Lester was excited and very nervous. He had not been with a prostitute before, and here he was walking up to the door of one now. He took a deep breath and reached to knock on the door. But he paused. His nervousness got a hold of him, and he turned to walk away. This was crazy; he couldn’t go through with it. But then he stopped himself. He thought about how little effort he put into dating, and how he just didn’t have it in him to try anymore.

This was it. If he was going to get a little love, this is how it would have to happen. He straightened himself up, went back to the door, and before he allowed himself another chance to think about it, he knocked. Miranda opened the door, wearing jeans and a tight t-shirt. She was even more beautiful and sexy in person than she was in her photos online. Lester held his breath tight.

“Hi darlin’,” she said, “Come on in.”

Lester entered and stood just inside the door. As instructed from the phone call, he pulled out his envelope and left it on the table to the left of the door. Miranda ignored it and pulled him inside.

“Let’s go into my bedroom.”

She pulled him into the bedroom, which was clean and simple, but nicely decorated. She told him to sit down and make himself comfortable. And with that, she left the room to prepare herself. Lester sat there for a moment. He was supposed to make himself comfortable. Did that mean undress? He was generally ashamed of being seen naked, so he didn’t like that thought. He looked around the room for options to lower the lighting level. He turned off the overhead light and turned on a lamp. Nervously, he took off his shirt and jeans and stood in his socks and underwear. This made him feel extremely vulnerable, so he got under the covers of the bed.

This was better. Miranda came back in wearing only a bra and panties. She was perfectly sculpted. Soft skin, skinny, nice round ass and perky B-cup tits that were a nice handful. She was young, but not too young that she appeared inexperienced. Lester guessed that she was about 26. She slowly removed her bra, making a show of it for him. Her breasts were hot, with pointy nipples like erasers – the kind Lester loved the most. She slowly pulled down her panties, revealing a neatly trimmed hooch. She twirled her panties in the air and tossed them aside.

“Do you like what you see, baby?” Miranda asked him.

Lester was so shy and so nervous that he couldn’t really speak. She giggled almost patronizingly and then approached him in the bed. She could see that she was going to have to take the lead. Miranda liked passive men because she could move the action and the sessions were usually shorter than others, which was good unless she was having a really good time. She slid under the covers, nestling up against him and began to caress his chest. She slowly moved her way down his torso when she felt his underwear. She giggled again.

“You left your underwear on, silly boy.”

She pulled the covers off of him so that she could see all of him. And then without hesitation, she pulled his underwear off of him so that he was completely exposed. Lester’s limp penis was now in her sights. It was a sad little thing. In its flaccid state, it was about an inch in length, and maybe three-quarters of an inch in girth. It pointed straight up in the air, even though it wasn’t erect; it was so short that it didn’t have enough length for it to bend over by its own weight.

“I’m kinda nervous, this is new for me,” Lester said, trying to excuse the fact that he wasn’t hard.

“Oh okay, baby,” Miranda said. “Let’s get you hard and see how much you’ve got for me.”

She ran her hands up his thighs, lightly passing over his balls as she began to touch his penis. She rubbed the head, which was almost all that was visible, and pulled up on it from the base like she was looking to see if there was more. After a few minutes of this, Lester’s small penis remained flaccid and soft.

“It’s okay, darlin’, maybe this isn’t the right time,” Miranda said. “Are you comfortable?”

“I have trouble at first with a woman I don’t know,” Lester responded. “I’m shy and a little nervous. Do you mind just lying next to me while I try?”

“Of course, honey.”

She laid beside him, rubbing a little bit on his side. Lester began to massage his penis with his eyes closed. After a while, it had grown in size some but wasn’t fully erect. It was now about 2 ½, maybe 3 inches in length, and stood up slightly tilting to one side.

“Okay, I think this will work,” he said.

Miranda moved down and put her mouth on his cock, at first licking and then taking the entirety of the semi-soft member in her mouth. She was aggressive, slurping and bobbing up and down to get him even harder. Finally, she pulled up.

“I’m sorry, this isn’t going to work,” she said.

She rose and got off the bed, and began picking up her underwear to get dressed. “Bu-but we’ve still got time,” Lester pleaded with her nervously.

“Baby, even if I do manage to get you fully erect, it’s just too small,” she said. She noticed the look of shame on his face. “Aww, don’t be upset, honey. It’s just not possible for me to please you. Your little—thing—just isn’t enough. Even if I tried, you’d be slipping in and out of me. It would be frustrating for both of us. And I don’t think you’re ready right now.”

