I often prefer to travel solo. It allows me the freedom to wander, make spur of the moment changes to the itinerary, and just generally do things on my own schedule. Some time back, I was on just such a trip to Manhattan. It was late May. The temperatures had been comfortable, no jacket required during daylight hours.

On the second full day of my trip, I had no plans. I had gotten up kinda late (for me, at least), strolled down the block from my hotel until I found a little bagel place, grabbed a bite to eat and a coffee, and sat down at a little table just outside of the Macy's building in Herald Square. The man behind the counter at the bagel shop had recommended a jalapeño bagel with cream cheese and ham. There were too many choices. So, I'd taken his recommendation.

As I sat there munching and sipping my coffee, people watching, a red blur slipped into my peripheral vision. I shifted my gaze to find a form-fitting red dress clinging to a shapely feminine figure. She wore 3 inch black heels that accentuated her calves, making her just about 5.5 feet tall. The hem of her dress almost concealed a thigh tattoo that was straining to peek out with each step she took. The dress beautifully drew attention to her subtle, yet perfectly proportional, curves. One shoulder was left uncovered by the fabric, guiding my vision to her collarbone and then her slender neck. She glanced back over her shoulder for a moment offering a quick look at her face. Her lips were full, top and bottom, and seemingly holding a bit of a natural purse, cute nose, well-manicured eyebrows, but her eyes remained hidden behind sunglasses that were framed by dark, layered hair that hung down almost to her shoulders in the front and down her back in the rear. She was in a hurry, on her way to work, I surmised.

I watched her all the way into the Macy's department store. It was almost opening time, and I had heard something about wooden escalators. So, I figured, why not go have a look. I still had a few minutes left on my coffee and bagel. By the time I decided to enter, the employees had had enough time to get to their stations and get settled... nobody likes to be rushed, right?

I made my way inside. It really is an enormous department store. I wandered around on the 1st floor looking for these alleged escalators, but had no luck. I road a modern escalator to the 2nd floor and had a stroll around it as well. Still no wooden escalator. Third floor's the charm? Nope!

I stepped off the standard, regular, modern escalator into some women's clothing, one of the big names, Ralph Lauren or something, and immediately recognized the red dress. I watched a moment. She wasn't behaving like a sales rep. Her mannerisms suggested she was doing an inspection or something. I reasoned management, perhaps.

When she looked up from a rack of clothing, I took the opportunity to interject, "Ma'am (my accent giving away my southern origins), wooden escalators? Is that a thing or have I been tricked by an internet troll?" I grinned sheepishly. She was quick with her reply, "wooden what? Is this some sort of joke?" I puffed my cheeks as they immediately began to heat up from the extra blood flow. "Uh... I guess I've been misled." She was still deadpan staring at me like I had asked her where to find the apple store in Macy's.

I started to turn and find the quickest way out of the building. That's when she cracked a smile (which was magnificent, by the way). I stopped. "That's no way to treat a customer," I joked with her. "Yeah, yeah, something tells me you're not buying anything anyway standing here in the women's department asking about wooden escalators, .... sir." She winked.

At that moment, it registered that I could now see the eyes I had missed outside. They were a deep brown, and she had accented them with just the right amount of eyeliner. Before things got too awkward, I asked, "so any chance you could point me in the right direction or do I just need to continue to wander around here until you get tired of seeing me? " she smirked a little. "I'm headed up to the 9th floor in a sec anyway. I'll show ya." "Deal!" I leaned against the wall to wait.

A few moments passed, and she was ready to go. We walked to the Broadway end of the building, I think, to a bank of elevators. She pressed the button. We stepped in. It's still early. So the elevator is empty except for the two of us. Remembering, I pressed the button for the 9th floor for us. The doors closed, and up we went. It was slower than many of the elevators I had been in on my trip, but this building only had 9 floors, not 49. So, a reasonable speed, i imagine.

I was just about to ask her if there was anything else historical in the building that I should see, when the elevator jerked to a stop. She inflated her cheeks and blew the breath out the side of her mouth in a long sigh. "Consequences of working in an old building, I suppose," she quipped. "Does this happen often?" I asked. "Not as often as you might expect. I'm just griping," she chuckled. "Rough morning already?" She nodded in the affirmative, "yeah, I've been rushed since I walked in. Just barely got here on time." I made a show of nodding, "yeah, I saw you coming in." She cocked her head slightly. "You watched me come to work? That's not creepy at all." More blushing on my part. "So, not exactlyyyy. I was eating my breakfast in the square and ... well, you do look amazing in that dress. Hard to miss."

