My Best Friend

of Greg. Oh, sweet Greg. His smiling face and shirtless, rock-hard body in those clingy shorts flashed through my mind. The familiar tingles coursed through me and my pussy responded eagerly, moisture forming around my hole. Slowly I maneuvered the cock around, exploring every inch of skin outside of my pulsing, wet mound. I tickled the opening of my quivering snatch, aching to break through the thin barrier that separated me from complete ecstasy. Several times I had been tempted to plunge the long, thick toy deep inside my pleading tunnel and finally satisfy that need, but I always stopped right before I caved, convincing myself to save it in case I ever ended up in Greg’s bed.

Tonight I chose to be more adventurous. I decided if I was going to save my sweet cherry for Mr. Watkins, then I was going to explore the neighboring passageway instead. After all, I might want to give him that cherry, too. I set the vibration mode a notch higher and flipped over on all fours, spreading my legs wide with my ass high in the air. I started out straddling the shaft, positioning it between the lips of my snatch so that the middle drummed rhythmically against my clit while the tip pushed between the crevice of my ass, teasing the opening of my puckered hole. The soft plastic tickled every exposed area of both of my sacred holes. The sensation was like nothing I’d ever felt before. Within seconds, I was overflowing with juices. The added lubrication on the tip emboldened me. I brought the blue cock around to the back and penetrated my ass just enough to see if I could take it. The feeling was even more incredible and I began to rock back and forth, getting a little deeper inside my hole, bit by bit, stretching it to make room for the entire length of the cock. The further in I went, the more I became lost in my fantasy.

Juices poured down my hand as I got closer to the edge. I started fucking my ass faster and deeper with each thrust, the width stretching me out, hitting every nerve ending inside my steaming cunt. My asshole was throbbing, but I couldn’t stop; it felt too fucking good. The orgasm was gaining momentum and with one final thrust, I sent myself into a sea of bliss, cum running down my thighs as I bit into my pillow to muffle my screams.

As I dropped my toy to the floor my cell phone rang, jolting me from my trance, coldly snapping me back into a reality that didn’t involve my best friend’s dad fucking my virgin asshole. Without thinking, I snatched open the device and breathed a raspy, ragged, and very annoyed “Hello?” into the receiver.

“Uh…Cam?” came Greg’s voice on the other end.

Oh, shit. I sat bolt upright and struggled to regain some of my composure.

“You okay?” he asked.

“Yeah. Sure. Sorry. I had just fallen asleep.” I lied. “What’s up?”

“Tory called earlier.”

God. Tory. I missed her like crazy. With her new life, she never seemed to have time for me anymore. She had flown in for all of the important holidays since she’d left, but it wasn’t enough somehow. I missed having my best friend, and some days it left me a tad bitter at how she had bailed on us.

“Oh? How’s she doing?”

I tried to act nonchalant, shame overcoming me as I reminded myself that this was her dad I was hot for. What would she do if she found out?

“She’s great.” His words brought me back and I forced my guilt back down. “She said she misses us both and would love for us to come out next weekend before you two head off to college this fall. What do you say? Are you up for a trip? I’ll treat, and your parents will know without a doubt that you’re in good hands.”

I remember telling him I would love to go. After that everything was a complete blur. In the background I could hear him filling me in on where we’d be staying, the latest shows he wanted to see, how he couldn’t wait to see Tory again. But I couldn’t process any of it. My heart was beating so hard against my chest, I was afraid he could hear it through the phone. Sure, I had gone on trips with Mr. Watkins before, but this was the first time that he and I would be traveling alone together. It was also the first time that I’d be in such close proximity with this man for more than a few hours at a time since I had realized I was sexually attracted to him. I had never before considered being with a man who was my dad’s age — who practically was my dad — but I couldn’t help myself. Everything he did lately turned me on, and I wasn't sure how much longer I could keep on hiding my feelings. This was finally my opportunity to get the sexy Mr. Watkins alone in his hotel room and offer myself fully to him. Since we obviously wouldn’t be staying at Tory’s house with her mom and new stepdad, I decided this was going to be a cinch. Now to find the courage to seduce him.

Our plane landed ahead of schedule Friday afternoon and I was a nervous wreck. Every time Greg’s arm brushed mine during the flight, electricity shot through my spine. I was on sensory overload by the time we had collected our baggage. As we were waiting for Tory to pick us up I could feel Greg’s eyes on me. I turned to mush the instant I looked up to meet his gaze.

“You doing alright Cammy?” He was staring down at me, his brow slightly furrowed, obviously concerned by my prolonged silence.

I gave him the best reassuring grin I could and even tried to put a bit of a flirty tone in my voice when I told him I was fine, just tired. I felt sick with anxiety, but knew without a doubt that I was going to follow through with my plan this weekend. It was do or die time, and I was more determined than ever. I just had to convince my nerves of that.

Tory pulled up to the passenger pick-up lane and the excitement of seeing her again temporarily masked my apprehension. We spent the evening catching up over dinner at one of the city’s hot spots and before we knew it, we’d been there for almost three hours.

Greg checked his watch. “If we’re going to get to the show, we’d better get moving.”

“I think I’ll take a pass tonight.” I said. “I’m completely wiped from the long trip and the time difference. Why don’t you two go ahead and we’ll make a day of it tomorrow?”

“Aw, Cam,” Tory pouted “Are you sure? We’ll miss you.”

“It’s fine, really. We have all weekend.”

Check-in at the hotel was surprisingly uneventful considering where we were. I guess everyone had already come earlier in the day. Fine by me. I was spent. As Greg picked up our room keys, reality hit hard about where I was and what I was doing, and I started to panic. I bolted to the nearest restroom so that I could get my cold feet under control before Greg noticed that something was wrong. I swiftly made it through the casino floor, pushed through the heavy door, locked the stall behind me and leaned back, fighting to catch my breath.

I stayed in there long enough to calm myself down completely and pull my confidence levels back to where they'd been when we boarded the plane. I simply refused to back out now. Once I had myself back under control, I smoothed back my hair and headed back towards the check-in desk, where I found Greg waiting for me as I approached.

'Hey, Tory's out in valet waiting so she doesn't have to park. I'll run my bags upstairs right quick and then be on my way.'

'Here, I'll take your bags. Just give me your extra key. Then Tory won't have to wait as long.'

He gratefully handed me one of his room keys, kissed my cheek, and disappeared into the crowd by the curb.

When I got to my room, it was sweltering inside. What the hell? I turned the air conditioner on and was immediately met with a burst of warm air. Crap. A quick call to the front desk was futile. Their maintenance guys were inundated with repairs. Worse yet, they were booked and couldn’t move me to a new room, but they assured me they would do their best to be up in a few hours. A few hours? I would melt by then! I was exhausted and wanted nothing more than to sleep at that moment. There was no way I would be able to sleep like this, though. I paced my room for several minutes before I caught sight of Greg’s spare key on the nightstand. Hm. I guess I could doze for a few minutes on his bed until he got back. Hopefully by then my air conditioning would be fixed. I grabbed some things from my bag — might as well shower while I was there — and headed down the hall to his room.

The cool water hitting my hot skin felt incredible. I stood there forever enjoying the pulsing spray on my body. I let my mind wander to Greg, as was pretty common these days. He looked so good today in his crisp white button-down and khakis. The fabric clung to his hard body in all the right places. It was difficult keeping my focus on Tory when he looked so damned delectable. My hands roamed south as if on autopilot, and I felt myself moisten in anticipation. My fingers found my hard little nub and I began rubbing, urging the release of the pent-up tension I had