Dinner

Later, Ashley came next door to get me. She looked really sexy, but I did not say anything as I wanted her to keep believing she was dressed casually. We went to her car and drove to the restaurant. Along the way, she quizzed me on the neighborhood: best places to eat, coffee shops, crime, and such.

We arrived at the restaurant and got a table. It was sparsely populated, but we got a couple of odd looks, a young man like me and a hot MILF like Ashley and people trying to figure out our deal. I did notice that as the evening progressed, Ashley's attitude started to change. She started to play with her hair a bit, smile more, and lean towards me more. She seemed a bit embarrassed that she was starting to find me sexy, but it might have been my imagination.

I asked how she keeps in such great shape. She loved the compliment. "I jog every morning before work, do yoga, and other workouts."

"You jog in the morning?" I asked, a fun idea percolating in my brain.

"Yeah, don't have to be at work until 9, and only live fifteen minutes from work, so I can jog at 7:30 or so," she said, tucking some hair behind her ear and smiling.

I knew if not for the machine implanting the suggesting that she would keep finding me sexier as the night went on, she would be giving me one or two word answers.

We continued our dinner as Ashley started to flirt. She asked about me, my education, goals, and finally girlfriends. When she found out I was single, her smile grew a little bigger.

I did not return any interest in her and started to act bored, which I could tell disappointed her. I wrapped up dinner, and we drove home. I could tell Ashley was disappointed I was not responding to her flirts.

When we pulled up to her house, I got out the car, thanked her curtly and walked back to my house, leaving her standing in her drive way.

After I got into my house, I ran back up to my bedroom and looked out the window. I saw Ashley come into her bedroom and stare in a mirror over her dresser. She was realizing how she was dressed and had a shocked look on her face.

I smiled and put on the headset. I turned on the machine, and Ashley went into a trance. "Ashley, you are very disappointed that Jackson did not seem to find you sexy despite how you dressed. You know you dressed sexy to impress him, and you failed. You really think Jackson is sexy, and you want him to find you sexy. Understand?"

Ashley nodded.

"Tomorrow morning you will wake up and put on a sexy pair of panties and matching bra. As soon as you put on your underwear, you will think you are wearing an outfit you would normally jog in then go for a jog. You will not realize you are only wearing your bra and panties unless someone points it out to you or you get back to your bedroom. Understand?"

Ashley nodded.

"You are very horny and will masturbate in front of this window as you imagine how great it would be to suck Jackson's cock, but no matter how hard you try, you will not be able to orgasm."

I turned off the machine.

Ashley seemed crestfallen. She sighed then removed her skirt and panties. She went out of my sight for a moment then came back with a white vibrator. She leaned forward and put a hand on the window sill. She reached behind her and put the vibrator in from the rear.

"Interesting," I said as I watched her. I took out my phone and filmed her. She kept going and even broke out in a sweat, but could not get off. She ending up panting and moaning but finally gave up in frustration. She slunked off out of view.

I played video game until about midnight then set my alarm to 7 am.

The next morning, I sat on the front porch with a cup of coffee until Ashley came out wearing a bright red pair of lacy panties and matching bra. She saw me and nodded then jogged off, unaware she was just in her underwear. I smiled and felt my dick stir, but I was going to lead on and frustrate Ashley more.

After a while, I saw Ashley jogging back towards the house. Apparently, no one had pointed out she was in her bra and panties. She saw me and nodded again. I went inside and ran to my window.

Ashley came into her room then gasped as she looked down and saw what she was wearing. She went to cover herself as if she was still outside.

I used the machine again: "Ashley, you know you unconsciously went jogging in a sexy bra and panty combo hoping Jackson would see you and find you sexy. You really want him to find you sexy. Today at work, you will devise a scheme to get him to find you sexy and wonder what it would be like to get his cock into your mouth. The more the day goes on, the more you will want his cock in your mouth."

I turned off the machine. Ashley blinked for a while and grew red. She calmed herself down then left her bedroom. She came back, showered, and I watched her dress and fix her hair and makeup before she left work. I wondered what the evening would bring.