I've had a huge crush on one of my coworkers for the past few years. Her name is Dolores. She is 49 and a mother of three so she definitely qualifies as a MILF. Dolores is a little over five feet tall and is very slim with short brown hair. Her breasts are very small, my guess would be 34A, maybe B. My favorite part of her body is definitely her ass. It also helps that I think she wears a thong every day. She couldn't be more perfect, an older woman who liked to wear sexy panties. Plus she was single.
However I am only 29 and also married so I never made a move on Dolores. Sure we've flirted and joked around but never anything serious. I doubt she had any idea that she was my number one jerk off fantasy. Rare was the day at work I didn't ended up beating off in the bathroom while thinking about fucking Dolores or having her suck my six inch dick. Usually I would catch a glimpse of her thong and it wouldn't take long for my cock to turn into a raging hard-on.
This is the story of how our relationship changed from work friends to lovers...
Dolores stopped by my office in the morning with some work questions. However she caught me off guard when she asked something else.
Nick, do you know of any good adult stores around?
What are you looking for?
I'm not sure, I was thinking about getting one of my girlfriends some gag gifts for her 50th birthday party and that came to mind, do you think it's a good idea?
Oh yeah, they have tons of stuff that would be great gag gifts. There is actually a good place a few miles of the highway, I'll get you the directions.
Uh...Nick...do you think you would go with me. I'm kind of embarrassed to go by myself.
Of course I'll go with you, how about tonight after work?
Sounds great!
Dolores left my office and I started thinking about tonight. That store has everything you could imagine: sexy lingerie, sex toys, movies, magazines, even a video arcade where you could "preview" different movies. I've been there a few times and went into the booths to jerk off while watching different porno movies. I wasn't sure what was going to happen between the two of us but I thought it would at least be fun to look at some of the stuff with her.
Since we live on opposite ends of town we drove separately to the store. I could tell that Dolores was very nervous about going in the store. Once inside I led her to the right side of the store that had the toys and clothing.
First we looked at the lingerie. I pointed out some items to Dolores that I thought were very sexy. Mostly they were bra and panty sets. It didn't seem like that's what Dolores had in mind for her gift. But I was thinking how I wouldn't mind seeing Dolores wearing some of these, especially the thongs, and even more the crotchless thong I showed her.
Next we walked down the aisle with the toys. She couldn't believe how many different dildos and vibrators they had for sale. I picked up a twelve inch dildo and told Dolores how I wish I was that big. She laughed and said that she couldn't handle anything that size. We looked at lots of vibrators, dolls, anal beads, cock rings, and so many other things, but she still had not decided on the gift.
I asked if she wanted to get her friend a movie, so we wandered over there. This is when I started to get turned on. We looked through every section from the normal movies, oral, anal, gay, lesbian to some of the more obscure. Dolores picked up quite a few boxes and was checking them out. I started to get the feeling that maybe this was all new to her but that she was somewhat intrigued.
