So as not promised, here is a follow up from my last story. I don’t know how to tag reddit posts in other posts so just go to my profile and read it if you want.
Anyway, I had stated that Kelsey was my first rebound after Kendra. Kendra was only the second girl I had ever given the label “girlfriend.” Further, I had to break up with her myself and she made it very difficult for me. More on this in a bit and how it led to one of the best fucks of my life.
I have what I consider to be pretty terrible attachment issues and have always had trouble committing to a partner. Part of my memoirs is to explore why I still have these issues and where they come from. My long and hard journey (pun intended) to lose my virginity is another story I will highlight upon in my memoirs. I am so far from a perfect person, or maybe I’m just too hard on myself, I really don’t know. Even the best of us succumb to temptation, or else this sub would be very dry, boring and full of stories of healthy and happy relationships. For the sake of our spank-banks, I’m so glad people are as dysfunctional as me.
So back to Kendra. Let me preface this by saying that fortunately Kendra got over me quickly. She is now a wife and mother of a little boy and from what I can tell seems to have found what she was looking for in life. As with all my former partners, I wish her no ill will and want to make this clear cause I will not paint her in the best light. But that is what happens when you date someone who is terrible for you. Heed my warning, if you have doubts about a partner, he or she will likely not get better unless you two are committed to making it happen.
Kendra and I met at a tailgate for the first season’s football game, drunk as hell, among fraternities, sororities, country music, cheap warm beer, and grilled meat in tortillas. It was a right-place-right-time scenario and in my drunken stupor I noticed that a cute and sweet girl seemed very interested in me. I would later find out this was the second time she had tried to talk to me. The prior spring semester she had approached me at a party, had a full on 30 minute conversation with me that I had no recollection of. It was funny to me how this was not really a big deal in college but looking back was pretty toxic on my part but Kendra didn’t seem to care because now she had my full attention.
Physically speaking she was about 5’ 9”, had dirty blonde hair, pale skin with a lovely peppering of freckles, an hourglass shape, and glorious C cup breasts. Her family was of Russian descent and she had pouty plump soft lips and light blue eyes that were like jumping in the cool ocean itself. They literally were that blue. Like many of the girls who have been interested in me in the past, I had no idea Kendra was coming onto me (for the second time), but there she was, wearing a red sweater, black leggings, and getting rather touchy with me.
We spent the whole tailgate together and even both drunkenly passed out during the game in the stands, it was pretty cute. Our school had a god-awful football team and after suffering another very predictable loss, Kendra and I walked together out of the stadium. “Where do you live?” I asked as we weaved through a sea of drunks. “At ‘the Hill,’” Kendra looked inquisitively at my facial expression. “What?” she said in a puzzled way. “Uhh that’s where I live,” I laughed. Turns out we were neighbors and this is a sexy little detail that will be relevant for our break up.
Anyway, that night we rallied and went to a party together, we danced our asses off on the floor, made out in the woods along with several other couples we could hear, and then decided that it was time to go home so we could play with no clothes on. Next thing I knew I would pulling off a soaked white lacy thong and Kendra was naked laying on the bed giving me those famous “fuck me” eyes she would give me over the next few months. Her beautiful round, tear drop tits were in my face and my cock, soaked in her saliva and juices, slid in for the first time making me shudder. The first round was so quick cause Kendra reached around and lightly rubbed my balls while I was inside her. A girl had never done this to me before and as a result I had to quickly pull out and unload all over her stomach.
We went three passionate rounds that first night. I was starved for sex and so was she. “Suck on them please” she said between my thrusts. Her pussy was gushing as she took me and I obliged, sucking on one of her perfect nipples that was now hard in my mouth. That was when I found out her secret. Kendra, upon receiving a mouth all over her breasts would cum shortly thereafter. She loved having her breasts licked and sucked all over and her moaning and pussy gripping on my cock told me I was doing it right. Realizing this was more than I could handle and for the third time, I pulled out and shot ropes all over her flat stomach with her looking up at me biting her lower lip. Fuck that was hot.
I wish I could tell you the sex stayed this well, sexy, but it surely did not. Turns out Kendra had a lot of issues like me. She said cum irritated her skin so after the first night I had to always use a “sex towel.” It was this disgusting towel that I used every time to blow my load in and we would wash it every day or two. I’m not proud of the “sex towel” and until now have kept this a secret, only revealing it for your entertainment. Further, Kendra and I just didn’t vibe much once we started dating.
