This story is based on a true story; it is my first so please be kind… The names of have been changed as I don’t like my name on the internet.
Chapter 1: The Beginning
All through my school life I was bullied and picked on because I was overweight and had slack-jaw. I never thought I would ever have a girlfriend but that all changed when I moved to the UK about 5 years ago.
Changing schools is never easy for a children, it was hard to cope… I had a South African accent and it was pretty funny to everyone else, but it also had this coolness to it as nobody had heard it before. None the less I still got picked on for my weight and slack-jaw. At 14 I was around 6ft with blue eyes and weighed anywhere between 190 – 210 pounds, I also wear glasses as im short-sighted
There was one girl I did notice though and she seemed to notice me, she came over and introduced herself as Emma, at this point she was pretty much the only girl to talk to me. She was around 5ft 6, green eyes with brown hair and from what I could see her breasts were at least a B cup maybe a C cup.
We became good friends over the first 6 months and on Valentines Day I decided to ask her out… I was expecting a slap and for her to storm off but she responded with a “Yes, I’ve been waiting for you to ask me out!” followed by a wet kiss on the lips.
She introduced me to one of her friends who preferred to be called Caz. She taller than Emma… Around 5ft 8, long blonde hair and she had a bigger cleavage than Emma by far; I reckon she was at least a CC cup.
I sat my exams and finished Year 11. Sadly Emma and I were not together for much longer after that as I moved 20 miles closer to London, sure it wasn’t a lot but it was just the pain of travelling to see her every weekend, so we agreed to be friends.
I spent the summer working with my dad, window cleaning… I was working in the heat of summer getting a nice tan and loosing some weight at the same time. By the end of the year I had shed around 70 pounds. I was quiet proud of myself and decided to keep in shape, attending a local gym once a week and working out
What I didn’t realise was that Caz and my younger sister had been hanging out and over the year had become good friends… Lucky for me Caz lived in Hatfield with her grandparents. Caz spent most nights sleeping over and we soon became friends. As we spent more and more time together I found that I was falling in love with Caz, after a while I took up the courage to ask her out on a date. We went on a couple dates and over the months became the closest of lovers, she spent almost every weekend at my house and I was once again happy, by this time I was 17 and Caz was 16.
Caz and I had been dating for around 6 months now and we felt that we were ready to take our relationship to a new level.
It was a hot summer afternoon and we were sitting up in my room playing on my PS2, we were playing Tekken Tag and she was for the first time mopping the floor with me… I don’t usually let her win but this time I felt like being generous
After loosing 3 times in a row we made a deal if she won the next 2 rounds I would have to go down on her and if she lost she would give me a blowjob. Now this got me all excited and thought that there was no way I was going to loose these next 2 rounds.
After about 5 minutes I had beaten her, it was actually a bit of struggle but I beat her… A looked at her and she was pouting she turned to me and said “Well, a deals a deal”
She leaned over and kissed me on the lips and then moved her hand and slowly undone my jeans and ordered me to stand up. Standing up I took my jeans off completely followed by my boxers, she instructed me to sit down. I sat down and she kissed me softly then took my semi-hard cock and licked it up and down then worked it in her hand until it I was rock hard… Once I was hard Caz took it into her mouth and worked up and down the shaft. I rested my head back and sighed softly as she bobbed her head up and down my shaft. After a couple minutes of this I put my hand on the back of her head and told her I was going to cum she replied with
“Fill my mouth with your cum I want to taste you”
I was only willing to oblige pushed her head down on my cock and exploded in her mouth, shooting jet after jet of hot cum down her throat.
I was now going flaccid, she turned to me and said “Alex, I want you to fuck me babe”
Well I was now shocked at this and was starting to go hard at the thought… I leaned over and kissed her on the lips and said “Are you sure, it’s a big step” with which she replied
“I’ve wanted to fuck you since the day I saw you”
She reached into her jeans pocket and pulled out a condom and placed it in my hand and told me to put it on as she got undressed… I carefully opened the package and pulled the condom out as she stood up and took her top off then reached behind her back and unhooked her bra and let her tits hang free.
By this time I had the condom on my rock hard dick. I watched her step out of her jeans and then slide her lacy thong down; the girl of my dreams was now standing completely naked in front of me… I thought I had died and gone to heaven for split second then I realised I was very much alive.
Caz lay down on the bed and ordered me to her; she spread her legs and told me to get in between them… I did as Caz order and placed myself in between her legs; I lent down and kissed her softly.
I felt her hand grab my cock and place it at the entrance to her sopping wet pussy. I pushed gently and she winced in pain quietly, I asked if she was alright and she replied “Yes, I just want all of your cock in me”
I shoved my hips into her and she screamed out in pain, she asked me “Is all of it in” I replied “Yes, it is”
She sighed in relief and kissed me as I slowly fucked her; she met each of my thrusts with one of her own. I picked up the pace and began fucking her with all my strength as she moaned in pleasure.
After about 5 minutes of me thrusting my cock in and out of her wet pussy I felt my balls tighten and whispered in her ear “Im going to cum” to which Caz replied
“Okay, we can cum together” as I began pumping my cock harder in and out of her wet pussy… After about 30 seconds I couldn’t take it anymore and came and collapsed on top of her with my semi-hard cock still inside her, about 10 seconds later I felt her pussy tighten on my rapidly deflating cock and felt her orgasm rip through her body
We lay there for about half an hour kissing and cuddling and vowed that we would never split up…
Our sex adventures didn’t end, but that is a story for another time