Amy in the Alley

Amy is shivering: Perhaps from cold, due to her skimpy outfit; from apprehension, standing in the alley behind the strip club; or, you think, a combination of the two.

As you instructed, she has exchanged her usual outfit of jeans and modest top for something more enticing. The purple minidress hugs her body tightly. It has a plunging neckline, offering a welcome view of her perky breasts, and an insanely high hemline, revealing the bottom of her ass. She is wearing no underwear. Black lace stockings and high heels complete the look. Amy is dressed to fuck, no doubt about it.

You are standing a few feet behind her, watching as she works up the nerve to approach two men who have just exited the strip club. They look younger than you, one with long, greasy hair, another with backwards baseball cap. They are laughing and making crude remarks about the women who danced for them. Their eyes move to Amy as they walk, heads swiveling to keep looking at her. Then she moves and stands right in her path.

"Excuse me," she says, and her voice doesn't shake at all. You can hear everything.

"Hey darlin'," says Baseball Cap.

"Do you want to have a good time?" she says.

"Oh, we love a good time," says Long Hair, "but we just spent all our money in there." He points behind him at the club, and the two men laugh.

"You don't need money," says Amy.

They look at each other then back at her. She points at you.

"That's my boyfriend." Their faces cloud over as you give them a wave.

"What's all this about?" asks Baseball Cap.

"I'm a gangbang whore," she says evenly, and your cock grows in your pants. "He likes when we bring men home to fuck me with him."

They look from her to you and back again.

"Are you serious?" Long Hair asks her, then looks over at you. "Is she serious?"

You walk up then and stand right behind her, placing your hands on her shoulders. "Oh, she is very serious," you say. Then you reach down and slowly lift the hem of her dress, revealing the garter belt and Amy's naked pussy.

"Fuck," mutters Baseball Cap.

"The three of us fucking her." says Long Hair to no one in particular, but you nod.

Amy says, "I need cock in my pussy, my mouth, and my ass at the same time."

"Jesus," says Baseball Cap. He looks at you. "No gay stuff though, right?"

"That's right," you say. "We just fuck her together. Isn't that what you want, darling?" This last directed to Amy, who nods.

"I want to get fucked really hard," she says simply, looking at the men. "Really, really hard."

"You want us to go back to your place?" asks Long Hair. He seems uneasy about this idea.

"It's not far," says Amy. "You'll have a good time, I promise."

You love the way she is talking to them. Even though you know she harbors serious doubts about this new sexual lifestyle you are both engaged in, Amy is showing no signs of losing her nerve. The men are conferring. You can't believe they would pass up a chance to fuck Amy, who looks absolutely stunning in her outfit, but just to help them you reach into the top of her dress and pull out her tits.

"Oh fuck, yes," says Baseball Cap, mouth hanging open. He looks at you. "Can I do her in the ass?" You nod.

"Can we do it here?" asks Long Hair, gesturing to a darker part of the alley. He clearly has serious reservations about going to your place. You look around, a dismissive expression on your face.

"It's kind of dirty. And with three cocks in her, someone's going to have to lie on the ground."

"I don't mind," says Long Hair. He looks at his pal. "What do you say? Do her in the alley?"

You're really not crazy about the idea. It's dark, it's cold, and it's a filthy alley behind a strip club.

"I like it," says Amy suddenly. She looks at you. "It's nasty and disgusting, like me. Right?"

"Fuck, yeah," hoots Baseball Cap and he and his pal fist bump. You feel yourself smiling at Amy. If she wants to get triple-teamed in a dirty alley, who are you to object?

Amy leads the way and you all follow her to a more remote part of the alley. Her dress is still pulled up, her naked ass wiggling as she walks. It's dark but you can all see her clearly. Her legs in stockings and garter belt look delicious, and you make note to have her dress like this more often.

She stops and turns around. "This'll do." Then she smiles at the two men. "Get your cocks out for me."

You watch as they unzip themselves and she extends both hands and begins to stroke them. The men are breathing heavy and admiring how sexy Amy looks as she moves her hands up and down them. They put their hands on her tits and reach around to grab her ass and their cocks get very hard in her capable hands. She is in complete control, and you can't help but smile at the sight. Your sweet, innocent little Amy is well on her way to transforming into the gangbang whore you want her to be.

"Are you ready to fuck me?" she whispers and the men both nod quickly. Long Hair lies down, keeping his clothes on, just his dick hanging out of his pants. Amy straddles him, looking up at you as she takes his cock and guides it to her cunt. In her slutty outfit, the dress hugging her sexy form, the stockings accentuating her slender legs, she looks incredible.

You and Baseball Cap watch silently as she begins to grind on the supine man. She has pulled her dress up around her smooth tummy. Her small, firm ass moves to and fro as she takes him all the way inside. He moans raggedly as she fucks herself on his cock, her hands resting on his shoulders. Then she turns her head to look at the other man.

"Do you want to fuck me in the ass now?" she says in a sweet little voice, batting her eyes.

"Oh, fuck yes," he says quickly, lowering himself behind her. As you watch, your cock aching in your pants, Amy leans all the way forward, the cock inside her buried deep, and she stays still to allow Baseball Cap entrance. You reach into your pocket, pull something from your pocket, and toss it to him.

"Here." It is a tube of lubricant. "Her sexy ass needs to be treated right."

