Link to my first post https://www.reddit.com/r/NaughtyConfessions/comments/1eoshop/comment/lhqlnui/

I'll be referring to her as "E" from now on.

Last Monday E & the kid were going swimming, I was on a call in my office with the door open, E walked by on her way to get changed, she dropped her bathing suit in the doorway, bent over giving me full view of her ass, she was still fully clothed. As she straightened up she looked directly at me. I pretended like I saw nothing.

They were swimming for a bit when I came out to get some sun. E was joking with me that I'm always dressed formal even when working from home. I suggested she do some shopping for me. I told her to get me & her whatever she thought was nice. She was a little surprised at my offer but seemed excited. She has a CC connected to one of mine she uses for purchases related to my kid & home.

When they were done in the pool E changed into sweat shorts and a tight tank top. Again she made a lot of effort to grab my attention. I was looking plenty, but made sure I never got caught. Pretending I had zero interest. Still a lot of flirting on her part for the day, I flirted back some, but mostly pretended I wasn't interested.

Tuesday was a lot of the same.

Wednesday the kid & I left for a few hours, E stayed behind & asked if I minded if she hung out by the pool. I had zero problem with that. When we returned later E was lounging poolside in a bikini that left nothing to the imagination. Her body is near perfect. Great breasts, an unreal ass. When she noticed we were back she came inside. Kid was playing, I was in my office. E came in wearing her bikini. She told me she had shopped for me and asked for a fashion show. I laughed and said maybe. I asked her how the pool was, she replied it was nice but lonely. She said this with a smirk while running her finger across the top or her bikini bottoms while looking at me. She turned around to walk out, saying she'd better get back to work. As she walked out she ran her hand across her ass and plucked her swimsuit from between her cheeks, again looking back to see if she had my attention. She had all of it, Our eyes caught, she stood in the doorway, arched her back, undid her bikini top and disappeared down the hallway.

That night we were chatting as she was meal prepping. She asked me if I was interested in being setup on a blind date. I politely declined as usual saying I wasn't really interested in dating. Didn't think I had time for it. She then told me she hadn't been on a date in ages, said she's not really interested in guys her age. She looked directly in my eyes as she said that. This is pretty much when I knew she was really interested. She told me to go try on some of the stuff she bought me. As I was looking through the bag I noticed a few pieces she bought for herself. I modeled a few things for her, & told her some of her stuff was still in the bag. She followed me to my room. She asked if I'd give my opinion on the pieces, before I could say anything she turned her back to me and pulled her shirt off & began to model the tops she bought. I was super turned on, and I could tell she loved driving me crazy. I told her it all looked amazing on her and that she has a fantastic body. I went into the bathroom to throw swim trunks on, I left the door wide open and made sure to change in a spot where she could easily see me in the mirror. I was semi hard from watching her change in front of me even though she kept her back to me. When I came out of the bathroom she was blushing and a bit flustered. She went back to the kitchen and I went for a swim.

Thursday was tame compared to Wednesday, lots of flirting, some touching. I offered to cook supper if she wanted to stay. She said a guy had never cooked for her before. I said "a beautiful women like you, that's hard to believe". She blushed and assured me it was true.

Friday, kid was away most of the day. E wasn't scheduled to work but texted me asking if I minded she brought some friends to hang by the pool. I always tell her she has an open offer to use the pool area but I appreciated her asking if she could bring friends. I told her no booze (knowing she doesn't drink) and she said they'd be on their best behavior. I was golfing, received a text from E. A picture of her lounging by the pool again in an absolute smoking hot swimsuit. She said "thanks for letting us use the pool, come join!" Told her I'd be home later and to have fun. After golf I threw my gym gear on and jogged home. E was still there poolside with one friend, who has an equally hot body but wasn't as gorgeous as E. They asked me to join them. I told E to order some food for us all and I'd hop in the pool. As I was in my room changing I heard someone coming down the hall. I delayed putting my trunks on, E walked in. I was standing there naked, shorts in hand covering most of my crotch area. She looked me in the eyes, said "fuck". She was staring at me as I lowered my trunks and put them on. We held eye contact the whole time. When I got my trunks on I asked "what's up?". She shook her head and said "just wondering if _______ restaurant is okay with you?". I said sure then asked if she was okay? She was clearly flustered but I knew she loved what she saw. I asked if she liked my shorts, before she could answer I took them off, grabbed a different pair, took a few steps toward her and put the new pair on. She said she liked them both. I could tell she was super turned on, she was biting her lip looking me up and down. She said she'd better get back to her friend, and I said I'll see you out there. I hopped in the pool to swim and chatted with the girls while we waited for the food to arrive.

E's friend left after a while and the kid returned home. I told E to stay as long as she wanted & I could handle the kid. E stayed poolside for quite a while. When the kid was down for the night she asked if I minded if she spent the night. Her roommates were throwing a party and she didn't want to be there. E has spent the night before but only while she was working, if I was away and someone needed to be there with the kid. There are extra rooms so it's not a big deal for her to be there. I told her she was more than welcome and that the kid would be excited to see her in the morning. I retreated to my office to finish some work related stuff. E stopped in letting me know she was going to use the garage gym. She came back maybe 45 minutes later, sweaty from the gym. She looked so good, her breasts looked like they were ready to jump out of her top. She asked how much longer I was goin to be working, I told her maybe a little while longer. She said "I'm going to get in the hot tub, can you join me?". Before I had a chance to answer she slowly began taking her top off, then her bottoms. She stood in front of my desk, naked & sweaty. I slowly looked her up and down. She turned around & started to walk out, she looked back and as she did I got up and followed her outside. We were both naked in the hot tub, we started to make out, then our hands were all over one another. I set her on the side of the hot tub and tasted her perfect pussy. She moaned with pleasure and told me to keep going. She came quickly and told me it'd been a long time and she'd always wanted me to do that to her. I hopped up beside her and she got in and returned the favor on me. She took my entire cock in her mouth and gave me an incredible blow job, one hand on my shaft, the other playing with her tits. We hung out in the hot tub for a bit and chatted about our situation. We laid out some ground rules regarding privacy and separation between work & private life. She was very understanding. It was getting late and I told her I was heading to bed. She asked if she needed to sleep in her own room or if she could join me. I told her it was her decision. I was in bed for maybe 10 minutes when I heard her coming down the hall. She walked in wearing the sexiest white lingerie I have ever seen. She said she bought it for me to enjoy. She climbed into my bed and we fucked until we both got off twice.

She has been here everyday since, I have more to add but think this update is long enough.

Cheers.