Rebound Love

Oakley

"Kennedy, I told you I'll be working next weekend." I replied to my annoying best friend, Kennedy, though I knew it'd be only time until the rest of my vicious dramatic girlfriends from my high school days would blow up my phone.

"Because we will all be there, you silly boy." Kennedy replied sweetly and giggled telling me that even Aspen had sent out her confirmation and was bringing her five month old princess with her.

Out of my clutch of high school best friends, Aspen was the closest one and the rest were coming in too close behind for my liking. Though I adored them equally.

I loved my high school days. I was an out and proud gay boy. My pack of girlfriends even teased that I was so gay that I probably shit rainbows. Growing up, my parents were supportive about me coming out. They acknowledge my passion and let me explore my sexuality while giving me limitations, grounding young Oakley, making me grow up responsible and have a healthy view on relationships. After all I have my parents to look up to.

"Ken, I'm really busy next week. My boss is going to fire me if I take the weekend off. He finally trusted me to be the lead project manager for the upcoming wedding. This is a big deal. These are the socialites I want to be associated with if I wanted to build my portfolio."

"Ugh...and all I'm hearing is bla...bla...bla... Have it your way, Brynn will call you and so will Aspen. I'm sure they will convince you to come. Look, I gotta go, my hubby is almost home and I need to start dinner. I'll see you next weekend, Oakley! Love ya!"

I huffed when she abruptly ended the call. Out of all my high school besties, Kennedy was the only one who's married. Brynn was too focused on her career as an actress and Aspen was too, until last year when she decided to get a sperm donor and have a baby. At twenty eight, Aspen had everything. She was on top of her career and had quickly become one of the best news anchors in the country. Well, aside from having someone to love her, she was picture perfect. I thought maybe having a baby was Aspen's selfish way to have someone who loves her and won't break her heart.

Being a romantic I knew the importance of finding your true person. Though sadly in all my twenty-eight years of living, I haven't yet find the one. But I always took everything in a positive manner. I had hopes and dreams and I was holding on to them.

Just like how I was holding onto my boss. I knew to never mix business with pleasure, but the older man was too sexy to say no to. I could never resist the allure of being romanced by the perfect player and my boss was one of them. Emory Bloomfield had given me the attention that I craved for, and when my boss invited me for dinner at the most romantic roof top restaurant, I was swooned. Twenty years my senior, I was captivated by everything about him.

"Oakley? Are you done hiding and taking your personal call, cause we really need to start doing the seating chart if we want to get to the restaurant on time." The man kissed my cheek before taking his hand and gently kissed my wrist.

Such a sweet sweet man.

Though I wanted love from the man, I knew that he was never going to be the one. Being with Emory was like a ticking time bomb. The older man is the casanova that I wished I was not falling in lust with. God...but the man expertly seduces my cravings for simple touches perfectly. If I wanted romance, I was certainly getting it from my boss. But...not when it comes to monogamous love. Nope, Emory had always been a player and I knew that he was leaving the trail of brokenhearted ex-boyfriends and damn it if I was going to let myself fall in love with the man.

"Right, sorry. I'm going to turn in off."

"Good...good, now where were we?"

The seating chart was completed less than one hour later. Emory was placing his hand on the small of my back as he escorted me to the passenger seat of the man's sleek black BMW convertible. Again, the small little details that guys my age wouldn't even care about. Most of my dates would meet with me at the local restaurant, they would split the bill, and fuck me when the date ended.

But no...not with Emory. We were on our fourth date and Emory hadn't moved second base. Oh...don't let the man fool you. He may be older but I had seen the boys he dated, and those young guys were attached to his hip and seemed to enjoy his company.

Once, I caught Emory kissing and groping his boyfriend. They looked so much in lust that I decided to silently retreat. Though when I did, Emory's eyes met mine and the man kept on staring at me as he slipped his hand between his boyfriend's legs and kept on kissing the side of his neck. The boyfriend moaned Emory's name and my boss parted his legs wider to accommodate his lover. That day, I had my first erection for my boss and since then I kept on wondering and imagining what if.

"Oakley?"

"Yeah, sorry...I just, I have a lot on my mind." I tried to explain. I wanted to be a good date, but my sexual frustration and the future reunion was clouding my thoughts.

"Mmhmm...so, how about we change our plans? How about we have dinner at mine and..." He took my hand and kissed my wrist sweetly. But instead of letting it go afterwards, he took my hand and put it on his upper thigh. The man smirked when he took an abrupt turn and without waiting for my reply he brought us straight to his place.

"How about now, Oakley, what do have in mind?"

"Umm..." I was suddenly nervous. I felt like a fucking virgin when I obviously wasn't. I had hookups every now and then and had left my lovers satisfied the next day. But Emory had taken me on three dates. Three sexless dates, with minimal kissing where we actually talk to each other and I actually enjoys talking about everything with Emory.

The man chuckled and told me to relax. "We're almost there." He put his free hand on mine and encouraged me to move my hand higher. And so I did.

"Tell me Oakley, how do you like our kisses?" Emory asked out of the blue when he parked his car on his designated spot. We have arrived at one of the city's one most prestigious apartment buildings. Everything about Emory screamed class and sophistication and was making me weak in the knees I might slipped if I still wasn't sitting in the passenger seat.

"I like it." I replied a bit throatily cause of my desire and nervousness.

"And you would like us to take things further?" He asked while shutting down his car engine and unbuckling his seat belt.

"Yes."

"Are you really?" Emory was to my side, his hot breath fanned the side of my lips and my cock was quickly getting hard from the anticipation alone.

"Y-yes..." Fuck...I need the man's lips on me, like right fucking now.

When I heard a soft click I realized that Emory was unbuckling my seat belt. And when I was about to sit straighter, Emory's hand was cupping my cock and his lips sensually mold with mine in a slow dance of passionate lover's kisses. There was no hurry. We were in his car, in the parking garage, where the man was fondling me from the confinement of my work pants.

"I've been watching you for months. You're beautiful Oakley. So beautiful that I insist on treasuring you. Taking things slow to savor this. It'll be so sweet when I finally have you in my bed. When I have you under me, writhing, opening your legs for me, looking into those lustful eyes and finally entering you." I was whimpering under his kisses. My mind was following Emory's word and I was panting heavily from the urge to be with my date.

"Please..."

"I know baby, come, let's get to my place." Emory kissed the tip on my nose and chuckled sexily when I whined seeing that I was supporting an erection and needed time before I can walk without displaying my tented pants to anyone we might met.

"It's a short distance walk to the private elevator. I'll take care of you." He kissed my temple and waited as Emory insisted that he was going to open my door for me. Ugh...I was a goner for my boss.

Dinner was forgotten when I was grabbed and smoothly taken against the living room wall. "Fuck..baby, I really want to give you the tour, but you're too damn arousing."

"Later, we can do that later," I helped him out with a solution. I moaned when Emory managed to unbuckle both of us and took our cocks and rubbed them together.

"I need to get you to the bedroom."

"Where?" I looked at the spacious penthouse, I was too horny even to leave our makeout spot. Yeah, wall sex. I was suddenly wanting it.

"Nope. We're not doing it here." Emory seemed to read my mind when he broke our kiss and I let out a breathy sigh.

"Up the stairs, the only room on the right. Get naked, I'll get the wine."

That night I was thoroughly pleased. It was one of the great dates I had ever been. And when Emory invited me to spend the night, I said yes. It might be the wrong move, but I was young and I was a romantic at heart.

I wanted the experience.