This is the part where the totally normal pause in conversation feels like an eternity of judgment. The clock kept ticking. Boy, she's making me sweat that comment. Then, she returned a nice smile, "Thank you! It's kinda old, but I really like the way it fits me. So, I don't wanna throw it out." "I think that's the right move, miss," I made a little show of looking her up and down... not so much to make her uncomfortable, though.

We made small talk a little longer. She told me how she had moved from the southwest, how she loved the city, how there was always something to see or do. I explained that I was from the south. She laughed and told me that I couldn't have hid that fact if I'd wanted to thanks to my accent. I told her how the red of her dress was a lovely accent to her skin tone... anything to bring the dress back up, ya know? I managed to sneak in a comment about her showing me around. She didn't say "no".

At this point, the elevator had been stuck for maybe 15 minutes. I wondered aloud how long this might take. "Usually, just a minute. Although, since it's early,..... it's possible noone realizes it's stuck." After a moment of contemplation, I replied, "What? You don't mean I could be lucky enough to be stuck in here with THAT dress for even longer." She blushed. It was the first time I had gotten to her with my comments.

We were in the elevator probably 15 more minutes before it finally started moving again. We reached the 9th floor, and she led me over to the escalators, just a few steps from the elevator bay. "There they are," she pointed. "They actually go down right here a few more floors. I recommend you ride them up and down. Just feels different to me."

"Thank you for your help and for your company on the elevator." I paused and almost started down the escalator. She turned to head back to work, but I stopped, turned back to her, "I know this is a long shot, but any chance I could take you for coffee when you get off work?" I'm sure she gets asked out all the time, but she seemed to be caught off guard for a moment, maybe contemplating the nature of the request, but she eventually gave a couple of quick nods and replied, "I get off at 6. Meet you back out in the square, you know? ... where you checked me out earlier." She grinned. I chuckled and corrected her, "you might even say 'creeped on ya'." Another laugh. "I'll see ya down there at 6."

I did my wandering thing the rest of the day. Honestly, I couldn't tell you what all I saw. My head was filled with dark hair and a little red dress. I managed to snap out of my daze long enough to catch the right train back up to the area and was sitting outside the Macy's waiting by 10 til 6.

She came out a few minutes after 6. She still looked amazing in that dress. We agreed maybe dinner would be more appropriate than coffee. She took me to this little place around the corner and we sat there chitchatting until almost 8pm. It was at that point, I realized if I didn't offer to do something else, she was about to go home for the evening. "If I offered to pay for you, could I talk you into taking me somewhere I ought to see?" She thought a moment and then, "how do you feel about the Empire State Building?" I was skeptical, "at night? Can you see anything?" She smirked. "Just trust me."

We bought the tickets online for 8:30 and walked the block and a half down to the entrance. I fought the urge to try and touch her hand. We got inside and walked through the exhibits, eventually making our way up to the observation deck.

"Close your eyes and I'll lead you out," she half-purred at me. I was skeptical, but it meant I got to touch her. So, I followed her directions and extended my hands. She took them both in hers. They were warm and soft, one more thing to like about her. She led me outside and to the edge. I wasn't sure which direction I was facing when she told me to open my eyes. She had been right to tell me to trust her. There were lights everywhere. You could make out the entire city from here even in the darkness. She pointed out a few significant structures. I pretended I hadn't already picked out a few of them. I managed to keep hold of one of her hands as we looked. She didn't seem to mind.

We made our way around the deck, hands entwined. She continued to point out landmarks. We were up there well over an hour. Honestly, I lost track of time, but the crowd began to clear. We were standing on the corner of the building facing the upper west side. You could see the Macy's building from there. I pointed and said, "hey, that's the place I creeped this gal in a sexy red dress earlier today." I got a seductive smile in return. "And then I proceeded to think about her the rest of the day." She tucked her chin, but looked back up at me with those big brown eyes.

I decided what I had taken for confidence earlier today was really her insecurity. I took a chance, placing my hand beneath her chin and lifting her lips toward mine as I leaned down to kiss her. "Thank you for a lovely evening. This has been the highlight of my trip." She started to downplay the compliment, "the lights really..." I interrupted, "not the lights. The time spent with you."

