All characters are over 18 years of age.

Hopefully, you’ve enjoyed the previous stories in the series. If not, let me catch you up. I turned Eighteen at the beginning of January. 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, Victor and Jennifer Wasserman.

While babysitting, being a computer geek, I found their stash of homemade porn. Victor is movie star hot. I ended up masturbating while watching it. I’ve become infatuated with 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 some sort of special, memorable way.

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

Babysitter – What am I to him?

It was Sunday evening, two days after Victor revealed his security footage to me. I was lying in my room. I received an email from an unknown email address. ‘KnV’. I almost deleted it but clicked to open the message. It read:

‘My sweetheart, I have found a way to give you your special night. This weekend is Valentine’s Day. Obviously, I cannot spend the 14th with you. Saturday is the 15th. This will be OUR Valentine. It will be your special night. I will be traveling out of town. You will join me. You will travel by train. I will arrange everything. You just have to figure out what to tell your parents. You will be leaving early Saturday and returning Sunday evening. I also have a new phone number.’

The email was signed V. It gave me links to a train ticket in my name to a city about an hour away. I was to dress casually for travel. I did not need to pack anything–just clothes to ride the train there and back. Everything else would be provided. I could bring my phone and laptop to entertain myself on the train. There was a phone number listed that was Victor’s new number. I was instructed to text the number when I got the letter.

I quickly entered the number on my phone. I typed:

K: ‘Hello, I received the message.’

V: ‘Hey K, this is V. Send me a pic so I know it’s you.’

I sent a selfie of me smiling.

V: ‘OK, anyone could have sent that. Send me a picture of something special to you that only you and I know.’

I looked around. I took off my clothes and put on Victor’s sweatshirt. I took a selfie in the mirror. My hand was strategically placed under the sweatshirt.

V: ‘That’s my good girl. This will let you know I am who you think I am.’

I received a picture of my shirt. The little red monster sat on top of it. I tingled just seeing that. It was the shirt Victor had kept from the other night.

V: ‘Used this last night on my girl. I chose level 5. She shook just like you. I used the shirt afterward when I was alone.’

Now, I was soaked as I pictured him using my shirt to jerk off.

K: ‘Oh my. Lucky girl. Wish it could have been me.’

V: ‘It will be soon enough. Special night Saturday. Our Valentines.’

I sent a smiley emoji.

V: ‘Saturday is fully planned. You will have fun. I have taken care of everything. It will be your special day. Special day for my special girl. See you soon. V.’

K: ‘Looking forward to Saturday. Using my toy now’ smiley with hearts emoji.

There was no reply.

Now, I was excited. My special night was set. The night I would lose my virginity with Victor. Everything was working out. I really was wet. I snuggled in his sweatshirt and used the little red monster on myself. I turned it up to five. It lasted less than two minutes. I can’t believe it had four more settings. I spent the rest of the evening texting my friends and narrowing my list for the prom. At 10 PM, I got a heart emoji from V. I sent back a bunch of sweat droplets and a taco emoji. I got back a bunch of question marks.

K: ‘My taco is wet,’ Smiley emoji. I attached a pic of my wet pussy.

V: ‘Okay, I’m still learning this stuff. Nice pic. Night my sweetheart.’

Once again, I let the little red monster satisfy my urges as I went to bed. I imagined Victor using it on me this time like he did on Jennifer.

I woke up early. My phone pinged.

V: ‘Good morning, sweety’ and a heart.

K: ‘Morning, sexy.’

V: ‘Have a good day at school.’

I received these messages every day for the next few days. I went through the motions at school. I narrowed my prom list to six guys and spent the day scouting my prospects. I had heard that two other guys were also talking about asking me. I wasn’t interested in them but would keep them in the wings until I was desperate. bursa eskort My classes were a breeze at this point. Only math was barely challenging. As I drove home after school on Wednesday, my phone pinged.

V: ‘Hey, I’d love to see you. Can you go for a run down by the park when you get home?’

K; ‘sure’

I drove home, ran upstairs to get changed, and told my mom I was going for a run.

K: ‘Headed out now’

I jogged to the park between the Wasserman’s’ house and mine.

As I jogged along the road, I saw Victor’s familiar dark SUV drive up. I heard Victor’s voice. “Hey Kara, do you need a ride?”

“Yes, actually I do.”

