First story so constructive feedback would be good. Some of this is true, other parts are slightly exaggerated. If people like this then I might make it into a series. This starts a bit slow but eventually it gets into it. Later chapters will have more sex. Enjoy.
My ex-girlfriend is a bitch. Oops maybe I’m getting ahead of myself, I’ll start off with a quick description of us. My name is Oscar and I guess I’m an average looking guy, I’m 6ft, have brown hair and am about 175lbs. I won’t lie, I don’t have huge biceps or abs but I’m in no way overweight so things could be worse. Cate on the other hand is really quite attractive, I’d say I definitely did well for myself. She has dark brown hair, clear blue eyes, awesome C cup tits and a great body. But then again she’s also kind of a bitch…so there’s definitely a trade-off.
We first met at Steve’s house party. Being the smooth young lad that I am I started up the conversation. Well I say that, realistically I drunkenly dropped my keys on her and she decided to hang onto them, this got us talking and the next thing I knew we had spent the whole party chatting to each other on our own in a corner. It was mostly just drunken flirting but we really seemed to bond and become close on that night.
At the end of the party we didn’t even kiss, we just exchanged numbers and she went home. We continued to text over the following weeks and It didn’t take long until another party came along and there we had our first kiss. This was when I unknowingly started getting stung along. Cate would tell me she liked me, and when a drinking event came around we would drunkenly find each other and start kissing. A lot.
This continued for months, we would text but never meet in person unless at a party, she told me that she liked me and kept me wanting to be with her. But we never met up. Not unless it was a party, at parties we would get drunk and kiss for what seemed like hours, so for a young virgin like me was great. Eventually at one drunken party we said we loved each other and that we wanted to give dating a try. It didn’t last long. She kept up the pattern of texting me, leading me on, and never trying to see me. Really it was a nightmare but in my young mind I thought I loved her and that she was worth the work.
Eventually I learnt to drive and whenever she went out drinking she would call me for a lift. Lucky me I thought. I picked her up, and she often wasn’t that drunk so we would park up and get in the back of the car. All we did was kiss don’t let your mind go racing just yet.
On one night in particular Cate mentioned that she could stay out later than usual which to me meant great things in terms of getting things moving sexually.
We sat in the back of my car kissing, my hands gently wandered all over her tits and up her legs. I stroked her over the top her clothes and she clearly loved this, she even started to run her hand over my jeans where she could feel my 7-inch hard cock straining against the fabric. ‘Finally’ I thought, the months of teasing were about to come to an end. She and I were enjoying ourselves, I could even feel her wetness seeping through her leggings onto my fingers that lustfully stroked her. I was taking things slow, trying to let her feelings of lust grow to the point where she would let us take things further. And hey, I’m not a bad guy, I didn’t want to rush her into anything so I was happy to let her set the pace. Despite the fact that my cock was throbbing and I felt the overwhelming urge to sink my hand down her pants to get a feel of her hot, dripping pussy. But then, just when I thought things were finally about to escalate, disaster struck. My phone started ringing. It was my brother calling, and after letting it go to voicemail 3 times I finally pulled my lips away from hers and picked up the phone.
“Oscar, it’s me. I need you to come pick me and my mate up”
“No way Andy I’m at home trying to sleep” I lied.
“Well get up, Matt’s too drunk to get a taxi and there’s no one else, don’t be a twat, come pick us up”
At this point Cate had overheard the entire conversation and urged me to go pick him up as the moment was clearly gone. The potential guilt of leaving my brother to drunkenly struggle to look after his friend with no way of getting home got to me and I reluctantly got myself ready to leave and told him I was on my way.
As Cate got out of the car, I kicked myself for picking up the phone. We kissed goodnight and I hoped beyond hope that I’d get another chance like this one. I drove off to pick up my idiot brother and soon found out that he hadn’t even bothered calling anyone else for a lift. God dammit.
Cate and I continued to have our late night meetups, only ever after she had been out though. She always made excuses stating why we couldn’t hang out at each other’s houses, or for long periods of time like we had on that awesome night. The excuses were usually just that she didn’t want her parents to find out. Don’t get me wrong, I didn’t want to just meet up and fuck. I genuinely wanted to hang out and have a proper date. But nope, she wouldn’t have it, and for some reason I kept giving her the benefit of the doubt.
Things continued as usual and after many more brief drunken make out sessions Cate and I still hadn’t progressed sexually. I desperately wanted more but never pushed things or pressured her no matter how much she led me on. Eventually she broke up with me. I’m still not even sure why. She even had the nerve to say that she wanted to keep messaging each other. Me being an idiot thought this was a good plan and that if I played things right it could lead to us getting back together. It didn’t.
