📚 babysitting - my valentine's day Part 1 of 2
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Babysitting My Valentines Day Pt 01

Babysitting My Valentines Day Pt 01

by funsizedcandy
19 min read
4.7 (12000 views)
adultfiction
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All characters are over 18 years of age. This story is a fictional account.

Hopefully, you've enjoyed the previous stories in the series. If not, let me catch you up. It was a month since my eighteenth birthday. My senior year was winding down. I had already been accepted to college. Being a computer geek, I had focused on grades and not boys. I became a cheerleader in my Junior year. My small size(4'10", 90lbs) made me perfect for a flyer(the girl that gets launched into the air). I also got involved in the theater. These two activities increased my social life. I still maintained my virginity. I recently started babysitting for a couple in the neighborhood, The Wasserman's. I found their stash of homemade porn. Masturbating while watching it. I've become infatuated with the husband, Victor. He just recently revealed the security footage from his house. He showed me numerous videos of me pleasing myself while watching their porn. Of course, he took advantage of my infatuation and precarious situation. He has promised me he will take my virginity in a special way.

Oh, and by the way, it's my senior year, prom is coming up, and I have no date!

Babysitting-- My Valentine's Day Pt. 1

I would love to tell you the rest of the week flew by. It felt like every minute lasted an hour, and every hour lasted a day. For once, it wasn't school that crawled by. It was the anticipation of Valentine's Day. Not the real Valentine's Day, February 15, the day I was planning on losing my virginity to Victor.

Victor sent me a message on Thursday morning. This was after he spent the evening buzzing my pussy to a wild orgasms remotely. He started with "3 more days!" Then he forbid me to touch myself. I was supposed to save everything for Saturday. I almost told him he should do the same, but I knew he would sleep with his wife on Friday night. I agreed. He told me he would see me on Friday. I was set to babysit for the Wasserman's. They had big plans for Valentine's Day. I blocked that out of my head and focused on my list. I simply replied, "Ok."

My friends and I spent the day narrowing my prom date search. It was down to Joey, Liam, Jake, Alex and Calvin. I still had Brandon and Dylan as my safe dates. I knew from friends they wanted to ask me, but they were outside my top five. Sebastion was my secret first choice but he had dated one of my best friends, Paige. I was sure she would kill me if I went to prom with him. On the other hand, I was planning on losing my virginity to a married man whose wife I did yoga with and I had become friendly with, so my dating morals were pretty off-kilter.

Thursday classes dragged but the gossip kept me going. I found out Calvin was dating some girl from another school so he dropped off the list. Liam and Jake joined my friends and I for lunch. Liam dropped in ranking cause he was a dumb ass. Jake moved up since he was friendly and had a cute smile. My friends and I adjusted my list. Liam slid to the bottom, almost replaced by Brandon. Jake moved to the top of the list. I aced a physics exam and an English essay.

I got home and ran five miles. While within earshot of my mom, I faked a phone call to my friend Ami about going with her to see her cousin play lacrosse on the other side of the state. I generated a nice fake overnight trip. My preparations for the weekend were complete. Ami was going to pick me up and drop me off at the train before she really went out of town to see her cousin play lacrosse.

Ami was my one trusted friend. Our parents were friends, and she was three days younger than me. We grew up together. I trusted her with everything. She was my voice of reason. We were more like sisters than friends, but we didn't fight like sisters.

Friday at school was a flurry of activity. I received a lot of carnations from friends. But I never realized that Valentine's Day would be prom proposal day. I know I'm a computer nerd, how did I not calculate the odds? Alex, Liam, and Brandon asked various girls to go to the prom. I heard Dylan was going to ask me but he was nervous I would have said no. Jake asked a girl but she had already said yes to another boy. My options were collapsing around me. I had to get my act together, or I'd be attending alone! All my friends got asked except Lisa, Paige, and me. The three of us commiserated at lunch quietly as everyone else talked excitedly about dresses. Worst of all tomorrow was MY night coming up and I couldn't say a word. Ugh. I just listened to them talk from far away as I fantasized about Victor and me in bed together.

I arrived in yoga pants and a T-shirt at the Wassermans' house Friday night. Jennifer greeted me at the door. She was stunning. Her looks always impress me, but her makeup and dress were phenomenal. She had a long red dress with an open back and heels. She had a glow about her. She told me that Victor had arranged an afternoon for her. She was pampered all day. "Isn't he a good husband? He really takes care of his wife?"

