Tina's Babysitting Adventure


Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa, Fa/Fa, Consensual, BiSexual, First, Masturbation, Babysitter, .

Desc: Erotica Sex Story: At almost 19 years old, Tina believes she is too old to babysit. But when her younger sister gets ill, she fills in for her and has the adventure of her life.

Tina, glaring at her mother, stamped her foot on the checkered linoleum floor in the kitchen. "Ya gotta be kidding!"

"Honey, just this one time."

"I'm too old to babysit. Jeez, Mom, I'm nineteen."

"You're almost-- That doesn't matter. What matters is your kid sister promised and the Webbs have plans. It's too late to get anyone else. It's not Sammi's fault she got sick. Do it for her."

"But, Mom, babysitting? What if my friends find out?"

"So what would be the big deal? Anyway, they won't if you don't tell them. Sammi won't. I won't. They don't know the Webbs. Look, I don't ask you for favors a lot, but I'm asking you now. Sammi likes babysitting for them. There's something about babysitting for the Webbs she really likes. Especially the times she sleeps over. I don't want to jeopardize her job."

Her mother pressed her palms together and held them under her chin. "Please, Tina, just this once."

Tina threw her hands into the air. "Okay, okay, I'll do it. But Sammi owes me big time. You too. Boy, this is going to be so damn boring. But why do I have to sleep there?"

"Sometimes they come home so late that Sammi stays the night. It's too late for Mr. Webb to drive her home."

"But I drive. I don't need him to drive me."

Look, honey, I guess they come home very late. Like the next morning. It's better if you stay the night. Better for them and you, and me."


"Yeah, don't want you waking me up coming home in the wee hours of the morning."

"How come they stay out so late?"

Tina's mother chuckled. "They're young, not old fuddy-duddies like me. I don't know if they go clubbing or partying, but they sometimes come home very late."

"How late?"

"Don't know. Sammi says she's always sleeping."

"This is so weird." Tina lowered her head and shook it. "Okay, I'll get ready. But this is so weird."

Tina hurried upstairs to fix her makeup and brush out her long blonde hair. No time to fuss with it so she pulled it back into a ponytail. The tank top and cotton shorts would have to do. She opened the drawer where she kept her bras only to slam it shut.

"Fuck it! I'm not wearing a bra just to babysit. If they don't like it, tough."

She drove to the Webb's residence and was greeted by a tall, muscular man. When he smiled, Tina felt a few butterflies in her belly. He was cute.

"Hi, I'm Steve Webb. You must be Sammi's sister. It's Tina, right?" She nodded, but was only half listening, lost in the bluest eyes she had ever seen. "Your mom called and told us what happened. This is one of our special nights out so it's important to us. I can't tell you how much Mary and I appreciate this."

Mr. Webb held his hand out, not in a handshake but palm up, so Tina laid hers on it. When he closed his fingers around her hand the butterflies returned, even more this time as her legs felt like rubber and her neck heated up all the way to her ears. He was more than cute. He was sexy.

Mr. Webb led Tina into the house by her hand and introduced her to his wife.

Jeez, she sure has big tits for being so short, Tina thought. Ha, bet she can't go without a bra.

Tina caught herself staring at Mrs. Webb's breasts and quickly looked up to see her smiling at her. She also realized Mr. Webb was still holding her hand so she pulled it free.

They showed Tina the guest bedroom where she would spend the night. After placing her overnight bag on the floor, they took her to the baby's room. He was sleeping in a crib that had different colored balls hanging above it.

"This is Mikey," Mrs. Webb whispered.

"He's a cutie."

"Takes after his father."

Tina looked up at Mr. Webb's face and blushed again as her eyes darted away. "How old is he?"

"Nine months. I finally got my figure back. What do you think?"

Mary Webb held her arms straight out to her sides and did a slow 360 degree turn.

"You have a great body," Tina said.

"You're sweet. But these," she cupped the bottom of her breasts and hefted them, "got so big."

Tina's eyes were once again drawn to Mrs. Webb's large tits and blushed before looking back up. Mrs. Webb was smiling at her.

After showing Tina where the bathroom was, they went back downstairs to the living room and Mr. Webb pointed to the remote controls.

"We have all the channels," he said. "Hope you can find something to watch. We never can. Mikey sleeps through the night so he won't be a bother. Our cell phone numbers are on the kitchen counter next to the phone. Oh, and the kitchen is well stocked with snacks and drinks. Please help yourself to anything you want. We'll be home late so don't worry about falling asleep. Any questions?"