“Hop in.” he pulled over, and I climbed into the big SUV with dark-tinted windows. Victor pulled off slowly. “How was school?”

“Boring. I’m done with all my major classes. Just math and science are the main ones. Everything else is cake. I’m coasting along.”

Victor was driving and looking around. “That’s good for you. So, what do you do all day?” He seemed like he was looking for cars following us. We drove out of the neighborhood and onto the main road.

“I spend the days trying to figure out who I am going to prom with. I figure you can’t take me, so I have to find a guy I like.”

“Oh, if only I could. But that would be a major alert to my wife, don’t you think? Me? Dressing in a tuxedo and picking up my eighteen-year-old babysitter. I think my wife might figure something is happening between us at that point.” He hadn’t even looked at me. He was staring into the mirrors and the cars around us.

“Yeah. A girl can dream, though. What are you looking for? Where are we going?”

“I am making sure no one saw me pick you up and no one is following me. It would be tough to explain why I picked you up while you were jogging around the corner from your house. Not sure where we are going. I’ll figure that out when I’m comfortable.” He looked around more and then seemed satisfied. “OK, as far as I can tell, we are clear. I have to be careful no one sees us and tells my wife. I don’t want to have to explain why I’m spending time with the babysitter alone. That would be tough and certainly put a major damper on my marriage.” We stopped at a stop sign, and he looked over at me. He leaned over and kissed my cheek. “Hi, sweetheart.”

“Hi.” My brain went wild. God, he was so handsome.

“I just had to see you. I’ve been thinking about you the past two days.” His eyes looked at me, and he had a weird look.

“What?” I said, looking down at myself. “What’s wrong.”

“Well, this is not how I’ve been thinking about you,” I stared at him, puzzled. “Be a good girl and take off your clothes, sweetheart.”

“Here? Now?”

“Yes, the windows are tinted. I want to see my sweetheart how I’ve been thinking of her.”

“Um. Ok.” I removed my shoes and stripped off my running shorts and sports bra. Just like that, I sat naked in the passenger seat.

“Good girl. Now turn in the seat, put your back against the door, and play with that pussy while I drive.”

I did as I was told. I spread my legs, putting a foot against the back of the driver’s seat and one on the center console. I ran my fingers through my pubes, pulling on them slightly. My fingers danced their way south. They circled my lips and spread the dampness. I pulled my hand up. I spat on my fingers and started rubbing again. My pubic hair glistened with droplets of saliva. My fingers twirled along my pink pussy lips.

“That’s a good girl. Saturday will be your night. All the focus will be on you. But I got horny with that photo and wanted to watch you a little bit. I wanted to take you for a quick drive and watch my sweetheart play in person.”

My fingers rubbed at my labia and lips as he talked. My other hand squeezed my breasts. I pinched and squeezed each nipple. “I will gladly play with my pussy for my Victor. My body aches for your cock to be inside me. I am counting the days.”

“Only a short time now, my sweety. Your special day is coming. From now on, February 15th will be for you always. It will be your special day each year.” I let out a moan as pleasure swept across my body. “The entire day will be all about pleasuring you. Every February 15th will be Kara’s day.”

I started to get into a groove, my fingers working into my pussy. My hand slid down and rubbing my clit. I felt the car stop. I looked around. We were in an industrial park parking lot. There were no other cars in the lot.

Victor turned toward me. “No one told you to stop, sweety. You were just getting going.”

“Yes, Victor. Sorry.” I looked at him as I began rubbing my clit and pushing my fingers into me. I pushed three fingers inside me. I was curving them and caressing my G-spot. I was getting good at finding the right spots, which excited me. I dragged my fingers along the inside of my pussy as I pulled them out, then shoved them in again. My other fingers spread my hood and began to work my clit.

“I love watching you play with that pussy. It gets bursa eskort bayan my cock so hard. I can’t wait to push it inside you. The videos are great, but watching you in person is unbelievable.” He unzipped his pants and pulled his cock out. He started rubbing his hand up and down as he watched me.

Seeing him playing with his cock pushed me closer to the edge. My fingers went deeper inside me. I rubbed my swollen clit. I felt the release of energy in my tummy. My body shook. The orgasm rushed across my body. “Oh fuck, Victor, just seeing that cock of yours drives me over the edge.” I rubbed myself furiously as the waves of bliss crisscrossed my body. I trembled as I saw pre-cum leaking from his thick cock. “God, I need that stiff prick in me.”

