Babying Heather

Spring time means the start of Trade Show season in my business which means lots of traveling, hotels and masturbation. I’ve been with my wife now for twenty years and things have become pretty stale with our love life. My wife pretty much only likes sex one way and that’s if she even has time for it between work, kids and running the house. I’m not complaining, I love my wife but I’ve always had a variety of tastes and fetishes when it comes to sex.

One of the things that always has got my motor running in a big way is pregnant women. To me, there is nothing sexier than the site of a woman looking pregnant. The loose fitting clothing, the enlarged breasts and glowing features that come with being pregnant. We have three kids and my wife pretty much had to beat me off with a stick I was so horny for her. (No pun intended!)

Unfortunately for me, my wife’s sex drive was always non-existent during pregnancy except for when she was close to term and wanted intercourse as a method of inducing labor. My wife would instruct me to lie flat on the bed and stay in that position so she could get on top of me. No foreplay, she would just take her clothes off, sit on me and stuff my engorged cock into her. I would watch in amazement as her swollen tits bounced as she rode me with purpose. Her round belly and full body rocking on top of my cock were some of the most exciting sexual experiences I’ve had with her. I was fortunate enough that when she really wanted the baby out, she would try for days riding my cock to induce labor.

Traveling was something I always looked forward to just so I could explore various porn sites on my laptop without having to worry about my wife being disgusted in what really turned me on. I would always arrive at my destinations a day early just so I could drop my bags in the room, open my laptop and jerk off before having to fulfill any of my work obligations. This would happen at least every day of my trips, sometimes twice a day as the internet offers multiple ways to get yourself off.

As a senior buyer, I always had to bring and assign staff to attend these shows with me. Foe the last four years, one of the staff that I always brought with me was Heather. She was great at her job. Super-efficient and I had come to rely on her for these trips. I’ve certainly got to know Heather well from work and these trips as you pretty much spend ten hours a day together between walking the floors of the shows, dinners and late night bars.

Now Heather was a gorgeous lanky red head with freckles and a killer body complimented by her perfect tits. She was ten years younger than me, newly married and was pregnant for her first time. The more she started to show, the more attracted I was to her. Heather was now six months pregnant and I was pretty sure that going on the road for days at a time, walking concrete floors for eight hours a day would be out of the question. I posted the intercompany email on who I would be taking to the show this year and left Heather’s name off.

“Jack, I noticed that you left my name off the list for this year. I thought you said I was your best buyer. I don’t understand. It’s not because I’m pregnant is it?” asked Heather. “I just assumed that it would be too much for you with all that walking. You’ll be back on the list next year for sure.” I answered. “No fucking way! I can do this Jack. I really want to go. I’ll just skip the late night bars but you need your best person there. You have to let me go.” Heather was pretty determined to get her way. “Alright then. I was just looking out for you but if say you can do it then you can go.” I’m not gonna lie, this was very pleasing to me.

Heather and I were booked on the same flight to Atlanta on purpose as I wanted to at least help her with her bags and to get her from the airport to the hotel. I had her carry-on bag and mine in tow as me boarded the plane with Heather walking in front of me. We both had isle seats across from each other and she sat down in her seat as I lifted her carry-on to the overhead bin above her. Heather was wearing a loose fitting yellow flower dress and when I looked down from my perched position I could see most of her tits hanging out from the straps. She wasn’t wearing a bra and her tits looked very full and hard. She must have gone up at least three sizes since becoming pregnant which made them extra-large as she was already blessed in that area to start with.

I thought of those tits the whole flight and it was becoming increasingly uncomfortable sitting in that seat thinking of Heather’s swollen tits. After two hours of this I couldn’t take it anymore so I got up to go to the bathroom to relieve the pressure mounting in my balls. When I stood up Heather looked over at me and her eyes went wide when she could tell that I had a raging stiffy poking through my jeans. I quickly pulled my tucked in shirt out to try a cover it up as I walked to the airplane toilet. As I opened the door, I looked back and Heather was watching me with a curious look on her face.

I shut the door and immediately pulled my pants down and gripped my eight inch cock in my hand. The flight was a little bumpy so I had one hand up against the mirror with my other hand beginning to beat my cock at a furious rate. Looking in the mirror I imagined that Heather was in here with me. I pictured her sitting on the toilet, legs wide open with me standing in front of her while I beat my shaft with my fist. The thought of cumming on her was all I needed to explode streams of cum into the sink in front of me. I watched myself in the mirror as hot semen poured out of my dick. This was going to be a good week.

Once my cock had shrunk down to its normal size, I left the bathroom and made my way back to my seat. I could feel Heather’s eyes on me as I sat down and I popped my headphones in my ears and turned on the TV. She stared at me for a good couple of minutes before returning her attention to her own TV. If I had made eye contact with her all I would have pictured is my cum dripping down her chin. And what a site that would be.

Once we got to the hotel I asked Heather if she wanted to have dinner together later on.