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Anon

Age when it happend: 18
Where it happened: His house
Langauge: English
Sex: Female
Rating: 5
Category: Straight

**for the sake of privacy, I am leaving out the names in this wonderful memory

My first time ever was a wonderful thing. I had been secretly in love with him since our Sophmore year in high school, and we had been friends before it, but I had never said anything. One day, out of the clear blue he asked me out. I had been dating my boyfriend for about 3 months before I decided I was ready to have sex. It was a difficult task and we could never seem to find the right time for it to happen. One day, he told me “My mom is going into the city for the day tomorrow. We have off from school, so I’ll pick you up and we’ll go back to my place. If you feel ready tomorrow, we’ll do it.” I readily agreed. As planned, he picked me up in the morning, and began the half hour drive to his house.
It was a cold, but clear and crisp day in late December. There was snow on the ground from the previous snow fall, but it had iced over. We walked up his long drive way slowly and carefully so we wouldn’t slip on the ice. When we finally made it inside the house, we quickly threw out jackets onto the near by coat rack. The house was silent as could be and I was certain he’d be able to hear my heart pounding nervously in my chest. We stood in the doorway silently, both of us waiting for the other to lead the way.
“We don’t have to do this…. if you’re not ready I mean…” he mumbled quietly, as if to himself. He didn’t break eye contact, and searched my eyes for any sign of uncertainty. For this I had to thank him. When I was in middle school I had almost been raped, and he knew of it and how it sometimes continued to creep up on me to that day and make me upset.
“I’m sure… I’m ready.” I said as I inched closer to him and grabbed a hold of his hand, and squeezed it reassuringly.
Taking that as a yes, he lead me up the stairs to a room I had never been in, as the door was always closed.
What I saw when he opened the door almost made me melt into a puddle on the floor. My boyfriend isn’t exactly the romantic type (actually, quite the opposite really), but he had pulled out all the stops for this day. On the bed there was a bouquet of my favorite flowers a large teddy bear, and a small box of chocolates. I gasped as I took all of this in, and was rooted to the spot in awe. This only assured me more that I was definitely making the right choice.
“All this… you did this all for me?”
“No, I did it for the cat… of course it’s for you!” He replied jokingly. He placed his hand on my back and looked at me from head to foot and smirked. I could tell what he was thinking, and moved the flowers, teddy bear, and chocolates off of the bed and onto the night stand. I sat down on the bed and looked at him. I had grown accustomed to seeing him from that angle from our previous “base running”, but that day he looked different. He seemed taller, and I noticed every single detail… from his dark hair and lean build, to how his pants zipper was slowly coming undone because of the bulge that was forming in his pants. My eyes slowly wandered back to his face and saw the question in his eyes.
“What’s wrong?”
“well… are you sure??”
I couldn’t help but giggle at his concern. I stood up and pressed myself against him, looping my arms around the small of his back and said “Do I seem like I’m unsure?”, as I tugged him gently on top of me on the bed. It was definitely a little more than unusual for me to be the one to initiate a moment like that, and he took it as a “yes stupid, now let’s GO”.
We started making out, our tongues swirling together, our hands slowly wandering along eachothers bodies. Mine resting on his butt, giving it an occasional squeeze, and his roping their way around my waist. Our breath getting more rapid as our kisses grew more passionate, intense, needing. We broke the kiss long enough to remove each other’s shirts and for him to deftly remove my bra (like I said… we’d run all the previous bases… many times ;]). Our bare chests were pressed together and we could feel eachothers hearts pounding away full of passion and being nervous. We continued to kiss for a while longer before he broke the kiss and began to trail kisses down my face and neck, pausing at the nape of my neck to suck and nip a little, giving me a hickey. I couldn’t help but let the moans I had been holding back until then escape my lips. He continued making his trail of little kisses and licks down the center of my body, all the way down to my navel, and back up to my breasts. He cupped them in his hands and gently rolled my nipples between his fingers. I moaned even louder and felt just how wet I was getting. I couldn’t help giggling when I though how I was going to soak my panties and my pants through at that rate. As if knowing my thoughts, he put one of my breasts in his mouth, and began sucking and licking gently, and slowly more passionately and aggressively. Moaning loudly, I tried to cover my mouth, but he held my one hand down and used his other hand to massage my nipple. And then, he inched his hands down to find my pants zipper, and undid my pants, and slipped them off with ease. He released my breast from his mouth and sat up to stare at me, writhing in pleasure on the bed. Looking at my panties he said jokingly “jeez, you’ll be dehydrated in no time with all that fluid coming out of you” I laughed, and sat up and started to remove his pants. I slowly pulled them down carefully over the large bulge in his boxer briefs. Unable to contain myself anymore, I pulled down those as well. His large member sprung free from its prison and was inches away from my face. Resisting taking it all into my mouth, I stood up and slid off my panties, and tugged him down onto me. We made out stark naked for a while, missing no opportunity to feel every last inch of eachother as our tongues tangled passionately, moans being muffled by our mouths being pressed together.
We broke for air and he looked down questioningly, and I nodded.
‘Yes… it is finally time… I’m going to lose my virginity to the boy-no, man- that I love’ I thought as he slipped on the condom.
He climbed gently back on top of me and whispered in my ear “I’ll be as gentle as I can… If you want me to stop, let me know and I’ll pull out immediately.”
“Ok” was all I could say in response.
He lifted my legs and I spread them as wide as I could for him to grant him easier access. I could feel him throbbing at the entrance to my pussy and moaned and nodded signaling I was ready to go. He slowly began to penetrate me, and I gasped in pain. He stopped and began drawing back, but I gripped his hips and shook my head ‘no’ and whimpered “k-keep going” through my teeth. He nodded silently and pushed forward a little more, and I couldn’t help the tears of pain forming in my eyes. He went as slowly as he could to prevent me from being in more pain. After a few moments, he was all the way inside me. The pain was begining to subside, and a warm feeling washed over me. We were no longer virgins. He looked at me with concern in his eyes and after a few moments I nodded and said “go slow”.
He began slowly thrusting in and out of my pussy and my squeaks of pain quickly became moans of pleasure. Noticing the changing in my sounds he pumped faster, in and out. Soon he was pounding into my walls and I was moaning and nearly screaming in pleasure. My hips matched his rhythm as we both bucked and grinded together. A grin formed on both of our faces in no time. Occasionally, a few words would escape my mouth causing him to grin even harder. A few examples would be “ooooo yesss” “mmhmmm” “oh god…!” and of course his name would fly out of my mouth before I had time to think.
Waves of pleasure were rolling rapidly through my body as he thrusted into me and played with my clit and breasts. I knew I was on the verge of the largest orgasm I’d ever felt. My moaning got louder and higher pitched, as he thrusted hard, deep, and fast into my dripping pussy. I was at the point of no return, and my body began shaking. He was on the verge too, judging by his rapid breathing and short moans. He kept his pace and a few seconds later, I came. He rode me a few moments longer, harder and faster than before, riding out my orgasm, and having his in the process. He collapsed on top of me, both of us panting. We grinned at each other as he rolled off of me. We lay there, very content and snuggled up to each other for warmth, as the draft in the room because noticable. After many soft and tender kisses, and about an hour, we decided to get dressed. We got as far as our underwear before snuggling up and falling asleep.

That lady’s and gentleman, was my first time. Hope you enjoyed reading as much as I did writing. 😉 Happy fapping/ schlicking.

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