Road Stories: First Impressions

All participants in sexy sex are over 18 years old.

Road Stories is a series of stand-alone vignettes set in the same world as The Consultant and Neighbors tales. You don't need to have read the others to enjoy. Life on the road is grueling but it can be fun!

They were right out of one of those stories I read way too often while I'm out on the road. A good-looking black guy in a nice suit, open collar shirt, shaved head, late-30s, sitting at a deuce in an upscale hotel restaurant with a vivacious brunette a couple of years younger, in a red floral dress and leopard-print high-heeled pumps.

I mean, how cliche, right? I enjoyed my salmon and a hazy IPA while I tried not to get caught watching them. She kept leaning forward towards him while they talked, her legs crossed at the knee, with one of her heels almost touching the side of his leg.

He was attentive, clearly engaged, and I thought definitely enamored. By the time their cappuccinos arrived, they had their fingers interlaced on the table, clearly not trying to hide anything. They were beautiful together.

I wrote a dozen stories in my head while I enjoyed an after-dinner cognac. Were they really a couple? Was she his boss? Vice-versa? Or her husband's best friend? Hot wife fantasies circulated through my feverish brain.

He got up to go to the restroom and she looked down at her phone, before turning and looking straight into my eyes. I was definitely caught. But this wasn't my first time getting found out as a people watcher. I smiled and raised my glass to her, then turned away to give her a little privacy.

He returned and held out a hand to help her up. A real gentleman. They walked towards the lobby, and I settled up and went off to the restroom myself. After taking care of business, I decided that a nightcap at the bar might be a good way to relax before turning in.

As I took my first sip of beer, I heard a "hello" behind me as I felt a hand on my shoulder. I turned to see the brunette, sliding up next to me at the nearly empty bar. She was not who I expected to see.

"Oh, hi! I'm sorry for intruding on you earlier. I was eating by myself and just let my mind wander. You two are a strikingly attractive couple."

She gave a very unladylike snort. "Not a couple. Not anymore. I was in town and was hoping to at least get a "for old times' sake" but Jacob's happily married now. And one thing I'll say about Jake -- he's loyal. Well, two things -- he's also a great fuck."

I chuckled at that. "Well, I'm sorry that you couldn't corrupt him." I put a hand out. "Scott."

She took my hand and looked me in the eye. "Hello, Scott. I'm Crystal. What brings you to Chicago?"

I ordered her a drink and we chatted about our work for a while. She even made accounting sound almost interesting. But she glanced at my wedding ring a couple of times, and I think I even heard a little sigh. She finally asked, "So what does your wife do?"

"My... Oh, I, uh... I've just never stopped wearing it."

"Oh, I'm sorry! Tough divorce?"

"No, no. Pancreatic cancer."

"Oh, Jesus! Oh, Scott, I'm so sorry!" Her dark hair framed her beautiful face, made even prettier by her concern for me.

"Well, I've got to find a way to move on, I guess. For my daughter if nothing else."

"You've got a kid? How old?"

I showed her pictures on my phone of Zoey running track and her prom pictures with her friends. Crystal talked about her little boy, staying with his father, a different ex.

It was nearing midnight, and the bartender was making his call for last rounds. Crystal looked at me as if she was taking my measure. "You know, I'm enjoying talking to you. We could take our drinks upstairs. If you want to."

I'm sure I looked a little nervous. "Sure, that sounds very nice." I got another beer for me and a glass of Zinfandel for Crystal, and we headed to the elevator.

"I'm on 11." I punched the button and willed the doors to close more quickly.

She waved her card in front of the lock and I opened the door, holding it open to let her in. She gave me a little smile, like she was surprised at such a simple act of chivalry. I followed her in and threw the security bar across the door.

When I turned, her hands were behind her back, reaching for the zipper of her dress.

"Can I help?"

She grinned back at me. "I thought I'd get a little more comfortable. Can you get the zipper started?" I set my beer on the coffee table next to her wine glass and gave her a hand.

She slowly zipped it the rest of the way down as she walked back to the bathroom. "Make yourself comfortable. I'll be right out."

I ditched my suit jacket, loosened my shirt, and slipped my dress loafers off. I wasn't sure just how comfortable she meant, so I thought I'd play it by ear.

It was much clearer when she returned from the bathroom. She was stunning. Her hair was down, her dress was gone, her bright red lipstick was seductively reapplied, and she was wearing nothing but her thigh high stockings and her leopard-print heels.

"Scott. You don't look nearly comfortable enough. Why don't you fix that?" She lay back on the bed, her legs slightly spread, lightly stroking her nails around her nipples. God, she was sexy!

I grinned and stood up and stepped out of my slacks and underwear and managed to lose my socks -- there is absolutely nothing sexy about a man wearing nothing but black dress socks. Watching her watch me had me already hard as a rock.

