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My name is Thomas, or Tom as many call me, and honestly? My life has honestly been made a living hell as of lately. I've just recently barely survived a breakup with my girlfriend of 3 years, Madison, and my life has been in shambles ever since. We were inseparable, like two peas in a pod, best friends, and soulmates for life. I still remember the day we met: we were in a coffee shop and, being my clumsy self, I bumped into her and spilled my coffee all over myself. She laughed gently as she helped me clean myself up, and introduced herself to me. We talked and talked all afternoon, and when Madison went to leave, she left me her phone number written in blue ink pen on a napkin. I knew she was the one right then and there, and it seemed like she thought the same until I found out she was cheating on me with one of my coworkers whom I was good friends with. I couldn't believe what she had done, all our years spent together meant nothing to her now. And she was the one that wanted to break up because she "deserves better," apparently. Maddy’s been on my mind since then, and it feels like a plague I can't cure. She was my everything, my reason to wake up, my dearest love.
Today was no different. It was about a week after the breakup, and work was a slog as per usual. Sitting at my desk and doing boring office work was honestly a pretty easy job, but my mind had been cluttered a lot lately due to me and Mads breaking up. It was getting particularly bad today since I kept daydreaming about the past instead of focusing on my work. My boss snapped at me at least three times today, which really didn't help my stress out. As I got home, I started to feel quite hungry, so I checked my fridge to see what I could make. Barely anything was in the fridge except a bottle of ketchup and some beer, so I decided to order a pizza from my local pizzeria that opened up recently. I heard some fellas at work mention their good pizzas at cheap prices. I didn't feel like cooking anyway tonight.
As I waited, I put on some TV to help me relax after work. I found a movie on Netflix and began watching, but my thoughts kept getting cloudy as my ex yet again popped into my mind like some kind of parasite I couldn't get rid of. More specifically, I kept remembering our most... intimate moments. Her beautiful freckled face and her brown and shimmering hair, her hips and her curves... every part of that woman never failed to make me feel some type of way. As the movie kept playing, I couldn't control myself anymore and unzipped my pants and pulled them down slightly along with my boxers to pleasure myself. I felt like a massive weirdo for doing this towards a woman who I don't even date anymore, but at that point, my judgment was insanely clouded by my lust. With each stroke I made, another memory of Madison popped up in my head. Her cute laugh, her soft lips with that strawberry chapstick she always wore, the way she smoothly talked me through sex… everything started to pop up in my mind as I stared up at the ceiling. My breath grew heavier and heavier as I was nearing the edge, when all of a sudden...
DING DONG
I completely forgot about my pizza order at this point, so the ringing of my doorbell shocked me for a split second. I stopped what I was doing to hurriedly pull up my pants and walked out to the door. As soon as I opened it, I was greeted by a young man, around my age, holding a pizza box in one hand and my 2 liter of soda in the other. He looked almost like Madison, with similar colored hair and dark eyes as well as some freckles here and there. I stared for a little bit before he gestured to me and said, "Hello there, you're Tom, correct?" "Yes, I am. Here, I'll take these from you," I answered back as I reached out to grab the food. Our hands grazed for a split second as Derek handed the food off to me, which made my heart skip a beat. I brushed the feeling off as I went to put the soda in my fridge and the pizza on my coffee table. As I returned, I said, "Thanks for the food, err..." I started to say, then I squinted my eyes to read the man's name tag, "Derek." The man chuckled a bit and replied, "Heh, yep, that's me alright. Your total is $15, by the way." My face flushed an embarrassed pink as I reached for my wallet, and as I started to look through, I tried to make some conversation with him. "You, uh... look nice," was all I could think of. I got a little embarrassed after saying that, I mean, that's a weird thing to say to a stranger, after all. "Oh, do I?" He answers. "How interesting. Well, I think you're looking good tonight too, sir," he retorts back nonchalantly. I couldn't help but feel a little flutter in my stomach. Why was this interaction getting so awkward? It was literally just pizza. Get yourself together damnit! I thought to myself silently as I looked through my wallet until I finally found some dollar bills, but as I handed it to Derek, he shifted a little bit as if he felt uncomfortable. "What's up?" I ask him, and he stutters and turns red before finally saying, "Um, your fly is... unzipped. And I think I see a little friend down there, if you catch my drift."
I look down in horror as I see that, yes, my pants were left unzipped, and my raging boner was visible. "Oh.. oh my god. I'm- I'm sorry, I'm so sorry," I say as I start to panic. "Heh, guess that's my tip then?" Derek says jokingly, which noticeably made my already hard erection get even harder somehow. "Did... did I do that, sir?" he asks with a smirk, to which I respond, "I-I don't know, I'm sorry. I've just been through a bad breakup and you, well... kinda look like my ex girlfriend, if that makes sense," I blurted out to try and explain myself. Derek looked around before he kneeled down before me and said in a flirtatious tone, "Well, maybe I could help you take the edge off. How about it, big guy?" I started turning red as I realized what he's referring to. "Don't you have work to do...? And it's only been a week, I don't know if I can-" "Shh, it's ok, Tom. Just don't think about it right now," Derek interrupted. I shuddered at him saying my name as I thought about what decision to make. I mean... I've never thought of another man like this before, but the way Derek looked and how his voice was velvety soft made something in me shift. His flirtatious manner certainly wasn't helping my case either. This exact moment reminded me of when me and Madison had sex for the first time, which made my head even foggier with my continuous overthinking. I felt his breath near my cock, which made my boxers grow tighter and my legs slightly weak. I didn't think this was how my night would go, but honestly… Maybe I needed this. Anything to distract me from her.
"O-ok, sure. Just... go easy on me, I haven't had a guy do this to me before..." I reply, giving Derek my final answer.
