Read Story: SEASON 1 EPISODE 12
Miss Kelly shows Jack some masturbation techniques that blow his mind as well as his penis.
My full time job is as a female medical assistant to a leading urologist in a major city. I sought out a career in this field mainly due to my fascination with penises. One of my patients recently hired me on the side to tutor his 16-year old son. The son, Jack, was painfully shy, had never dated, and the father felt he was in need of some sex education. Preferably hands-on sex education, which is why he hired me. The father is extremely wealthy and paid me a ridiculous amount of money for two 2-hour classes a week at his home.
At this writing I have had three sessions with the son. This is a report on the third one, which just took place. Prior to each session I always meet with the father to go over how the prior meeting progressed and also to get his feedback on any noticeable behavioral changes that his son might be exhibiting.
“Well, Miss Kelly,” the dad began, “I can report that Jack is a totally changed boy. You have worked wonders with him. He now has an incredible level of self-confidence that he never had before. And although I find this hard to believe, inviting me to participate in your last session has worked wonders with the father/son relationship. When you put our two cocks together and jacked us both off, it created a bond between us that totally thrills me. I understand he would like to make that a regular weekly occurrence, which is fine with me. It not only strengthens the bond between us, it was one of the most fulfilling orgasms I’ve ever had. To see your hands wrapped around our two pricks pumping the cum out of both cocks was an extremely memorable experience. Actually I can’t wait until next week to repeat it.”
“I know Jack is really looking forward to it as well. And it was an extra thrill for me to have two big cocks to play with. By the way Jack suggested increasing our sessions to three times a week but I am afraid that would be too much. I don’t want to overwhelm him with sexual experiences too fast.”
“I agree. He’s already getting more sex than any other kid his age. Considering that you have in the first two meetings brought him to mind numbing, semen spurting orgasms seven times, that seems like more than enough. Handjobs, blowjobs, and full-on coitus, you have already covered most of the bases.”
“True. I know he really enjoyed fucking me and considering it was his first time, he did extremely well. He has been really bugging me about a repeat performance so I will probably fuck him again tonight. The first time, as you no doubt observed when you walked in on us, I was controlling the action with him on his back and me on top doing all the action. But tonight I will let him be on top and see how he does.”
“Sounds good. Do you have time to give me a blowjob before you start your session with my boy?”
“Not tonight. I only have a couple of minutes before our scheduled start but if you can hold off until after the session I will be happy to suck you off later.”
“OK, I can do that,” he replied.
With that, I went upstairs to the room that the father had outfitted to duplicate one of my firm’s examination rooms, except he had an oversize exam table custom built that was easily large enough to accommodate two people. Jack was waiting for me sitting on the table. He was nude and already had a throbbing hard-on. He was primed and ready to go.
“Hi Miss Kelly,” he said enthusiastically. “I have really been looking forward to tonight. I am very proud of myself. I haven’t jacked off since the last time you were here. I have been edging quite a bit (I had given him a lesson on edging) so I have a huge amount of cum stored up for you.”
“That’s wonderful,” I replied. “You know how much I love seeing your penis spurt out a big load of semen. So let’s get started. Tonight I want you to get one your hands and knees on the table with your butt facing towards me.”
He assumed the position as I had directed. I got directly behind him and reached between his legs and got a firm grip on his penis. I laid a towel on the table. I pulled his penis back towards me. It was so hard that I had difficulty pulling it back but got it aimed at the towel. I started to masturbate him while also licking his balls. As I pumped his cock I asked him if it felt good and of course he exclaimed that it did. I continued to lick and suck on his balls but then worked my way up to his anus where I gave him a rimming I am sure he will never forget. I licked, sucked and tongued his asshole while I fisted his cock making sure that my hand stroked down over the coronal ridge of his massive cockhead giving him the best sensation possible. It wasn’t long before he began to twitch and jerk his ass around, likely due to the pleasurable sensations that had to be shooting through his prick and asshole.
As I knew it would, it didn’t take long before streams of semen shot out of his cock onto the towel. Maybe it was my imagination but I swear I could feel the cum shooting up through the shaft of his penis where I had a tight grip on it. I continued to tongue his butthole the whole time that the cum spurted from his engorged cock.
“Omigod Miss Kelly,” he blurted out, “that was amazing. What an incredible feeling. I’ve masturbated hundreds, maybe thousands of times, and none of my orgasms ever came close to matching that. You are wonderful.”
I had Jack turn over and lay down after I snatched the cum soaked towel off the table and threw it in a waste can. I often wondered what the maid thought of all the cum saturated towels that we left behind after each one of our sessions.
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