It was Friday morning and the start to the most memorable weekend I think I will ever have. It was supposed to be a last hurrah' for one of my best friends and I. Holly was moving across the country and we'd been very close friends for about 6-7 years. We met in university when we had some of the same classes and because we worked well together, our friendship grew. I think because both of us were in relationships, and were never single at the same time, neither of us ever entertained the idea of getting together. The weekend before she had her plane, we decided that we'd take a road trip to New York City to party and do some good shopping. I picked Holly up in the late morning and we were on our way.
The drive went by quickly as we chatted and listened to music, before we knew it, we were crossing the bridge onto Manhattan and were headed to the hotel.
I had booked a room at the Parker Meridian online to get a good rate and the excitement grew as got deeper into the city. When the valet had taken the car, and our bags were on a trolley we stepped up to the check-in. I gave the usual details, before the lady at the front desk said that we had gotten an upgrade for booking online. " A park view" she told us. " Sounds great" I said as I looked over at Holly. She gave us our keys and the bell-boy led us to the elevators and took us to our room. We were on the 28th floor, and we walked down a very dimly lit hallway. Finally we arrived at our room and with a swipe of the key, the door unlocked and we walked in. Holly immediately went to the window and pulled back the curtains to reveal a green Central Park. She was beaming when she turned around. I had tipped the bell-boy and had just closed the door.
"Not bad huh?" I asked her.
"Its amazing! It couldn't be better." As we both surveyed the room, one thing became very clear. There was only one bed. I asked Holly if it was cool, and she said fine.
She was pretty easy going and the bed was huge so we were happy. Because the room was so perfect otherwise, we decided to make due with the room for the weekend.
The night was pretty simple, we went out for dinner, had a few drinks and headed to our room. We changed and stuff before both of us climbing into bed. As I switched off the tv, I said to her, "You better keep your hands to yourself!" She laughed and I feel asleep almost immediately. The sun woke me up in the morning and I realized that Holly was already in the washroom. She emerged with a smile in work-out clothes and said that she was going to get some exercise before we went shopping.
I decided to skip the exercise and have a swim in the pool, then lie on the roof-top and get some sun. We spent the day shopping.
I think we went to just about every store in the city because by the time we were done it was almost 8pm.
I was so tired!!! We walked back into our room and I flopped down on the bed. Holly was so happy to have all the new clothes that I suggested she try some outfits on and we head to dinner afterwards. She disappeared into the washroom and came out in a pair of tight, low cut jeans and a cute little Lacoste polo shirt. "You look great." I told her. "Turn around, model it a bit.
" "You're an idiot" she told me as she turned so I could see her soft place. "Looks awesome! What's next?" Again, she disappeared into the washroom and this time came out wearing a short black skirt and a sexy silk top that opened vertically between her breasts. I had always known that Holly was gorgeous.
I could never try to tell myself otherwise.
Her face was perfect, and her body was even better. She worked super hard to stay in amazing shape and it definitely paid off. I'm only guessing but I'd say she was a 36-24-36, seriously perfect. As I recall, she'd even said something to a group of us that she was a C cup. But seriously, she was one of the most beautiful girls I've ever met. "Wow" was all I could get out.
I think my jaw hit the floor when she came out.
This time she twirled and gave a little pose. I lay on the bed stunned and couldn't stop starring. Without looking, I shut off the tv and threw the remote onto the chair at the side of the bed. Holly then took a few steps towards me, turned around and gave a pose of the back. I could barely get any words out of my mouth. " I...
I...
You are stunning. I don't think I've ever seen a woman that could make those clothes look so good." Holly smiled and blushed as she walked over to the side of the bed. She kissed me on the cheek and told me how much it meant to her coming from me. "Seriously" I said. "You're one of the most beautiful girls I've ever met." She smiled again and sat on the edge of the bed. "You're just trying to get laid now." She came back with. Smiling in a joking manner. "You're out of my league Holly.
I could only ever dream about being with a girl like you." Holly hopped up and told me that there was one more outfit that she had to show me. She grabbed another bag and headed into the bathroom again to change. "Okay" I called to her. "I'm going to take the judge's seat for this one." I hopped up from the bed and plopped myself down on the desk chair and put my feet up on the bed. When Holly came out, I had my hands behind my head like I ran the joint! I think I must have gotten hard in about 3 seconds. Holly stood there in front of me in black lace lingerie. It was sensational. He tanned body was adorned with a black thong and a see thru teddy' that did up with laces in the front. I couldn't even talk. My eyes were roaming her body. I knew that I was getting excited and I couldn't do anything to stop it.
"Well, what do you think?" She asked me.
"Ummm, its unbelievable.
You're unbelievable......
WOW!" She took a few steps forward till she was on at the opposite side of the bed, and then started to crawl across the bed towards me. I was frozen. She was looking dead into my eyes as her breasts swayed below her. Within a matter of seconds, she was across the bed, in-between my legs and had started to unzip my shorts. "What are you doing?" I asked her. I wasn't sure what was happening or if I was dreaming. "Just some healthy fooling around with my best friend before I move away." She answered.
"Are you cool with it?" "Yeah. How could I say no?" She had already skillfully undone my shorts and had found my length under my boxers.
After a few gentle strokes, she looked me in the eye, toyed her lips and then moved her mouth over the head of length.
For the next few minutes, I was in heaven. I lounged back on the chair while Holly sat on her knees giving me the best play job I've ever gotten. It was amazing. It was wet, her mouth was warm, her lips and tongue felt so good! "Oh my god Holly!" I exclaimed.
"You're gonna make me cum." I warned.
The warning only seemed to increase her speed. Her tongue flicked at the head of my length right before I moaned and started to cum. Her head pulled off my length as the first wave of cum shot into her mouth, but as she kept stroking with her hand, the second, third, fourth, fifth and however many more, shot onto her lips and chin. It was by far the most erotic ending to a playjob I've ever been a part of and as I focused down on her, she looked up at me with a smile covered in cum. She toyed her lips just like she had done before she went down on me and said, "I'm going to wash this off...
then I'm going to cum on your face." To be continued...
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