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Homecoming With Katy | 2016

Disclaimer. This is my first story. It is very long because it is very detailed. It is very detailed because that is the way I like it. Skip to the dotted line for when the action starts. Enjoy.

I went to a small high school, my graduating class must have only had about 110 kids. It was because our school was so small the administration had no problem organizing events and fieldtrips that would accommodate us all. It was the first day of our senior year and our school decided they wanted to make it special for us so they organized afield trip to a local bowling alley and then gave us time for lunch on the town. After that we went back to school they handed us our schedules, locker numbers, and parking passes and told us we were free to go. This was the first day I met Katy. She was the new girl and she was hot so I made sure to leave an impression.

When we first arrived at the bowling alley she looked lost, every one was already in groups but she didn’t know any one so she was just kind of standing in the back. I couldn’t leave her there so I grabbed three girls I knew well and three other guys, we walked up to her introduced ourselves and invited her to bowl with us. She was fucking delighted. As we got our shoes the lights in the alley went dim and music started to play (No, this was not our homecoming). Every one is bowling and dancing and having a good time. Me, I’m not much of a dancer. So I sat down talked with some of the guys and subtly checked out Katy while I waited for my turn.

5’4 and no more that 110 lbs, she was wearing jeans and tight black shirt. Her hair was a wavy red-ish brown, and it ended on half way down her back. Really clear white skin, but she wasn’t pale. Instead she had this sort of glow. She had these almost Asian almond shaped eyes, and round cheeks that would ball up when she smiled. Her smile was amazing too. Her teeth were straight and white and her naturally pastel red lips were plump kissing lips. Her thin neck sat on narrow shoulders and her shirt really complimented her bust. The tight shirt also hugged her narrow waist and flat midsection. Her hips were slightly wider that her waist which made her already round derriere look even larger. She was damn fit.

Katy caught me checking her out and grabbed my hand and told me to get up and dance. I pulled down into the seat next to me and told her that I don’t dance much and that I’d rather get to know her. I found out she is Columbian, she had lived in the Philippines and Oklahoma before that and that she played the viola and ran cross country for her previous school. I told her that I was the cross captain but I was met with a no when I asked her if she was going to join the team. I would have loved seeing that ass bouncing around the track in front of me. So of course, I told her she should reconsider with her looking to be in such great shape. She quickly responded by holding her index finger back with her thumb, extending her arm across her body so that her had was inches from my face, and flicking me on the nose. “Watch it,” she with a grin said. “I have a boyfriend.”

What a tease.

After bowling we spilt ways I went with the guys and she went with the girls I introduced her to. Turns out those would be some of her best friends. The next day at school is our first day of classes. I see her in passing she smiles and wave and I reciprocate but by lunch time I’m thinking its game over because we haven’t had a class together and the day is half way over. I walk in to psych and take a seat up front. There is still 10 minutes until class starts so all the girls are talking about how they missed each other even though they didn’t hang out over summer because they hate each other. I see her walk in and I’m hoping she sits next me. Instead she walks over to the teacher’s desk exchanges a few words with the Prof. and is on her way out. I call her over and ask her if she needs help getting around or anything she says she can make it, she just wanted to introducer herself to the psych teacher because she has this class next period. Then she heads off to English, which is the class that I have next period. She walks out and I blatantly watch.

She’s wearing a khaki skirt with a white polo and Sperry’s. This is the first time I’ve really gotten to take a look at her legs, which are beautiful. The same glowing complexion as the rest of her. Her thighs are toned and her calves are too and they are so smooth that they are reflecting light. With each step she takes one ass cheek raises ever so slightly over the other as her hips sway. I want her to sit on my face. Pysch passes then English passes, I have two classes left and then practice. I need a nap. I walk into study hall and Katy’s there and I’m awake again. Study hall with her till the end of the semester means I’m going to put in work so that as soon as she realizes long distant relationships don’t work I’ll be there. But I make sure that I’m not her shoulder to cry on, I’m not the friend zone kind of guy. I’ll make what I want clear to her.

As the year goes on Katy gets more and more flirty with me. She kicks my feet under the table, plays with my hair, and pretends like she’s going to fight me. And of course sometimes I initiate, like I’d untie her shoe if she was being mean, if I’d see her in the hall I’d drop my head and bend at the waist and walk straight into her tummy. I’d steal a pen and she’d play wrestle me for it and I’d always let her win. She’d steal my water bottle and run around with it making me chase her down if I wanted it back. I wanted her so bad I was having dreams about her. In fact my first wet dream was that was riding me on my bed. At this point I had never eaten a girl out and all I wanted to do was make her come with lips, tongue and hands. I was doing research on where to lick, how to know if she was close, what to do with my hands, etc. I read all the educational literature about how not to go straight for the clit, how to kiss her upper thighs and lower belly, how to play with her nipples and not be too rough, how if she moves away I’m doing too much, and how if she grinds on my face then I’m doing it right. I want her to grind my face until she screams and shakes from her orgasm.

