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Beginning 9- Boy in Training

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D enjoyed her new boy toy a LOT and invited him down again. He wasn't able to get away for about a month, though. In the meantime she was definitely fascinated with how easily the young guys could cum so she wrote back to a college senior who was 22. He only lived about a half hour away which I was a little worried about, but she wanted to experiment, soooo. He was about 6', obviously worked out, but I thought he had kind of an effeminate face. D thought he was cute and wanted to show him some tricks she had in mind. We invited him over on a weekday night since we had out of town plans for the weekend. She seemed to enjoy my telling her what she should wear, or maybe wanted me to feel a part of the whole scene, so I suggested an all white outfit, a white lacy bra, open crotch lacy white panties, white garter belt, and white stockings with white polka-dots on them, plus white 5” heels. She suggested wearing a dress over it, but I thought the shock value of having her only in that would be more interesting. For anyone who hasn't read previous stories she has a totally smooth shaved pussy and a killer body combined with shoulder length natural light brown hair, and a cute, sexy face.

So Big John (she nicknamed him after the first encounter) rang the door bell and she answered. It was kind of funny. “John, I hope?” “Ahh, yeah.” He just stared for a few awkward seconds, then D turned slowly around and asked him, “So what do you think?” He said, “I don't know....this is a new one for me. Most of the girls I've been with wear jeans and a T-shirt”. D said, “I don't own jeans, so you better get used to it.” She introduced him to me, we had a beer (D had a couple of glasses of wine) and they sat on the couch. She was next to him; I sat on a chair across from the couch. After awhile she knelt, straddling him on the couch sitting on his knees facing him and started making out. “A couple of minutes went by and D said, “I feel something moving down there.”

She then suggested she and Big John take a hot tub. Our hot tub was in a separate room with double glass doors. She went in with him and turned the lights on but dimmed them. I semi-watched through the glass doors from the bar outside the hot tub. He helped her take the top off the hot tub. He got undressed and I understood the “Big John” nickname. He was already fully erect as he helped her get her bra and panties off. She left on her stockings and garter belt, which I thought was kind of odd, but definitely on the kinky side. At that point I went back to the couch so he wouldn't feel too weird about the whole thing. After about ten minutes I had to check on what was going on so got another beer and stood by the bar. This was a sight that I will never forget! She had him stretched out across the width of the hot tub and was supporting him under the middle with her hands while she was sucking him off. He was facing away from me so I felt comfortable taking it all in. She paused when she noticed me but just gave me a big grin and went back to work on him. He only lasted a few more minutes then he arched his body and gave out a deep groan. She kept on sucking till he was done, then reached over for a towel and wiped her mouth. I was thinking—good thing—not too fond about having some guy's cum in my hot tub. I went back over to the chair and waited. Big John came out with just his pants on and asked where the john was. Then D came out with a towel wrapped around her, still with the stockings on. She said, “He sure does like a finger up his butt”, and snickered. I asked her what she liked best about playing with young guys. She said bluntly, “I like to make 'em squirt.” She then tossed the towel aside and took off her garter belt and stockings. “I'm going to take him upstairs awhile...is that O.K?” I shrugged and said, “Of course”. BJ came out and she took him by the hand walking to the stairs. “Wanna play some more?” she asked him. “Sure”, was all he got out.

I had a video camera set up in the closet and a lamp on in our bedroom which she agreed to leave on. I heard the door close upstairs. The rest is what I saw from the tv monitor in the rec room and recorded so she could watch later: They stood by the edge of the bed making out for a few minutes, then he had her lay back on the bed with her feet on the floor, knelt down on the floor and began licking her clit. After about half a minute she raised her head and said, “Oh, my god, you've done THIS a few times before.” It probably wasn't a couple of minutes later she grabbed his head, kind of sat up and started cumming very loudly. She caught her breath, then said, “Don't go away”, got up and pulled something out of her nightstand. It was her favorite dildo. She lay down on the bed and said, “I want you to use this on me, fast and hard. She handed it to him and rolled over on her stomach and spread her legs. He slid the dildo in her pussy and started right up just as she wanted. She was screaming and humping back against the dildo thrusts, then suddenly hollered, “Spank me!”. “What?” he said, not sure he was hearing her right. “I said, spank me!”. So he started swatting her cheeks with his left hand. At this point she was jumping back and forth from side to side I don't know how he managed to keep her moving pussy on target with the dildo, but somehow he managed. He did this for at least 5 minutes, then she rolled over on her back, reached over and pulled out her vibrator from her nightstand (she keeps a drawer full of toys there). “Use two fingers in my pussy”, she said as she held the vibrator on her clit. He kind of clumsily poked his two fingers in until she finally took his hand and and told him to arch them upward when they're inside her pussy, then pump in and out fast and hard against her G-spot.