Kendra came from quite a bit of money so her parents were not so pleased that at this particular moment in my life, I had no idea what I wanted to do after college. While I was on track to graduate, her father openly made fun of me for the prospective career ideas I would pitch. He himself had made millions selling gun parts and was just all around a piece of shit. What is ironic is that Kendra was the one who helped me decide what career in which I eventually did embark. We were both interested in the same field and I ended up following through, and she ended up joining an MLM after college. So the joke is on her dad because I know exactly who bought the rest of her “products” after she couldn’t recruit and sell the same shit I could buy in the nutrition aisle at Walmart. I do acknowledge that I have Kendra to thank for dragging me to several job fairs on campus where I figured out my career path. Thank you Kendra.
Kendra and I turned out to have a few other key things that destroyed the legitimacy of our relationship. Kendra was a closeted homophobic who would drag me to church (I hate chuch and have always loved the LGBT community), was obsessed with her sorority (I hated greeklife in college), and was desperately trying to mingle in it’s politics (something I just couldn’t take seriously). She was even considering working for her sorority post-grad and that was one of the final straws for me. In fact, it was the day that I skipped out on one of her greek life events to go get stoned with my roommate that I think she knew we were done. But for whatever reason she still wanted to date me. So I built up the courage, made the 30-second walk to her apartment, and knocked.
I don’t know what I told Kendra when I showed up but it didn’t go well. And by this I mean it didn’t go well for me. I had been keeping this desire to break up with her for weeks and I broke down in her apartment and cried openly, sobbing uncontrollably because of how guilty I felt. It was extremely embarrassing and so difficult for me but Kendra surprisingly took it very well and my dumbass 22 year old self realized that honesty is always the best policy. For the next two weeks however, Kendra would engage in a pretty aggressive campaign to win me back in the way she knew best.
As stated in my prior story, I made hay while the sun shined in the form of Kelsey’s sweet and tight body. Kelsey had none of the sexual hang ups of Kendra and was significantly better in bed. On my way back to my house from Kelsey’s I saw Kendra’s car pull in as I was walking to my door. My caseless iphone 4 (I was irresponsible in those days) buzzed to reveal two texts from Kendra.
“Hey you left your coffee maker at my house” “Wanna come over and grab it really fast before I go to chapter?” I thought nothing of this. Chapter is the weekly meeting sororities have where they sit in the same room and act like they all don’t all hate one another and talk about how much better they are than everyone else. I figured Kendra would just open the door and plop the coffee maker in my hands and shoo me off.
I knocked on her door and Kendra opened up wearing nothing but a large sorority t-shirt. I couldn’t tell if she was wearing shorts under her shirt but I tried not to think about it. She closed the door and hugged me. “Hi you, how was your weekend?”
Kendra knew damn well I spent the whole weekend in Kelsey’s bed. “Uh not too bad” was all I said while Kendra held on a little longer. Kendra had a very expressive face. She had told me about how she would practice her facial expressions in the mirror so you could always read her face if she wanted you to. When we finally pulled away Kendra looked at me with those blue eyes, giving me the “fuck me now” face I had become so familiar with. I tried to ignore it but I couldn’t help myself. We stood in silence for a few moments. Sexual tention filled the room like hot water filling a mug, heating the mug up to where it burns one’s hands.
I took a half step to Kendra and our lips met. I ran my hands down those hourglass curves and felt the string of a black lacy thong at her hip, a new thong I had no seen before. So turns out she had not been wearing pants at all. We made out and walked to her bed where I threw her down. I was not nice about it and Kendra let out a little moan when she plopped on the bed. She reached up and grabbed me and “fuck the shit out of me” was all she got out before I hopped on top. We made out furiously. Our tongues were not dancing in our mouths, they were fighting. I pulled back for a moment, “wait Kendra I shouldn’t.” She aggressively pulled me back in, “just fuck me.” I gave in, I couldn’t help myself. Kendra was clearly trying to win me back and it was too sexy for me to handle. While I was on top she pushed me off aggressively, “take your shorts off now.” I threw them off to reveal my cock completely erect in front of her face. Kendra proceeded to gag and deep throat me, something she had never done in the 5 months we dated. Her warm mouth and tongue made me moan and I grabbed the back of her head to set the motion of her sucking. Those plump lips wrapped around the head as she looked up at me with those blue eyes. “Oh Kendra, those lips feel so good,” I moaned out completely at her mercy. My sensitive head felt so amazing wrapped on those plump lips.
I pushed her down on the bed and Kendra aggressively grabbed me and dug her nails in my back as I forced my cock inside her warm, wet pussy. I felt her grip down and it made me thurst myself inside her even harder. We had this thing where she would grip me and I would trust in as hard as I could to try to loosen her grip. It was a little game we played. Kendra was a girl her did her kegals so it only made us both approach climax all that much faster.
