not about sex, just plain old talk. I kept thinking how much I liked this guy. Why couldn't he be gay?
I went home and at ten thirty I put our plan into action. I turned on the computer, set up the web cam and hooked into Jake's computer. I got undressed off camera, feeling a bit self-conscious. I had the camera aimed at the bed and had already laid out the lube and dildo on the nightstand. I took a deep breath and climbed onto the bed in camera range. Usually when I used the dildo, I laid on my back and spread my legs a bit, slipping it in with one hand and stroking myself with the other. Since the point of this wasn't to get myself off but for Jake to see how well I relaxed, I tried a different position, one more like his office examination.
I knelt on the bed with my ass to the camera and bent forward until my shoulders were on the mattress. I put some lube on my fingers and reached around with my left hand and applied some to my pucker. I rubbed my middle finger back and forth against my hole, pressing in slightly more each time. Finally, I slipped it in, meeting no resistance. I finger fucked myself for a minute, then pushed a second finger in. So far, so good. I knew Jake was watching and felt very self-conscious and more than a bit excited as well. My hard six inches was hanging under me, drooling a lot of precum. My hole didn't put up any resistance, though, even when I pushed a third finger in. I twisted my hand around as I slid my fingers in and out. Finally, I pulled my hand away and grabbed the dildo and lubed it up. This was it, the moment of truth.
I put the head of the fake dick against my hole and pushed. It started to go in but met more resistance than usual. I felt a sharp pain and stopped. After a few deep breaths the pain went away and I slowly pushed it the rest of the way in. When it was all the way I took my hand away so Jake could see. Then I reached back and started pulling it out and forcing it back in. I realized that the test should have been over, that the only thing we were supposed to be doing was seeing if I could get the thing inside me. It had worked. But I was so turned on by it all I wasn't about to stop. I kept fucking myself with my left hand while I started pumping my cock with my right. Both sensations felt great but the real turn-on was knowing that I was putting on a show for Jake. I hoped he hadn't turned off the computer when he saw that I'd succeeded in getting the dildo completely inside me. As the dildo stroked my prostate I got more and more excited. I gave the thing one last hard shove and buried it deep up my ass as I started to shoot my load on the bed under me, bucking and panting with each spurt.
I slowly slipped the dildo out of my ass and felt my hole close up after it. I turned over and sat on the foot of the bed facing the camera. I was feeling thrilled, happy, horny and silly all at the same time. I lifted my hands over my head, clasped them together and shook them like a prizefighter who had just won a match, and grinned at the camera.
Jake
After our session and a little socializing I sent Josh home to play with his dildo. I didn't give him any secret instructions this time, just to relax. I went to my bedroom and undressed, then put on my robe and went back to the den. I got the computer going and set up, then poured myself a brandy and sat in front of the monitor waiting for ten thirty. I was trying to think of this whole thing in clinical terms but who was I kidding. I wanted to see that dildo go into that perfect ass.
I didn't have long to wait. As soon as I connected to Josh's web cam I saw the empty bed. A few seconds later a naked Josh crawled up on it with his back to me. I had to admit he had a nice body, not especially muscular, but not the least bit feminine either. Of course, my main focus was on his ass. He got into position with his ass up in the air facing me and then he started fingering himself. I groaned as his middle finger slipped into his hole. I pulled my robe open and leaned back in the chair, wrapping my fist around Big Jake, who was getting bigger by the second. As Josh worked two and then three fingers into himself I brought my fist up around big Jake's head and rubbed my finger over the piss slit, spreading precum all over the head. I tried to remind myself that this was a professional experiment but this was also the hottest thing I'd seen in a long while.
I was really getting off on the finger fucking but Josh must have finally felt he'd loosened himself up enough because he took away his fingers and brought out the dildo. I looked at the dildo, then looked down at Big Jake. Aside from the fact that Josh's dildo was practically pink and Big Jake was nearly black, Big Jake had to be nearly twice the length and thickness of the dildo. The thought flashed through my mind that if this worked I'd have to send Josh out shopping for a much larger toy for next week.
Josh held the dong at the entrance to his chute and pressed. At first nothing happened, then it moved an inch or two. He stopped. After a minute, he pressed again and it began to slowly disappear inside him. I thrust my hips up, fucking into my fist as he buried that dick inside his ass. He took away his hands and it was evident he'd done it; he 'd taken the whole thing. Success!
Big Jake was harder than I could remember and I decided I was going to have to replay this a few times while I got myself off, but then Josh reached back and started fucking himself with the dildo, ramming it in and out of his hole. I noticed his balls and dick swinging back and forth under him, not that I was interested in those parts. I was just into that tight hole being plugged. Josh started stroking himself as he fucked his hole and in no time he came all over the bed. I was giving Big Jake a tough workout and reached my climax at just about the same time, shooting stream after stream of hot cum all over myself.
I lay back in the chair trying to catch my breath as Josh turned around and faced the camera. He raised his arms and smiled, obviously so happy with what he'd been able to do. I thought back to the performance he had just given and looked into those eyes and thought, 'No way am I going to be able keep this up much longer and not fuck him.'
To be continued...