He looked around before getting back up and ushering me inside my house, saying "Knew you could come around. Just relax and let me take care of you." He sits me down onto the couch of my living room and sits on my lap as he starts licking and nipping at my neck, leaving small bite marks behind. I groaned quietly with each nibble he took of me, and he slowly started going down to my collarbone, biting along the way. He opted to start kissing as he reached my stomach, my breath getting shakier as he soon reached down to my unzipped jeans. He started to slowly pull my jeans down, looking up at me and smirking playfully as he did so. Soon he pulled them off, leaving me in my shirt and boxers. "Someone's excited, eh?" Derek says as he prodded at my boner through my boxers, which made my breath hitch. He fiddled with the waistband a bit, teasing me as my anticipation reached through the roof. He finally takes my boxers off to reveal a decent few inches of length. "Wow... I got you worked up, didn't I?" Derek teases as he starts to fondle me. I groaned quietly with each slight graze of his fingertips, anticipating his next move when all of a sudden, he started to lick my tip. "O-ouuhh~" I moaned before covering my mouth with one hand out of embarrassment. "Sorry, I just.. never felt something like this before," I uttered under my breath. "It's ok. That just means I'm doing a good job, then," Derek cheekily replies, which makes me blush slightly. God, he was so damn flirty and confident with his words. How could he have swooned me so well? He could have been experienced. Or I was insanely horny. Maybe both.
My thoughts were soon interrupted by a sudden warmth closing around my dick and I looked down to see Derek inserting my length into his mouth. I groaned with intense pleasure as he started moving his tongue around my shaft and bobbing his head up and down, working me up slowly. “Fu-uuck~ Y-you're good at this…” I moaned as he continued to give me head. I looked down to see his teary, bright blue eyes looking right up at me, like two little shiny buttons that I couldn't help but adore. He started getting even more confident in his moves as he started inserting my length deeper into his mouth, which made me start to involuntarily buck my hips and groan. “Y-You're too damn cute~ Fuck…” was all I could utter out as the pace between us grew quicker and quicker. Suddenly, I felt a knot grow inside my stomach and I was getting closer to the edge. Derek's movements on me became sloppier and more sporadic as he grew more and more tired but still maintained his lustfulness. “I-I'm… gonna… c-uum…” I whimpered pathetically after a few minutes of gasping and moaning.
Before I could finish, however, Derek suddenly pulled himself off my cock, which made me groan from the loss of stimulation. He wipes his mouth before quickly undoing his pants and pulling them down alongside his boxers, revealing that he also had a decent 6 inches as well. This honestly made me panic a bit, so of course I started to overthink and soon I said out loud, “Uh- I-I don't think I'm ready to, uh… take it up the ass, if that's what you're doing.” I felt like a dork for saying that, but Derek snickered at my remark before replying, “Oh, no worries. I have something better planned.” Before I could ask what it was, he sat next to me on the couch and positioned himself onto me to where our cocks were touching. I shivered at the feeling of our two parts coming in contact, and Derek said “God, you're a mess. A handsome one at that.” I couldn't help but blush at his remark, he was quite the charmer. His sparkling eyes and winning smile had won me over completely at that point, but before I could go goo-goo eyed over his features any longer, I felt his hand close around our two cocks as he started to stroke them. “H-holy shit..” was all I could moan out as he started to get into a rhythm, pumping them together in sync. My breath started getting heavier as the knot in my stomach came back, and soon I could hear Derek start huffing too. “Just.. hold on for a while longer, Tom…” he grunts as he starts going faster, making me squirm and whimper underneath him. I honestly never thought that a man could ever make me feel this good, I wondered if maybe I was bi or something, but at this point, I didn't really care. Derek groaned along with me as his movements yet again grew sloppier and more uneven as he cooed “You're just loving this, aren't you~” “Mmmnngh, y-yes!~” was all I could moan back, feeling closer and closer to the edge. “I-I'm, ouuugh~ Gonna c-cum~” I muttered through my heavy breathing and loud groaning. “M-me too, let's go together~” Derek whispers as he leans into my shoulder and starts biting again while still stroking our dicks together. The sensation of his penis against mine and the biting on my shoulder overstimulated me over the brink, and I came all over myself with a whimper, Derek soon followed after with a loud grunt. “Holy fuck…” was all I could say before feeling the urge to fall asleep, and my vision slowly went black as my eyes fluttered…
30 MINUTES LATER
I woke up from my slumber, my memories foggy as I slowly got up and took my blanket off. I looked down to see I was back in my boxers, and soon I remembered what had just happened prior to passing out. My face flushed red, did that really just happen? And I happened to really enjoy it, too? What a night. I looked over to see Derek relaxing in my recliner, fully dressed and on his phone doing something. “Oh, Tom! You're up, finally,” he says once he noticed I was awake. “I cleaned you up a little bit before tucking you in. I was honestly starting to get a little worried, haha,” he continued, getting up and stretching his body as he spoke. I turned pink at the thought of him caring for me after our session, quite a considerate thing for him to do, especially since we were practically strangers before all of this. “I need to get home, buuut…” Derek says, before sliding me over a paper note. “That's my phone number. Just in case you, I dunno… wanna hang out sometime? Or do this again… either works.” Before I could reply, I saw him shuffle himself out the door and close it gently behind him, winking at me before doing so. I opened the note to read the number before I put it aside onto my coffee table, and only now did I realize that my pizza was still there, probably cold at this point. I went into the kitchen to reheat it and as the microwave hummed I started to think about Derek and our experience we just had. It was honestly amazing. Probably the best sex I've ever had. Was I gay or something? I didn't know, but I knew one thing was for sure, and that was that my life was about to take a whole new turn. And, for the first time in what felt like an eternity, I didn't think about Madison one bit.