We met at work. Her name is Kate and she is the head of the accounting department. A few days after I started the job it was announced that her husband of 16 years passed away. It wasn't till a few months later that we actually talked. It was just small talk. She seemed like a nice lady. Then, about a year later when I was having a house built. I heard thru the grapevine that she had just moved into a house across the street from mine. I saw her at the company crawfish boil and that might have been the first time we had an actual conversation. I told her that if she ever needed anything, I'd be happy to help. We started to develop a friendship. She asked me to help her hang some pictures in her house. We were able to visit more that day. I started mowing her yard as well. One night she even texted me and asked me to come kill a snake in her back yard. The more I talked to her the more of an attraction I started to develop for her.
I was 24 at the time I was 6' tall about 200lbs with dark eyes and black hair. My shoulders were broad and chest tight from working out daily. Her being 30 years my senior was a major plus. I'd always had an attraction for older women.
She was about 5'4" with a nice body. She had a round ass. Her tits weren't too big, but they fit her body perfectly. She had a beautiful smile that I always loved to see.
For the next year or so, I'd given her hints that I wanted to fuck her. I had a feeling she had an attraction for me as well. There was just one major line that she would never cross. I am MARRIED!! I knew she'd never cross that line, but the more we talked the more daring she got.
One night I was able to get her to play truth or dare with me thru text. She stopped playing when I asked her how often does she play with her pussy. Not sure if she just didn't want to admit she played with herself or if it was just too much too soon for a question like that. It seemed like things died down a little after that. She really was a good friend to me.
We talked often. Sometime just asking how she had been, other times about things going on at work and there were times we talked just about anything.
It was at a company function that things started to heat up. The owners of the company paid for all the employees and their families to stay the weekend on Galveston Island at a really nice resort. The first night was the wildest. There was an open bar at the pool. I got out to go to the bathroom and didn't take my key to get back in the pool area. On the way back I noticed I didn't have my key, but I saw Kate not to far from the pool gate and I asked her if she'd let me in. She said she didn't know how to use the key.
I said "It's easy just push it in and pull it out."
She joked and said "I don't like when it's just pushed in and pulled out."
I said "Yeah, that's never exciting."
She had no idea how turned on that made me. I felt my cock start to get hard in my swim shorts. Not good at all!! I decided I was gonna go back and talk to her. I got another beer and put my the rest of my clothes on. I just couldn't find her anymore. So I texted her.
She said she went back to her room. I asked if I could come give her a hug. She said "no." I asked her "If I come anyway, will you still be my friend?"
She replied "Yes, of course. Lol"
So, I made my way to the elevator. I wondered if she forgot that she told me her room number earlier in the night. I knocked hoping she'd answer and that nobody from work saw me at her door. She did answer I asked to come in for a second she smiled and said no. I told her I'm not gonna do anything to make you feel uncomfortable. She opened the door and I slid in. I told her I just wanted a hug. She wrapped her arms around my neck and I pulled her close for a strong hug. When we broke the hug I told her that I wanted to confess that I was very attracted to her and would love to do more than just hug her but would never try anything that made her uncomfortable. She told me thank you and I left.
I returned to the pool, but kept texting. Trying to get her to let me come back up for a kiss this time. She said no. I wasn't going to push it. Her friendship was the most important to me. I got extra brave and asked her if she had ever fantasized about me.
She was bashful at first and just asked "Have you ever about me?"
I told her "Oh yes, all the time!!"
She told me "I have about you too."