“Not yet, my sweetheart. Soon enough.” He watched me shake. His hand moved faster up and down his shaft. He waited till I was done. He said, “Come sit on my lap. I have an idea.”

I looked at him, questioning, “Now?”

“No, sweetheart. I’m not going to take your virginity now. We are just going to have a little fun. We are so close I wouldn’t ruin your day. I have something else planned.” I slid over the center console. I climbed onto his lap. He adjusted me so that I was kneeling on either side of him. My back was against the steering wheel. He slid me toward him so that his cock was straight up and down and against my clit. He started pushing his hips back and forth. His hands held my hips strong against his body. This motion caused his cock to slide up and down between my lips. My wet pussy lubed his stiff shaft. His hardened shaft pushed up and rubbed against my clit. Each push poked his erect cock against my engorged button. The delight was instant. His hard stiff bare cock pressed into me. My body tensed with excitement. His warm skin pressed against me. His cock stroked me. His stiffness pressed against my clit faster and harder.

“Oh fuck,” I screamed.

“I figured you would like this,” he said as his hands slid to my back and pulled me against him. He kissed my lips. His mouth slid to my ear. The entire time, he kept rocking his hips. His stiff cock continued to push my button. His hand squeezed my ass. He whispered in my ear, “God, I wanted to feel you against me. I’ve been dreaming of your body for days. I couldn’t wait till Saturday to touch you again. I needed to feel you. Needed to touch you.”

My juices were leaking out, coating his shaft as he pushed against me. His voice in my ear tingled as he spoke softly. His hand grabbing my ass sent more ecstasy tingling up my spine. My clit throbbed as his hard cock slid against it. I was close to the edge. He sped the pace up. His cock rubbed me harder and faster. “Oh fuck, Victor, I’m so close.”

“I am too, sweetheart. I can’t wait to feel you cum against my hard cock.” He kissed my ear and inhaled. “I’m so close, baby,” he blew into my ear. His breath against my ear and his voice bouncing through my mind pushed me beyond the edge. My already swollen clit exploded with pleasure.

I shuddered and shivered, “OH FUCK YES!” I yelled. My body jerked and quivered against his hard cock. My clit felt his cock throb. My head fell back, but he pulled me close and licked at my breast. My body tingled with excitement, and all my muscles tensed. His mouth was on my nipple. His cock against my clit. His hand was on my ass. Naked next to him. My mind was running wild with exhilaration.

“Yes,” he shouted as I felt his cock throb. His hot cum shot up onto my stomach. Spurts of jism exploded from him and coated me. He held me tight against him as his cock rubbed against me. His breathing was heavy. I felt his legs shake. His warm cum trickled down between my legs and along his shaft. The sudden increase of lube intensified the feeling. The force of my orgasm peaked as I squirted out juices and cum. “Oh Fuck, that is incredible. Cum for me, Victor.”

“Yes, baby, you are so fucking hot. You are amazing. God, I can’t wait to fuck your pussy.” He kept his hips moving even after he stopped cumming. My clit sent out a burst of joy with each stroke. I finally had to push away from him. I slid back against the steering wheel. The horn sounded. We both jumped.

He looked into my eyes, smiling. I felt his cock was pushed against my pussy. The head was resting against my soaked, wet lips. He looked down. Then his eyes came back up with a devilish look. “So close. With one slip, I enter you.” He looked down again. “Not today.” He reached down and adjusted his cock. He slid me forward. “Don’t want any accidents.” He reached up and pulled my naked body against his. His cock was now pressed against my cum covered stomach and hairy pussy. I rested my head against his chest, feeling his breathing settle. My ear listened to his heartbeat. I closed my eyes. One hand held my back; his other stroked my hair. It was the perfect moment. I still dream about that moment. I don’t know how long we sat like that. It felt like forever.

His phone rang, and he jumped. He couldn’t answer eskort bursa because I was sitting on his legs, and his phone was in his pants pocket around his ankles. “Oh shit, that’s Jennifer’s ringtone.” He stared at me for a moment. He leaned down and kissed me, “I have to get home, sweetheart. Saturday is not far away. We will be together for a long while.” I slid over to the passenger seat. He pulled up his pants and looked at his phone. He texted something. I got my clothes and put them on. My shirt stuck to my cum covered belly. The hair on my pussy was sticky and matted. He pulled his pants up. The car lurched into movement. He drove faster than usual to the park and let me out. “Oh, one last thing,” he reached into the back floorboard area and handed me a gift bag, “Don’t open it till I call you later. See you Friday.”

