A New Start

It was a long hard battle. My wife of six years had decided that she wanted something, and someone new. She tried to take everything from me and she succeeded. She got the house, the car, the bank account. I got to keep my computer and finally some peace and quiet. No more yelling, no more telling me that she could have had so much more if she had not married me. It was over. I was done with her, her family, my life in Boston was finished. I boxed up everything I had that she didn't take from me and rented a small U-Haul and took off toward Las Vegas.

Hi, I'm Matt. I'm a 33-year-old divorced guy with no kids, no pets, and need someone who wants an uncomplicated guy in their life. I work from home for a national company online doing their IT. I can work anywhere that I can plug in and have wi-fi and I've decided to give Las Vegas a try for a new start in life.

I looked over the profile I was creating in the dating app I helped create over 10 years ago. One of the few things that the bitch didn't take in the divorce was my royalties from this app. I get 15% of the proceeds from the memberships, but don't actually own the app anymore. I took the 15% over a complete buyout that would have cost them more than they wanted to chance on 'just another dating app'. They saved a couple million dollars, and I got an income that Satan's daughter couldn't take from me.

I was currently in Columbia, Missouri, between St Luis and Topeka which was about half-way through my 40+ hour drive to reach Las Vegas. I put my phone down as my laptop pinged. Another problem to fix. I open up the chat window and look over the message from one of the customer service reps that couldn't get logged into his phone app. I sighed and typed in, "Hi, this is Matt. Let's see about getting that phone app working for you. Have you already tried shutting down and restarting your computer?"

"Hi Matt, no. Should I do that now?"

"If you do our chat will end. Let me find you on Teams first and then you can restart."

"Okay, thank you. My user ID is BSULLIVAN3."

I put the ID into my Microsoft Teams and found Sullivan, Beckie. I then typed into the Teams chat DM, "Hi Beckie, this is Matt in IT. Please go ahead and restart your computer and I'll look for you to come back on here."

"Okay, doing that now." She replied in the Teams DM, and I watched as her green dot turned into the white X. I took the time to see where she was, and her company profile said she was a remote worker in Colorado. It was mid-November, a week away from Thanksgiving, I could just imagine all the ice and snow that Colorado must be having. It was just before 9:00am where I was in Missouri so that would make it just before 8:00am in Colorado. She's probably just on her first cup of coffee; I was on my third.

Her light turned green and I typed in to the DM, "Welcome back. Please try and log into the phone app now."

"Hi" came the reply with a smile face emoji. I waited and then about 30 seconds later she wrote, "It's working! Thank you so much Matt."

"You're welcome, Beckie, have a wonderful shift. May I close your ticket? Have we fixed everything?"

"Yes and thank you again."

I closed her ticket as completed and then logged off myself. Time to get in the shower and hit the road again. I closed my laptop and got up to walk into the bathroom. Turned on the shower and got out of my boxers. One of the nice things about working remotely is that you can wear anything, everything, or nothing. There I was helping Beckie this morning wearing nothing but a pair of boxers I had worn to bed last night. As far as she knew, I was at a desk in some cubicle and not a hotel room in Podunk rural America in nothing but my underwear. I laughed to myself as I stepped into the shower. Lathering up my hands with the tiny hotel room bar of soap and began my usual morning ablution routines. Now, I'm not a Mr. Atlas or even close to being on the cover of Men's Health, but I'm no slouch either. At 6'3" I'm taller than most, and I work out enough to keep a lean 183 lbs. My light brown hair is kept short, but I have begun letting some facial hair grow in. I had bought a rechargeable razor set to use before I left Boston. Instead of shaving with a bladed razor every morning, I now use the electric every-other-day to keep my face at that week-old look. I think it makes me look a bit older. I look forward to trying my new face out in Las Vegas and see if I get carded in the bars.

I finish in the shower and get out, grabbing the towel and drying off. I then hear the knock on the door, "Housekeeping." At just past 9:15?

I smile, mostly close the door to the bathroom, and wait. A couple seconds later I hear another knock and the keycard lock make its whirring sound as it opened. I wait until I hear the door shut and then open the bathroom door and see the housekeeper, and then she sees me. "Oh, I'm sorry," I tell her. "I just came out of the shower and didn't hear you."

