It had been three days since 18-year Megan and her mom Tracy had been to my office. I was happy with Tracy’s sexual skills and the training we gave Megan worked well. The feel of Megan’s virgin asshole made me wonder if I should pimp her out to my customers right away or wait a while till I got tired of her mouth, pussy, and asshole. I’d decide that later.
Tonight was going to be a turning point. As the story goes, Megan’s dad and Tracy’s husband, John, had worked for me for years and I recently found out he had stolen about $50,000 of my money. He could either go to jail, or pay up. It was his idea, really, to offer his wife and 18 year old daughter to me in exchange for jail or payment. And, so I already had three sessions with the ladies, one with Tracy, one with Megan, and one with both. It was the last session that Tracy helped me train Megan and violate her cute, hot, virgin asshole.
The knock on my office door came exactly at 6:00 P.M. as I had ordered Megan to do. I told Megan to come in and she looked a little more than shocked to see her Dad sitting on the couch in my office.
Her Dad, John spoke first. “Where is Tracy? She said you wanted her tonight.”
I answered. “I do want her tonight, so I sent her over to the Hyatt to service two consultants that I brought to town. She is to meet them at 7, and I expect that since they are two young bucks that she’ll have her pussy and asshole pummeled till morning. That is what I ‘needed’ her for, you dumb fuck.”
Megan spoke next. “What is Daddy doing here?” I thought I was going to service you again Mr. Stevens.”
I answered, “Megan dear, it’s like your sexual graduation ceremony, I invited you dad here to see how skilled you are sexually. I think after years of paying for your schooling, braces, lessons, and all the thing a proud Dad pays for … I want him to see firsthand how his actions have turned you into a common ass slut at such a young age.”
The room was quiet so I continued. “John, I have decided to give you one last chance. Even though this was your idea, some part of me thinks you really don’t want to continue this way. That is, to continue to pay your debts by making your wife and daughter my whores. So I’m giving you a last chance, tell me you’ll repay me $45,000 and I’ll stop violating and degrading the women in your life. Hell. I’ll even call Tracy and tell her to go home so she doesn’t have to be double penetrated by two studs all night long.”
John, being the self-centered dick he is responded, “I thought it was $50,000?”
I barked, “John it was $50,000 but the sessions with your wife’s and daughter’s cunts and assholes made me give you credit for $5,000, but I won’t be as generous if we move forward. It’s your call John; you can save your ladies from sucking a lot of cock, taking a lot of dick, and eating a lot of pussy, just change your mind. Take a mortgage, or something. I can’t guarantee that the women in your life won’t get some STD or knocked up or beat up or something.”
I guess even I was amazed how quickly and harshly John answered, “Nope lets go with the plan as it is.”
“Fair enough John, fair enough.” I sighed. “OK Megan, you heard the man, take off all your clothes, throw them in the corner list last time, and come stand in front of me, undo my pants, and show your Daddy what a good cock sucking whore your Mom and I trained you to become.”
While she stripped, I could see her Dad’s eyes light up with more lust than disgust. I really had wanted to see his humiliation, he wasn’t. Meanwhile I called Tracy. “Tracy, John is here so I can show him what a cunt your daughter has become. Go ahead and go to the hotel room I told you about, the guys will want to get in your body right away. I know you’ll like it ‘cause you’re a natural slut. And I did tell them no marks, no harm, but to use you however they want as often as they want. John will not be expecting you home tonight.”
Having taken care of that, I ordered Megan to pull out my thick hard cock and start sucking. “Hey John, see how your little Princess can take cock all the way down her throat? Megan, that feels amazing, have you been practicing on your boyfriend?”
She nodded yea, as much as he head would move.
“Good girl Megan, now pull my pants all the way down, I’m gonna turn around, bend over, so you can show your Dad your ass eating skills.”
Megan either enjoyed her role, or her spirit was so broken she immediately obeyed, didn’t matter to me. The feeling of her tongue trying to penetrate my asshole felt amazing. While doing this, I did notice John rubbing the front of his pants. “Hey John, your daughter perfect little body turn you on?”
John simply grunted, “Yea, Oh yea.”
I then asked Megan, “Megan how do you want fucked tonight, ass or pussy?”
“Whatever you wish Mr. Stevens.” She replied.
“Tell you want Megan, I wasn’t going to have you do this, but I think I want you to suck your Dad’s cock while I fuck your pussy. You really don’t have a choice so, yea, I will do that.” I said.
Then I said to John, “Take your pants off and sit on the end of the couch with your legs spread, facing the center of the couch.”
He readily did as told, what a total pig I thought. “Ok now Megan, get on the couch, on your knees and start sucking your Dad.”
She didn’t hesitate at all. When she got going I positioned myself behind her and slammed my thick cock all the way in. She was well-lubricated so I went easily in. Her ass was so small my hands could cover most of it, so I positioned my hand to slide a thumb deep into her ass while I pumped away.
Her sucking her Dad and me plowing her cunt went one for about 10 minutes until I announced I was going to explode in her. I think her Dad took that as a cue to explode in her mouth near the same time I blasted. She got cum shots in both ends.
When I finished, as one final measure of attempted humiliation of her Dad, I ordered him to position so that he could suck my cream pie from his daughter’s pussy. I told him to take his time so she could cum as well, No sense in just the guys getting off. Besides, I like the sound she makes when she whimpers.
When Megan finished her orgasm, I told John to put his pants back on.
I looked at John, “John, we’ve passed the point of no return, there is now nothing you can do to stop me using and pimping your wife and daughter till your debts are satisfied. You could have avoided this, you chose not to. Now get the fuck out of here so I can talk to your whore daughter!”
When he left, I told Megan to get dressed for me. I said, “Megan, I think I’m going to keep you as my personal little fuck toy for a while. I’ll pimp out your mom, she a slut anyway. I might want to find some other girls, or guys, to service my clients. So if you have any friends that want to make some money, let me know. Don’t be afraid to ask guys, I have some gay and bi-clients. And, if your boyfriend is good looking and interested, let him know. I’m not opposed to fucking a hot twink’s asshole once in a while. And after you’ve satisfied your Dad’s debt and you still want to be a whore, you obviously could make a lot of money doing that … same with your mom, although she ain’t as valuable. But Megan, for now, your ass is mine, literally. Now this weekend my wife and I are going out of town to a fancy hotel for an overnight on Saturday. She is looking forward to a 69 with you so you’ll be coming along. Meet me here Saturday at noon, bring a skimpy bikini, one change of clothing, an evening dress in case we go to dinner, and not much else. Whenever you’re in the hotel room you’ll be totally naked for us. “