Lester felt the blood rush to his face. He was horrified, ashamed and feeling pathetic. But he also realized that if it wasn’t now, it might never be. He mustered up every bit of courage he had and tried to force the issue.

“But I paid you,” he said with an air of confidence that was thinly veiled. Miranda looked at him with pity.

“You don’t get it, baby,” she said. “I’m really sorry, and I don’t want to hurt your feelings, but your cock – your penis – it just isn’t enough for me to work with.”

Lester tried to protest, but Miranda interrupted him. She could see that he needed to be told a little more strongly.

“Honey, you have a tiny little pecker. I’m sorry, but I won’t fuck it. I just won’t. It would be way too much work for nothing but very unsatisfactory results, for both of us.” Seeing that he was still looking at her pleadingly, she got an idea. “You know what? Wait here a minute.”

She left the room. Lester covered himself up with the blanket, feeling vulnerable and completely shredded. About two minutes later she came back into the room, pulling with her another man. He was about 6’2” and maybe 200 pounds.

“This is James. He’s my protector. He stays in the house when I have clients to protect me, but they rarely know that he’s here.” Lester didn’t say anything. “I want to show you something, Lester. It’s ‘Lester,’ right?”

Lester nodded. She unbuttoned James’ pants and pulled them down to his knees. She then caressed the bulge in his underwear a little bit, and pulled his underwear down, too. His cock bounced a bit from the movement and then settled. It was already becoming a little bit excited but still laid down. It was at least six inches in length, and a good bit thick as well.

“See this, Lester. This is a real cock. It’s limp still but bigger than yours when it’s fully erect. Can you imagine how big this thing must get when he’s excited?”

Lester, too shocked to say anything, nodded meekly even though he didn’t mean to imply that he was thinking about that.

“I know you’ve probably seen a lot of big cocks in porn, so I want to show you a real cock in real life. Porn cocks can seem bigger than life, but here’s real life. Now, I want you to come on over here next to me.” Lester grabbed his underwear to put them on before he came out from under the covers. “No no, sweetie. You won’t be needing those. Don’t be shy. Just come on over here for me, baby.”

Frightened and ashamed, Lester did as he was told. He covered himself as best he could with his hands.

“Now get down on your knees.” Lester was stunned and stood still in shock. “Do what I say, baby,” she spoke so sweetly that he couldn’t help but obey and dropped down. On his knees, he looked down at the floor, afraid to look up. “Now look at his cock.” She slid her fingers underneath Lester’s chin and guided his head up. James’ cock was there, just a few feet in front of him. “That, my dear Lester, is a real cock,” she said. “Real, strong, big ass cock. What do you think of it?”

“I – I – uh,” Lester stuttered. “It’s nice enough I guess.”

“Oh, yes, it is, baby.”

She pulled James closer to Lester, so his cock was just a few inches in front of him. Lester leaned back, but Miranda moved behind him and nudged him forward. Then, she pushed the back of his head so that his face was pushed into James’ cock. Lester didn’t fight against this, but when Miranda let go, he pulled back.

“Just as I suspected, Lester,” she said to him. She was now in full-on seduction mode, speaking sweetly but firmly like she was on his side. But clearly, she was fully in control of Lester. “You aren’t really a man, you poor thing. What man would allow his face to be shoved into another man’s cock? You just let me do that to you. I think maybe you liked it a little bit. Did you like it, Lester?”

Lester looked up at her, feeling confused and ashamed, then shook his head no.

“Okay, Lester. I want you to know just how significantly small your little wang is. I want you to reach out and lift up James’ cock so you can feel how thick and heavy a real cock is supposed to feel. Oh, baby, you’ve never held a real cock before, have you? You’ve only touched your own little thing, and you really never have to lift that, do you? Go ahead, pick up his cock.”

Lester does what she says, and is, in fact, a bit taken by how heavy it feels.

“Yes, that’s right. Now, do you feel how a real cock is? Does this give you a sense of just how much you’re not a real man? Are you beginning to understand why I couldn’t fuck you?”

Lester looks up at her but is too ashamed to say anything. He nods.

“Don’t you wish you had a big cock like James?” she asks him.

Lester, while still holding James cock and looking at it, nods yes.

“Well, you are in luck. While your little penis will always be small, you can have James cock in your mouth.” Lester’s jaw drops. “Kiss it. Kiss the tip of his cock for me.” Lester lets go of James’ cock and pulls back. “Oh honey, come on. Do it for me.”

Lester finally speaks: “This – this isn’t what I … I didn’t come here to…”

Miranda, still naked, rubs herself next to Lester. “Baby, don’t stop now. Don’t you want to fuck this hot body?”