I saw her eyes quickly glance down at my cock and then turn away, "No, I'm sorry sir. My list said this room had already checked out."

She was maybe 40 to 45, not Hispanic like most hotel workers, but also not American. Her accent placed her somewhere in the southern European countries, probably one of the former Soviet ones. Ukrainian maybe? She had the look. Dark brown hair and eyes, full lips. She reached for the door handle to leave, and I stopped her by putting my hand lightly on her outstretched arm. "Are you in a hurry to leave?" I asked.

She stopped reaching and I removed my hand. She dropped hers and turned towards me. Looking up at me she saw my face and I smiled. Then she slowly dropped her head, her eyes moving over my body as it went. She then stopped when she got to my cock and this time lingered there taking me in. She then looked back up to me, "Does this routine work for you? Do you get many housekeepers to stay in your room when you are naked?"

"It's actually my first time trying," I told her honestly. "Is it working?"

She brought a hand up and cupped my balls and gave a slight squeeze. Then she brought her hand out, palm up, to run it over the underside of my cock. She then gripped it and began to slowly stroke. "If you had not been as tall and handsome, and your cock not this nice, I would have left."

I took the chance and brought my hand up to caress her jaw and cheek with one hand as I bent to press my lips to hers. She returned the kiss, the grip on my cock increased and so did the stroking. She pulled back and said, "You give good tip, I give good blowjob."

"Deal," I replied. "How about $100.00?"

"Make it $150.00 and I will do it without making you get a condom," she countered.

I went over to the dresser where my wallet was and took out two $100.00 bills. I placed them on the tray that held the complimentary coffee and tea. "I always leave a tip for the staff in a hotel," I said to her turning back around.

She took the step toward me and took my hand, guided me back over to the bed, turned me around, and gently pushed against my chest so that I sat down. She kept up the pressure, so I used my hands to boost myself up onto the bed. I was in the middle of the bed now, laying on my back, my cock now at full mast and hard as a rock. "What is your name?" She asked as she turned slightly and sat on the end of the bed. She brought one leg up, knee bent, so that she could easily reach me. She took my cock in hand and began to gently stroke it.

"Matt," I replied. "What about yours?"

"Ava, it's short for Avianna."

"Avianna," I repeated. "That's a beautiful name."

"I was named after my grandmother," she explained as her stroking started to change from a straight up and down motion to having a slight twist. "She was from Italy and escaped with my grandfather and my mother during World War II."

She leaned in and placed her mouth over the head of my cock, and I felt her tongue circle. Then she began to work on giving me the promised blow job. It was good, just emotionless. She was treating it like it was just another part of her job, maybe it was. She was a good looking middle-aged mature woman, I'm sure many male guests have hit on her, probably have given her the same 'tip' and have gotten the same return treatment. I sighed. She sat up, still stroking, but now looked at me. "You are not so bad looking, and you have a nice cock."

"Uh, thank you?" I replied hesitantly.

She stopped and stood up. Reaching down she removed her shoes and then put her hands under the uniform dress. As I continued to watch as she pulled down her stockings and then climbed up onto the bed. She put her leg over my legs so that she was straddling me and then raised up on her knees, took back ahold of my cock, and she guided it under the dress. I felt the warm moistness of her labia as she brushed my cock along her pussy lips. I couldn't see her doing it, but I felt it. She then slowly sank down; my cock began to bury itself inside of her. She looked at me when she removed her hand and placed them both on my chest as she began fucking me. "I hope you don't mind; I haven't had a man want me to do things with him, that looks as good as you, for a long time."

"I like older women," I told her. "My ex-wife was 10 years older than me. So, about your age." I felt her pussy juices coat my cock, she was not tight like a young co-ed would have been, but she felt really good. Her muscles clenching and unclenching, this was a woman with experience, one who knew how to please a man.

"Your cock feels so good inside of me Matt," she said as she picked up speed. "I want to feel you cum inside of me. It's been so long since I've been with a man like this."

