I was a regular kid in high school. I wasn't popular or athletic and didn't excel in academics either, I was just average in about everything. The only thing I was really bad at was girls, I sucked at talking to them and could never get a hint on when one was interested. This was the reason I was still a virgin when I was an eighteen year old about to start senior year.
I had gone on dates, made out with a few girls and even gotten a hand job and fingered the last girl I had gone out with, but that was it. After those experiences I always found it hard to talk to the girls again and so I never did. I'm pretty sure they thought I was an asshole so I had given up hope about getting laid before high school was over. I didn't know at the time that everything was about to change the summer before my senior year.
My parents had gotten divorced when I was young so I lived with my mom the entire year except during the summer. It was the only time I spent with my dad who was always busy traveling with work. Summer was the only time he was supposed to be able to take care of me, but even then he would be gone for a few days and I was on my own in his house. My mom didn't know about this and I was happy to keep it this way as I enjoyed being on my own, playing video games, eating fast food, and watching my dad's adult movie collection.
I was surprised to find out things were going to be different that summer. My dad picked me up at the airport and told me he had to leave for a few weeks this time and that he was sorry. I started to tell him it was ok, that I was used to being alone and that I was not a kid anymore, when he told me I was not gonna be alone. Apparently he had a new girlfriend who was living with him and she would be there if I needed anything.
My dad had had girlfriends in the past but none had moved in with him, and usually they had no interest in meeting me. This time I was gonna actually spend the entire summer with one and I wasn't very excited about the idea. That was about to change fast.
I met Cindy right when we got to the house and she did not look like anything I had pictured. She was in her mid twenties, which was surprising as my dad had never dated anyone below forty before, had strawberry blond hair, and was actually really hot. She reminded me of one of the cheerleaders from the University I was planning to attend, but with a more innocent look to her. She introduced herself, and said she hoped we were going to be great friends and have a great time together until my dad returned. She was really nice and seemed a bit nervous, so I smiled at her too and said we surely would. At least I was going to enjoy jacking off that night thinking of her, and more than that in the future, but I didn't know that yet.
It started shortly after my dad was gone. Cindy would walk around the house just wearing a large t-shirt and her undies most of the time. She acted all normal but it was hard for me to hide the fact I was hard all the time, pun intended. Seeing her bubble but and sexy long legs made me want to masturbate right then and there, which I couldn't, but it meant a lot of trips to the toilet during the day. One day, she got out of the shower just wrapped around in a small towel that barely covered her privates. I was seating on the couch and saw her walk to my dad's room and I was instantly hard. She left the door of the room slightly open, and could see her reflection on the mirror of their closet. She was brushing and drying her hair when her towel suddenly fell leaving her pussy and boobs visible to me through the mirror. She had perfect breasts , firm and medium size and a fully shaven pussy.
I knew it was risky but I couldn't help but pull my cock out and start stroking it as I kept looking to her reflection. She didn't seem to notice and continued to do her hair. Suddenly, she moved and I couldn't see her reflection anymore, the door of the room fully opened and Cindy appeared standing in the middle. It was so sudden than I was caught with my cock in my hand, there was no denying what I was doing. Before I could say any excuse, Cindy walked towards me smiling and asked me if I needed help. I was too shocked to reply, but she smiled again and sat next to me, grabbed my cock and started to slowly move her hand up and down. I couldn't believe what was happening, her hands were so soft, the way she was stroking me was gonna make me cum so fast, I could feel the pressure building up in my testicles.
Cindy looked at me and without saying anything she bend down and kissed the tip of my cock. The feeling of her lips made me shake of pleasure, she smiled and slowly started licking the head of my dick, I was in ecstasy. After a few licks, she took it all in her mouth and started sucking on it, I was ready to burst and knew I was not gonna last much longer. Right when I was about to tell her I was about to cum, she decided to take the full length of my cock all inside her throat. That was it, this drove me over the edge and my dick exploded inside her mouth. I pulled out immediately fearing she would be upset for not warning her, but she looked at me, swallowed, and took my cock back in her mouth to clean every bit of cum that was left. Once she was done, she winked at me, kissed the tip of my cock and went back to her room.
I didn't know what to do, I couldn't believe what had happened. I should have probably followed her, or at least said something, but I didn't. The following day, I was afraid things would be awkward, but she acted normal like if nothing had happened, so I did the same. A couple of days passed and I thought it had just been a one time thing when one night I heard Cindy moaning and calling my name asking me for help.
At first I thought she was in pain, that something might had happened to her, so I went to her room and knocked asking if she was ok. She immediately replied saying she needed my help and to come in, she sounded out of breath, and it seemed she was having difficulties breathing. I rushed in worried that something could be wrong with her, but what I saw left me speechless. Cindy was laying down in the bed fully naked, her left hand was caressing one of her nipples while the right one was busy with her pussy. She looked at me with pleading eyes and said: "I need you to repay me the favor now, please..."
