This is a true story (with fake names) of when I was in high school
I apologize ahead of time for my grammar, but here it goes.
I am a 29 year old man, I am 6 foot 5 inches and over the years I’ve dated over 27 women, when I tell that story a bunch of people always asked me “At the Same Time?” And my response has always been no… now the reason why I tell you that is because the back in high school a good portion of those women who dated me always dumped me, and it bugged the hell outta me.
It wasn’t until after high school I found out the real reason was because they’ve used me as a type of tool to get back at their ex, make boys jealous or because they wanted to sleep with my best friend… one of those girls who wanted to sleep with him was my ex Sarah (16 yo female), when we were together she barely talked if he wasn’t in the room, refused to be affectionate and the moment he dumped his girlfriend at the time she dumped me and went straight for him to “comfort him”… too bad he found her repulsive.
Anyway about a year later when i was around the age of 17 I missed the bus and was planning on walking home I saw Sarah’s younger sister Amy (14 yo female) on the curb on the street crying into her knees… I the gentleman I was decided to sit beside her and asked if she was Okay, she looked at me as she stopped crying as she told me that she was unable to hold onto a boyfriend longer than 4 days, I told her that I was in the same boat as her as i couldn’t hold onto a girlfriend longer than 6. After a bit of conversation and cheering her up i said “how about this, how about we date each other for one week, we treat each other like we’ve been treating our previous relationship and then at the end of the week we tell each other what we’ve been doing wrong and learn how to work on them” she took a moment to think it over before standing at her 5 foot 2 inch frame with the biggest smile holding out a hand saying “I love it, from this point on until the end of next week since it’s Friday you and I are boyfriend and girlfriend” I stood up and towered over her as I shook her hand in agreement before giving her my number and walked home.
The next day being a Saturday I woke up to the sounds of constant text messages, at first i thought it was my father asking me to come help him at a construction site but it after looking at my phone I saw that it was Amy and she sent me 23 messages in the last hour saying “hey baby” “i miss you” “I dreamt of you” and the rest were photos, the moment i unlocked my phone to see what she sent me I was shocked to see selfies of her naked body, close ups on her pussy, tight ass and even a video of her masterbating.
Now as a gentleman with experience I knew that this was wrong and I had to tell her that this was inappropriate, but as a 17 year old virgin with a high libido… I’ve decided to save that talk for the end of the trial period, especially after I learned I got more messages like that every morning for the rest of the week, back at school it felt like an old rom-com movie… we held hands, kissed under the bleachers and she even allowed me to fondle her small body as she moans my name.
Of course at some point I asked her if she did this with the rest of her exes, she told me that she tried but some of them refused to even hold hands with her, and hardly any of them responded to her Text messages. Later on in the week during recess Amy and I met at the Gazebo across the lake of the school and proceeded with our fondling session, till I decided to get a little bold as I began to trace my hand down her pants to feel her panties, realizing afterwards that she wore non and was soaking wet… I rubbed her pussy feeling her body twist and and grind against my leg as she says “I want to to stick your finger in me… but be gentle, your fingers are bigger than mine and my hymen is still in tact” I choose not to do it but instead kiss her neck as I rubbed her pussy vigorously, moving my middle finger in circular motions around her twitching clit.
I continued this motion for a while until she began to say “wait… wait.. wait wait Wait!” Trying her hardest to undo her pants, I pulled out my hand and quickly pulled them off her as she continued with her own fingers, squirting hard as a hard stream of pussy juice drenched my clothes and my face, her legs trembling trying her hardest to keep her on her feet as she apologizes over and over, telling me that nobody has ever seen her do that and thought it was discusting, me on the other hand I was so aroused something clicked in me as I grabbed her by the ass cheeks pulling her towards me as I began to say “don’t be, that was very hot… now let get you cleaned up” as I proceeded to eat out her twitching slit.
Amy proceeded to grab my hair, mouthing the words stop as no words could be spoken and her legs locked up as I continued to lick her folds and rub my bumpy tongue against her sensitive bud, after a moment of silence she finally caught up with her breath as she began to ask “have you done… t-this with my… S-Sister?” I pulled away as I stood up replying “no, but I’ve wanted too… now are you going to be a good girl and help me out with my problem?” Before she could respond the sound of the bell sounded and I snapped out of it before saying “hold on to this, you go without me ok?” As I then gave her my phone before jumping into the cold lake.
