A Boss, A Loooooong Weekend - Day

She is the youngest managing partner in an investment bank. 6'2" tall, a little on the heavier side, 38/28/38, unmarried and rumor has it that she has a list of boy toys and her investment ideas come after a weekend of fun with them.

I joined as an intern and since become an employee. One late night in office, just before a 4 day long weekend, as i was going home, she was still in her cabin. I went in and asked if she is leaving. She said she was about to, stood up and bent down to pick up her bag. She noticed me looking at her ass and her long legs through the slit dress she was wearing.

As i looked a little embarrassed when she noticed me checking her out, she asked me if I can come to dinner. We got into her car and the driver drove us. We talked about work in the car and I did not see where we were going. We stopped outside her villa.

We got down and went in. She got me a beer and water for herself. I asked why that is and she said she is on a weight loss journey and is on a liquid diet that weekend. I suggested that we can do things to help her along. She laughed and asked me to have dinner while she freshened up.

I skipped the beer. I knew i need my entire self if I have to stand up to the 'activity'. I eat some food and as I was finishing up, she walked down the stairs, in her bra, which was barely able to support her boobs, panties that disappeared between her juicy thighs and voluptuous bottom.

She jumped on me and kissed me while I put my hands on her ass. I took her to the sofa and pushed her down. I laid on her, kissed her, pulled her boobs out of the bra and squeezed them. I looked in to her eyes and squeezed them again and again and put them in my mouth and sucked them.

I could see she liked it. I squeezed them harder and pinched her nipples. She moaned in pleasure and pain. I put my hand in her panty and fingered her. Squeezing one boob, sucking on the other and fingering her pussy got her shivering and moaning.

I could feel her pussy get wetter and wetter and finally she asked me to fucker. I just unzipped my pant and pulled my dick out. I thrust it in her pussy. That sent her over the edge and started shouting "fuck me. fuck harder".

I kept banging her and she kept asking for more. After 10 mins of hard fucking, we both came at the same time. Out of breath, I laid on her, resting my head in her cleavage. I played with her nipples laying there. I got up and sat at her legs, she moved her legs over me. Said i saw her body and she didn't see mine as i was still almost fully dressed.

I told her she has to undress me if she wants that. She laughed and said she was still catching her breath and said in a while. I asked for water. As she got up and walked bare-assed to the kitchen, I slapped her on her ass. I will get you for this, she said.

Got me a glass of water and some buttermilk for herself. She said that was going to be the liquid diet. I asked her about her target weight and her plan for it.

She opened up about it then. She said she likes to be on top always in sex and that is her exercise. She told about her list of boy toys, young fellows who can maintain an erection or get some soon after a round of sex. She would just call the next fellow when she is done with one. What we did just now was one of the very few times she was on top.

I asked her the target weightloss for the weekend and how many calories she plans to burn per day. 1 kgs and 600 calories per day for 4 days. She had 4 boy toys planned for that weekend, starting with the next morning.

I bet with her if i can last the 4 days and help her hit the target weight-loss, she will have to support my career. She thought for a while and said what she will get if I can't make it. I told her will get me whenever she wants, till she is done with me and i will give her same shivering, shaking orgasms like she had on the sofa.

She liked it. And went for it. She said she may have finally found a man to handle her. Her height and success put off most men and no one took the initiative to boss her like i did. I liked my odds.

I finished my water and she her buttermilk. I asked her to wear her smart watch to know where we are on the target and where she likes to be fucked next. She led me to her first floor bedroom and pushed me on the bed. She wore her watch, and came to the bed.

She undid my belt, removed the pants and and underwear to see a fully erect dick. She climbed on top kissed me and took me into her. She started gyrating and moving her hips. I started playing with her boobs, the bouncing mellons, I pinched her nipples, I sat up to kiss her mellons.

She would have non of it. She just pushed me back and kept bouncing up and down. It got faster and faster and rigorous. Even with the AC set to 22, in 10 mins, we were both sweating. She moaned, screamed and collapsed on top after an orgasm.

I told her i wasnt done yet and rolled her over and started to fuck her. She started rolling her eye back and kept push her pussy to meet my ever push. She continued moaning and started crushing the bedsheet with her palms and smiling & laughing as she was enjoying it. Some time later I came and collapsed on top of her, as she was still convulsing from the sex.

We fell asleep still holding each other tight. I slept on my back and she slept with her head on my shoulder and a leg over me.

She came out after 5 mins with a wide, satisfied smile on her face. She came to the bed and slept on my shoulder and put her leg over me and fell asleep.

The next morning, I woke up, our bodies almost stuck together from all the sweat last night. I pinched her slightly on her nipple and she woke up. She said morning is when her mind is clearest and wanted to finish some analysis and did not want me to start anything.

So I went home packed clothes for 4 days and came back in the afternoon. She was sitting by the pool side and there were maids in the house, so I said on the chair next to her. A maid came out and said they are done and were leaving.

She was still working and I did not want to disturb her. I got naked and got into the pool and started swimming. She was done after 5 mins and noticed me in the pool. She smiled, put her laptop aside, got undressed and got into the pool. We kissed and she started stroking my dick.