Tina shook her head so the Webbs wished her a good night and left. She plopped down on the living room couch and kicked off her sandals. After turning on the TV, she surfed the large selection of channels offered by the cable company, settling on a "B" movie about college kids on Spring Break. There was a lot of nudity and soft-sex, but no real plot. The guys were all hot, though. When the movie ended, Tina shut the TV off and stretched. She went into the kitchen and, while munching on potato chips, the image of Mrs. Webb flashed through her mind.

How big are those tits anyway? Shit, she's shorter than me and they're so much bigger than mine.

Bored out of her mind, Tina decided to find out. What better way than the label on her bras. She climbed the flight of stairs and checked on the baby before entering the master bedroom. It was weird to snoop around a stranger's bedroom, but she was curious. She opened the top left dresser drawer and her eyes widened when she saw Mrs. Webb's panties. They were in so many colors and many were not like the plain solids she wore. As she ran her hand through the panties she noticed many had lace on them.

She knew she shouldn't go through another woman's underwear, but they were so different from hers. A white one with what looked like black letters on it caught her eye. She took it out of the drawer and held it up in front of her. The words "Pussy got your tongue?" were written on the front. She turned it around to see the words "Or do you like doggie?" written on the back.

Tina chuckled. Where the hell did she find these? And when would she wear them?

She laid it down on the top of the dresser when a silvery one in the drawer caught her attention. When she took the shiny undergarment out of the drawer it wasn't soft like the cotton and nylon ones she wore. Almost stiff. They couldn't be comfortable and she wondered why it didn't irritate such a sensitive area. What was the crotch made out of? She spread it out and gasped. There was no crotch! What would it feel like to wear crotchless panties?

Tina glanced over her shoulder at the open door and held her breath as she listened for any sound in the house. Then she slipped her shorts and panties off and put Mrs. Webb's crotchless ones on. She took a few steps to see how they felt. They didn't rub on her skin at all. She sat on the side of the bed. Spreading her legs and looking down, she chuckled. That's sure convenient. All I'd have to do is lift my skirt and spread my legs. I bet guys love that. She removed Mrs. Webb's crotchless panties and returned to the drawer.

Rummaging through the silky underwear, she discovered many were thongs. Almost all her friends wore thongs, but not Tina. Her mother did the laundry and she was so damn conservative. No sense trying to explain why she needed to wear sexy underwear when no one saw it. Let her continue to believe Tina was innocent. But what did they feel like?

Selecting a black thong, Tina stepped into it and pulled it up. She looked at herself in the mirror. Some of her blonde pubic hairs poked out the sides and top. Tina kept her bush trimmed, but the thong was so skimpy the hairs still showed. When she turned around and looked over her shoulder, Tina saw her entire ass. The thin piece of material disappeared between her cheeks.

"Oh god!" Tina said out loud.

That same material would be in Mrs. Webb's crack and against her pussy. There was a reason they didn't allow you to try underwear on in a store. Tina quickly removed the thong and put all the underwear back inside the drawer. After redressing, she opened the top right drawer where she found the bras. Tina lifted one and read the label.


Once again Tina peeked over her shoulder, and then she raised the bottom of her tank top to her neck and held it up with her chin pressed to her body. She draped the bra over her breasts. The gap between her tits and the bra was significant.

While returning the bra to the drawer, something caught Tina's eye. A stack of photographs in the bottom right corner. Why would someone keep photographs in their underwear drawer? Fishing it out, Tina looked at the one on top. Her body tingled and the butterflies in her stomach fluttered. It was a picture of Mr. Webb, facing the camera completely nude, hands on hips and feet shoulder width apart, with the biggest hard-on she had ever seen, not that she had seen many.

Tina sighed as she traced his body with her fingertip, lingering on the erection pointing at the ceiling. She moved on to the next picture. Again it was a naked Mr. Webb, but this time his fist surrounded his cock and it was obvious by the way the head was squished that he was jerking off. Tina anticipated what the next photo would show and, after sliding the other off the top of the stack, wasn't disappointed. A long white string of sperm flew from his dick.

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Story tagged with:
Ma/Fa / Fa/Fa / Consensual / BiSexual / First / Masturbation / Babysitter /