A Perfect Day in NYC

I had been in New York City for a few months when I realized that, consciously or subconsciously, I was spending as much time out of my apartment as I could. My smallish room, in an apartment split with three people, was perfectly good for sleeping, but I was drawn to everything the city had to offer: After coffee on a Saturday I'd head out walking and rarely return before late in the evening, if I returned at all. I was casually dating a few women from school or from the social groups that rotated around it, and a few women from work, or their friends. Every girl I met had a more comfortable bed, nicer bedroom, and lived in nicer buildings than me. Why go home when there was sex to be had, and a nice, soft bed to crash in after?

My friend Steph's place was significantly nicer than any of my other friends. She lived with a remote, often-missing roommate, whose parents had used the place as a pied-a-terre when they worked in the city. Steph told me that her roommate, who didn't work, would often head home to Connecticut for weeks at a time, complaining that she missed her horse and her boyfriend, who went to law school at Yale. Meanwhile, Steph had the run of the place, and its magnificent balcony.

After a long night out, I woke up in Steph's bed when she pulled her curtains aside and threw my shirt at me. "It's gorgeous outside," she said. She was wearing pink underwear and no bra. Steph was remarkably skinny, and had very small breasts capped by strawberry nipples that were so sensitive she would almost cum while I sucked on them. The outline of her wide, long bush - I thought it was hot that she kept it long, which was very against the Brazilian-bare grain at the time - was visible through her underwear, and instantly turned me on.

"Let's take a look," I said. We walked in our underwear to the massive balcony overlooking Park Avenue. Paved in brick, with boxes of little white roses, the balcony was in the cool shade, the noise of the city floating up. "We should profit from the day," she said. "Let's go to the Met and walk through the park."

"That's a great idea," I said, holding her near as I gently tweaked her nipples. I kissed her neck, my penis growing firm between her slim, pert ass. We made out for a long time, delighting in the morning air. I felt her breath quickening as I kissed her nipples, her panties growing moist and hot the longer we went. "Should we give the neighbors a show?" I asked. She took my hand and walked me back through the apartment, my hard-on bulging cartoonishly as we crossed the herringbone floors and expensive rugs.

Steph was a bit greedy: She would ride my face all day if she could, but when she reciprocated she only took my head in her mouth, and gently licked it. She had a boyfriend who was trying to make it as a golf pro or sailing instructor - whichever path depended on the time of day you caught him - and he struck me as a bit of dweeb. He must not have cared for head, or was easier to take than I am. She was already worked up by the time my tongue came in contact with her pink, swollen clit. The huge tuft of bush had a remarkable smell that would make my dick swell until it hurt. I lapped my tongue around her, slowly spreading her pussy until she grabbed the back of my head, holding me against her clit. She came loudly, lustily, and tossed her head back. "You're so good at that," she said. I reached in her bedside table for a condom, watching her wrinkle her nose as I put it on. "They smell so awful," she said.

I grabbed her legs, and dragged her small, skinny body to the edge of the bed. My cock was buried in her soaking pussy, and I held it there as we kissed. "Fuck me," she whispered. "Fuck me hard." I got on my feet, and grabbed her legs into my arms. After a few tentative strokes, I found my groove, keeping my cock deep inside her and hitting her with hard, deep thrusts. Her pussy tightened against my cock as I kept going, working up a sweat. I turned her on to her side, and straddled one leg as I held the other, watching my cock disappear around the wet, matted bush of straight-ish hair that surrounded her pussy. I plunged in deep, taking long strokes, and then pinned her down on her stomach, holding her slim wrists with my hands as I practically bounced on and off her tiny little ass. She started screaming as I kept it up, begging me to cum for her. My mouth was going dry, and I knew my hangover would kick in the minute I came. I turned her around again, fucking her missionary as hard as I could as my sweat pooled with hers, before I finally came, my cock deep inside of her.

We took some time to collect ourselves, slowly kissing, before I pulled my semi-hard cock out of her. She looked at the condom, crinkling her nose. "You came a lot," she said. "So did you."

"How do you keep that on when you get soft?" She asked, pointing to the condom. I didn't want to rip it off and risk spilling cum all over the obviously expensive wool rug in her room.

"It just stays on," I said. "Until I take it off."

"They always fall off Benny when he's done," she said. "It's gross when they're still, like, in me."

"Sounds like he needs a smaller condom?"

"I should just get on birth control, but it makes me crazy," she said. "And it takes away my sex drive."

"I wish there was something other than condoms for guys. I'd take a pill if they had it."

"Chivalrous," she said.

"We need coffee and bagels before this hangover starts to bite."

"I set the coffee maker before we passed out," she said. This struck me as perhaps the most genius thing anyone had done in the history of late night drinking. We took our coffee in the kitchen, alternating with gulps of ice water.

"Does coffee just run through you?" Steph asked. Despite being fairly proper, she was earthy in a way that I really admired, and completely practical.

"Like make me have to shit? Yes."

"I hate it, but it's better than not being able to shit," she said. "You can use the ensuite in the other bedroom, but don't take a shower in there. The tile is cracked or something, and it won't be fixed until next week."

After our respective morning rituals, I walked back to her bedroom. The bathroom door was open, and she was in the shower. I stepped in to join her. She was covered in soapy bubbles, almost cartoonishly. "Did you save any soap for me?" I asked. I rinsed off, and she started scrubbing my back. I turned around and faced her, my cock hard again. She started stroking it, slowly, taking it in.

"You know what we don't need condoms for?" she asked.

"Showering?"

She gave me a smile, then turned off the water. "I hate fucking under the shower," she said. "It's such a weird feeling." She opened a bottle of shower gel, rubbing it all over my cock before gently smearing it on her ass. "Just like high school," she said. I couldn't believe my luck. I kissed her neck, then she turned her head so our mouths met. I grabbed her nipples, taking them into my hands, rubbing my fingers around them, while she guided my cock to her ass. I grabbed my dick around the base, engorging my head, slowly working it. She leaned hard against the tile as I watched my head disappear in her pinkish hole. She sharply exhaled. "Yes," she said. I slowly worked my whole cock in, her hole stretched around it.

"Fuck you're tight," I said. "I won't last." She was rubbing her clit furiously as my free hand found her nipple. I held her fast with the other, my balls bouncing as I started working it hard.

"Yes," she said. "Fuck me hard." I could barely hang on, announcing that I was going to cum, my dick to the hilt inside her. When I pulled out, a bit of cum dripping from her puffy ass. We kissed, then actually rinsed off. I dried off and went to find my clothes. When she emerged from the bathroom about ten minutes later, hair blown and body moisturized, she looked at me.

"You need new clothes," she said. "And, that was a lot of cum. It has to cum out somehow, and it was a lot. Good job."

"Good job yourself," I said. "You're a champ."

"Let's head to the park before we stay in all day," she said, stepping into a thong and picking a sundress.

"Perfect," I said.

"It's a perfect day," she said. "Let's make it ours."