Because I had fucked Kelsey that morning I was on my A-game and Kendra’s grippy pussy wasn’t going to finish me that quick. We played this sweet game for a few thrusts while Kendra grabbed my ass and pushed me in further. I knew what she was doing, she was trying to reclaim me with nasty, rough sex. She knew what I liked. I pulled out, stood at the end of the bed, and grabbed her legs. I placed them on my shoulders and slid in once more. I fucked Kendra as hard as I could her face looked up me the way Riley Reid does in that meme that says “oh you’re gonna make me cum.” We all know that face, that porn star face where they look a little like they are in pain. Kendra didn’t seem to be in pain she was in bliss.
I didn’t let Kendra’s beautiful sex face, tight grippy pussy or bouncing tits stop my game. I fucked her senseless and as hard as I could. I knew I was getting in deep but she was taking it like a champ and I felt that grip tighten down as Kendra’s first orgasm washed over her making her moan and shake. She closed her eyes, gently rubbed her tits and arched her back as I mercilessly pounded away. I slowed up to catch my breath and with me still inside, Kendra wrapped her legs around my back and pulled me back in and I collapsed back onto the bed. “Fuck me more,” she begged to me as our lips locked again. Then her phone rang.
With me still inside, Kendra answered it on speaker while I slid in and out this time with long and slow strokes, teasing with my swollen head at the entrance of her pussy. Her lips wrapped tight and parted for me to slide in nice and slow. On the phone was an auto repair shop asking Kendra if she would be able to come in an hour later tomorrow to get an issue sorted out. Kendra looked up with that same “Riley Reid” face and covered her mouth and moaned out her second orgasm on the phone with this man.
He had no idea as he spoke endlessly about the noise her car had been making. Seeing her eyes roll and feeling her pussy grip while she came almost made me blow but I was not done. I was also mindful about what I was doing, having amazing break up sex with Kendra, and knew I was playing with fire. But fuck did fire burn so good. At this moment Kendra could be melting my skin and I would still be fucking her like an animal.
Kendra brought her A-game as well. She threw her phone down, “you need to cum all over my tits.” No reference to the towel! This was more than I could handle and I began to thrust for the final time, still on top, grabbing her ass so her pussy was tilted up allowing me to use my weight to fuck her much harder and deeper. In my experience, this angle will make most women shudder. She was moaning so loud that there was no doubt the whole building could hear. She also made that same face that turned me on so much and I felt that feeling begin, the beginning of a monumental strong orgasm. My abs burned and that burn spread to pleasure down my stomach to deep inside my cock and balls. I was exhausted but shut my eyes and pounded away enjoying myself a little too much, indulging myself in Kendra’s warm, slippery grip.
Kendra knew I was close and gripped her pussy over and over like a steady pulse while I fucked her and this ended me. She knew exactly what she was doing.
Cum began to build and my orgasm washed over me while I felt that grip all over my sensitive throbbing cock. I knew she wanted me to cum inside but I was too scared to given how hard she was trying to keep me. That pussy gripped down one last time and I pulled out, moaning as I gripped my very swollen cock with my hand and shot what had to be at least 8 ropes all over Kendra’s face, tits, and stomach. Her juices provided a slippery lube as I worked my hand all over my cock which felt like it had electricity pulsing through it. Each deliciously pleasurable pump felt like I was shooting a piece of the cosmos out into the universe or charging an entire neighborhood with electricity.
I don’t really know how to write this but if you’re a man you know how amazing this feels when each pulse just shakes you at your core, makes you moan, and just takes your breath away. That moment you release all the built up tension, each rope of cum making you feel heaven itself is licking you all over. I gave one final earth shattering pump and my sweet climax faded, gifting me a few lovely aftershocks to remind me of what just happened. I collapsed on the bed and Kendra smiled, “wow you came so much that was so fucking hot.” Kendra took a little of my cum on her finger and licked it off. She had never done this before and I knew this was her trying to win me back.
Sadly, or not depending on how you looked at it, my post nut clarity was not enough to keep me away. I fucked Kendra like this at least three more times, this agressive animalistic sex. The semester was almost over and Kendra had gone home early so this distance was enough to finally end us for good. I was glad it was over but dammit I wish to this day I could recreate that break up sex we had.
Source: reddit.com/r/gonewildstories/comments/uw7y6l/the_best_breakup_sex_of_my_life_mf