The babysitter gets caught with skirt up on her 18th birthday!
Of all the days for the Carmichael’s to want Linda to babysit, they chose tonight. OF COURSE they’d choose tonight! It was only the single most important night of her eighteen years of living, in her opinion! It was her 18th birthday, and she was planning on giving herself to her boyfriend Kevin after months of keeping him pent up and leaving him sexually frustrated. She spent the day doing her hair, getting her nails done, hands & feet, as well as getting some sexy underwear for Kevin to take off with his teeth. She giggled at the thought of that. But instead of driving up to the university to spend some well deserved alone time with the best boyfriend ever, she got stuck sitting for the Carmichaels, who unexpectedly had to leave their son Jimmy while they went away for the night. Mr. Carmichael was her dad’s boss, and if she did things like babysit, she knew her dad would be in his boss’ good graces when it was time for a promotion. So when she got a call from Michael Carmichael (yes that is his real name) she almost didn’t answer. But at four times the normal pay, she couldn’t exactly say no.
So, instead of the leather pants she was going to wear, Linda opted to wear her school uniform: a green pleated skirt from freshman year that was entirely too short for her nowadays, and a white button-up shirt that was impossibly tight. A plan started to form in her mind. The Carmichaels needed her to stay overnight, and she knew Jimmy would be asleep by the time she got there. So she could Skype Kevin, and then she could give him a little show. He’d been so patient with her; when she was the school slut his senior year & her junior year, he wanted her to stop sleeping with every guy that asked just to make her feel good about herself. So, she took a vow of chastity for him, and hasn’t had sex in over a year. But being a nymphomaniac, she masturbated frequently- three to four times a day, to be precise. She wore sweats under the skirt and a North Face jacket over the shirt so the Carmichaels didn’t wonder why she was dressed so provocatively. She packed a few toys in her purse, got in her car, and drove the two hours to the Carmichael estate.
Michael & Kate Carmichael lived at the end of the county line, in the richest neighborhood. Linda’s family was pretty well off, but the Carmichael compound made her feel dirt poor. Five bedrooms, five bathrooms, indoor & outdoor pools, and so many other amenities that it made you feel like you were in an episode of MTV Cribz. One night’s pay from the Carmichaels paid for her car. And she was about to get four times that tonight. When she walked in, Mr. Carmichael was putting the luggage in their Mercedes Benz. “Hey, Linda, you’re such a life saver! I got a last minute call from my partners in Manhattan, and they needed us to come sort some things out. So we’re hopping on a red eye to go do that, and we should be home by lunch time tomorrow. You weren’t terribly busy, were you?” he asked. Mike Carmichael was really cute to Linda. He had golden blonde curls all over his head, he was very tall, maybe six foot five, but she loved that he had a boyish charm about him. He always made people smile. If she could compare him to anybody, she’d say he loosely resembled Will Ferrell. With as much of a fake smile as she could muster, Linda stated, “No, Mr. Carmichael; I was gonna go see my boyfriend for my birthday, but it can wait until tomorrow.” Mike put his hand over his mouth.
Ohmygosh, it’s your birthday today? I’m such an asshole! How about instead of four times, we’ll bump it to five times normal pay. Call it a birthday present for my favorite employee.” He asked as he smiled, and she nodded and chuckled. He was the CEO of a multi-million dollar corporation, and had thousands of workers under him, including her own father, so the line about his ‘favorite employee’ made her laugh.
She walked in and hugged Mrs. Carmichael as soon as she saw her. Kate Carmichael was the type of woman that Linda modeled herself after. She was five feet nine inches of pure seduction & power. Kate was a New York runway model, turned mother, and co-owner of her husband’s million dollar business. She was just as involved in the company as Michael was. Linda dyed her hair red to resemble Kate’s striking Auburn hair a few months back. But as famous and cutthroat as Kate could be, she always made Linda feel like a girlfriend. Giving her hundreds of dollars in brand new makeup, thousands of dollars in clothe that she got from fashion week in Paris, and always sat and had “girl talk” with her whenever they saw each other, as Mr. Carmichael called it. “I’m so sorry we had to ask you to babysit on your birthday, Linda. And we’re running late, so we’ll catch up tomorrow when I get, yeah?” Kate asked as Lind beamed. “You remembered my birthday?” she asked as Kate stopped, looked at her, and came closer. She reached behind her neck, unclasped her necklace, and put it around Linda’s neck. It was a gold heart with diamonds completely covering the charm. “Of course I remembered. You’re only eighteen once! This necklace was given to me by Princess Kate Middleton during her last trip to the states. Now it’s yours; happy birthday.” Kate stated as Linda squealed and hugged her boss tightly.