Anyway back to reality, one day I caught her good in study hall. I had just come back from the restroom and took my seat next to her. She puts her hand on my knee, makes eye contact with me, and loudly exclaims that my fly is down with a grin. She thinks she got me. With out breaking eye contact I say ask her just as loud “Why are you looking down there?” Check mate. I caught her peeping and the package. She stumbles with her words, turns red, and punches me in the shoulder. I know she wants it but I wont make any plays until I know she’s single

Finally it’s the Monday of spirit week. Friday night is going to be the big game and Saturday night is going to be homecoming. I sit across from Katy today because I have work to do, I’d have to settle for footsie. As soon as I sit down Katy calls my name and says, “We should go to homecoming together.” Initially she caught me off guard but then I realized she’s probably just trying to fuck with me again, because she has a boyfriend. I wont give her the opportunity to even try to humiliate me so I straight up tell her “Ha, no.” Later that night I’m talking to one of Katy’s best friends, Shelby, about homework. I bring up Katy jokingly asking me out and how funny study hall was today. Shelby starts get mad at me, telling me I’m a dick and how mean what I did was. I’m so lost about what’s going on and tell Shelby to explain what the fuck she’s talking about. She tells me Katy and her boyfriend broke up two months ago. Katy never told me because I always stayed just out of reach to be a shoulder to cry on. I instantly feel horrible. The next day in study hall Katy avoids sitting with me so I go over to her and tell her to find a blue dress for homecoming because were going together. She punches me, smiles, and tells me “Okay… and I will get you to dance.”

Flash forward to homecoming night. I drive to her house ring the bell and her mother opens the door, greets me, and yells for Katy. I instantly see where Katy gets her looks. Katy’s mom is maybe 5’5 and looks like she could be 23. Her breasts were large, C’s maybe D’s, her narrow waist and slightly larger hips were the same as Katy’s, but her ass must have been at lease twice as large because her cheeks were pushing the bounds of the jogging pants she was wearing. Pale pink lips, long dark brown, straight hair, put up in a ponytail. She had light, light, light brown skin and grayish green eyes. She is a 100 percent pure Columbian MILF. I’m trying my hardest not to stare at her cleavage as I wait for my date. But when Katy comes down it is impossible to take my eyes off of her. She is wearing a short tight strapless blue dress. She’s sporting a tasteful amount of cleavage and her ass looks like its about to rip her dress. She puts on her 5-inch heels and her legs alone make my jaw drop. She walks up to me puts her hand on my chest and ask me if I’m ready to go and all I can muster is a “you ummm… you look amazing.” She takes the rose from my hand says something about how I didn’t have to but I don’t remember because she was just so damn distracting. She grabs my other hand and leads me out the door, her ass with those heels makes me wish I could stop time to I could stand there and look at it forever. With each step she takes her hips sway drawing me deeper into a hypnotic trans. We drive over to a friend’s house to take pictures, then to dinner and then to the school gym. As we walk towards the gym I find out she’s actually two years older than I am because of some mix up from travelling school to school so many times. But any way that doesn’t matter. What matters is that if I play my cards right I could be burying the bone in a 20 year old tonight.

Once we walk in she goes immediately to the dance floor, dragging me with her. There’s a big circle in the middle of the floor and people are dancing one by one, putting on a show for every one else. Here’s the deal, I actually love dancing and I’m good too. So as soon as were on the floor next to the circle I jump in do a little dance get my blood flowing. I step out of the circle and tell her that I’m going to get some water and ask her if she wants punch or anything she says she’s fine and I tell her I’ll be back. Once I was hydrated I went back to the dance floor to look for her. I see her on the other side grinding with some other guy and for the first time I felt envy and anger over a girl. I wait for the song to finish and go up to her take her by the hand and walk backwards into the rest of the dance floor. I slapped her on the ass turned her around as she said, “I thought you didn’t like dancing” with a wicked grin while I put one hand in her and the other on her hip.

She was eager to grind because as soon as I turned her around she backed up on to me. Within seconds she had me hard. There was no doubt that she felt me getting harder and harder every time she bent over or circled her ass over my junk. This was the routine for the next hour and a half or so. And as we kept going I became more and more liberal with my hands. Slyly moving one hand from her hip to over her tummy. From there going to her upper outer thigh slowly working my way inward but never touching her mound. From her inner thigh I’d move up to just under her waist but just over her lady part. From there back up tummy and if no one was looking I’d giver her tit a squeeze. Not once did she stop me, instead each time I moved around she’d only press harder against me.