She caresses her tits and rubs herself against Lester’s body.

“Yes, very much.”

“I’ll make you a deal then,” she says. “If you suck James’ cock as I ask you to, I’ll do my part and try to fuck your little wee-wee. I’ll fuck you as completely as I can, even if I can’t feel it.”

Before Lester really thought through what was happening, he said, “Okay.”

“Good, now kiss his cock on the head.” Lester did so. “And begin to lick the head of his cock, gently. That’s it, sweetie, good boy! Now take his cock inside your mouth and let your mouth surround his cock. Taste it nice and good. Mmmmmm.” Miranda pulls closer to Lester and begins to whisper in his ear. “Now, listen, Lester. The only way the deal will work is if you do exactly as I say. You are not allowed to question what I tell you. You are going to suck James off until he cums and you are going to obey my every command along the way. There is no exception to this rule. If you fail, if you question me even once, if you hesitate, the deal is off, and you get nothing. Do you understand?”

Lester pulled the cock out of his mouth. He pondered for a minute, worried that she might take advantage of him in other ways, but he decided that he’d already come this far. And, he was a little excited right now in a way that he had never been before.

“Yes, I do.”

“Now take his cock into your mouth. Slurp it up and get it wet. Now, start taking it in and out of your mouth. Gooooood. Use your hand to slide up and down on the parts of his cock your mouth can’t reach, like an extension of your lips. There you go, good boy. Now pull off of him for a moment.”

Fully erect, James’ cock is now pointing upward and glistening from the saliva. It’s larger now, almost nine full inches.

“See that, baby, that’s a nice big cock. The kind of cock you’ve always wanted in your mouth, fucking your face. Say it to me, Lester. Admit that this is what you want.”

“This is what I want,” Lester says meekly.

“Lift up his cock and lick his balls. Do it for me. I want you to take both of his balls in your mouth and lick and suck them.” Lester does this. “Now I want to hear you breathe in deeply through your nose. Smell his crotch while you’re sucking him.”

Miranda looks down at Lester’s penis and notices that it’s fully erect. “Oh, lookie! Your little pee-pee is hard! Good, now don’t stop, keep sucking James’ beautiful cock. Haha, think about it, Lester. When I showed you my hot body and rubbed your little wiener, it didn’t get erect at all. But now that you’re sucking dick as you’ve always wanted to, you’re hard as a rock. Well, hard as a mouse, but whatever.”

Miranda giggles. Lester is now fully in the throes of sucking off James. He licks and sucks, takes it down as deep as he can and bobs up and down on the massive shaft. He is going slowly, enjoying what he’s doing.

Miranda encourages him, “Good boy! Good little slut!” Miranda gets up and whispers something to James, but Lester cannot hear it. She says to Lester: “Now ask James to fuck your face.”

“Please fuck my face,” saying it was odd but thrilling to Lester.

“Lester put your hands behind your back.”

Lester does so. Then, James forcefully grabs the back of Lester’s head and begins to urgently ram his cock deep into Lester’s mouth, basically skull-fucking him. James is gentle but forceful, and Lester is completely submissive to him. Miranda kneels down again and seductively whispers in Lester’s ear, even as he is face-fucked.

“You’re home now, Lester. This is what you’re made for, what you always wanted. You watched porn and saw girls doing it, and you always thought it was the girls who made you so hot. Now you know. It’s not the girls; it’s the cock. Now you’re home. This is what you were born for. You’re a slutty little cocksucker, and you love every second of it.”

After a good five minutes of this, Lester begins to wonder what it will take for James to cum. It’s taking so long! And he’s so forceful. He begins to worry about the taste of cum and whether or not it will make him gag. Lester feels dirty and shameful and used, but is more turned on than he can ever remember being. Miranda now motions for James to stop. As she speaks to Lester, James rocks side to side, lightly slapping his cock against Lester’s face, side to side.

“So, Lester, you’ve seen all the porn. You’ve seen the blowjob videos. You know what the girl does at this point, don’t you?”

“Um, she gets cum on her?”

She laughs. “Oh, don’t be so anxious, my little whore, that will happen soon. First, the girl begs. She lets her man know that nothing will make her happier – nothing will make her hotter – than for her man to explode all over her and all into her. She talks like a dirty, desperate little slut who is on the edge of her own orgasm, and she begs for his cum. She begs to taste it. She admits that she’s a cum slut and will do anything to taste his spunk. And you can tell it’s what she really desperately wants. It’s what she needs. Now, James needs to hear that from you. I want you to convince him.”

