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Chapter 51
by
hematoma
Take Tommy's nerdy virgin offer or call his bluff and refuse?
Agree to take his virginity
You're not exactly happy with the idea of cheating on your girlfriend with her son, but if it's a one off thing that will convince him to keep your secret then it's probably worth it. Besides, you've been a little boy-crazy lately and as much as you love your time with Sara between the sheets it would be good to have a real cock again.
"Alright," you say and Tommy grins like an idiot. "Not right now though."
"Mom is going to be gone on Thursday. How about then?"
"Okay, I'll come by at two when your dad is at work. Be ready for me." By the stupid grin on his face you're pretty sure he will be ready for you.
Sara comes out of the bathtub wrapped up in a towel and apologizes for keeping you waiting. She says she has a new kind of toenail polish she wants to show you in her bedroom. Tommy excuses himself and you and his mother depart to the privacy of the bedroom, where Sara's damp, naked body is soon posing for you, one foot up on a chair, as you tongue her pussy and move back to rim her tight little ass. She ends up "showing you the toenail polish" for the better part of an hour and when you're riding her face and bucking her convulsing cunt down against her tongue you doubt there's any way Tommy doesn't hear you cry, "I'm cumming. Oh God, Sara, I'm cumming."
Thursday is still a few days off so you decide to prepare. Make it special for Tommy. You head to a boutique in the city and pick out a sexy pink sheer babydoll with lacey cups that hide your nipples and support and push up your big breasts into a nice shelf of cleavage. You pick out a pair of very sheer red boy shorts to go with it, your ass looks great in the mirror at the store all hugged up and tight so you can just see the skin through the fabric. You also pick up some new makeup and body lotion that smells like strawberries and cream.
When Thursday rolls around you get up early, do your workouts, have an energy bar, and then start getting ready. A shower, a bath, body lotion, makeup (glossy pink lips, eyeliner and eyeshadow very lightly applied), do your hair into a pile of blond curls that can be let down by removing two strategic pins. By the time you dress in the lingerie you're turning yourself on looking in the mirror. You put a couple condoms, some mints, and some lube in your purse, don your mom's overcoat, pinky high-heels, and head over.
Tommy answers the door as soon as you hit the doorbell. He looks like such a dork, dressed in a new polo shirt and dockers, penny loafers, hair parted to one side, and some acne cream to hide a couple pimples on his cheek.
"Hi," you say as sweetly as possible, "I'm going door to door looking for cute boys to fuck me."
He snorts with red-faced laughter and lets you in the house.
"Did you, um, want, like a drink or any-"
You grab him and kiss him, pressing your lips and body to his until his lust overwhelms his nerves and he slides his tongue into your mouth. He's a pretty lousy kisser, practically gagging you with that tongue of his, but you moan and enjoy it, smacking lips and grinding your body against him. You can feel his huge dick pressing against your belly through the pants. You head upstairs to his bedroom, the bed neatly made in the middle, the room like any lame teenage boy with nerdy interests. Halo posters, Star Wars DVDs. He puts some music on his computer.
You press him down on the bed and open the coat, letting him take in your luscious, teenage body barely hidden by the sheer lingerie. You begin to sway your hips to the music, dancing and showing of your curves and all the agile ways you can bend your body for him. By the time you're through dancing you can actually see a little wet spot atop the straining bulge in his shorts.
You get down on your knees before him and crawl over to the bed, breasts dangling beneath you, shoulders low so he can see the heart shape of your ass in those sheer shorts. You push apart his knees so you can crawl all the way up to the bed and kneel between his legs. He's so excited he's shaking.
"Relax," you say and smile up at him, "I don't bite."
You reach up to the fly of his dockers, unbutton them and slowly unzip up and over the huge bulge of his cock. The front of his gray briefs are glistening with precum. You hook two fingers into the elastic and gently peel the underwear down. His massive, petrified pole springs free, nearly smacking you in the face. Its purple head is weeping clear liquid and practically throbbing with excitement.