I knew I could hold out. It was something I leaned with my ex. Ava's pussy was getting very wet and creamy. I could feel it running down my balls. Well, if she hasn't had a good fuck in a long time I wasn't going to just lay here. I reached up and began to unbutton the uniform, working my way down from the neckline. I finally reached the belt that sinched the uniform around her waist and unfastened it, I then continued to unbutton as she continued to bounce on my cock. Not saying a word, but also not stopping me. When I had the last of them undone, I opened up the uniform and pulled it off her shoulders and then her arms. She had a utilitarian bra on underneath. Just a plain solid nude color with an underwire and padding. I saw the hook in the front and reached for it. When it was undone, I removed it and saw her small breasts. They were about a B-cup size, and gravity had not been kind to them, but they were still boobs, and she had nice hard nipples. I took one of her breasts in each hand and played with the nipple between my index finger and thumb.

She breathed in deeply and let it out. "Oh, Matt, it has been too long."

"Then let's fix that," I replied and brought my hands down to her hips and used my feet to rise up my own. I turned, her one leg slipping under me as I went, still buried deep into her. I brought my hands up so that they were on her back and held her as I slowly laid her back onto the bed. Now, with her under me I positioned my legs to drive myself hard and deep into her. My cock so wet with her natural lubricant I slid in and out of her with no problem. She obviously had not yet gone through menopause. Still very much giving my cock the needed lube to pound her easily.

"Oh, my god Matt, Yes, fuck me please." She said and I felt her hands on my hips giving me pressure and encouragement to fuck her fast and deep. I pounded into her, hearing her juices squish when our bodies met. I wasn't lying to her, I did enjoy older women. My first being the mother of a classmate in high school when I was only 18. My ex-wife was the younger sister of my one of my former instructors at MIT.

I was really digging into her when she pushed me off of her. She quickly turned over, getting up on her knees, her head down on the bed. I didn't hesitate and buried my cock back into her all the way, all at once. "Ah, fuck Ava, your pussy is so fucking wet," I told her as I began banging her again. I grabbed her hips, barely noticing the little bit of extra width. She was not fit, a little overweight, her boobs now dropping down so that as I fucked her the nipples dragged over the bed. I didn't care. To me, she had a beautiful face, and her body was reactive to mine. That's enough for me to think of her as sexy, desirable, I wanted nothing more than to give this woman the fucking she so greatly wanted.

She was moaning, encouraging, and rocking back into me as I went at her. She was fucking me back as much as I was fucking her. "You must finish Matt. I have a schedule to keep; I can't get too far behind. But, oh you feel so good fucking me."

I pushed her down onto the bed all the way and followed her so that when she laid flat, I was still inside of her. It made her feel tighter, and she used her pussy to grip me, I hammered her pussy another dozen strokes and soon felt the need. "I'm going to cum Ava. You still want me to cum inside of you?"

"Yes, Matt. I want to feel you fill me. I want to feel the pulses, the warmth, the flow of your sperm." She turned her head enough to be able to look up at me. "Please fill me up."

That was all it took. I started to unload stream after stream of hot cum deep into her. I felt her pussy tighten up around my cock, milking it for every drop. When I was done, I had pumped at least eight good shots into her and probably leaked out enough to call it an even ten. It had honestly been quite a while for me also. I had not been with another woman since my divorce. The last time I had fucked my ex-wife had been almost a year before. I turned and flopped down onto my back on the bed beside her. "Oh, fuck that was fantastic Ava. I so needed that."

"I too was in need of a good fucking Matt," she replied as she turned and used one hand to turn my head and she kissed me, "Thank you."

"Just so you know. Even though we may never see each other again. I will never forget this moment we spent together," I told her honestly. I would not ever forget this time with her.

She then got up without another word, but I did see moisture in her eyes as she tried not to tear up. "I must get back to work." She hurried into the bathroom where I heard water running. I assumed she was cleaning herself. She then returned with a washcloth in hand. It was wet with warm water. She used it on me. Wiping down my cock and then my balls, making sure our mixed fluids were wiped away. She then began to put on the stockings as I got up to find myself clothes to put on for the day.