Lester looks up at James. Now, fully in the moment and in his role, excited and horny, he lets go for real. “Please, please let me have your cum. Please cum all over me. Cum inside me. I need to taste your cum. Cum for me, you stud.”

“Oh my, what a good little slut you are, Leslie.” James is furiously rubbing his cock in front of Lester’s face. “James is going to want to come with his cock deep inside your mouth, so open wide and be ready to take him all the way in. Oh, and darling, do not swallow until I tell you to.”

James grabs Lester’s head and thrusts his cock deep into Lester’s mouth and begins unleashing hot stream after hot stream of cum into his mouth. It’s a very large load. Each time Lester thinks James is done, another stream comes forward. Lester cannot hold it all in his mouth as instructed, so warm gobs of it begins to drip down his chin. Finally, James finishes, holding Lester’s head forcefully as his cock twitched for the last time. He pulls out.

“Now show me that load, baby,” Miranda says. “Gargle it for me and show me how much you love the taste of his cum.” Lester opens his mouth and pushes an enormous load of cum up to his lips. “Are you happy, baby? Are you a proud little cocksucker?”

Lester nods yes.

“Now swallow it all down.”

In one gulp, Lester eats the mass of goo in his mouth. His chin is still dripping with a healthy portion of it. Miranda instructs Lester to finish eating all the cum on this chin, which he does.

“Lay down sideways on the bed, Leslie, face up. Ooh, look how hard your little pee-pee is! Have you ever been this hot in your life, sweetie? I bet you haven’t. Since this is your first experience with cock, we want to let you finish in the way that will make you the hottest.”

Miranda pushes James, so he’s standing right in front of Lester’s head on the bed. She takes James’ half-erect cock and lays it on top of Lester’s face, with his balls laying on top of his forehead.

“Leslie, jerk off your little wee-wee. You have a cock in your face, the thing that makes you hotter than anything. So go ahead and jerk yourself off until you squirt.”

Lester has a passing thought about the deal that he gets to fuck Miranda, but he’s too turned on and can’t help himself. Using two fingers, he begins pleasuring his little penis while Miranda whispers in his ear.

“You’re a cocksucker now. There’s no going back. You have a cock in your face, and you’re hotter than ever, about to blow a little load because you love cock so much. All you want is to serve cock, take it any way that pleases your man. Cock makes you excited; cum makes you blow. Now show me how much you love cock and dribble out some cum from your hard little pee-pee.”

Lester orgasms, harder than he ever has. The cum does not squirt out; it dribbles out of his cock. Miranda instructs him to eat it, and he does. James pulls his cock off of Lester’s face and leaves.

As Lester gets dressed, he speaks to Miranda. “Um, so… uh, Miranda? Remember our deal? I did everything you said. So I get to have sex with you, right? I mean, probably another time since I just spent myself, but yeah.”

Miranda laughs. “Little Lester the cocksucker. Tell me something, now that you’ve taken what is likely your first of many cocks, do you still think you are worthy of me? With your little penis, your desperation for cock and cum, do you think that it’s right that you should get to fuck something as magnificent and beautiful as this?”

She shows off her body.

“Well, I mean, you’re right, but we made a deal.”

“I’ll tell you what, Lester. Here’s the deal. You come back here next week. I’ll have James ready, and I’ll bring my other bodyguard, Hector. His cock is even bigger than James’. You come back, and you get to choose. You earned the right.”

“Choose?”

In a sad, pouty tone, she says: “You can choose to use your little wiener, your sad excuse for manhood, to fuck me. You can rub your little bitty baby peepee all up against me, and basically masturbate yourself on the hottest woman who will ever even give you the time of day. This will, of course, give me no pleasure at all. I’ll just endure your sad wiggling body like a dog humping a leg, until your little clit twitches and dribbles.”

Now, she speaks with excitement, seduction, and heat.

“Or, you can choose what you clearly desire more: cock. You can choose to serve cock as you were always meant to. You have now finally found your path, your destiny, you have finally found what it means to have a little dick and the place it affords you in this world. You get to serve real men and real cock. You get to be a cum slut; you get to take cock after cock after cock and make men orgasm. You can never do that to a girl, but you can make a man explode, and you get to drink it all down. You think about that for a week and come back. Your choice will be honored. But I’ll have two studs ready for you.”

Lester didn’t wait a week to schedule another appointment. He called the next day and was at Miranda’s apartment that next night. Miranda opened the door, saw Lester and smiled. Lester looked into Miranda’s eyes and said, “I choose cock.”