I travel quite a bit for work, and on occasion, I'm fortunate enough to be accompanied by a beautiful colleague named Melissa. Melissa is stunning. She's maybe five feet tall, very petite, and has 44DD breasts. I know that because she told me on a recent trip out of town. Her ass is spectacular, and I've secretly lusted after her for as long as I have worked here.
Melissa is a bit of a diva, but not overwhelmingly, or in an off-putting way. It's cute, really. Like when we travel, we always have to stay in hotels with pools and hot tubs, she wants a big room, that kind of thing. She's a bit of a princess, and I think that quirk attracts me to her even more. Another thing she likes to do is drink wine after a long day. Ok, so it's after any day, really. It's fun to wind down with her, but I've found that she gets really flirty and suggestive when she drinks, and I struggle with it because I don't want to take advantage of her in that condition.
On this most recent trip, it was much of the same. We went to an outdoor bar to have a few drinks before going back to the hotel to plan work for the next day. Melissa had her wine, and I had a few margaritas, both of us quickly getting buzzed in short order. I had my shades on, which helped me undress Melissa with my eyes, and not be noticed and seeming pervy. Several attractive women came out to the patio once the live music started, and being a guy, I noticed. I mentioned to Melissa that I'd love to fuck one tall brunette who came out with her friends. She shot it down. Another woman came out, also attractive and especially fuckable. Again, Melissa shot it down. This went on for a while, and I finally asked her why she was shooting down every woman I would put my dick in.
"They're not for you," she told me.
"What do you mean by that?"
She explained, "they're just one night stands. Floozies."
"Ok," I replied. "I'm not looking to get married, I just wanna get my dick wet, so a one night stand is ideal."
"Ok, but still, they're not for you. They aren't your type."
"Alright then, smarty pants, what's my type."
She looked at me and asked me to take off my sunglasses. She wanted to look into my eyes while she pretended to "discover" what my type was.
"You need someone who likes to have a good time, maybe late twenties, early thirties."
"These ladies fit that. What else?"
"She should be shorter and petite, and should have perky breasts. I'd say you're a blonde type, too. Your type would definitely have a tight little ass."
I realized immediately that she was describing herself to me. I wrote it off as her intoxication, but still hung on every word and imagined what it would be like to get in her pants.
The band changed tunes, and she got distracted as it was one of her favorites. That didn't inhibit her mood at all, though. As she sang along with the song, she stood from her seat across from me, and came around to my side. She was dancing seductively, and gestured towards my lap. I scooted back and Melissa sat on my lap. Not straddling me, but sideways with both of her legs hanging off of my right side. She put her arm around me, and pressed one of her perfect tits against my chest. She leaned in and kissed me on the cheek, and turned her attention back to the band. I was sort of uncomfortable, and my cock started to grow hard. I know she felt it, but she just sat there, letting me get hard against her perfect ass. In an effort to distract myself from this uncomfortable situation, I commented on another woman across the patio.
"Come on, she's nothing like what I described, and she probably doesn't even shave her pussy," Melissa said.
"What, and you do," I asked, not even expecting what her response was.
She hopped off my lap and stood next to me. She spread her legs, and gestured towards her own pussy with both hands in a "V" shape, and said, "Honey, this baby is waxed. Smooth as a baby's behind."
I about came. Seeing her there gesturing at her snatch, and talking about waxing it almost made me cum in my pants right then and there.
She then cupped her breasts in her hands, lifting them slightly. Her cleavage became enhanced, and wanted nothing more than to pull her top off and suck those titties. She continued her waxing statement by saying, "and these puppies. They're one hundred percent real, and 44DD."
I knew they were big, and often, women with tits that big only look good in a bra, and just go everywhere when they're freed. I hoped that hers weren't like that. I often watched her, and noticed very little jiggle when she walked. I was resigned to never seeing them, as I never expected that I would. I didn't know how to respond, so I just said, "huh. That's good to know."
