I’ve always wanted to talk about my first time, but I know how inappropriate it might come across, so I never have.
But lately I’ve really been wanting to tell someone, so here it is.
I made it all the way through high school and left for college still a virgin. All through my freshman year, I thought about hooking up with someone just to get it over with, but whenever I got close, it never felt right and I always stopped. Letting some dude who couldn’t even find my clit pop my cherry just seemed wrong.
But the summer after my freshman year, I was contemplating this struggle when I noticed a new neighbor moving in next door. The guy directing the movers had to be at least my dad’s age, but he was so sexy I couldn’t take my eyes off him.
I watched for a while as he gave orders to the much younger guys carrying boxes, but it wasn’t until he started moving things himself that a seed was planted in my mind. Watching the muscles of his arms flex as he lifted furniture, I was suddenly more turned-on than I had ever been by boys my age. He was a man in my eyes, and I wanted him to be my first.
Maybe it’s testament to how young I still was that I was instantly consumed by this idea. My parents were on a monthlong cruise, so I had the house to myself. I knew my hot older neighbor could see into our backyard pool from the room he’d set up as his office, so for that first week, I made sure to lie out in my skimpiest bikini, slowly applying sunscreen at regular intervals.
That first weekend, when no wife or girlfriend had showed up yet, I decided to make some cookies and take them over. I rang the doorbell, surprised at how confident I felt.
He answered, looking surprised, but smiling appreciatively when he saw what I was holding.
“I live next door,” I introduced myself sweetly, even though I knew he’d seen me over there already. “I wanted to welcome your family to the neighborhood.”
Something in his face closed off for a second, but he recovered quickly and said, “No family, I’m here alone… but I guess that means more cookies for me!”
“Or you could share them,” I said suggestively, looking over his shoulder.
He let me in, but looked really uncomfortable. We chatted and got to know each other a little, but nothing happened. I left more determined than ever that he would be my first. That night I masturbated with my bedroom window open, hoping he could hear me moaning as I came.
I showed up at his house the next night with beer, and he didn’t question it, so he must have assumed I was old enough to have bought it, even though I was really only 19.
We chatted some more, but when I tried to scoot closer to him on the couch, he said we should call it a night.
I looked straight at him as I slid my wet finger into my mouth. A clearer invitation had never been made.
Not to be deterred, on my way out I invited him over for a Sunday funday by the pool. He looked skeptical, but he accepted.
The following afternoon, I mixed up some margaritas and headed out to the backyard, feeling pleasantly relaxed after a shot of tequila to give me courage.
At first I was afraid he wasn’t going to come over, so I waited until I saw him looking out the window. I smiled and gestured excitedly to the bucket of margaritas I had waiting for us. He waved sheepishly, but sat back down at his desk.
It seemed I was going to have to take drastic action.
I lay back on the lounger and closed my eyes, luxuriating in the feel of the warm sun on my skin. I didn’t check to see whether he was looking before sliding a hand down and into my bikini bottoms. I started to rub my clit back and forth in little circles, pushing myself closer to the edge, but backing off every time I got too close to coming. I opened my eyes enough to peek, and sure enough, there was my silver fox peering at me through the window again.
I spread my legs wide and ever so slowly pulled my swimsuit bottoms to the side with my free hand. I knew he could clearly see my smooth pussy, but decided to go one step further and slid a finger inside. I thrust a few times, feeling how slick and ready I was before pulling it back out. Then I opened my eyes, looking straight at him as I slid that wet finger into my mouth and sucked on it. A clearer invitation had never been made.
He disappeared from the window and I got nervous. Had it worked? Was he offended or was he coming over? Would he just go jack off or would he show up and make a woman of me?
His mouth replaced my hand, and the feeling of his warm, wet tongue on my clit was heavenly.
I continued playing with myself, but still denying the orgasm I so desperately wanted.
It worked. He came striding through the gate in a pair of shorts and no shirt. The muscles of his abs would’ve put a much younger man to shame. He didn’t say a word as he approached, but pulled my top and bottoms off when he reached me. I unbuttoned his shorts and dropped them on the ground beside my suit.
He laid me back and spread my legs wide, dropping to his knees before me. His mouth replaced my hand, and the feeling of his warm, wet tongue on my clit was heavenly. He started to eat me out and I suddenly realized that every other guy I had tried this with had no idea what he was doing. This is exactly what I had been waiting for.
I wanted more, though, so after a few heavenly minutes I stopped him and said, “I’m so close, but I want to feel you inside of me when I come. Please fuck me.”
Without a word, he pulled a condom out of his shorts (which I hadn’t thought of, being the total novice that I was), rolled it onto his hard, thick cock, and then pulled me by my hips to the edge of the lounge chair, kneeling between my legs. It felt like he couldn’t possibly fit when he pressed his cock against my entrance, but I was so wet that he was able to slowly start working his way in, deeper and deeper.
I expected some kind of moment where he had to break through my hymen, but he just kept stretching me impossibly wider until he was all the way in. He pressed his thumb to my clit as he started to thrust, and, as he took my virginity, I experienced the most intense orgasm of my life.
The silver fox and I fucked like rabbits for the rest of the summer until I had to start classes again. It was way better than summer school — and I learned a lot more, too.