I was just finishing up packing as she was finishing up changing the bed dressing. We went to the door, me to check out, her to continue on to the next room to clean. As the door closed and she turned to push her cart to the next room I watched her go. The uniform very utilitarian, not made to show a woman as sexy or desirable. I wondered if they were designed to be just that for hotel staff. So more of what we just did wouldn't happen. I chuckled to myself. Well, we fucked anyway, regardless of how she looked dressed in the uniform, regardless of her age, regardless of the little bit of extra weight and gravitational effects on her body. She was desirable enough for me. I was just lucky enough that I was desirable for her and that she needed a good fucking. Because we both needed that.

~~~~~~

I made it to Las Vegas, moved into the apartment I had arranged before I had left Boston, and began to set up. It was a two-bedroom, so the second one became my home office. Complete with large desk and big comfortable chair to work from. I planned on making more app in my free time.

One thing that sold me on moving in here was the fact I was in an apartment the looked down over the pool and I set up my desk so that I could see everything. My first day I was plugging away with the usual issues when I saw a group of women enter the pool area and start taking up the loungers around one end. There were five of them. They adjusted their seats and took off their outer garments and lay down to catch the sun. A week later they were still doing this daily. The next day I took off and went down to the pool 15 minutes before I knew they were going to be there.

I put my things on a chair to the side of where there were going to be and dove into the pool. I was the only one there currently, so I began taking laps. Right on time the women entered and set up at their usual seats and laid down. I kept up the swimming for another couple laps until I knew they were settled in and got out of the pool. I made my way over to the chair I had and spread my towel out over the chair and laid down also.

I had put on a pair of Ray-Bans, so I knew they were not going to see my eye watching them. I turned my head slightly, making it look like I had fallen asleep, made my breathing become regular, but also better able to watch them. The one closest to me was a blonde, probably the youngest, maybe late 20s at the most. She had on a red bikini that showed every curve of her very fit body. A nice rack of C-cup breasts showed very little sagging as she lay there.

The next one was who I though was probably the oldest, around retirement age, but no more. She had on a bikini also, but with a tiger print. She had large breasts, possibly an E-cup, and also possibly full of silicone.

The next two both looked Hispanic. About 35 or so and had the full figure and wide hips of being mothers. The last was a black woman, also 35ish, but thin. She had a small set of A-cups. Natural, not firm, they pretty much lay flat over her chest.

As I watched the youngest one closest to me looked over at me. I watched her check me out, linger on my crotch area and then turned to whisper something to the older woman next to her. She was turned away from me so I couldn't hear what she said, but it was enough that both the older woman and the two Hispanic women glanced over at me. The one closest to the black woman turned and said something and then she too was checking me out.

Five pairs of eyes looked me over. I made a small move 'in my sleep' that opened my legs up a bit more, my cock was laying down my left leg, and it was now very visible to all five of them. The black woman got up and stretched, then she made her way over toward my chair. I could see her watching me for any sign I was awake. She walked past me, and I didn't make any movement. She must have turned right around because soon she was back in my field of vision and slowed as she passed me. She paused long enough to get a good look at my crotch and the 6 inches or so of my cock laying down my leg being outlined by the tight swim wear I was wearing.

She then went back and sat on the chair of the young woman and began talking in a low voice that I couldn't hear. Whatever it was had to be about me because I watched each of them look over at me. I gave it a few minutes and then made like I had woke up. I turned myself over so that my back and legs could get some sunshine. I sneaked a peak over and noticed all five of them were turned away acting like they were not interested.

I settled in to let the sun do its job and I just soaked up and getting the vitamin D production started. I gave it about 10 minutes and then turned back around. The women were on their backs now. I gathered my things and headed out, making sure at least one or two of them at least was able to watch me go out and across the sidewalk and up the stairs to my apartment. Now all five would soon know where I lived.

~~~~~~

I didn't go back to the pool again until then next week, on Saturday, just like last time. Again, I was swimming when they arrived. I had watched them out my window this past week, this was obviously a daily routine for them, an hour of sun and social time every day. I made one more lap and got out moving to my chair that I had used last week.