"Oh, Tommy, it's soooo big, you say," and reach out and wrap your hand around the base. "I can't wait to-"
His cock throbs and spunk shoots in a thick stream almost straight up in the air. You're so surprised you don't even think to stroke him or lick him, you just watch in amazement as his cock jerks in your hand and squirts out long streams of white cum that land on the bed and on your arm and hand.
"Wow," you say when he has finished cumming. His huge cock begins to sag and shrink like an elephant's trunk.
"You can go now," Tommy sighs with humiliation.
He probably sees the disappointment in your face. No, that's not how this is going to end. You go into the bathroom and wipe off your arm and come back with some tissues to help him clean up his bed. You climb up onto the bed beside him and begin kissing some more, tongues twisting together. You reach down and squeeze his cock and it begins to swell. Once it is definitely getting hard again you break your kiss and look him in the eye.
"I want you to lick me," you tell him. "Have you done that before?"
"No, but I want to," he sits up. "Tell me what to do."
You lay back on the bed and begin telling him what to do. "Slide your hands up my thighs," you tell him, "kiss them and slide my panties off." Step by step he obeys, kissing your thighs and up to your panties, sliding your panties down, frozen with a smile by the site of your bare pussy. He's a fast learner and soon your legs are bent back, hands behind your knees, your juicy pink pussy and little asshole presented to Tommy. You guide his tongue with encouraging words, moaning and playing it up with each touch, but never lying to him about what feels good and what doesn't. You're actually a little surprised when he makes you cum, tongue flicking against your clit, fingers plunging into your depths. When you have recovered you look up at him, face flushed, woozy with pleasure, and you tell him to fuck you. No, you beg him to.
He gets up on his knees and he takes you like a man. His cock is enormous, stretching you open, filling you to your absolute limit, bottoming out deeping with your hungry cunt. He leans down and kisses you on the lips as he begins slamming in and out of you.
"Pull out," you warn him.
"I will," he promises.
You drag the cups of your baby doll beneath your big breasts and let him caress your soft tits. He kisses them and squeezes them, the fat pipe of his dick hammering in and out of your stretched, but well-juiced pussy. Each time he slams into you there is a pop of flesh against flesh and you feel his big balls against your ass. He slams you harder and harder and faster, moaning loudly, hands against your thighs, pushing your legs back as he impales you on his huge dick.
His cock swells and throbs within you and before you realize what is happening he cries and cums hard, his cock squirting long, warm gushes into the very depths of your young, fertile pussy. The fear of being impregnated is so intense you actually cum from the suddenness of it, gasping with pleasure and squeezing him with your inner muscles so that you only coax out more of his load. You stay like that, together, neither speaking about what has happened. When he has softened you excuse yourself to the bathroom and try to squeeze out all the cum.
Tommy apologizes, you dress and leave. It's a nervous few days, peeing on the stick every day to see if it comes up with a plus. Finally, you get your period and the relief washes over you. That night you call Tommy and tell him to come over. You play it up, dropping subtle hints that you might be pregnant. You tell him to sit down on your bed as though you're about to deliver bad news, instead you get down on your knees and unbutton and unzip his jeans.
"I'm not pregnant," you tell him and proceed to compliment the best news of his life with the best blowjob you've ever given. Stroking, sucking, twisting your head on the drownstrokes, swirling your tongue around his fat cockhead, begging him for his cum until he spews a giant load straight into your mouth. You show him your mouth full of spunk and then swallow it.
"That's the last time, Tommy," you say and give him a kiss on the cheek. "Don't fall in love with me."
Fortunately, if he does he keeps it to himself. You and Sara are soon back to normal and you only tell her you caught the flu for a week or so.
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A Sexy Day in Suburbia
Having some sexy summer fun in quiet suburbia.
Joy just turned 18, her parents are away, and it's time for some summer fun.
Updated on Nov 4, 2025
by madmaniac
Created on Jan 23, 2008
by hematoma
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