Chicago

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(Author's note: This chapter is kinda "spicy" in the beginning, oh and my writing style is a little different. ANYWAY BACK TO THE CHAPTER! <3)

(The next day)

-

Milo slammed into me as he sucked aggressively at the skin of my neck. "Ah f-fuck don't stop." I manage out, quickly turning into a moaning mess. "I'd love to, but you need to wake up." He says, pulling away and shaking my shoulders. I look up at him, confused. "Wake up dummy."

I slowly open my eyes to see Kara standing above me, smirking. "Wake up dummy!" I groan, rubbing my eyes, "You were uh-" She hesitates, looking down at me with a huge smirk plastered on her lips, "You were kinda moaning..in your sleep." She says, giggling a little. My eyes widen as my face turns a deep crimson shade, "I-uh-"

"Were you dreaming about Milo?!" She says, her eyes widening when she realizes, "Oh my god! You totally were!" I whine shyly, throwing my pillow at her, "Shut up!" She laughs, but immediately stops when she looks down at my crotch. "Um..you may want to take care of that before we leave." She says, pointing at me.

I sit up and look down at where she was pointing to see an extremely large bulge in my boxers. My eyes widen as my jaw drops, "Kara! I've never had a..wet dream about someone." I say looking up at her, clearly embarrassed. She giggles, patting my back, "Well I doubt you wanna walk around with that all day." I sigh, standing up and wobbling a little.

"I'm gonna..go...uh-" I say, barely managing out words. Kara nods, "I'll put some ear buds in." She says with a smirk. My face turns red as I slowly walk into the bathroom, turning on the shower and waiting for it to warm up. "How do I get rid of you?" I say under my breath, looking down at the giant bulge in my boxers.

I sigh, taking my clothes off and walking into the shower carefully. I had never really jacked off before, it just wasn't my thing. I also, never had someone who made me feel like this. I had been hard before, but I would usually just wait it out. But I couldn't do that this time.

I continue to look down at my length, feeling my face go hot as I remember the events of my dream. I hesitantly move my hand down to it, immediately needing to lean against the wall for support. Letting out a soft breath, I continue to stroke and pull at my member, subconsciously, thinking about Milo. I move my hand across myself quicker and let out a series of shakey moans, "F-Fuck.."

I continue to moan louder and louder, chasing my release. I feel my knees shake as my moans get more high-pitched with each passing minute. I let out one more loud, high-pitched moan and throw my head back, "Milo!" I scream out, letting the soupy, white liquid run out of me and into the shower drain.

I lean against the wall for a few seconds, breathing heavily with my eyes clenched shut. After I catch my breath, I finish washing up. I turn the water off and open the shower door, instantly feeling shudders run down my spine from the cool air. I quickly dry off and put my clothes back on, slowly turning the knob of the bathroom door open and walking out shyly. "So..how'd it go?" Kara says, taking her ear buds out and looking at me with a smirk.

I roll my eyes, walking over to her and plopping down onto the bed. "I've never really..done that before." I say, fidgeting with my hands while I pull my knees up to my chest. She looks at me, raising her eyebrows in surprise. "Really? That explains a lot." She says, a smirk curling her lips upwards, "I could still hear you through my earbuds."

My eyes widen in embarrassment, "What?!" I quickly lay on my side, facing away from her, while covering my face. "That's so embarrassing.." Kara snickers to herself, rubbing my back reassuringly. "It's fine dude. If anything your moans are kinda cute." She says, teasingly.

I look at her sternly and she starts to laugh. "Anyway, now that that's over with, do you wanna hit the town for some breakfast?" Kara says, looking down at me with a faint smile. I nod my head and smile a little, "I'm in the mood for some eggs." I say, sitting up and facing Kara. She smirks, "Maybe cause they kinda look like-" Before she can finish I shove her off of the bed and she lands with an "oof". "No, now let's go."

-

We walk through downtown for awhile before we come across a quaint breakfast restaurant called "Eggy's Diner". (Brief Author's note: That's a real place btw, I did my research) We both walk in and manage to grab a booth. I sit down and look outside. I wasn't a huge lover for big cities, but even I thought Chicago was beautiful.

"This place reminds me of Junior's back at home." She says, giggling. I look around the diner, it did have that same vibe to it as Junior's. I smile and turn back to Kara, "Yeah, it does." We talk for a few more minutes before the waitress comes over and asks what we would like to drink. I ask for a cup of black coffee and Kara asks for some orange juice.

"So how do you like Chicago so far?" Kara says, leaning her head onto her hand and looking at me. I smile, "I love it actually. Maybe I'll come down here with Milo one day." I say, my voice changing into a sweet tone when I mention Milo. She smiles, "Are you guys official?" She asks, tilting her head slightly to the right. I shrug my shoulders, "I'm not sure. I mean we've kissed and everything, but I don't really know where he stands on the whole thing."

Kara hums as the waitress hands us our drinks, we both quickly thank her and let her know we needed a few more minutes before ordering, then continuing our conversation. "You should probably ask him." Kara says, taking a sip of her orang juice. I nod my head, picking up my mug and taking a long sip. I feel the hot liquid coat my tounge, tasting the bitterness of the coffee. I swallow the coffee slowly, enjoying the heat and taste of the liquid before setting the mug back down on the table.

The waitress comes back over to us and takes out a notepad, asking both of us what we'd like to order. I simply order bacon and scrambled eggs while Kara orders two blueberry pancakes, since they were her favorite. The waitress writes our orders down and soon walks away.

--

After we finish our meal and pay, Kara and I decide to take a walk around town and enjoy the scenery. As we pass a park, I see a few kids playing. One of them reminds me of James. I turn to Kara and ask, "Hey, how come we didn't invite James?" Kara sighs and glances in my direction, "Promise not to say anything? Cause what I'm about to tell you is a big deal." I nod my head quickly.

She takes a deep breath and looks at the pavement, which was slightly damp from the recent rain. She talks in a quiet voice, clearly being a little shy, "I have a really big crush on him.." She says, glancing back up at me. My eyes widen and I flash a gummy smile, "Really? Aww that's so cute!" I say, bouncing with my heels excitedly.

She rolls her eyes playfully and nudges me back a little, continuing to walk down the sidewalk, "Oh, shut up!" I giggle and catch up with her, "Does he know?" I ask, curiously. She shoves her hands into her jacket pockets, "No.." She says with a shy smile. I smirk, "Well you know, I think you should tell him." I say, "Cause I'm pretty sure he likes you too."

She looks up at me quickly with wide eyes, "Really?! Are you sure?" I nod my head, "He'd never admit it, but yeah." I say with a giggle. We continue to walk, finally making our way back to the hotel. We make our way back to our room and laugh the day away.

(Another Author's Note lmao: Ok, ok! Last one I swear! I hope you guys enjoyed this chapter, I had so much fun writing it. Also real quick, member and length= penis lmfao. It sounds better than out right saying "penis" soooo~ anyway! This chapter was really long, so Ima go to bed now. Goodnight <3)

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