“You mean Saturday.”

“Oh, I guess Jennifer hasn’t called you yet. We need you to babysit on Friday, Valentine’s and all. Big night for me and the misses.”

“Oh yeah, of course,” I tried to hide the frown on my face.

“Come on, sweetheart, it’s not as big as Saturday is going to be,” he smiled. I smiled back at him. “That’s my good girl. Call you after the kids are asleep.”

I stepped out of the car. His SUV pulled off as soon as the door closed. I stood there on the side of the road, watching him drive away. My crotch was sticky with the mixture of our excitement. My pussy hair was all intertwined with sticky sperm. My shirt stuck to my cum covered stomach. The rest of it had dripped down into my shorts. I held a gift bag in my hand. He got off, gave me a prize, and left me standing there. I jogged home. My mind raced as I did. What the fuck was I doing? I’m eighteen, fooling around with a forty-something married man. He dropped me on the street like a whore. My jog turned into a run, then a sprint. I was getting more and more pissed as I ran. I sprinted all the way home.

I sat in my room later. The stickiness was drying on me. The bag sat next to me on the bed. What did he get me? It better be something special. Jewelry? A ring? No. A necklace? A bracelet? I’m not going to be his cheap little eighteen-year-old whore. I could feel the anger growing inside me. My mind ran through a dozen scenarios where I told him to fuck off. Then I looked at the bag. He did… get me…something. And everything was great till she called. Fuck. My brain went back and forth from pissed to justifying his actions. I gave up and took a deep breath. I got up, stripped off my sticky clothes, and threw them in my hamper. I got into a hot shower. I cleaned myself thoroughly. I washed the whore off of me. I put on my comfy PJs. My mind started again, but I turned on some mindless TV.

Shortly after 10:30, the phone chirped. I looked at the message. He beckoned me, and I felt anger building inside.

V: Hey sweety, Alone? Available?

K: Yes

V: Can I call?

K: Yes

I waited a moment. The phone rang. I let it ring a few times, and finally, I answered.

“Hello,” I said as neutral as I could. I was biting my lip to keep the anger out of my voice.

“Hey, sweety,” he whispered, “headed downstairs; give me a moment.” The phone pulled away from his mouth. “Just have to finish something up, darling. Be back up in a moment.” I heard a voice reply but could not tell what was said.

I guess I’m ‘something to finish,’ I thought. I heard a door close.

“Hey, sorry I couldn’t wait to call you. God, you must be exhausted because you have been running through my mind all evening.”.

“Funny,” I reluctantly chuckled. “Dad jokes.”

“Yeah, well, you’re running in your shorts and shirt. Running to the park. Anyway, I only have a short time.”

“Of course you do.” Then, back to her, my mind snapped. My mouth did not speak.

“I wanted to listen while you opened your gift. Go ahead and unwrap it.”

I pulled the bag open and peeled it open. Two boxes now sat in front of me.

“Open the black one.” I lifted the lid. It was a watch.

“A watch?” I said, trying not to sound disappointed.

“It’s a monitor for when you run. It measures your pacing and steps and stuff. I know how much you enjoy running. When you do it, that is–not running like we do today. I saw it when I was shopping and thought of you. Well, actually, I was thinking of you. I wanted to get you something. I saw this. I figured it was perfect for you. It’s what every runner should have. You can even plot your runs on a map. I wanted to get you something that you would use. I don’t know what eighteen-year-old girls are into. I just know you like running. If you don’t like the color or the style, let me know, and I can exchange it. I ordered it online, knowing purple was your favorite.”

I looked at the sleek purple and black wristband. It was nice looking. I had been looking for something similar. He knew I liked purple. There was thought to this gift. He did think of me. I smiled. “It’s perfect,” I said.

“Are you sure, baby?”

“Yes, Yes, I’m sure. Sorry, I’m just a little tired. Hard day today. Mind messing with me.”

“I was thinking. Been bouncing around my head since I left. I kind of left you abruptly today. I left you standing on the corner. You were standing there well… um… abandoned. That was wrong. I’m sorry.” I smiled to myself.