She smiled and winked at me, then went back to her seat. We continued drinking, and ordered a few appetizers to soak up some of the booze. Unfortunately, we were too far gone already, and drunkenness had set in. It only got worse the longer we sat there. Finally, the sun started to set, and we came enough to our senses to know we had work to do tonight still. I was bummed, because I didn't figure either of us would remember this night. When we got back to the hotel, we agreed to meet in the lobby in a few minutes. We just needed to change clothes, and take a leak or whatever, and then get to work. I went back to my room after helping her into hers. Once there, I undressed, and having had Melissa on my lap and talk suggestively to me had my cock still hard. I stripped completely naked and stepped into the shower, where I furiously beat my pud until I emptied my balls onto the shower floor. I thought about what it would be like to have Melissa wrap her tits around my cock, and let me fuck them until I came on her face. I thought about her smooth pussy, and how much I wanted to eat if before ravishing it with my cock. Oh, the things I would do to her body...
Regaining my composure, I quickly threw on some lounge pants, a t-shirt, and flip-flops, and went to meet Melissa. She was just stepping out of her room as I approached. Holy shit. She was dressed similarly to me. She had on gray, baggy lounge pants and flip-flops, but what stuck out the most was her shirt. It was a purple "V" neck t-shirt, and it was very obvious she was braless. I was in luck. Turns out her tits stay in place when she doesn't wear a bra. Still very little jiggle, but a bit more than when they're restrained. I wish I had worn underwear, as my cock grew rigid again.
"I'm sorry," Melissa said, unprovoked.
"For what," I inquired. "From where I'm standing, you have nothing to be sorry about."
With no hesitation, she again cupped her breasts, squeezed them together, and lifted them. "These titties," was her response. I just stood there, ogling her body. The V separated as high as she lifted those amazing orbs, and I could just see the edges of her areola. She dropped her tits, and headed down the hall towards the lobby. I followed closely behind her, watching her perfect ass. The thin fabric of her pants gave away that she was completely commando, much like myself.
Having no other place to really sit and work, we opted for the hotel bar. Melissa asked that I order another glass of wine for her, so I did, and got myself a beer to sip. We were cognizant enough to get through what needed to be done, but I kept getting distracted. I noticed that her nipples were extremely hard, and they pressed against her thin shirt, aching to be released. I imagined what it would be like to suck on them, and it certainly didn't help the stiffness in my pants.
Finally done, I closed my laptop and looked at Melissa. She met my gaze, and we stared at each other briefly before she asked, "can we go to the hot tub?"
"Ok, sure," I replied, eager to see what she brought as a bathing suit.
She didn't disappoint. I was in the water already when she finally came in. I watched as she put down her phone and room key, then turned her back to me and pulled off her cover up. She was barely clad in a purple bikini. It was modest, but she was incredibly sexy. It held her body perfectly, and there's nothing I wouldn't have given to be that bikini. She sauntered into the hot tub, and walked up to me. She pushed my legs apart, and played between my legs. She slowly bobbed up and down, letting her perfect breasts make repeated contact with my aching cock.
"Mmmm...this is nice, isn't it," she seductively asked as she let her tits drag across my penis.
"Umm...yea. It's...great," I stammered.
She turned, and sat on my lap, and let my rigid pole rest neatly between her cheeks. She ground into me, and leaned back against me, letting her head rest on my shoulder. I brought my hands up to her waist, and my cock jumped at the sensation of her bare skin in my hands. I ran my hands up just below her breasts, then back down just to the top of her bikini bottoms.
Realizing this was about to get out of hand, I sort of flinched to let her know I needed to get up. "Let's go cool off in the pool for a minute."
She agreed, and took my hand and lead me to the pool. I thought that was odd, but let it go. I was enjoying touching her. Once in the pool, we dunked a few times. It feels great to soak in the hot water, then cool off in the pool. After a bit, Melissa swam up behind me, and climbed up on my back. I felt her tits press into my back as she wrapped her legs around my waist, and her arms around my neck. She held her head just next to mine. No words were spoken as I slowly moved around the pool. God, I wanted to fuck her so bad right here in the pool. I was trying to be a gentleman, and not take advantage of an intoxicated woman. Still, the thought wouldn't leave my mind.
We went back to the hot tub, and repeated the back and forth thing a few more times. We talked all the while. We're great friends, and I couldn't help but hope that someday, we would be friends with benefits. I was attracted to her the first time I met her, and my attraction grew as I spent more time with her at work, as well as outside of work. Finally, she admitted being tired, and that we should get to bed. I agreed, and off we went. I bid her goodnight as I made sure she was safely in her room. When her door closed, I headed to my room. I stripped naked, and crawled into bed. My buzz had long since left me, but I was exhausted, and passed out quickly after finding something on TV to put me to sleep.