If you wondering why I did that it was so that way i could calm down my erection and used the locker room showers after telling the teacher that I was walking around and I “accidentally” fell in, plus I didn’t want the risk of them smelling a girl’s pussy on my clothes and breath. Later on I changed into my gym clothes and got the gym teacher to tell the situation so that way I couldn’t get a tardy. Later on I met with Amy to get my phone and we went our separate ways for the rest of the day.
The day before the week ended Sarah comes up to me as I was getting stuff out of my locker asked “are you dating Amy?” I looked at her responding “holy crap you speak? I thought all this time you were mute unless David was here… as to annoys question do you mind if I asked why would you suspect me of all people?” She rolled her eyes as she said “i don’t know, she’s been acting super happy and it’s driving me crazy, i see the two of you hanging around together and holding hands in the hallway so i just assumed”
I looked at her and proceeded to tell her the half truth saying that yes i was dating her but only for the week to understand our flaws, she looked at me saying “well you have to break up with her now” I laughed as I looked at her asking “David turned you down again huh? What’s this the 15th time?” She crossed her arms before responding “19th, but that doesn’t matter, I mean I’m nice, he’s handsome, I’m a virgin-“ “he’s not…” I say interrupting her before she says “exactly, we were practically made for each other, and once he’s done with his new slut I’m going to try again” I looked at her as i closed my locker before saying “good luck with that, but maybe in the meantime you should work on your flaws” Sarah looks confused as she asked “what flaws? I don’t have any flaws?”
I then responded with “how about the one where if you can’t be happy then you have to destroy a relationship that’s on a limited period that’s going to end the next day?” She gave me the middle finger and proceeded to strut away… the next day was the last as we both met each other after school meeting at the gazebo getting our nots together, she looked at me and even though she was sad that it was ending she looked really happy even after I told her all of her flaws, I was a little annoyed that the only thing I got in return was a “Too Perfect” but oh well, as we were about to leave she held my hand before saying “hey, so I was wondering… even though this is our last day, can we make it a special ending?” Before pulling my hand to her crotch, I smiled as I asked “do you want me to each your pussy again?” She then gets closer about to kiss me as she whispers in my ear “I want you to be my first” I looked at her confused before asking “are you sure? I mean you’ve never seen my dick once, and besides we’re not even dating anymore… wouldn’t you want to save this for someone you love?”
She smiled as she grinds her crotch against my hand before saying “well, the days not over… plus I’ve been waiting to repay you for eating me out” she said before getting on her knees of the wood floor and staring to undo my pants, once she reached in to grab my shaft her eyes got wide in shock as she asked “hold on, that can’t be right” after pulling it out she stood up covering her mouth before saying “oh my god, what is that?”… see what she saw was what my friends call a “Blessing of the Gods” in the locker rooms as I was born with a large endowment of 8 inches in length and 2 inches in thickness
She looked at me as she slowly got back in her knees to examine me further before saying “maybe it’s a good idea you shouldn’t be my first… holy smokes this thing would kill me or at least split me in half” i couldn’t help but laugh as i responded “yeah, sorry… I guess I’m a little bigger than your exes eh? You don’t have to continue if you don’t want” at that point she took a deep breath and began to stick my semi hard cock and began to suck on the tip before saying “no no, I haven’t watched all those videos just to stop now” now since i wasn’t sure what a blowjob was supposed to feel like at the time I definitely enjoyed it as she continued to move her amateur tongue around my top in circular motions and stick my shaft as she sucked like a straw.
After a moment she started to get into it as she began to undo her pants to start playing with herself, moaning as she continued to “repay me” it took a while but I was starting to feel like I was at my limit, my mind clicked as I placed my hand at the back of her head as i started to say “hmm… such a good girl” before pushing her down on my cock, she gagged a bit but after some manual training she started to bob her head for a moment before pulling away saying “my jaw hurts” i laughed as i stood up and began to masterbate in front of her saying “get ready for my cum” before she closed her eyes and stuck out her tongue, it took a while but it wasn’t long until thick ropes of cum covered her face as some of it want into her mouth, she looked satisfied as we ended things there, she even made a joke about jumping into the lake to wash off my cum from her face, though all she did was while it off with her hands as i watched her eat it as we went our separate ways.
And that’s how that story ends, i have more stories that involve my sex life but I’m pretty busy most of the time.
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