About a week after we broke up we attended another house party. We didn’t speak much and I ended up chatting to a girl I’d met in class. Her name was Charlotte and she was smoking hot, she had long blonde hair, great perky tits and even a great arse. Needless to say she was way out of my league. But hey drunken me must have been a smooth bastard as the next thing I knew we were kissing in the middle of the dancefloor in front of everyone. Including Cate, which I could tell thoroughly pissed her off. But hey in my drunken thinking I was still mad that she’d broken up with me so I saw no harm in trying to move on.
Charlotte and I spent a lot of the night together and had a great time, we kissed and drank plenty together, we were getting a long great and looking back it was clear she liked me. I should have moved on and tried harder with her but no, Cate dragged me back. Throughout the night I noticed Cate and her hot brunette friend Emily looking over at us, giving us death stares. I got Charlottes number and was excited by the idea of learning more about her when we were both sober but I never really had a chance. After we had all parted ways Cate called me.
“I can’t believe you’re already getting with other girls, clearly you never actually cared about me” She ranted
I was shocked, she’d broken up with me! But like an idiot I still loved her so I acted far too nice to her, I apologised for hurting her feelings and we chatted for a while. She soon went on to tell me that watching me with another girl had shown her that she still loved me and she wanted another try.
So we did, we tried the relationship again and I gave up any chance of being more than friends with Charlotte. The second try went just as poorly as before and she continued to string me along. Don’t get me wrong she was very loving for the few days after the party, we even met up a couple of times but then she went right back to how she acted before, she kept me chasing her for several more months. Right up until she met Pete. After meeting him she decided she didn’t need or want me anymore so completely cut me out of her life. She stopped talking to me when she began dating Pete. She had put a stop to me moving on and then decided to drop me again to find someone else. God damn I was an idiot.
After she started dating Pete I was done, something had broken in me and I finally realised just how she’d treated me and decided that she was a colossal bitch. She’d wasted the better part of two years of my life, had held me back from moving on to meet any new girl and maybe worst of all she had been a massive cock tease. Needless to say at this point any love I’d had for her had been replaced with disdain. Of course after we finally stopped talking I spent a long time feeling devastated over the whole situation, sure I was mad but I also felt rejected and unwanted. Cate was my first love and possibly the hottest girl I was ever likely to get. But then one day I finally realised, If I could get a girl as hot as her and as hot as Charlotte then I could totally do it again.
I gave meeting people another chance and my confidence began to grow with girls. I still hadn’t gotten laid of course, drunken me wasn’t quite that smooth. But I did okay. One day out of the blue I got a call from Cate, Pete had dumped her for another girl. I’m not proud of this but knowing that her relationship had fallen apart made me pretty happy.
Obviously I didn’t say this to her, I played the nice guy again, though I still hated her and in the back of my mind I was forming a plan. I was going to fuck her and leave her. She was a bitch, and I wanted to get laid so I was happy to use this situation to gain the opportunity to lose my virginity and fuck the girl who had cock teased me for so long. So while on the phone to Cate I started things moving using my new found super power of confidence. Picking up phone I could hear she was devastated by the break up and I knew I could use this to my advantage.
“Oscar, it’s me Cate, Pete left me. I’m so sorry to call but I’m home alone and there’s no one else I can call. Please I just need a friend right now.” She sobbed.
“Oh my god Cate that’s awful I’m so sorry to hear that” I lied. “I’m coming over now, we’ll talk this all out.”
“No Oscar my parents are coming home soon” She continued to cry.
I knew this was bullshit, it was a typical lie she’d used to avoid me back when we were together.
“Don’t be silly Cate I’m coming over, I’ll be there soon”
I hung up without giving her the chance to protest. I got in my car and drove to her house. My cock already throbbing in anticipation.
****
I arrived at Cate’s house about 10 minutes after the call. Her parents still weren’t in, what a surprise. I walked up to her house and knocked loudly. She quickly came to the door, still in floods of tears. She stood there dressed in just a T-shirt and shorts, she clearly wasn’t wearing a bra.
“Perfect” I thought to myself
I pulled Cate into a deep hug and squeezed her against myself. I could feel her soft tits pushing into my chest, my cock at this point reached full strength. I know she could feel all 7 inches pressing into her stomach but she didn’t move away. I walked us in and shut the door behind me.
Cate was still pressed into my chest as we stood in the hallway. She sobbed quietly and mumbled about the break up. I pushed her away from me and she looked up at me directly into my eyes. Her mascara had been washed down her face from the tears and her cheeks were flushed. I gently took hold of her chin
as the tears and sobbing stopped.
I dipped my head and held hers tight as I moved in closer. I thrust my mouth onto hers, kissing her hard and passionately. Cate moved into my kiss and moaned. I firmly took her wrists into my hands and pinned her against the fall. The full weight of my body held her there as my cock pushed into her pelvis.
“Oscar no stop” She panted half-heartedly.