They said their goodbyes, and Linda went to check on Jimmy. As usual, he was dead asleep. So Linda went into the family room and set up her laptop. She spoke briefly to her boyfriend, apologized for not being there, and promised to make it up to him, starting with a show. She took off the sweats, revealing her slender legs. The pleated skirt barely covered her ass, and she could see Kevin already rubbing himself through his jeans. She turned on First Time by Young Joc on her iPod, and started to slowly sway her hips in sync with the music. Her shirt was straining against the buttons, almost pleading for her to take it off. She was barely a size B freshman year, and now has a proud 36 C cup size, and the shirt only proved that she had finally grown into her beautiful looks. She worked hard for her tight frame, losing her baby fat in the past year, and she was showing it off well.
Linda danced seductively as the song progressed, showing glimpses of the sea foam green boyshorts that hugged her ass perfectly. Kevin was close to the screen now, wishing he could reach out & touch her, Linda guessed. Finally, she stopped, and ripped off her shirt, making buttons fly all over the floor, and revealing her matching green lacy bra. She heard Kevin groan, and it made her feel so sexy that this successful college football player was putty in her hands. She felt up and down her body, moaning softly for his benefit, and sat down in a chair that was directly in front of the camera. She reached into her purse, and pulled her favorite dildo. She could see Kevin breathing heavily now. He knew that this dildo was an exact replica of his cock; she made him make a molding of it when he left for college so that when she masturbated, it was like he was still with her. She licked the head, and quickly made it disappear down her throat. As she pulled it out, she saw Kevin couldn’t take it any longer, and fished out his boner from his jeans, and was stroking it, watching Linda suck his cock clone. Linda moaned as she let the dildo made a saliva trail down her breasts, made a quick stop at her nipples, and continued south to her dripping wet pussy. She’d never teased anyone so mercilessly; after so long, she’d usually just impale herself on his cock by now. But it was all worth it when she moved her panties to the side and inserted the dildo slowly inside.
She closed her eyes and let out a sharp hiss as the toy invaded her tiny opening. She was so wet that it slipped right in, accepting it all at full length. She moaned out Kevin’s name as they toy plunged into her repeatedly, making her hot with desire. She remembered that she was still putting on a show, so she opened her eyes to see three new sets of eyes on her on Kevin’s side of the monitor. She jerked up instantly, and covered her wetness. “WHAT THE FUCK, KEVIN! THIS ISN’T A PUBLIC SHOW!!!” She screamed as the other guys cheered and applauded. She heard one of them tell Kevin that Linda was as hot as he promised she was- even hotter. She screamed a bunch of incoherent curses at him and told him that she never wanted to see him again before she hung up the Skype call.
Linda was so upset, that she needed to get off. She waited a year for him- A YEAR- and he was busy telling his boys about what a hot piece of ass she was! What would have happened had she went up there for the weekend? She tried not to think of it as she threw the dildo back in her bag. The first chance she got, she’d be melting it, and sending it to him. But the fact remained that she was still highly turned on. She sat back in the couch and licked her first & middle fingers. She would be going at it manually tonight. She slipped off her bra and panties, and got comfortable. It made her feel sexy to wear the skirt, so she kept it on. She spread her legs, and moved her two wet fingers right to her sensitive clit. He rubbed at it tentatively at first, and increased the speed almost instantly. She sucked the middle finger of her other hand and inserted into her dripping wet pussy. She bucked against her hand and moaned loudly as she heard the front door click open. She instantly jumped up and tried to cover her nakedness in vain as Mike & Kate Carmichael walked in with a wide-eyed expression.
She tried to hurry and grab her shed clothing, but Mr. Carmichael stopped her. “Don’t stop on account of us, Linda. “From the sounds we heard outside, it sounded like you were close. If it wasn’t so cold, we would’ve waited for you to finish!” Mike said with a smirk. “I thought you guys were going to be gone, or else I never would’ve done this…” Linda stated. “It started snowing pretty badly, so the pilot canceled the flight.” Mike replied. “I’m SO sorry, mister & Misses Carmichael! I’ll get my things and go!” Linda stated as Katie grabbed her by the hand, and sat her down. “We’re not angry, Linda! You’re a beautiful young lady who has a lot of urges. That is totally fine. I get urges too. Who am I to condemn you when I have the same feelings?” Kate asked. “But…but, it’s so hard! I’ve been shutting myself down for a year when all I wanna do is fuck anything with two legs, all for a boyfriend who I found out could care less about me! I’m a freak!” Linda whined as Kate pulled her closer. Mike sat down on the other side of the couch, and Linda instantly became aware of the fact that she was sitting on their couch in nothing but a skirt. “Linda, you’re very pretty. I wish I was as pretty as you.” Kate said as she rubbed Linda’s leg reassuringly. Linda scoffed. “Oh, yeah, sure I am! You’re a freaking supermodel! I’m just a slut in a skirt.” She replied as Kate raised Linda’s chin with her fingers so that they were looking eye to eye. “I don’t ever want to hear that out of your mouth again. You are not a slut; you just have a healthy sexual appetite. I was you ten years ago. I loved sex, and got if as often as I could from whomever I could. If I didn’t embrace that, I would’ve never found Michael. You see, it’s only when you embrace the feeling that the best out of life becomes yours for the taking!” Kate said as she leaned in and kissed Linda. Linda jerked away a tiny bit, but soon melted into Kate’s kiss.
