Many elements of this story are true, some are not. I will let you know which ones were at the end of the story. Enjoy!
I was young, naΓ―ve, and in love. That is my excuse for my current situation. I have always heard that love can make you do strange things, but I never thought it would happen to me. Maybe I should start at the beginning.
It began twenty two years ago, right before my senior year in high school. I had turned 18 in July, and Wendy Travis had turned 18 in August. Wendy had just moved to our small town the year before. She was short, 5'2", weighed 110 lbs and was cute with her shoulder length brown hair. She was the girl next door type. She lived with her mother, father, and two younger sisters. I had developed a crush on her shortly after she arrived. I finally worked up the courage to ask her out in June and we began dating steady after that.
September 5th
The school year started in early September. Wendy and I grew our relationship from holding hands, to kissing, and as school started we were touching each others private parts over our clothes. One day we sneaked into the storage shed behind my house and began making out. I decided to take our relationship to the next level. I moved my hand under her shirt and touched her breasts over her 34b bra. She didn't stop me so I moved my hand to the bottom of her bra and eased underneath to finally feel her softness. I touched her rock hard nipple and squeezed it lightly, then rolled it between my thumb and finger. Wendy moaned. Both of us were virgins and had never been this far before. I finally removed my hand and slid it down her tight bare belly to the top of her pants. She did not resist, so I moved my hand into her pants and felt the top of her panties. I continued to push my hand under the elastic waistband of her panties and slide down further. This was uncharted territory for me, I was surprised to find no pubic hair, so I kept pushing my hand down further for what seemed like a long while and then finally felt a wisp of hair touch the tips of my fingers. I began to push further when all of a sudden she pushed me away, looked at me with great fear in her eyes and began to cry. I asked her what was wrong and she just pushed past me and said she wanted to go home.
She told me "it's not you. I just want to go home".
It wasn't until a few years later that I would understand why she was so freaked out.
A week or so later Wendy was asked to babysit for a couple with a small child. This couple was known to party and would be out until the bars closed. She called me on the phone and said"
"Tonight after they leave, and the kid goes to sleep, would you be able to come over and keep me company?"
My mom was a sound sleeper and my dad worked the graveyard shift so sneaking out at night was not too difficult.
"Sure, I'd love to." I replied
September 24th.
That night I walked a few blocks to the house where she was babysitting. The child she was babysitting was already asleep in bed. We talked and soon we were lying on the floor making out again.
I took things a little slower but eventually I was once again fondling her bare tits. I made my move down to her pants. As I started to slip my hand beneath the waistband she stopped me.
"Wait!" she suddenly said. She then unbuttoned and unzipped her pants.
"This will make it easier." She calmly told me.
I smiled, and immediately moved my hand under her panties and easily reached her pubic hair. I rubbed her mound for a few minutes while we kissed. I removed my hand and gently grabbed the waistband of her pants and panties at the same time. She stopped me again.
"If you are going to do that promise me you will close your eyes and not look." She asked.
At this point I would have agreed to anything.
"Okay, I won't look" I lied.
I pulled her pants and panties off of her. With my head turned away from her I looked down to see the small patch of dark brown hair covering her pussy. Closing my eyes again I turned toward to her and professed my love.
My hand immediately moved over her mound and down toward her slit. She spread her legs and my fingers practically fell into her wet waiting hole up past the knuckle of my middle finger
"Wow! You are really wet. I didn't mean to go in you." I said apologetically.
"That's alright, it burned a little but it feels good." She said to me.
I pushed her shirt and bra up to expose her soft beautiful tits. I began kissing and sucking on her nipples as I finger fucked her hot wet pussy.
I started slowly and then went faster first with one finger and then two.
"Oh that feels so good don't stop!" Cried Wendy.
I stopped sucking her tits and concentrated on fucking her with my fingers. I increased my tempo. Her breathing increased and her body began to gyrate.
"Oh yes, yes, don't stop, yes ...Yes...YES!" She screamed as her body stopped and began to quiver.
She reached down and pushed my hand away.
"I need to go to the bathroom." She stated.
I closed my eyes as she got up. When she went down the hall way I immediately sniffed my fingers to smell her sex. I then licked one of them to try and taste her. She came back into the room.
"I think I came when you did that." She said
"I thing you did too." I said without a clue.
"There was a little blood on the tissue when I wiped." She said
"Did I cut you with a fingernail; if I did I'm sorry!" I responded
"No, I think you popped my cherry." She hesitantly said
I had heard about a girl's cherry but did not quite understand exactly what it was. As I first stated, I was young and naΓ―ve. Years later I would understand that there had been no cherry to "pop" that night.
We spent the rest of the night cuddled together watching TV. I scratched my nose many time that night just to sniff her beautiful scent again.
October 1st.
The next week arrived and the same couple had asked Wendy to babysit again. She had become their regular babysitter which afforded us many opportunities to spend time alone together.
I arrived after the child was asleep and once again after the small talk we started making out. I immediately reached down and buttoned her pants. I also pulled up her shirt.
"Let's just do this." She said as she pulled the shirt over her head and flung in on the chair.
She was wearing a front clasp pink bra. I easily unhooked the clasp and slowly pulled the cups away revealing soft white tits with a light pink areola and hard nipples that were slightly bigger than a new pencil eraser. Each tit would fit in my hand just about perfect.
I looked into her gorgeous green eyes, kissed her full lips, and explored her mouth with my tongue as she did mine. I pulled away slightly and kissed her cheek, her neck, her shoulder, her chest, all around her breast until slipped her nipple between my lips and gently sucked.
Wendy ran her hands over my back and through my hair as I loved, licked, and sucked each breast.
I then unzipped her pants and pushed them toward the floor. Wendy pushed me away and proceeded to remove her pants and place them on the chair next to her shirt and bra. She pulled me toward her and then took both of us to lie on the floor. My hand once again made its way inside her moist panties to feel the warmth of her sex. I turned to pull her panties off
"Don't forget to close your eyes." She said.
"I won't" I lied again.