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A special thank you for the Boss.

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Author's Notes

"True story that happened mid December 2025."

So Jane was leaving the job & the boss said we should have a few drinks one night before she left. I said that was a great idea as she owed him for solidly supporting her through an investigation after a false accusation was made against her & the fact her line manager was always such a bitch towards her, but he always had her back.

 

So I asked what he drank & said she would shout as it’s the least she could do for him. I also warned him that if she gets drunk, she tends to be quite loud, funny and cheeky and has been know to remove items of clothing in the past. He laughed and said that sounded like fun, so a date was set to meet up with him at his motel unit for the three of us to have drinks.

 

Come the actual day, he'd been back home for the weekend & was traveling back to his motel (he says away for work) so said he’d message when he arrived.

 

We went to Hamilton earlier that day to pick out her Christmas present (a beautiful Pandora necklace) & she wore a beautiful long brown strapless size 10 dress that zipped up on the side – she had her hair up & looked a million bucks. While up there see went to the public loo in the mall & came out saying she’s taken her panties off because they were going “right up her clacker” as she says. So now she had just her dress and a strapless bra on.

 

Anyway, we got home from Hamilton at about 6.00pm & about an hour later the boss messaged her to say he was home & we could come around – so we grabbed the drinks & away we went. She was still in her dress, hair up & her new necklace on. As I had said to him, it was her shout for him being so good to her during her work investigation – so she had pre-bought his drinks to take around. I had bought her some little bottles of bubbly to drink & some pretzels and salted peanuts to make her thirsty so she’d drink more. We’d had no dinner so the bubbly I bought her took effect on her quite quickly - not long after arriving she was already tiddly after just two little bottles – each one being 200mls (a big bottle is 750).

 

We talked about her new job, her shit line manager, her investigation & how the boss had got to see all her sexy lingerie shots (from her boudoir shoots that someone tried to use against her in their false allegation) as part of the investigation, which lead into us talking about how good she looked for her age (almost 50). By now she’d had four little bottles & was quite drunk & very funny – calling the boss a fucker when he was cheeky & flicking him the bird etc. She was very relaxed and enjoying the night.

 

So we were then complimenting her on her figure & she said she 'wasn’t bad' except for her thunder thighs as she called them. I said rubbish, they’re muscly (she works out) & went over to where she was sitting, which was about two meters away from him, directly opposite to him and facing him. I pulled her dress up to show her right thigh all the way up to the hip, then I moved the other side up to show the other leg & spread her legs to show her inner thigh muscles too, and hello, still no panties on! The boss got a full eyeful of her trimmed little pussy and lips between her spread legs. She just sat there & said, ‘well he’s seen it all now hasn’t he’ and smiled, making no attempt to close them or pull her dress down. So since she didn’t seem to mind, I stood her up, turned her around & pulled her dress back up so he could see her full bare arse, then turned her around so he got another good look front on at that trimmed little pussy. She just stood there and let him look before eventually sitting back down again. He complimented her on how good she looked as she sipped away at her wine & picked at the pretzels.

 

Later we were talking about boob jobs as she’s had one & so had one of his ex’s, but he said Jane’s looked a bigger size than his ex. So I got up and went back to where she was still sitting and started to undo her strapless bra. She asked what I was doing as I took it off and I said 'show him yours'. She became a bit shy but we said to her that he’d already seen everything else, to which she agreed and let me continue. So I stood her up again and eased her top down over her 36D tits – she just stood there again for a while & let him admire them before sitting back down and pulling her dress back up. Now he’d seen all her bits at various times and he was very impressed.

 

At 5 bottles in she was pretty drunk & it was getting towards time to leave, so I said to her, you need to properly show the boss your appreciation for helping save your job before we go. So I stood her up again, this time just a meter away, right in front of him as he sat on his bed, then undid the clasp on the side of her dress & unzipped it and dropped it to the floor so she was standing in front of him completely naked apart from her new necklace for a full body view. She happily stood there again & let him admire her & I gave her a spin so he could see her fully naked body all over. He said she looked amazing which I agreed with. I said to her, go on, show him your proper thanks, and with just a slight prompt, she stepped forward and straddled him as he sat there on the bed, her pussy grinding into him & her tits rubbing against him while he held her in his arms.

 

She sat there with her arms around his neck and his hands on her waist as she slowly rocked back and forth on him before slowly pushing him back so he was lying on the bed with her sitting on top of him. She slowly ground her pussy up and down on his hard cock under his shorts with her hard nipples dragging across his chest. Then she reached a hand inside his shorts and pulled his hard cock out. She slipped it into her wet pussy and began to slowly ride him as he lay there playing with her tits. She moaned softly as she adjusted to take him deeper inside her and continued to pleasure him until he came.

 

He pulled his shorts off, pushed her down on the bed and lay on top of her her so they were in a 69 position, so he could lick her pussy while is cock was literally buried all the way up to his balls in her mouth. She licked and sucked their combined cum off his cock. He then moved around to sitting back on the edge of the bed & she proceeded to give him a blow job, happily moaning with pleasure as she took him back and forth all the way to the hilt.

 

Afterwards, she slipped her dress on and we wandered home where she crashed out naked on the ensuite floors tiles until I got her up and put her to bed. The next morning, she couldn’t remember a single thing about the night and to this day, has no idea she fucked the boss...

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Written by Utu25

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