1. Babying Heather


    Date: 12/21/2015, Categories: Fantasy, Cheating, Job/Place-of-work, Male/Female, massage, Masturbation, Pregnant, Author: Shyboy5150, Rating: 90.9, Source: sexstories.com

    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. She agreed, I brought her bags to her room and placed them on her bed for her. “Ok, text me later when you’re ready and I’ll come and get you for dinner.” I explained. Heather’s eyes were very focused on me and we stood there for a moment as I waited for a response. Heather formed a little smile after a minute or so and said “See you in a couple of hours.” I tried to perform my standard ritual of porn and tugging when I got to my room but every woman’s face on my computer screen transformed into Heathers. I imagined every position fucked in on my laptop screen was me drilling Heather. I heightened the experience by switching to amateur videos of couples fucking in hotel rooms wishing that I could see Heather in my hotel room with my hands all over her. After a quick shower, shave and a change of clothes I was knocking on Heather’s door to bring her down to the restaurant on the ground floor of our hotel. When she opened her door and it was apparent that she was dolled up for me. She now had her curly red hair down from the bun of earlier today. She had put makeup on and switched to a new dress that didn’t quite fit up top because of her enlarged breasts. “Not bad for a pregnant woman, eh?” she asked. “You look amazing!” I said as I picked up my jaw off the floor. Heather smiled at ...
    me and brushed pass me towards the elevator. Not gonna lie, I took in the smell of her and her perfume as she walked past me. Dinner with Heather was nice and as the evening went on I began to calm down and become more comfortable. It was starting to feel like one of our usual trips and Heather noticed too. “There’s the Jack I know. Where have you been? I was starting to wonder if something was wrong.” She stated. “Really? I hadn’t noticed.” I tried to brush it off. “Well I thought for sure you would have felt better after you rid yourself of that hard-on you had on the plane.” She said with a smirk. I almost spit out my mouthful of Budweiser when she said that. “So you were jacking off on the plane you dirty man! I knew it!” A million things raced through my head as I tried to regain the upper hand on the situation. I stammered and flailed my hands around until I finally said, “I’ve got nothing.” Heather laughed at me and said, “It’s Ok. I won’t say anything. What were you thinking about that demanded you to do it on the plane? You couldn’t of waited until you got to the hotel?” Heather’s casual demeanor about the whole thing was surprising so I just let loose. “Well I did when I got to the hotel too.” Heather laughed again. “So, what were you thinking about?” “Mmmnn, don’t know if I should tell you.” I answered. “Come on Jack, tell me.” I thought about it for a minute and Heather patiently waiting for my response. “When I was putting your bag in the overhead compartment I ...
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