"Yes, he does," I said. But not his slut babysitter girlfriend, I thought. I bit my lip so the words did not sneak out by accident. "You are so beautiful. You deserve to be treated like a princess."

"I'm too old to be a princess but, thank you, Kara. So, how is your search for a prom date going?"

I told her about the day's events and my dwindling list. We went over the pros and cons of each boy. My mind chuckled at the fact I was discussing the boys I was considering dating with the woman whose husband I wanted to be fucking. That is one thing you can't give your husband is your virginity, Ha! Win for me!

"Well, Jake sounds like a cutie. Dylan seems like a boy that is really interested in you. That is important. There doesn't seem to be much when you talk about Joey. The other two your eyes lit up, but with him, you just kind of talked about him. I like the name since I named my son that, but I can't say you seem as excited about him as you are about the others."

"Huh, I never noticed." My mind replayed the three of them in my head. "You know, you're right. I'm readjusting my list."

Victor walked down the stairs as we chatted. He was wearing a tux with a red cummerbund and bow tie. My mind went wild as I pictured him coming to take me to prom. He stepped over toward us and reached his hand out. I fought off the urge to grab it as Jennifer took hold. He spun her, dipped her, and kissed her. They righted. He looked at her, "You are amazing my beautiful wife. Mother of two and still as sexy as you were the day we married. All the guys will be jealous of me tonight." He glanced over at me, his head turned slightly away from her. "Hello, Kara. Thank you for sitting for us. I hope we didn't ruin any special plans you had?" He winked.

You tricky bastard. You know I have no plans. "No, no boys want me tonight," I replied.

"I am sure many boys want you darling they are just afraid to ask a beauty like you," Jennifer replied.

"I am certain there is one boy out there that will be thinking of you tonight," Victor added. He winked again.

I smiled, "Well they can keep on thinking 'cause I'm busy with two kids tonight." I bounced the baby in my arms.

"It is truly their loss. At least I know my children are well cared for," Victor said. "Come, darling, let's get going." They walked to the door.

As they left, the kids and me watched them from the doorway. We spent the evening playing with blocks. Joey would build a fort, and the baby would crash it down. Then we settled in for animated car movies. After the kids went to bed, I was lost. Usually, I'd watch some porn and play. Tonight, I was saving myself. I put on reruns of TV shows.

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Earlier than normal I heard a car pull up. A few moments later the door opened. Victor was helping Jennifer into the house. They were both drunk. "Sit here at the table, dear; I must pay the cabbie." Victor walked back out.

"Hey, Kara. How's the kids?" she said, staring at me her words slightly slurred.

"Both are sleeping. They were perfect. They are easily the best kids I have ever babysat."

"That's great. We had a blast." She waved me over. "Help me with this." She was tugging at the zipper on her dress. I walked over and helped her. She pulled it down. "I want to be nice and ready for him when he returns. All the dancing has made me horny as fuck. I need him inside me. I can't wait too long. Ya know he's headed out of town in the morning. Business. The day after Valentine's Day. He's leaving me all alone. I must take advantage of him soon so he'll be well rested for traveling."

Victor came in through the door as she stood up. "Hey dear, just sit down. I'll help you upstairs in a moment."

She moved the straps and let go of the dress. It fell to the ground as she walked toward him. She stepped out of it as it fell without missing a beat. She stood naked in front of him in her high heels. "Victor, you need to take me upstairs and fuck me. You need to fuck me like an animal before you leave me tomorrow."

"I will, dear," he said, taking his jacket off and putting it around her. He looked at me, eyes wide, smirking. Kara, are you alright to get home, or do you need a ride?"

"I'll be fine. You need to take care of her. Leaving her alone on Valentine's weekend." I smiled a devilish grin, "what are you thinking?"

"Yes, Victor. Whatever would possess you to take your attention away from your beautiful wife? What business is so important that you leave me home by myself? I think I'll take the kids to your parents. I'll ask Kara to come over tomorrow. I'll pay her to entertain me." She turned and smiled at me. "Let's make it a girl's night," her eyes lit up.

Oops, I thought. "Sorry, I'm headed to see a friend's cousin play field hockey across the state. Might be prom candidate."

