Jack Morgan knew college wasn't right for him and dropped out after his sophomore year. He had goals though, with an eye on being an entrepreneur. He had worked for a pool company all through high school and with the encouragement of his former boss, he started his own pool cleaning company. By age 22, he had a thriving business going in Southern California. The only drawback was that it didn't leave him much time for a social life. Sure, he had some dates here and there, and occasionally had sex, but for the most part flirting with female homeowners was his social life. There was one woman in particular that he had a regular flirtatious relationship with.
Dana Landers was a divorced mother of two, who owned a nice home with a sizeable pool. Jack figured her to be 40ish and considered her a bona fide MILF. They flirted often, but Jack always figured Dana was just having fun with him. He always thought, why would a 40-year old be interested in him?
One afternoon, Jack thought all of that was going to change. He walked into the backyard to clean the pool and found Dana sunbathing topless. She may have had two kids, but she had the body of a woman half her age. Her breasts were firm and large, and her nipples were very erect at the moment. Jack just stood there staring at here for a moment. He took in her long legs that led up to a tiny bikini bottom that accentuated her thighs. Her long blonde hair sat in pony tail to the side. And, oh those breasts. He stared at them as they rose and fell with each breath. He was snapped out of his trance when Dana suddenly realized he was there.
"Jack, there you are. I've been expecting you."
"Sorry, Dana, I didn't meant to spy on you. I didn't know you were naked; I mean topless back here."
"No need to apologize, Jack. I've been expecting you. And, naked, you say?" With that, Dana stood up and slid her bottoms down to her ankles and stepped out of them. Her pussy was clean shaven and left nothing to the imagination.
"Do you like what you see Jack? Am I good enough to eat?"
"Ohhhhh yeah."
"Then come over here." Jack dropped his equipment and hurried over to Dana. The two embraced in a kiss, but Jack suddenly felt like he had been stung by a bee.
"Ow...what was th..." Jack never finished his sentence as he collapsed into Dana's arms.
"Sorry, Jack," she said and smiled.
~~~
Jack slowly woke up, the fog clearing from his brain and his eyes all at once. He tried to move, but immediately realized there was a bar across his chest that prevented him from moving his arms. A similar device held his legs in place. An IV was attached to his right arm. He then realized he was nude and, oddly, incredibly erect. Some kind of device held his erection in place, pointing it straight towards the ceiling. A thick tube ran from the head into a receptacle below. It was at that moment he also knew he was not alone. Sitting to his right was Dana, who smiled at him.
"Well, hello there, young man."
"What's going on? What did you do to me?" Jack said in a panic.
"You were given a mild sedative just to knock you out for a bit so that we could set you up here."
"Who is we and where are we?
"Oh, there are far too many of us to name. You are now in one of the houses of the International Society of MILFs. We're a collective of women that range from age 35-60 and this is just one of our properties around the world. It's kind of like the Hotel California...you can check out any time you'd like but you can never leave. Not that you would ever want to. It won't take you long to realize that.
"Wait, what? What the hell are you talking about? The last thing I remember is that you and I were kissing and it was you who was nude and me that was dressed."
"That's correct. Sorry for the charade, but I had to distract you so that one of our other members could inject you. Then we loaded you in a van and brought you here. But, don't worry, you and I will fuck at some point."
"What the fuck. You can't just go around kidnapping people off the street."
"Oh, it's not like that. Not just any man is welcome into our society. Our male recruits are single, 18-25 years of age, all have cocks that measure at least eight inches in length and hopefully have the girth to match. You more than exceeded my initial expectations.
"This is crazy. Why am I restrained?"
"Many questions. I like that. The IV is slowly, but steadily injecting Sildenafil Citrate, you know more as a drug like Viagra, into your bloodstream. Our goal here is to be sure that your cock is almost always ready to pleasure one of our female members.
"You're fucking nuts. Release me right now"
"I can't do that, but your nuts will get plenty of play...that is if you follow the rules. Your brains, both of them, will be trained to serve the women here and to control your ejaculations. You will not be allowed to cum until you are told to and then you will cum on command. Over the next two or three weeks, several of our members will come in here to stroke, suck, and fuck you. They will be testing your durability, the power of your ejaculation, the amount of ejaculate you can produce, and your ability to control your ejaculations. They will measure your cock and balls before and after your ejaculation. They will edge you to the brink of cumming and then stop you from doing so. And, then one day you will cum exactly when one of your female members tells you to. You will also be given supplements to increase the amount of your ejaculate so that you ejaculate a large amount of cum every time you have an orgasm." Jack shook his head in disbelief.
"What if I refuse?"
"Do you look like you are in a position to refuse? An evil smirk came across Dana's face that completely unnerved Jack. "Let me demonstrate for you, Jack." Dana removed part of the device Jack's erection was held within. She grabbed some lube from a table, squirted it into her hands, and started to massage and stroke Jack's shaft.
"Now, don't worry. We know that given the circumstances and the steady stream of stimulant flowing into your bloodstream, you won't be able to hold your ejaculation for very long this time. But, we can get a good initial read on how much semen you'll produce. Jack couldn't believe the clinical manner in which Dana was speaking. The blonde, hard-bodied MILF began to pick up speed on the handjob she was administering, also not caring if Jack came quickly. She was right, it didn't take long. Within a couple of minutes, Jack started groaning and grunting and cum blasted out of his cock and through the tubing to the receptacle below. Dana didn't let up until she was convinced that Jack's orgasm was over. She peered into the collection container and smiled.
"Well done, Jack. I haven't seen a first load that large in years. Just wait until you shoot out three times that amount of cum. I think you and your cock will work out just fine here. You rest up now." Dana placed the encasement back around the shaft of Jack's cock, kissed him on the forehead, and left the room. All Jack could think of was how do I get out of here?
He must have nodded off, because the next thing he knew there was another blonde woman in the room. She looked about 36, though he couldn't really tell since she was busily sucking his cock.
After a few minutes, she stopped momentarily to say, "My name is Jenna. Nice to mee you, Jack."
"Yeah," was all Jack could muster. Normally, he would be ecstatic at such a beautiful woman devouring his manhood, but considering the circumstances, he wasn't too pleased about it."
"Dana was right. Your cock is gorgeous. So well suited for us. We'll have it officially measured later, but I would guess around nine inches in length and four-ish inches in girth. Now if you'll excuse me, I have to get back to sucking." Jenna spent the next 10 minutes torturing Jack. She voraciously sucked him off one moment and then backed off the next. She edged the rim of the head and backed off. She sucked in one ball than the other while stroking his shaft. She deepthroated him again and again. As he was finally as close as he could be to cumming, she gave his left testicle a nasty squeeze.
"OW," Jack yelled out in pain.