The music stopped and the king and queen were crowned and then the slow songs started. I grabbed her waist and pulled her close. My hands around her waist her hands on my shoulders around my neck. Her tits pressed against me and our crotches pushed together. I was looking right at her as she glanced around and avoided eye contact. I guess she was nervous so leaned down and the neck and pressed the front of my forehead against the said of hers. And planted a kiss right on her cheek. I could feel her cheeks ball up. She was smiling. So I kissed her cheek again closer to her mouth, then once more a little closer. I pulled my head and she looked up at me. I leaned in and gave her a peck on the lips and then another. The next thing I knew, her tongue was in my mouth and mine in hers as we swayed to some song. This went on for quite a while, until Shelby tapped us on the shoulder and said that all the seniors we heading to the after party.

Katy and I followed Shelby and her friend to Shelby’s house so Shelby and her friend could change. Katy and were waiting in my car and we could not keep our hands off of each other. We were making out touching and grabbing. This was s going to be the night I ate Katy out for sure. Once again Shelby interrupted us when she tapped on the window telling us it was time to go. Fucking Shelby (maybe you’ll hear about that one day). Any way we follow Shelby and her friend into some gated neighborhood, where there are familiar cars parked all the way down the main road. There is music coming from one brightly lit house with people walking in and out of it. Katy points out a parking spot, I pull over and park. I get out and walk around to open her door and as after I close the door I lean in to peck her on the lips. With her waist in my hands she leans back pushing her hips against mine while moving her head away from mine. What a tease. I take a step forward while lifting her at her waist and push her back against the car. One of her hands moves down my back while the other is on the back of my head as I get my kiss. I push my hips against hers and she gasps and then smiles as we make out.

We make our way into the party and every one is drunk or high, telling us to drink and giving us beer. Katy and I split in the crowd as I reject drinks because I’m driving. I’m trying to find my friends so I can touch base with them but every one is asking me what took me so long to get to the party and if Katy and I had sex. All I want to do now is leave. So I head off to find Katy who is on the dance floor grinding all over Shelby and two other girls. She spots me and pulls me onto the dance floor she can grind on me some more. As she backs up on me I push all her hair to one side and start kissing and nibbling on her shoulder, then her neck, then moving to nibbling on her ear, and then kissing her cheek. She turned her head and reached around my head pulling me close. Our lips barley made contact before her tongue was wrestling mine. With her still grinding on me my hands started to explore again. Our lips broke their hold as I went back to her ear and I whispered “lets go some where more private, so that I can kiss you somewhere else.”


Her opened up. Tonight was the night that I finally got to eat Katy out. We couldn’t make it to the car with out stopping and kissing every five yards. Each time we stopped our hips pushed together making me harder and harder every time. My hands slipped down below her hips down to her ass. I gave it a squeeze and I could feel her smile as we kissed. We war finally at the car and I can barely get the doors open because I’m so excited. I push her against the car and spread her legs with my knee. I gently move it upwards and grind it against her mound and she starts to moan. As soon as I hear the most seductive form of exhaling I know I want more. I open the door and she lays on her back in the back seat as I push the driver and passenger seat up for more room. She grabs me by the tie and pulls me on top of her as we grind and dry hump.

Then he pushed me up, looked me straight in the eyes, and said, “Sit up, I’m going to give you a lap dance.” With no hesitation I grab her around the waist and turn so now she is on top of me. She lets out a yelp through her beautiful smile pecks me on the lips and then adjusts to straddle my lap as I sit up. She is gridding and grinding on me and all I can think about is all those dreams where I ate her out or she was riding me. I smacked and squeezed her ass as she moved back, forward, left, right, up and down on my lap. I ran my other hand through her hair pulling myself in for a kiss. Her hands were on top of the seat over my shoulders and as she pulled away from the kiss she through her head back brink all her hair with her. The sight of her straddling me with her thin neck being defined by the light from the street lamp as she looked up was making me so hard. I lost control of my hands as they found their way up the side of her strapless dress. I cupped both her breasts, one in each hand. I lightly squeezed them, then moved my hands up, tucked my fingers in to the top of her dress and folded it down exposing her bare chest. Here breasts were the same glowing white clear complexion as the rest of her body with two pink puffy nipples the size of quarters staring me down