That didn't escape her notice. She rolled up onto her knees, her eyes never leaving my cock. "Well, Scott, why don't you let me take care of that beautiful erection? I assume you can get it up again later?" Fuck, I could get it up all night for this woman!

I just nodded. "Uh, that won't be a problem."

Every woman has her own unique approach to blowjobs. Crystal's might have been the most direct, and amazingly effective. She looked into my eyes, leaned forward, and slowly took my cock all the way to the root. I am not a small man, but she never gagged, she never broke eye contact -- she just swallowed me until her nose was pushing into my pubes.

She pulled back with a gasp and looked up at me with a grin. I recognized that grin. It was the one my wife had given me at least a hundred times -- one that said "I can take whatever you can dish out -- and I will love it".

I took her at her unspoken word and laced my fingers through her hair, holding her head in place while I drove my cock back into her mouth. I made sure she could pull back in case I'd misread her intentions, but she was... enthusiastic, to say the least.

I was decidedly wound up after fantasizing about this woman all evening. Add to that the vision of her tight little rear in the air as I fucked her mouth, and I was on the verge in no time. I released her head and let her decide how and when to finish me, but I knew it wouldn't take long.

She pulled back, sucking on just the tip while her tongue danced across my shaft. She fondled my balls in a most delightful way until she slid back and slipped a well-manicured finger inside my asshole.

That sent me over the edge, as she clearly meant for it to. By the time I stopped filling her mouth with jizz, I could barely stand. She was incredible!

Her face was a gorgeous disaster -- mascara smeared, saliva and my spend everywhere. She pulled back a little in surprise when I leaned down to kiss her, but then she threw her arms around my neck and returned the kiss with the same passion that she had blown me.

She looked around, probably for a towel or the corner of the sheet, but I gently took her wrist. "Don't wipe it off. You look beautiful." I kissed her again and she lay back down, her legs spread a little, her lower lips as puffy and red as the ones above.

"Oh! You're still hard!" Fuck yeah, I was still hard. She was magnificent! I kissed my way up a stocking-clad thigh and ran my hands up until they were behind her knees, then pulled her legs up and apart. She smiled, and nodded, and guided my length into her wet and ready cunt.

I was in no hurry and Crystal didn't appear to be going anywhere (well, it was her room, so I guess she wasn't). I held her legs up and out and steadily fed my cock to her, spurred on by her moans that escaped around our tongues as we kissed.

She squealed into my mouth as she came, her arms wrapped around me, squeezing my torso as hard as her pussy was grasping my cock. I kept my steady pace until she rode out her climax and urged me on.

"God that was perfect, Scott. Now give it to me! Fuck my pussy the way you fucked my mouth!"

I did everything I could to comply, pounding into her so hard her ass bounced up off the bed with every stroke. She stayed right with me, goading me on, until I groaned and unloaded inside her, much to her delight.

We played together for another hour or so, neither of us wanting to be the one to call it a night. She seemed amazed that I would go down on her, despite having cum inside her. I think she was even more delighted when I got hard again after a little encouragement, and she rode me until we both fell over onto the bed, finally exhausted.

We lay back on the pillows as we caught our breath. "Do you get to Chicago often?"

I didn't see any harm in telling the truth. "Every couple of weeks for the next few months. You?"

"Once a month or so. Maybe we'll run into each other again." I noted that she didn't ask that we exchange numbers, and I was fine with that.

# # #

I waited until after 2am to call. I was in Chicago, and she was at home on East Coast time, and I didn't want to interrupt anything.

"Hey, babe! How did you do tonight?"

"Oh, Alli, she was gorgeous! Hot brunette in her early 30s -- and very ready and willing."

"So what did I die from this time?"

I gasped in mock insult. "Hey, I can get women without... okay, it was pancreatic cancer."

"You bastard! I hear that's horribly painful."

"Gets more sympathy. But it really probably wasn't necessary this time. She seemed pretty willing. So, remind me of how we're keeping score? One woman, and I came on her or in her three times."

"Number of times you get off against the number of times the guys jizz on or in me. Wouldn't be fair otherwise. You know I can orgasm at the drop of a hat. Or the drop of my panties."

She couldn't see my smile, but it was ear-to-ear. I loved how quick my wife was to cum. "So that's five for me this week, including last night. I think you were already close to that.

"Well, I just got home from your brother's house, so I'm up to six."

"Ooh. Guess I'm going to have to get busy tomorrow night then! I'm heading home the day after."

"You'd better get VERY busy, sweetheart. I'm working a late shift at the hospital and Doctor Gupta is on the schedule."

"Oh fuck. Sudeep is good for a few. You've shown me the videos."

"He is kind of a show-off. It's late -- you get some sleep and save your energy. Maybe you can find a pair of twins tomorrow night."

"That's what I love about you -- always thinking of me. Tell Sudeep I said hi. I've got an early flight the next day so you can tell me about it when I get home Friday."

"Okay sweetie. Sweet dreams! I love you, you big stud!"

"I love you too, Alli! You crazy slut!"