Thanks for the support! Enjoy the next 2 chapters
THOMAS' POV
Somewhere at the beginning of JC was the turning point in my life. Losing my virginity was not a very significant personal milestone, however it did spark a marked increase in my sexual appetite.
Me and Fiona had decided to go to an underaged party at some nightclub, and this was during the March holidays. While there was no alcohol served at the event, we managed to purchase a few of bottles of beer elsewhere, and by the end of the night we were both pretty inebriated.
Being a gentleman, I decided to send her back in a taxi, before making my way home myself. Whilst in the cab, she was leaning on my shoulder, and she asked me if I wanted to stay over.
I was quite unsure if my parents would agree to me disappearing for a whole night, but I figured since we'd never really spent a night together, that it'd be nice and romantic. Hence I agreed, not knowing what was in store for me.
We reached her block within 20 minutes, and we both staggered into her house. Her parents were asleep by then, and we both washed up quickly and jumped into bed together. Once we settled under the covers, we started playfully kissing each other, with my hands roaming all over her oversized t-shirt.
She grabbed my hands and shoved it under her shorts and smiled. No panties! I was pretty excited by then, and was using my fingers to fiddle with her cunt lips, slowly but surely feeling it get wetter and wetter.
She gasped as my fingers found her clit, and I flicked it gently, before rubbing it with controlled pressure in circular motions. She gasped and moaned softly, careful not to wake her parents next door. She unbuckled my jeans and released my very constrained penis for my underwear, and she grabbed it tightly with her fingers, running her thumb over my cockhead.
I groaned in pleasure, finally having some pleasure after working on her for so long. 'suck it' I commanded, and she dutifully engulfed my penis into her open mouth.
I realised she didn't quite like deep-throating it, and she only would suck half of the full length at most. She stopped sucking after a minute, and spread her legs wide. 'you wanna fuck me?'
I didn't say anything, too stunned to react at that point. I had kept a condom in my wallet, thinking perhaps one day I'd get to use it, but I never thought that day come so soon.
I fumbled about with my wallet and managed to unwrap the condom, trembling in anticipation. As I unrolled it over my cock, Fiona slutty-ly rubbed her pussy juices around her hole, lubricating it for my grand entry.
Being a first timer, I awkwardly positioned myself above her in missionary style, and she grabbed my shaft and directed it into her warm entrance. She was dripping wet, and it slid in slowly. Despite not being a virgin (she had slept with her previous boyfriend), she was extremely tight, and it took a few seconds before my entire penis penetrated her fully.
She moaned as my hard dick made contact with the deep recesses of her vagina, and wrapped her legs around my back, hands clasped around my shoulders. I kissed her as I pumped slowly, not too sure of the right amount of strength or force or speed to use. I didn't need to think long though, being a first timer I didn't last past a couple of minutes at most.
She whimpered softly as my balls made contact with the bottom of her pussy, mashing her tight cunt over and over again. After 15 thrusts or so, I managed 'baby I'm cumming'.
She tightened her legs around my back and whispered 'cum baby cum'.
With that, my mind went blank for a couple of seconds, and my thrusting went into autopilot as streams of sperm flew out of my not-so-virgin penis, filling up the condom with my spunk. She continued hugging me tightly as my penis throbbed inside her, wrapped tight by her slippery pussy.
After recovering from my orgasm, I apologised for not lasting long. She kissed me and told me its normal for first timers and that I had nothing to be ashamed of. We cleaned up hastily, and tried to fall asleep.
Alas, I wasn't done yet, and within 5 minutes my dick was up and poking her back as we spooned. She turned around and smiled, 'you wanna fuck me again?'.
She didn't need to ask twice, and we quickly got naked again. She sucked my cock to get it nice and lubed up, and just as I was about to enter her, I remembered that I had no more condoms. Just as I thought the opportunity was lost, she said 'my period just ended, it should be ok. Just fuck me'.
Hearing this I figured what the heck, and placed me dick at her entrance. I inserted it in roughly, and pain seared through my groin.
Being uncircumcised, I had a very tight fore-skin, and I wasn't used to having it retract over my cock head. Fiona was so tight that even with lubrication, penetration was difficult. I got a shock when I saw my skin retract over the head of my penis, exposing the red and raw tip of my cock. I managed to pull the skin back over, and tried again, but the same searing pain I experienced earlier wouldn't allow me to penetrate her waiting vagina further. The pain, unfortunately, caused the rapid shrinking of my cock, and we eventually gave up and went to sleep.
That sums up my virgin experience, at 16 years of age.