She looked down at me while grinding on them and while looking into eyes I leaned forward and put her nipple in my mouth plying with her other tit with my hand squeezing, sucking, biting, licking, and pinching. I see her press her lips together and I hear her moan. She’s still grinding on me. She looks close to coming. This is my chance. I grab her by the waist and turn to the right so that she is on her back under me once again. I peck her on the lips and tell her to relax. As my mouth leaves her I move to one nipple and then the other while my hands hike up her dress and rub her inner thighs. As I sink between her legs I run my hand across her thong and I feel how wet she is. I’ve never had a girl so wet that I could feel it through her underwear. I run the palm of my hand over her underwear going up the length of her pussy and then back down. Her breaths are becoming deeper and less frequent. So I plant a kiss on her inner thigh moving closer and closer to her mound. I give her one kiss over the underwear as I pull it off of her. Her mound was big and shaved and her lips were swollen but her clit was tiny. Her narrow slit was the prettiest shade of pink I’d ever seen.

I place her right leg on my left shoulder and stick one finger inside her, and then another. I can already feel how tight she is. I push down with both fingers, curl them in slightly, raise, extended and then repeat then repeat my left hand reaches around her leg and I pinch her slit watching her and kissing her legs as she jerks her self off. Finally I dive in, giving her one big the entire length of her pussy and then back down with my entire tongue. I tug on her lips with mine and tongue fuck her too. She’s moaning hard and leg is starting to shake, I move my left hand onto on of her breasts and squeeze it as she moves one of her hands to the back of my head. I turn my hand over so that my palm is facing up and push as deep as I can into her. I pucker my lips over her hole touching the base of my fingers and I start to suck and lick as my fingers are pushing up while alternating between fully extended and making a hook shape over her g-spot. Her hips move down and she is grinding against my face. She moaning and her breaths are short and rapid. Her leg is shaking and I can feel her ass clench and unclench repeatedly. I keep going and going and she comes as I move my mouth over her clit and start to suck and flick it.

She leans forward breathing heavy and puts both her hands on either side of my face pulling it up to hers and tells me the sexiest thing I have ever heard, “I want you inside me.” I lean in and kiss her placing her juices in and around her mouth. She undoes my belts and unbuttons my pants as I take my shirt and tie off. Before I’m done she has my fully erect cock in her hand resting just above her pussy. She told me how warm it was and how big I am. She gave it a little squeeze and precum shot out onto her wrist. As she raised her wrist to her mouth to lick the precum off I cock slapped her mound and then pushed my head up and down her slit with out ever actually putting it in. Such a fuckin’ tease. Katy gets impatient, grabs my cock and pulls it inside of her. She’s tight. I can feel my cock being squeezed as I enter her slowly.

Fucking her missionary in the back of my car, I decide I want this to last and take it slow. Moving my hips in circles as I pump in and out of her. She is breathing heavy and I think I can get her to come again if I put her in control. With me still inside her I pull rotate right as I pull her left and now she’s riding me in the back of my own car. My hands are free to play with her tits and hair. We start making out again and she’s moaning into my mouth. She’s starting to bob faster and I’m moving in circles below her. Her breathing is rapid again. She’s getting closer. I wrap my right hand around her leg and reach behind her. I run my hand down between her legs and slide my middle and ring finger into her as she’s riding me. She goes up and down and up and down and up and then down and then falls forward on me as taking recovering from her second orgasm. I run my left hand down her sweaty back and give her cheeks a squeeze as my right hand moves up to her head pulling it back by her hair. I kiss her neck and make my way up to her mouth and we make out as she recovers.

I’m still inside of her as her hips start to gyrate again. I stop her, lift her off of me turn her around and bend her over as I get behind her. I penetrate her from behind and pull her hair so her back is arched forward while I fuck her. I was close. I didn’t care about going slow any more and pounded a way. I could feel the pressure build up in my shaft. My head started to feel more and more sensitive. I told her I was about to blow. She told me she wanted it in her mouth. I pulled out of her and sat down as she turned around. She put my balls in her mouth first while she jacked me off slowly. Then after that she took the head in her mouth swirling her tongue around it. She knew I was close and she was playing with me. What a fuckin’ tease. Finally she started to bob her head and jack me off getting faster and faster.

Now because it was cross-country season I hadn’t masturbated in 40 something days. I was building testosterone so that I could race better (Shout out to r/nofap) but at the same time I had 40 days of sperm and sexual frustration pent up in my genitals. She kept stroking and licking and I told her I was coming in order to prepare her for what was about to happen. She bobs all the way down one last time and on her way up I release. She pushes my dick into the side of her cheeks and sucks every last drop out of me. She raised her head off of my dick and swallowed everything. Then she cleaned the rest of my dick. That was the hardest I have ever come and the most I’ve ever come and she didn’t even bat an eye.

We dress ourselves and we head back to her house. I pull into her drive way and she pecks me on the cheek and says we should do this again.