Big John was a fast learner and she was rolling out the orgasms with the vibrator on her clit and his fingers going in and out of her pussy like a machine. Once she got in the groove, it was almost one continuous climax for her until she finally just collapsed and let the vibrator fall on the floor. She said to him, “I need to rest awhile.” So she kind of wrapped herself up in BJ sideways and they just chatted for awhile...couldn't hear what they were saying. I kind of wondered why she didn't ask him to fuck her, but guess she really was too tired after that workout.

I went to the fridge and got another beer out. This was going to be a long evening. She was pretty insatiable with these guys.

I clicked between watching TV and flipping over to the bedroom scene, but nothing happened for about a half hour. I found out later she actually fell asleep for awhile. Finally when I flipped back to the bedroom things apparently were already in motion. He was on his stomach and D was straddling his butt giving him a shoulder massage. After a short time she started moving lower, got out the baby oil, and started rubbing his butt. Her back was to the camera so I couldn't exactly see what was going on. Then I heard him groan something, but couldn't make out what he said. She moved off to his left side then I could clearly see her sliding her oiled finger in and out of his butt. Eventually she switched to two fingers, and he was definitely pushing back in rhythm. Then she got up and said something, but he didn't move. She was out of view for several minutes then came back with a black strap-on belted around her waist and between her legs. This was new to me. I guess she must have picked it up on her own from a local porn shop. It had a fairly small dildo on it with a bulbous tip, obviously for anal use. She knelt down next to him and he turned and looked. He rolled on his side and said, “I don't know about that.” She said, “It's up to you. It's something that I've always kind of fantasized about, but I don't think (me) would go for it. He doesn't even like a finger up there.” He looked kind of hesitant, but she said, “Let's just try this, and if you don't like it, we'll just forget it.” So he said, “O.K., so what am I supposed to do?” She told him to just get up on all fours and “let her do the rest”. She got some more baby oil out and starting fingering him in the ass again until he was getting into it. “Just relax now”, she said, then she slowly starting sliding the dildo into him. He jerked and she said again, “Just relax.” Finally she got it at least partially in I guess, and grabbing his hips started moving slowly back and forth working it in deeper and deeper. I have to tell you this was a really interesting sight seeing her butt moving in and out against him.

Big John was absolutely getting into this big time, as was D. She kept pegging him, not real fast for several minutes then had him turn around facing her and straddling her while she lay back on the bed. She guided him onto the strap-on so he was sitting up, riding her while she pumped up and down fucking him in the ass. He was facing the camera at this point. His erection was something to behold and obviously he was enjoying every second of this. After a few minutes she reached up and starting tweaking his nipples, and kept saying, “Come on baby, cum for me.” over and over. She began pumping up into him faster and faster, and after only a few more seconds he shot his load all over her tits and partially onto her face. I thought he was never going to stop “squirting” to use her word. She must have found a sensitive spot on his prostate I guess. She laughed and said, “Oh, my god, it's all over me.” He said something back, but I couldn't hear it. She grabbed a towel and wiped off herself and then him. She told him to lie back and rest while she pealed off the strap-on, then grabbed the vibrator and used it on herself while he watched. She came in less than a minute, then went up by him and put her head on his chest.

Apparently Big John's recovery time was a half hour. I tuned in on the bedroom cam just in time to them making out while she was slowly stroking his dick which was fully restored. He was sitting up by the headboard as she just raised herself up and settled down on it, giving out a gutteral groan once he was deep inside her. Then she started riding him. After a few minutes he rolled her over on her back sideways across the bed and lay fully upon her while holding her hands outstretched behind her head. Then he slowly started moving his whole body back and forth on top of her. D went absolutely crazy over this making some incredible noises that I could hear all the way downstairs even without the cam microphone picking it up. He must have kept this up for a good ten minutes until finally he unloaded inside of her. She later told me she came almost continuously the whole time and insisted on incorporating this move into our love making just about every time from that point on.

After this finale they both came downstairs. BJ was fully dressed. D just had a robe on. He gave D a kiss, waved to me and smiled, and left. D and I then both watched some of the recorded action. She got turned on again, and I fucked her anally since she was a little sore from Big John's big dick. I asked her about the strap-on. She said that was the most fun she'd ever had, making a young guy come without even touching his dick. Said she saw that on a porno site a year ago and got so turned on she had to make herself come twice with a vibrator after watching the clip, and vowed to live it out in real time if she ever found a willing subject.

Big John never came back. My guess is that he felt embarrassed by the strap-on thing. Not that (that) stopped D from enjoying it several times with new guys. By the end of that year she figured she had fucked 8 different guys on a total of 47 different occasions. One week in the summer she had a different one over on 3 different days. But Big John would always be her all time favorite.

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