My first time...
Every bit of this story is absolutely true...
I didn't get started till a little later in my life. While a bunch of my friends were getting laid in high school, I had very little self esteem. I'd date a bit in high school but never really got further than feeling a girl up.
That all changed when I got to college freshman year and figured myself out more. I was 17 going into my freshman year. At first, I met this older woman online (older meaning 23 when i was 17). We became close and would chat on the phone. I wanted her to come to my school and meet me, but she wanted to wait till I was 18. She'd have to come see me by plane. So about a month after my 18th birthday, she bought a plane ticket down to Florida and came to see me. I went to pick her up at the airport and she was so much hotter in person than she was in her pictures. I was nervous she wouldn't like me, but she gave me a big hug and kissed my cheek when I met her in the terminal.
I was young and excited... and walking around the airport with a hard-on the whole time. I tried my best to hide it, but it was difficult, so while standing at the luggage carousel, she stood in front of me and wrapped my arms around her. She was giggling at me and told me to control myself, but it didn't help that she was wiggling herself into me. When her bags came... we hurried off to my car. I threw her shit in the trunk and opened the door for her. When I got back into my car, as soon as I sat down, she was straddling me, sticking her tongue down my throat. I had been hard for like 20 minutes now... but I wasn't about to let my first time be in the car of at the airport. I wanted this to last a while and I knew it would be too uncomfortable. After making out for a good long while, I convinced her to wait a bit. She pouted and agreed that it wasn't the right place after waiting so long. We waited for months, we could wait a few more minutes.
It was about a 30 minute ride to my campus. It felt like 3 hours. We chatted but we both knew what was about to happen. At this point, I had been hard for at least an hour and it was starting to hurt being held in by my shorts. The worst part was when I got back to my dorm room and my roommate was there. Our room was very small. It was basically a studio apartment with 2 beds on each side of the room. I introduced them and I think he was able to read my mind because as soon as she sat on my bed... he got the message. "I need to go do a thing" and he was gone pretty quickly.
Unfortunately, my phone started ringing. It was my dad who I hadn't spoken to in a few days. I answered my phone (thinking back... I would have just let the bastard ring and call him back, but actually thought what happened was kinda cool and I'm glad I answered). I remember talking to my dad and standing over her while she was laying on my bed. Her long brownish-blonde hair was fanned out over my pillow and taking up half of my twin bed. I was looking down into her eyes... and I noticed her breathing a little heavier. I hurried my dad off the phone and told him we'd talk later.
When I hung up, I crawled next to her in bed. We sorta just stared at each other.
"This is crazy. I've never done this before... meeting some random dude on the internet in person." She said.
"Me neither, you already know you're my first... at all of this."
"I don't understand why."
I knew why. My problem wasn't talking to girls... it was making that initial conversation. Breaking the ice. I just wasn't good at that part. I always felt like I was coming off an idiot or something. Once that ice was broken, I was fine, though.
She whispered in my ear... "I want you to feel something" and she took my hand under her skirt. This would be the first time I ever really did that too. Her pussy was soaked. I could feel that even before touching her since her panties were drenched before I even touched her.
"It started when I first saw. But the way you were looking at me while talking to your dad. Like I was your little secret... that was so hot."
I started playing with her pussy, enjoying every minute. She reached down and started undoing my belt. I helped her out of her clothes and threw mine to the floor behind me, ran to the door, and padlocked it. I ran back to bed and before I could crawl back in with her... she was at the edge of the bed and started sucking my cock while I was standing there. It was amazing... but it didn't last long because I really wanted to fuck her. I'd had my cock sucked before, but I'd never had sex. She wanted to be fucked more I think because before I could say anything, she laid back in my bed and beckoned me to her. I crawled on top of her and my cock slid in with ease.
She'd told me that she'd taken 2 other guys virginity before and they didn't last very long. Well, that wasn't me. It was amazing and I didn't want it to end. To be honest, I don't even really remember that much about it. I think my mind was swimming so much and I couldn't believe what was happening. I remember our 2nd time (later that night) much more than the first time. There are bits and pieces I remember... it started out with missionary, went to her on top, then doggy, then missionary again with her legs up on my shoulders at the bottom of the bed.
It was at this point that she stopped me...
"What's wrong?" I said.
"You're a liar." She accused.
"What? What happened?"
"You told me you were a virgin. There is no way you're a virgin."
"Well... not anymore!" I laughed.
"We're going on 2 hours now and you still haven't cum? Every other virgin I've had sex with lasted about 2 minutes."
"Well then shut up and let me finish." I laughed again.
I turned her over so she was on her stomach, lifted her ass up a bit, and proceeded to pound her deep. I was actually hitting her as deep as I could go and each time I did she let out a little scream. I filled her pussy with my load. I'm so glad she was on the pill. I didn't use a condom for the first year I was having sex, damn things. I fell on to the bed and just kept repeating... "Wow... wow..." She crawled up next to me on the pillow, put her head on my shoulder and said... "Wow is right. Two hours? No way you're a virgin."
"No, I'm not... not anymore."