"Shoot, both of you abandon me. I'll be all alone then. Well, I'll just have wine and play with myself." She shrugged off his jacket and strolled toward the stairs, naked as can be. "Good night, Kara. Good luck with your lacrosse player tomorrow. Maybe he'll be your prom date? I hope your trip is everything you want it to be. Come on Victor get that stiff cock up here and fuck me good so I will have something to think about when I'm alone with my vibrator tomorrow."

He looked at me, "I'm sorry," he whispered. "Are you sure you don't need a ride?"

"Oh no. You are not using me to get out of that."

"I'll see you tomorrow. I'll text you in the morning." He smiled.

"Good night, Kara. Victor, stop flirting with the babysitter, come here and fuck your wife," she yelled from upstairs.

"Oh, you are going to have a fun night, Bye."

"You have no idea bye, sweetheart."

I jogged home. I sat on my bed. My mind racing. I thought about Dylan, Jake, and Sebastion; I thought about Victor. I thought about Jennifer. Jennfier's sexy body kept popping up in my mind. Wow, she was gorgeous. I stood and stared at my naked body in the mirror. She was taller, angular jaw, long dark hair, bigger breasts, long legs, shaved pussy. I was short, had a cherub face, my breasts were big for my size, and I had long blonde hair. I had a tight butt, pale skin, and light blonde trimmed pussy hair. I solaced in the fact her husband was going to be fucking me tomorrow night. I grinned. I put on Victor's sweatshirt and crawled into bed. I controlled my breathing. In less than 24 hours I would no longer be a virgin. It was difficult. I was horny and excited. Somehow, I managed to fall asleep without satisfying my aching needs.

I woke up early grabbed my backpack, and said bye to my parents. I met Ami outside. She drove me to the train. I was so excited when I boarded the train. I found a seat, and away I went. I bought breakfast and sat in the snack car screwing around on my computer. The train was fun. I got a text as we approached my station.

V: 'K, hope all is well. When you get off the train, look for a tall, heavy-set blonde guy in a dark suit. He will have a sign with your name on it. He is Otto, a trusted associate. He'll be your driver. He knows where to take you."

K: 'Ok.'

V: 'I'm a few hours out. Your day is planned for you. Enjoy. See you very soon.'

The train pulled in, and I walked along the platform to the exit. I saw a tall, scary-looking older guy in a black suit. He looked like a character from a war movie my dad would watch. He would say, "Your papers please?" in a thick accent. He was holding a sign: "Kara." I walked toward him.

"Hello, Kara. You are much more beautiful than Victor told me. I am Otto. I am your driver. Do you have any luggage?" His voice was thick, and he had a strong German accent.

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I smiled, trying not to laugh. He was like every special police in the movies. "No, I just have my backpack."

"Ok, if you will follow me, I will drive you to your first appointment."

"Appointment?"

"Yes. You, young lady, have a very busy but fun schedule ahead of you. Have you eaten?"

"I had a snack on the train."

"Are you still hungry?"

"No, sir."

"Oh, Miss, I respect your manners; they are very nice for someone your age. I am Otto, not sir. It is your day, Miss. Relax and enjoy. Everything is set for you to have a special day. Today, you are the princess and the people you meet will be your humble servants." He smiled, "Now, walk with me to your carriage."

We walked off the platform and down to a parking area. I could see a white stretched limo at the bottom of the ramp. He stopped and opened the door. I crawled inside. It was huge. Leather seats. Carpeted floor. I was amazed.

Otto leaned in. "There are iced beverages in a cooler there," he pointed to one area. I got OJ, grapefruit, and cranberry. I'm not sure what young girls drink for breakfast. I put some breakfast snack bars in there if you like. Please take whatever you want. They were bought for your consumption. There is champagne in there, also. Do you drink?"

"No, I mean I have, but not regularly. Not often."

"Well, champagne mixes good with OJ. But not too much; you want to enjoy the day and not stumble through it. I'll get other drinks while you are busy." He closed the door. I played with buttons and switches. Opening and closing a sunroof. Turning on music. Putting the TV on. The car was moving. I lowered the divider. Otto and I talked about lunch possibilities and stuff. I relaxed in the luxury. I drank some plain OJ. We drove about fifteen minutes and stopped in front of a storefront.

"It's eight-thirty in the morning. What store is open this early?"

"They have opened for you this morning. It's the best dress shop in town." Otto opened the door. I stepped out. "You have to start early so they can do the alterations as needed."