It was different than a man’s kiss; it was softer, more gentle and caring. And she liked it. She smiled as she thought of Katy Perry’s first single. Kate kissed her more deeply, and Linda responded instantly, her hands roaming all over the former model’s body. She never thought she’d be into girls, but this isn’t just any girl; it’s Kate Carmichael, her idol. She was enjoying the feeling when she felt another pair of lips kissing her shoulder and neck, right on her sweet spot. She moaned as she heard Mike chuckle. “We’re all freaks here, Linda. So why not let your freak flag fly sweetheart?” he whispered in her ear as he licked the lobe, and she shivered. Linda was getting kissed all over her body, when Kate stopped kissing her. She looked up at Linda with lust filled eyes. “Linda, Mike and I want to take you to bed with us. Do you want to join?” she asked as Mike stopped kissing as well. Linda thought about it for maybe a fraction of a second, bit her lip, and nodded yes enthusiastically. Kate beamed, and led Linda to the master bedroom, with Mike in tow. Linda was led to the king sized four- poster bed, and was sat in the middle of it. She was stripped of her skirt, and Kate took off her clothes. She looked utterly flawless, from her perfect breasts, to her flat stomach, and amazing ass. She looked over to Mike, and he was finishing up undressing, and he was quite well endowed. Linda wondered if he was even fully hard. He had a nice body. Fit, but not like sculpted or anything.
The couple held hands as they lay Linda back, and as a tandem, began kissing her. They began at her lips, taking turns kissing her, and moved down to her neck, and both took a nipple into their mouths and licked & sucked greedily. Kate lightly nipped at one while Mike did his best to try to suck in as much of her tit as possible. Linda stroked both of their backs as they continued their path downward. Kate moved her legs towards Linda’s head and lay next to her as Mike continued to move downward. Something told Linda that they’ve done this before. Kate looked up and smiled. “Relax, enjoy, and indulge. This room is soundproof. So be as loud as you want.” She said as she winked, then began kissing her tummy. And all of a sudden, the strongest sensation she ever felt was happening. Mike and Linda were French kissing her pussy at the same time! They licked her clit at the same time which had her dripping wet. Then Mike began tongue fucking her hole as Kate ducked on Linda’s clit. In a matter of minutes, she was having the most powerful orgasm of her life. Linda’s legs shook uncontrollably as wave after wave of pleasure enveloped her. Kate replaced her mouth with her hand as she began rubbing Linda’s clit gently, and returned to her nipple & began her ministrations on it. Kevin sucked and fingered with a skill that Linda had not previously encountered.
With a loud pop, he finally rose from between her legs. “Are you ready?” he asked as she moaned, grabbed his cock, and shoved it inside of her. She began humping at him furiously, craving his release into her. Linda begged to lick Kate’s pussy, and she moaned in anticipation as Kate lowered her silky wetness onto her awaiting mouth. She wasn’t skilled at all at eating pussy, but what she gave up in skill, she more than made up for in enthusiasm. She lapped away at Kate’s dripping pussy and kneaded her hands in her perfect ass as Mike drove his fat cock into her repeatedly. She couldn’t see, but she could hear Kate & Mike kissing. “She tastes amaaaazing, lover. You’re so lucky you got to take point.” Kate moaned as she began to cum on Linda’s tongue. “Next time, my love; you’ll taste this beautiful girl’s cum. Next time.” Mike promised a he drilled harder inside of her. “I don’t wanna wait!” Kate moaned as she pulled Mike’s dick out of Linda and sucked it furiously. She licked it clean of all her juices, and with a smack, put it back in. Kate looked back at Linda and said, “You taste so fucking good. Time to cum now.” Linda felt Kate lean back down and started to suck on her clit again, but only this time, she started humming, and added to Mike hammering her, it sent Linda over the edge. “Oh, fuck you! Oh my god, I’m cumming!” Linda screamed as she squirt a long stream of liquid halfway across the room. “Stay there, love; I’m next!” Mike said as he pulled his cock out of Linda with a plop and stuck it in Kate’s mouth. He grunted loudly, and jerked violently, which let her know he probably came in his wife’s moth.
Kate slowly got off of Linda, and they all cuddled in the big bed. “So do you still think you’re a slut?” Kate asked Linda. “Yes…But I’m your slut, Mrs. Carmichael.” Linda answered as she kissed her. “Good answer. You truly are my favorite employee. But let’s all hit the shower; you, missy, are still on the clock until morning.” Mike said with a smirk. “Well happy birthday to me!” Linda stated as they all laughed.