"I need you to repay me the favor now, please..."
I was paralyzed, my eyes fixed on Cindy's beautiful body. Words were not forming in my brain, all I could do was stare at her. I wanted her so bad, but I was afraid I would disappoint her, I had seen a lot of porn, but I had never gone passed third base with anyone. Anybody else would have just gone with it and jump on her, but me... I just stood there looking at her.
"Are you going to help me, or just stand there all night? I can see that you are obviously ready..."
Cindy's voice brought me back to reality. She didn't seem upset by my unresponsiveness, but she seemed amused, especially by my noticeable hard on that was visible through my shorts. I decided then to go all in, this was a one time in a lifetime opportunity and I didn't care if I was good or not, at least I could say I had fucked her.
I moved to the bed and went to kiss her lips, something I was comfortable doing, I was usually told that I was a good kisser so at least I could have a good start. Right when my lips were about to touch hers, Cindy's hand stopped them. She shook her head with a naughty look and said:
"You are not kissing these lips yet"
As she said that, both her hands guided my head down to her fully shaved pussy. It was dripping wet, I had never seen a pussy so wet, but I had only seen one before so I guess I didn't have much to compare. I moved my right index finger towards her clit, I knew the girl I had fingered previously really liked that, but Cindy's hand stopped me once more.
"No hands allowed yet mister."
I knew what she wanted, but I wasn't sure how to do it. I had seen women being eaten out multiple times in porn scenes, but every time was so different that I didn't know which way was right. I decided to start by giving her a soft kiss on her pussy lips, as soon as I made contact with her, I felt her body shake a little. I took that as a good sign and continued to kiss her outer lips softly, gently moving to the inner lips. I noticed how her breathing changed with every kiss, and how her legs were squeezing my neck tighter. I took my tongue out and gave her soft lick, as I did she left out a soft moan. I did it again and her moan became a little bit louder.
I could feel her getting restless, wanting more. She was wetter than before and I could taste her fluids on my tongue now. She was sweet with a bit of bitter spice. I liked it. After a the first two licks, on her pussy lips, I went for another, but this time instead of using just the tip of my tongue I used it all. I started just were her anus ended, and ran my tongue hard through her pussy stopping right before her clitoris. Her juices were all over my mouth now I could drink them.
I swallowed and looked and pussy, it was swollen and her clit was in plain sight. I gave it a flick with my tongue and her whole body trembled. I continued to give her clit quick flicks with my tongue, starting slow, and slowly increasing my speed. Her body was shaking and her legs were wrapped tightly around my head I was afraid she would break my neck.
She begged me to lick her clit faster and pushed my head deeper into her as her pelvis pushed her mound against my mouth. I did as I told and moved my tongue as fast as I could. Cindy's body went wild as she came in my mouth. I could feel her spasm as she hold my head with both hands against her, I could barely breath by I didn't mind. I had never been so turned on in my life, I felt I could cum also by just eating her out.
When the effects of her orgasm were starting to fade, she let my head go and pulled my face towards her. I still had some of her juices in my mouth, I could feel them dripping down my chin. She pulled my face closer and brought her tongue out and started licking her own juices from my chin. When her tongue reached my lips, she licked them clean and started to kiss me. I kissed her back and or tongues intertwined with each other. I could now taste her on her mouth two.
After a moment of passionate kissing, she stopped and whispered into my ear:
"I want you inside me now!"
She pushed me in my back and got on top of me. Slowly she grabbed my cock and guided it towards her pussy. She caressed it against her pussy lips and slowly started to sit on it. It was my first time being inside a woman, and I was in ecstasy. I could feel the her warmth and tightness, and I knew I was going to explode soon.
She started to rock her hips back and forth slowly while playing with her nipples. I didn't know what to do so I stayed on my back while she did all the work. As she increased her speed, I felt the pressure building at the base of my cock, and I knew I was gonna cum. Cindy knew too. She increased the speed and started to move up and down while yelling:
"Please cum inside me!"
It drove me over the edge and I shot my load inside her. I was shaking too and each spasm would push me deeper into her. She sat on me enjoying every final thrust. IT was the longest orgasm I had had in my life.
After what felt like an eternity, I stopped shaking and laid back with a smile on my face. I was no longer a virgin. Cindy had pulled my cock out of her and was caressing it and licking the last drops of cum. She kissed the tip and gave me devious smile and said:
"That was good but too short for my taste, let's get this thing ready for seconds."
After saying that, she put my soft cock inside her mouth and started sucking it. The night was not over yet.