A lady was standing in front of the store. She was tall and thin with dark hair and a bluish-purple dress. She reminded me of the queen in snow white. Her mouth smiled broadly as I walked toward her. "Hello darling," her voice was crisp with drawn-out words, "I am Lucille. Victor has asked me to assist you in selecting some dresses and clothing." She turned to Otto, "I have her, sir. I will ring you when we are done." Otto nodded she turned back to me, "Sweet man but looks creepy. So many times, I've tried to get him a new suit. Always, 'I'm too busy, ma'am. No worry for clothes for me" she mocked a German accent. Which made me giggle. "He would be handsome in a nice Italian suit. I hear he is the best bodyguard around. I guess he has his look." Her eyes glanced back at Otto. I sensed a longing. "Anyway, we are going to have fun. Have you ever had fun dressing up your dolls?"

"Yes."

"Well, today you are the doll. We will have you try on all kinds of outfits. Outfits of your choice. We are going to have fun." She escorted me into the shop. Inside was a room with a front counter space and several platforms surrounded by mirrors. One was lit up, and a younger woman was standing nearby. "This is Julie, my top wardrobe stylist for young women. Victor has given us some information about you, and she has pulled some dresses already. But she also has a laptop full of designs that we have in the back. The three of us are going to have a blast."

With that, all the fuss began. I undressed. I hadn't worn a bra since I expected to go to the hotel room. I was also wearing a sexy pair of panties since I figured I would see Victor and wanted to tease him. I ended up standing around in my G-string cheek panties most of the time as the dresses came on and off. It was embarrassing at first, but neither woman made me uncomfortable. They acted like it was normal. We sipped champagne and OJ which helped me get over my nakedness anxiety. I tried on a couple dozen dresses. Dior, Beckum, Prada, Armani. Julie helped me with each dress. Making them fit just right. I noticed that this involved squeezing and fitting my bare breasts into the dresses, "correctly" as was explained. I was getting turned on with the fondling and caressing as my breasts were properly fitted. I finally decided on two dresses. A beautiful blue form-fitting gown style that I loved with a low back and high slit on the right side. I also got a red cocktail dress that showed plenty of cleavage and sat just above my knee. I felt I looked better than Jennifer in it. I also picked out a couple of sexy casual outfits. Lucille and Julie pampered me. It was so much fun.

"Ok, so we have these two dresses and some relaxation clothes. Now, what are we wearing underneath?" Julie said with a smile.

"Umm...I don't know. I didn't think of it. I have these and another pair."

"Well let's take a look at stuff." She pulled up pictures of various lingerie. Amazingly, all the models were petite blonde girls like me. They all looked sexy. Julie helped me pick out a few outfits. Now it came time to try them on. I went from trying dresses on to trying on lingerie. Now, I was standing around naked as different sets were brought. Julie helped me get everything just right. Her hands ended up all over my body. It was stimulating me. I was nervous trying on stuff as wet as I was getting. Julie told me, "Relax and enjoy. It is normal to get excited trying on lingerie. It is sexy clothing that feels good on the body. Don't fight it enjoy it." With that, the excitement continued. Her hands would squeeze, caress, and pat me all over. She never directly touched between my legs. But every soft touch sent tingles all over me. No woman had ever made me feel like that. I left with two dresses, four lingerie sets, half a dozen panties and bras, and a few casual outfits. I also left horny as ever. Julie and I exchanged phone numbers. She promised to help me select my prom dress when the time came.

Otto met me outside and escorted me into the limo. I was wearing one of the casual outfits. The clothes would be delivered to the hotel by the afternoon. After some slight alterations to the gowns. I was shocked they would have them done by the evening. We stopped for a light lunch. Then Otto drove me to our next destination. It was a Fancy Spa. When we pulled up a doorman opened the front door. I stepped out, and an Asian woman with long dark hair about my height and build walked up to me.

"Hello Kara, I'm Joy please come with me." I followed her through the front foyer through a door and down a hallway into a dimly lit room. There was a hot tub. "Kara, you are scheduled for a day of relaxation. Starting with a hot mineral soak and ending with a massage. She handed me a mask with some elements on it that were good for my skin. She helped me undress and I got in the tub while she took my clothes. I entered the tub. The water was perfect. I put the mask on and floated. What seemed like a few minutes later I heard a woman's voice.

"Hello Kara, It's time." I opened my eyes to see her holding a towel for me. Another woman was standing next to her. They were wearing bikinis. They stepped down into the pool, keeping the towel above the water.

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