I got naked in front of my MILF client PART 5 (final) [MF]

Sorry for the extended delay. I’ve had a lot going on. Here is the conclusion:

We walked across and into the open patio doors. The cool air conditioning felt frigid on our wet bodies. As we approached the bed, she turned to kiss me again and then suddenly shoved me back onto the bed. I laid back and stared at the ceiling as I felt her lips and tongue wrap around my cock again. This time she was slow and sensual, letting her tongue do most of the work. After a minute of bliss I managed to moan “That feels great but I haven’t tasted your pussy yet.” She chuckled as she walked over and grabbed something out of her nightstand and then climbed onto the bed beside me, turned swinging one leg over my head and lowered herself onto my waiting mouth. With one hand on my cock, she remained upright while slowly working her hips back and forth over my face. After a minute I noticed a distinct buzzing sound and quickly realized the thing she grabbed from the night stand was a vibrator of some sort that she was currently rubbing on her clit. Clearly it was working as her hips began increasing their pace and her moans started to get more intense. Her pussy was dripping down onto my chin as I continued to devour her. I felt her thighs tighten around my head as screamed “Fuuuuuuuck!” and came again. She collapsed forward, laying her head on my right thy as she caught her breath.

I got naked in front of my MILF client PART 4 [MF]

Imagine my anticipation driving to work the next day. I knew *something* was going to happen. But wondering how and where was driving me insane. I stripped down as soon as I arrived and set about finishing the job while eagerly awaiting my first visit from Shannon. But she never showed. By about 10 I was starting to panic. What if Gary had seen our texts? That was so stupid and impulsive of me! Is he going to waddle out here and confront me? My head was racing, turning the 2ish hours of work I’d had left into 3 going on 4.

Finally as I was getting ready to take a lunch break, Shannon emerged from the house in a little sun dress. It was instantly clear that she wasn’t wearing a bra. I tried to play it off like I hadn’t been panicking about her absence for the last few hours and casually said “I was wondering when you might come out and see me today”. She didn’t react and just kept walking towards me. When she was a few feet away she said “I just dropped Gary off at a doctor appointment. His daughter is picking him up and then taking him to lunch. He won’t be back for a few hours.”

I got naked in front of my MILF client PART 3 [MF]

Part 2 ended with Shannon surprising me by waiting for me in the jacuzzi for my post-work nude dip.

She was wearing a red 2 piece that she’d seemed to have been purchased 10 years and 20 pounds ago. She’s not fat but definitely a lot curvier than she used to be. The bikini top was straining under the weight of her (I’m guessing) C cups, barely containing them. This is definitely not her usual bathing attire.

I climbed in across from her and sat down. Wasting no time, she remarked,
“You know, if I looked as good as you, I’d probably go around naked all the time too.”

I chuckled and said “Thanks. But I think you look great.”

She replied coyly “So you think I should be a nudist too?”

I was now certain as to what she wanted. It was no longer *if* but *when* I was going to fuck this woman. I probably could’ve reached across the hot tub and ripped her bikini off and had her then and there. But I was enjoying the game of it all. I wanted to force her to make the first move. To demand it. So I simply replied “That’s up to you and whether or not you’re comfortable. I’m just saying that you’re a very attractive woman, so that *definitely* shouldn’t be the determining factor in whether or not to where clothes on your own property.”

I got naked in front of my MILF client PART 2 [MF]

Sorry for the delay, I couldn’t get part 2 to post in r/literotica or r/gwstories I finally figured out that it was too long. So I’m breaking the story into even more parts. I’ll post 2 and 3 tonight.

Part 1 ended with Shannon, the 50’s-ish MILF who hired me to replace part of the deck on the back of her and her husband’s huge house, giving me the green light to be naked on their secluded property after she walked in on me in the shower.

It was a bit difficult to focus on my work for the first hour or two. The thrill of being naked at someone else’s home, the anticipation of when Shannon might come back outside, it was too much to think about. Not to mention that it’s just kinda of weird doing manual labor with your dick flapping in the breeze. I did decide to keep my shoes on. My biggest distraction was noticing the dozen or so windows looking out onto the deck where I was working and how Shannon could’ve been watching me through any of them…

I got naked in front of my MILF client [MF]

This is going to be a multi-parter chronicling a series of escalating events that happened to me in September

I (38M) am a contractor. A little over a week ago, I started on a deck project for an older couple I’ve done a lot of work for in the past. The husband (we’ll call him Gary) is probably in his 70’s, overweight and in somewhat poor health. The few times I’ve seen him up on his feet walking, it stressed me the fuck out thinking he was going to have a heart attack. His wife (Let’s say Shannon) is probably in her 50’s and still looks pretty good. Comparable to one of the older ladies on those Real Housewives shows. Gary did pretty well for himself, owning his own business and their house is pretty huge, so I’ve always imagined it was sort of a trophy wife situation even though I don’t actually know how long they’ve been together.