On Friday, me and E didn't leave New York until close to 1pm to get to Boston, which was bad timing on our part. A normally four hour trip ended up taking nearly seven hours. Still, it wasn't a terrible ride. I was incredibly horny all day because I was really looking forward to having sex in the hotel. E did most of the driving and while he did, I spread my legs on the dashboard and played with myself in full view of passers by. E didn't mind my exhibiting and that got me even more aroused. We hit some traffic and stopped twice, so we didn't get to the hotel until close to 8. The hotel was beautiful, upscale and in the center of town. It was also attached to a fancy shopping center called 'Copley Square'.
We had a reservation that night for an elegant restaurant near the hotel, but I wanted to change and wash up first. I did that quicky in our room and we got to the restaurant around 9. That was an amazing meal. I ordered seafood stew and we each had 2 glasses of Pinot Grigio. E had seared tuna steak. I enjoyed the food, atmosphere and service. When I went to the rest room, I took off my panties and handed them to my husband as I sat back down at the table. He was amused and he put them in his pocket.
Then, we had an interesting follow up conversation that would define how the rest of the weekend would play out. Earlier that week, E told me, at home, that he would help me live out my fantasies to have sex with other men, women or maybe couples. When I reproached him on the topic at dinner, he revealed that he was not truthful when he said he'd go along with that. He then admitted, it was 'just pillow talk' on his part in order to arouse me. He said he could never go through with it, because he was only comfortable with me, alone. I was disappointed to hear that, but I knew I couldn't force him into my fantasies. I told him, "That's fine, but I am going to do what I am going to do."
When we were finished with dinner around 11, we walked back through Copley Square to the hotel and hubby told me he was tired. He wanted to go to sleep but I wanted to go to the bar! I wanted to enjoy the feeling of eyes and possibly, hands on my body. I was all dressed up, wearing a short, yellow, silk dress with nude, patent leather stilettos. My makeup was impeccable and my hair was blown out.
I did not look around much going into the bar but I sat down next to some empty seats and ordered a glass of wine and some ice water. About 10 minutes later, this guy came and sat next to me on my left. I immediately thought he was very suave and sexy. From what I could tell, he had a nice body. He had dark hair, but not a lot of body hair from what I saw, in his rolled up sleeves of a button down shirt.
He had a fresh plate of food and a glass of wine brought over. He offered me some food and started a conversation. He was very friendly, charismatic and good looking and I concluded in less than 20 minutes that we'd be fucking. I wanted to fuck him then, but I gave our conversation an additional 40 minutes to make sure no red flags went off. During that time, the conversation turned sexual, which I may have instigated. He told me about some of his adventures and I mentioned some of my preferences. I told him that I like to submit and that I enjoy anal sex. This led to some story swapping and he showed me some pictures of one of his fuck buddy girls.
He was cocky but flat out told me that he was unattached, at the hotel for work and loved anonymous sex. That was something I could definitely go along with. Around midnight, he offered me the invitation to go to his room with him. I accepted.
I was very aroused, as I had been all day. My panties were already off and my pussy was swollen and wet. We got to his room and we walked in. I noticed he had two beds and only one appeared to have been slept in. I sat on the bed that was made. He said: "Oh, my secretary booked this room for me, I think it was a mistake, that's why there are two beds." I thought "Who uses the title 'secretary' anymore? Aren't they called 'assistants' these days?... Whatever." He claimed to be an Art Programmer from New Orleans but added he used to be in the Military. I honestly thought he booked a room with two beds so he could have one bed to sleep in and one bed to fuck in. Based on our talking, he clearly enjoyed many casual encounters.
What I could genuinely say, is that he had a very nice body. I could see his built biceps through his shirt. I commented on his size and we built up even more sexual energy by talking about our physical attributes. He conceded to being 6'4 and 245, after he noticed my 5 inch high heels and I admitted to being only 5'1. He said that he especially likes petite blondes but got even more excited when I also mentioned that I'm very flexible.
I took off my shoes and went into his bathroom to wash up and take off my dress. I came out in just a black, lace bra, yellow gold bracelet and earrings. He already had his pants and shirt off, but I liked the sight of him in just his blue boxer briefs. He had some enigmatic tattoos but I didn't ask about them for fear of wasting valuable time. Maybe, I didn't care much, either. I was right about him not being very hairy though. I could see that he was very hard for me and his dick was huge! I don't know how many inches but it was, at least four fingers wide and seven or eight long if I had to estimate. He enjoyed talking about how big his cock was and how he used to think it was small compared to his older brother when he was a kid. Even if that was the case, he was very proud of his unit now and I anticipated enjoying it fully.
