Creampie Eating Cuckold Basic Training

True to her word, my high school sweetheart and very first girlfriend Lucy started teaching me about sex like she had promised me she would when we had first met months earlier. I had actually no idea she was turning me into a creampie eating cuckold that would one day get sexually excited by being humiliated and performing acts no “real man” should ever think of doing. All I knew is that she promised me that beautiful sexy women and girls who were completely out of my league would want to meet me and experience the kind of pleasures I could offer them if I learned everything she had to teach me.

I didn’t even think to ask her why she would want this. I guess I just sort of assumed she wanted to be less ashamed of me and something she could show off to her friends since she herself was way out of my league, even though I was a senior and she was a only a freshman. Guys like me just didn’t get girls like her. Girls like her were for guys like guys on the football, who by coincidence did get her, a lot according to rumors where as I, her own boyfriend that everyone knew about hadn’t even seen her naked yet.

She promised to start me off slow – which was something I was even less concerned with than in other girls besides her wanting me, though in hindsight I should have been, though not for the reasons she teased, like “inexperienced little boy overload” – and since I had nothing to compare this slow training to except dirty magazines and television and movies – which she assured me was all from the male perspective and did nothing for women like her who were the only ones who could appreciate guys like me – I could hardly not take her word for things I would probably have questioned had I an inkling of information on the birds and the bees and the ways of the world.
For instance, the first time I had anything comparable to sex with her, I felt it strange that she needn’t have been there at all. It was pretty much the way I had been having sex with her, they way she told me to, at my own home when she wasn’t even there, except she was there and watching and encouraging me in that confusing humiliating way of hers.

“There’s absolutely nothing wrong with a little loser sissy using his hand and his imagination in place of the girls he wishes he could have actual real sex with. Of course in this place, since you’re my boyfriend, I don’t want you thinking of anyone except me or I’ll have to punish you for being naughty.”

“I would never,” I assured her, feeling foolish because now she had me feeling not only ashamed of being a little loser who had to jerk off over his own girlfriend, but guilty if I even accidentally allowed anyone else to creep into my mind while doing it, even if for a mere second before quickly bringing my fantasies back to her. Once again she had gotten me to confess to something, I probably should have kept my mouth shut about, especially since it was such a private. But for some reason, she had the ability to make me come clean about anything. If I had broken the law and she were a cop, or I had crossed some criminal organization she was working for, I’d probably be even more fucked than I am today, if that were somehow possible.
Still though, now she not only wanted to know about my private moments, but she wanted to control them too, control what I thought and fantasized about. It started out with just fantasizing about normal sex acts with her, and then kinkier ones which were still okay, but then she started suggesting I begin thinking about her and the football players. I couldn’t understand this, but I did it, reluctantly at first, but then I started to enjoy it more and more and it was making me have better and better orgasms which made me feel completely mortified and ashamed and confused.

It always brought me back to that day in the stall when I had done the same self-degrading thing without any encouragement from her at all. It was as if she somehow knew I had done that and was trying to get it out of me in a subtle if not unorthodox way. The kicker was, I now felt guilty for keeping it from her. I’m certain she would want to know, if for no other reason than she wanted to know everything, and this was more than just a little anything I felt.

For the moment though she was more concerned with something else, and I’m not sure if this was better or worse. She wanted to see me jerk myself off in front of her while she watched and cheered me on like a supportive girlfriend should.

“Oh, come on, don’t be such a little baby,” just take it out and start playing with it. “I’ll bet you don’t even jerk off over me at home when I’m not around.”

“I do! I swear! All the time!” I declared, this being the thing she got me to confess too. She seemed to forgot hearing me do it over the phone while she acted out having sex with one of the football players which I told her she should consider a career in acting for. “It just feels so weird doing it in front of you.”

“What’s so weird about it? Just close your eyes and pretend I’m not here. Or rather pretend I’m not here and you’re here all alone pretending I am here,” she giggled and had a hard time stopping laughing about, covering her mouth like she thought she was hiding her laughter for my benefit.

Eventually or course, I finally found myself giving in and unzipping and pulling down my pants, and then my “panties” as she liked to call my underwear – she insisted I switch from boxers to jockeys – when she wanted to make me feel more vulnerable. For a second I thought this experience might not be as bad as I had anticipated until I got my underwear down past my hips and she put on a big smirk took my hand and placed it on my cock and started moving my wrist until I was stroking myself.

It started feeling really good. Even with her watching with that big grin on her beautiful face that masked that twisted mind. Then she started telling me about how me stroking myself reminded her of the time she was with Billy and Mike from the football, the guys in fact who had pointed out her number on the bathroom wall, only she was the one doing the stroking and she had one of them in each of her hot soft hands before she started taking turns sucking each one of them off with her warm wet mouth switching and sucking on not only their cocks but their hairy swollen balls too, and then just like at home as of recent, at the worst possible time, I exploded all over my belly with a loud sigh and moan, and felt the shame wash over me like dirty rain while she burst into laughter.

“My God, I hadn’t even gotten to the best part yet. You’re way ahead in your training! We’re going to make the greatest couple!” I liked the idea that we were going to be a great couple, but I still felt humiliated and ashamed that I had ejaculated while stroking myself in front of my girlfriend who I hadn’t even seen naked yet, while she told me an old war story of her getting gangbanged and used like a suck slut by two of the guys on the football team. On top of that I couldn’t help over hearing something she had mentioned about my being in training…
While I was taking all this in, Lucy seized the moment to scoop my sticky ejaculation off my stomach where it had landed when squirting out of my spurting cock, and shoved her fingers in my mouth, “Here taste it! Do it! And don’t fucking bite me! You don’t know if you like something until you try it! Lick my fingers! Lick them clean, cum eater!” And whether or not it was my shock or her commanding voice, I did exactly as she commanded. Not that I had much choice. She was working them around inside my mouth so roughly they would have come out clean just from abrasion. But I admit I started licking and sucking like she wanted despite my reluctance, and she loved it, and then she continued to feed me the rest laughing through the entire thing and calling me things like “cum eater” and “penis puller” and encouraging me to “eat all my cum” until every last sticky drop was gone from outside my belly only to end up inside.

Then she just smiled at me shaking her head, “I told you you’d like it. I do believe I can train you to like, and more importantly do just about anything I want.” And with that, I realized my training from Lucy was only beginning…