I knew she wanted this, she was still kissing after all. I kept her pinned against the wall and continued to kiss her hard. I let go of one of her wrists and shoved her shorts down her legs. My hand soon replaced them. She let out a faint squeal and made a brief attempt to push me away with her now free hand. I was doing things my way now. She wasn’t wearing underwear, the slut. My fingers ran over her smooth pussy; I could feel her juices running down onto my knuckles. She wanted this. I held her there, her body pinned to the wall and my hand massaging her fuck hole. She moaned loudly as I thrust two fingers into her. I then started to finger fuck her pussy as she gushed out more juices.
Cate was moaning like a whore and I was loving my first experience of her pussy. Her fuck hole was hot and drenched and I couldn’t wait to sink my thick cock into her. But wanted to wait, I was going to work her into a fuck frenzy until she couldn’t resist me. Then I was going to leave her, just as she had to me so many times. I was in no rush and this would be far more fun.
I soon started rubbing her clit with my thumb as I continued to fuck her with my two fingers, I wanted her to start working up to an orgasm. It didn’t take long. Soon her legs began to shake as she stood there, I could feel her pussy clenching around my fingers. She was close, her body had just started making jerking movements when I pulled my hand out, leaving her on the edge of her orgasm. She looked up at me, confusion in her eyes, she tried to grab my hand and push it back down but I held it where it was. I was in control here, not her and I was making that clear.
I roughly grabbed the collar of her shirt and led her through the doorway next to us and into the living room. Her bare pussy and muscular arse were exposed as I walked her over to the sofa. That was a great sight.
I ripped open her t-shirt and threw her down onto the sofa. Cate’s tits bounced heavily as she fell backwards, at that moment I stopped to appreciate the pair displayed in front of me. Cate tits were large, milky white, and had small light pink nipples that were clearly rock hard. Perfect.
I leant forward and began kissing down Cate’s neck, my kisses descended until her soft, large, tits came into view. I took her right breast into my mouth and sucked, I flicked my tongue over Cate’s erect nipples and she began moaning even more. She was still close to orgasm and I decided I’d tease her even more by again lowering my hand to her pussy. It was drenched. I had no trouble pushing two fingers into her and I quickly began rubbing her clit once again. While doing this I continued to nibble, lick and flick her nipples on both breasts and pretty soon she was ready to orgasm again. Her body started to shake, her pussy convulsed and she moaned loudly, her body working itself into a frenzy as I continued to push her towards her orgasm. But just before she could, I stopped. I had plenty more in store for her, but today for her that was as much pleasure she was getting. It was my turn.
I ripped off my belt and dropped my jeans. My throbbing cock stood up hard, pointing directly at Cate, waiting for her.
“Get up and suck it.” I said forcefully
I didn’t have to tell her twice, Cate was more turned on than I’d ever seen her and her pussy was dripping with anticipation. No doubt she thought I was going to let her finish after I was done. Ha.
She engulfed me and began to slowly swirl her tongue over the head of my dick. Her mouth was warm and wet and I was loving every second of my first ever blowjob.
Cate slowly began to bob back and forth as she took more of my cock into her mouth. Her tongue danced up and down my shaft as she held me in her mouth. I don’t know if Cate had done this with Pete or any other prick but she definitely had a talent for sucking dick.
She soon brought her hand up and began to jerk me off while still sucking me. This pushed me over the edge and I felt the familiar feeling of my approaching orgasm. I felt the heat rise up through my balls and cock and without warning I pulled out of her mouth. I jerked my cock three more times, her spit giving me plenty of lubricant before I began blasting streams of cum all over Cate’s face and tits.
It had been a while since my last orgasm so there was plenty in the tank. After about 8 full sprays of cum Cate was effectively plastered. Thick lines of cum were streaked across her face and plenty had sprayed onto her beautiful, soft, tits. Cum dripped and ran all down her body, right down to the soft pink folds of her pussy. I looked down at her and into her eyes, they were begging me to do more. To give her the orgasm she so desperately needed. But no, I wasn't done with her, this was just the start and I was going to leave her wanting more.
I said nothing more to Cate. I left her there, sitting on the living room floor, naked and covered in my cum. I wiped off my softening cock on the shredded remains of her T-shirt, pulled up my jeans and walked to the door.
Just as I went to open the door to leave, the handle turned and Cate’s parents walked in. Still unaware of their daughter plastered in cum in the room next door. This was brilliant.
“Hi Mr and Mrs Watts, I was just leaving, but Cate is in the living room if you wanna say hi” I smiled.
“Oh okay thanks Oscar, nice to see you” Replied Mrs Watts with a confused look on her face. She knew Cate and I knew each other but I had never been in their house before.
As I walked down the path away from Cate’s house I heard a loud “Oh my god” from Mr Watts
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