He grins and smears lube all over his cock, all over her exposed asshole, and Amy moans then. Although you and she have practiced double penetration with a dildo, this will be her first time taking two real cocks at the same time. Her eyes, bright blue and blazing, find yours and you share a meaningful look.

Then she moans aloud and her eyes close as Baseball Cap penetrates her. You watch, fascinated, as he stuffs himself into her ass, her pussy already full. Both men are groaning and Amy is mewling in that sexy girlish way.

"Oh, god," she sighs, "you're filling me up with cock. So much in me, my pussy and my ass. Can you feel how tight I am?"

They grunt their assent, and as the man in her ass pushes ever deeper inside, all three moan louder. You watch for a minute, enjoying the sight of your sexy girlfriend taking her first double penetration. A few days ago she hated anal. Now, she seems to be enjoying herself. Baseball Cap is moving back and forth inside her sexy ass, causing her to slide up and down the cock in her pussy. It's a mesmerizing sight.

Then she finds you with her eyes again. "In my mouth," she hisses. "I need your cock in my mouth. I need three cocks in me, don't I, darling? I need them so badly."

You move to her mouth, standing just to the side and in front of her, so as to avoid having your balls hanging right over Long Hair's face. When you extract your rock hard cock she eagerly moves her mouth to it, taking it inside her with a low moan. You hold her hair in both hands, and as Baseball Cap drills her in the ass, you start to fuck her face.

"Oh shit this is good," mutters the guy in Amy's cunt, who really doesn't seem to mind being flat on his back in a cold, dirty alley.

"What a hot fucking slut," moans the guy in Amy's asshole, sliding as deep as he can in the tight fit.

"Umpffglack," says Amy, her throat full of your cock as you slide all the way down.

The four of you go at it like a strange machine, cocks pistoning into Amy, bodies sliding side to side, the wet squeak of lubed dicks moving in and out of hungry holes. She keeps her eyes on yours as you hold her hair tightly and thrust ever harder down her throat. The other men are unimportant, merely cocks to fill her with. This is about you and her.

"Well, doesn't this look like fun." The voice, dripping with sardonic humor, turns all your heads to look.

Three middle-aged men are standing there, watching with amused faces at the spectacle of Amy's triple teaming. They must have come from the strip club, you think. Baseball Cap stops thrusting, and he, Amy, and Long Hair are frozen in a tableau of bodies. Only you keep going, holding her hair, fucking her throat, in and out, as you speak.

"Hey, gents. Just giving my girlfriend her first airtight experience. Feel free to watch the show."

"And if we wanna do more than just watch?" It's the guy in the middle speaking. He has an unkempt mustache and a pot belly and reminds you of your dad.

Amy's eyes widen, her face showing fear. "Relax," you whisper to her, still pumping her face rhythmically. To the man you say,"You watch, let us have our fun, and then we'll see if my sweet girlfriend can handle any more, okay?"

They nod and watch with arms crossed, talking to each other as Baseball Cap eagerly starts to pound Amy's butt again, shoving her forward, as Long Hair starts thrusting up. You can see your cute girlfriend's face is red and flushed as all her holes get a good workout. The guys watching light cigarettes, smoking and commenting to each other on the action like they were watching sports.

"Oh, she's a tight little slut," says Mustache Dad to his buddies, "she's got a body that was made to get fucked good."

"These boys are doing her good," says the guy on his left. "But she needs some mature men to really do her right, I reckon."

"No doubt," agrees the third guy. "Don't much fancy lying down in this alley, though."

As they talk and laugh and watch, the three of you continue to fuck Amy hard, cocks slamming into all of her holes now. You and she continue to lock eyes, and you see her expression fluctuating wildly, from fear to desire to shame to lust.

"Ah, fuck," groans Baseball Cap, and he thrusts deep.

"I think he's gonna blow, lads," comments Mustache Dad.

Sure enough, the young man leans his head back, eyes closed, as he unleashes himself in Amy's butt. At the same time, Long Hair pushes up with **** and lets out his own groan.

"It's a double creaming," says Left Buddy, as both the young guys hold themselves deep inside Amy, splattering her insides with their sperm.

"Up to you now, bud," Mustache Dad says to you, and his timing is perfect as you thrust one last time into Amy's throat, holding yourself deep down, hands yanking her hair, and shoot your cum down into her stomach in a series of eruptions.

The strange machine breaks apart into its distinct pieces, the two young men standing, brushing themselves off, putting their cocks away. Amy seems a little dazed, but she hasn't orgasmed yet and you suspect that she might be able to handle more. You whisper something to her and she gives you a startled look, then nods slowly. As all of the men watch, she inserts two fingers into her cunt, moaning, and brings them out coated in cum, then slurps them.

"A nice slut you got there," Mustache Dad says to you. "She going to eat it out of her ass, too?"

You look at her and nod. Amy pauses for a moment, then turns around, showing off her sexy butt, her reddened asshole. She shoves two fingers up it, wiggles them around as she whimpers, turns around and shows off the fingers all coated in cum, then sucks them slowly and lovingly.

The men all nod appreciatively. You thought the young guys might take off, but they watch with interest as Amy continues to scoop out their cum from her cunt and her asshole and eat it all up. With her tits hanging out of her dress, the hemline yanked way up, the stockings and high heels, your sweet, demure girlfriend looks exactly like a pornstar. You don't bother asking if she can handle more, you can see the wild look on her face.

Grinning at the five men watching her, you open your arms theatrically. "Who's next?"