Where it happened: My bedroom at my mothers house
Langauge: English
Sex: Male
Rating: 5
Category: Straight
So I was a late starter. A VERY late starter. I had been in relationships before involving oral and other fooling around, but never gone all the way, for a variety of reasons. I had been going out with a girl for three weeks, and while I was really nervous, I was completely in love with her. She knew I was a virgin and shy, but I felt ready and knew the time would come soon. She was on the pill and we had fooled around a little, but not quite gotten to the act itself.
One night we were staying at my mothers house, in the bed I had slept in as a kid. We fell asleep straight after eating our meal, me spooning her with my arms wrapped around, which she like because I made her feel safe. I woke up in the middle of the night, she was still asleep. The warmth of her body made me half hard, and I smelled her neck, loving the faint smell of the perfume she had worn that day. I gently stroked the back of her neck and her hair with my free hand while the other arm stayed wrapped round her. She was still asleep, although soon I realized she was only pretending to still be asleep. Wordlessly she started gently running her fingernails down the forearm that still wrapped around her waist, while my other hand gently traced lines over her neck and her ear. She smelled amazing and I pulled her close to me. My left arm was tingling as she stroked it with her nails and suddenly I realized my cock was fully engorged and rubbing into her back.
She moaned a little as I started gentling kissing the back of her neck, and my cock jumped. I had figured out she was getting aroused and was so excited by this I barely noticed her hand had left my forearm and now reached behind her to start grazing my inner thigh with her nails. My penis yearned to be free of my boxers, and the tantalizing teasing made me ache. I still didnt say a word but my breath was getting shorter as a finger traced up my inner thigh, up a leg of my boxers and ran lightly over my balls. I felt her palm mover over the front of my boxers and start moving over my bulge and I wondered if precum was giving away how badly I wanted her.
She finally spoke : “take them off” she breathed, and I obeyed. I gasped as she took my cock into her hand and felt it, full and hard and ready. She rolled over to face me and through the moonlight that crept between the curtains, looked deep into my eyes. “Do you want me?” she asked, and I could only whisper a breathless “yessssss” as words were a battle with my penis in her hand.
She hooked her thumbs into her panties and pulled them down, then threw them onto the floor. She took my hands and moved me between her legs, and pulled my hard dick towards and then into her. As I finally took up my home in her pussy, feeling absolutely drenched, she bit her lip and then sighed. I moved slowly in and out of her wetness trying for the longest strokes so she could feel all of me. “How does it feel?” she whispered, and all I could manage was “amazing.” We silently rocked back and forth, hoping not to wake anyone else. She let a little moan out and I decided it was going well… and suddenly I felt the building up inside. Soon, it had come over me, but not too soon to disappoint her I hoped. “I think I’m going to cum,” I stammered. “I knew it..” she replied, but not disappointedly but with a smile and another bite of her lip. She had felt my swelling and was keen to make me explode and become part of her.
Suddenly I knew it was time.. “I can’t stop,” I gasped, and she dug her fingernails into my hips and gasped “Don’t stop!” With renewed urgency I thrust into her, and suddenly her mouth parted and eyes went wider. A split second later my waves of pleasure started running through my whole body, and I pumped her full of my seed. Spent, I rested my head against her shoulder and we rolled to one side. With me still inside her, she licked the sweat from my forehead and let out a little laugh. “Are you sure you’ve never done that before?” she asked, which I took as a ringing endorsement that she had enjoyed it as much as I had.
We had three wonderful years after that, and even though things didn’t work out in the end, she’ll always be the woman that made me a man, and made it so easy and such a blissful memory.