It was as if a curtain was snatched back at that moment. A few other people had wandered around the building at this point, but she didn't care. She wrapped her hands together behind my head pulling me down toward her and folded our lips together for a long passionate kiss. I have no doubt people stared. I couldn't help myself and wrapped my hands around her waist, but she kissed me so passionately, I couldn't stop them from drifting down to feel her ass. It was nice and firm. We kissed there with the streetlights below us until I was aching in my pants.

The next thing I knew, the employees were announcing it was almost time to start back down. We peeled ourselves apart and made our way back down to the street. I offered to see her home. She accepted. The subway ride was only about 20 minutes. I walked her into her building and up to her apartment.

I was fully prepared, at this point, to head back to midtown and my hotel. She had a different plan. All of the sexual tension I had felt throughout the day must have been having an effect on her as well. She walked in first. I turned to shut the door. I would have thought as well as that dress fit her, she'd have had trouble getting out of it, but when I turned back around it was already on the floor at her feet. She lifted a black heel and kicked the dress at me. It just hit me in the chest as I was too distracted by her body to react.

She was curvy in all the right places with magnificent proportions. Her bare legs rose up from the heels to meet a lacy red thong. Above that she'd been wearing a single strand body chain all day, it seemed. Her breasts were perky and firm, no sign of a bra and definitely no need for one. She had her bottom lip already trapped between her teeth. I stood there just taking in the sight. She looked like she'd stepped right out of a graphic novel, the artist drawing her to meet his every fantasy.

She motioned for me to come with her finger. I shook my head, "Not yet, baby. I'm not planning to forget this view for a long time," but slowly inched my way toward her. She met me half way, wrapping her arms around me and pulling me close, her breasts pressed firmly into my chest. We twisted our lips together, our tongues occasionally massaging each other as I began to remove my shoes and pants.

Once I was standing there in my trunks, she pulled our lips apart just long enough to remove my shirt. We quickly pressed them back together as my hands threatened to touch every inch of her body. I scooped her in my arms and carried her to the nearest surface I could find, sitting her down on the kitchen counter.

I looped my fingertips beneath the top of her panties and eased them down as I stepped back a moment. She seductively spread her legs and then lifted her foot up and placed a heel against my shoulder. I wrapped my fingers around her calf and began at her ankle kissing my way down toward her pussy. When I was close enough, I extended my tongue and had a little taste of her. Just as expected, right out of a fantasy. I swirled my tongue around her clit once, and then got a better taste between her lips. She threw her legs over my shoulders, crossing her ankles and pulling me into her as she scooted closer to the edge.

I continued to massage her pussy and clit with my tongue, my hands wandering up to find the body chain and tracing it along until I found her nipple. I squeezed her breast. She let out a little moan as my tongue found her clit again. I was determined to make her cum. She seemed to be willing.

After several minutes, i noticed her body clinched hard when my tongue would linger a little longer on her clit. I pressed my lips against her and gently pulled her into my mouth. She let out a long moan and squeezed her heels toward her body. I released and began to work my tongue around her clit again, faster than before. Her legs began to ratchet tighter and tighter until all at once, her palms found the back of my head. A near-scream slipped out of her lips, and her body bucked wildly for a moment as she reached the peek. I continued to lightly lick her clit and lips as she came down until it became too much, and she scrambled to push me away. I kissed her inner thigh as she panted, my eyes watchng for hers to open again.

When she finally lifted her eyelids, she inhaled and released a heavy breath, gazed down at me as she bit her bottom lip, and then seductively questioned, "Do I get to feel that dick inside me now?' I kissed my way back up to her lips, my throbbing cock now brushing against her very wet pussy, and blended our lips together once more. "I think you're ready for me now, baby," I coyly whispered into her mouth. She nodded her head in agreement and reached down to guide me inside her. We were both so worked up at that point, it was only a matter of minutes before we eached reached the edge. I strategically wiggled my hips to make her moan just a little longer, but it wasn't much use. Even dripping wet as she was, her pussy squeezed me tight, and much sooner than I was ready, I had to confess, "I'm right there, babe. Are you close?" She panted back to me, "give it to me, sir." I made several quick, deep thrusts, and we both toppled right over the edge together. She wrapped her arms around me and pulled herself up tight against me as I filled her with warm cum.

She didn't let me go back to my hotel that night, and I think I made her a little late for work the next morning, but those details will have to come later.