I lifted her and sat her down on the pool edge. I put her legs over my shoulder and started to eat her pussy. I reached up with my hands and played with her boobs, squeezing, pinching and shaking her boobs. The tongue tickling and all the playing with my hands got her close to an orgasm. Shivering and shaking she kicked me away and convulsed and rolled up into a ball.

I waited till she recovered and spoke first. She said she doesn't have orgasms like that frequently and also this was the first time someone could stimulate her pussy and both boobs at the same time. She said that only happens when there are more than one man.

I did not bring that subject up just yet. I told her she was up one orgasm on me. I pulled her back into the pool, bent her over and fucked her pussy from behind. She leaned over supporting her with hands on the edge. As I fucked her from behind, her nipples went in and out of water, tingling them.

Fucked her, hard, fast and deep. I came and stopped, holding her hips for balance. We got out of the pool dried ourselves. I sat down on the pool lounge chair and asked her to sit in my lap. I covered her with a towel, put my hands under the towel and played with her nipples, pinching, twisting and tweaking them.

We talked for a while about work. Then I asked her about her comment about more than one man. She laughed and said she likes to have a gangbang once in a while with multiple people. I did not follow up on that. She could feel my dick getting harder and harder on her back.

She got up turned around and slowly started stroking. She kissed it, fondled it, licked and sucked it. I laid back closed my eyes and enjoyed the feeling. As it went on, the sucking got harder and harder, until I came on her body. I got up to see her lick all of the cum and swallow it.

I wanted a bath and we got into the jacuzzi. I washed her body, I cannot seam to get enough of her boobs. Full breast, white/pinkish skin, light brown areola, and small erect nipples. I licked them, sucked on them, twiddled them and I fingered her pussy. I kissed her on the neck and slightly biting her ear.

She got in the mood for another round of sex and reached my dick. I was still soft from the cold water. Her soft warm hands got me slowly erect. She got on top and rode me to another withering orgasm.

She added some soap to the water and we laid in the water rinsing off. We got out of the tub and dried off. I wore a trunk and she wore a silk gown. We got down to the kitchen and I eat lunch while she had her buttermilk. Something about her drinking that made me horny.

She showed me her sex toys, dildos, vibrators, handcuffs(!!!). The dildo gave me an idea. I told her I have to go out to buy something. She wanted to sleep for a while. I went, bought what I wanted, came back.

She was sleeping in the "sex-room". I got the vibrator out of the room and finished assembling the tool, I wanted to use on her, went to the kitchen and got the other things I wanted. I got her handcuffs out. I clicked one side of it on her headboard. I held her hand and clicked it. She woke up and looked at her cuffed hand and asked what I was doing. I told her I have a surprised for her.

She got interested. I told her I have to cuff her other hand too. She wanted to know what I was going to do before agreeing to the cuff. I told her there is some chocolate syrup and that's all she needs to know and the rest has to be a surprise. She agreed and I cuffed her other hand too.

I did not think it through and I had to cut her gown. After this false start, I removed my clothes and got on top of her. I kissed her neck, nibbled her ear, got to her cleavage. I pushed her boobs into my face, and played there for some time. I then took the chocolate syrup and poured it all over her breasts and stomach. I filled her belly button with it. She shivered from the cold syrup.

I then took out the ice pack and placed it on her belly to harden the chocolate. I then rubbed it on her breast and she shivered as the chocolate hardened. I left it on her chest and moved down to her legs. I poured the syrup and licked it off. The cold chocolate and the licking I was giving her legs was making her want me more and more. She was getting restless and said enough foreplay.

I laughed and said I was just getting started. I removed the ice-pack and see the hard chocolate. I bit off pieces, eating the chocolate as I moved down her body. I eat her belly button while I rubbed the icepack on her nipples. She started to moan again asking me to fuck her.

I went back up to her nipples, the supple boobs and now very pointy and hard nipples. I bit the piece of chocolate off her nipple and she had withered, shivered, moaned and kicked as she orgasmed.

I put a towel over her face so she can't see what is about to happen. I then took the vibrator and put it in her pussy and switched it on to vibrate. She moaned and moaned and as pinched and pulled one nipple and bit off the chocolate from the other nipple and she came again shaking and sweating to another orgasm.

I then fucked her. I removed the towel and looked her in the eyes while I fucked her slowly. I kissed her while she bit my lip and sucked on my tongue. She was still shivering from her orgasms and started to strain against the handcuffs. I came in her.

I then put the towel back on her head. She asked me what I was going to do next. I asked her to relax and enjoy what was coming.

I took the tool I built. It's another vibrator attached to a small drilling machine. I laid between her legs put one leg over me and I spread the other leg and inserted the vibrator. Putting it in and out, in and out. I realised her pussy is dry. I put on some lube and put the vibrator in and switched it on. I pushed it in and out.

As she started to get a little restless from the lack of action, I switched on the machine, which made the vibrator turn. That feeling pushed her again into another overdrive. The spinning dick shaped vibrating thing is making her scream, pull against her cuffs and trying to move away from me. I held her leg tight and make the dick go in and out faster. As she started to go into an orgasm as pushed me away and turned over and had a powerful orgasm.

I untied her and she pulled me and kissed me and bit me and scratched me on my back. As she slowed down we held each other in a tight embrace. I told her cheated on her diet as she eat chocolate from me when I kissed her. She hugged me harder and kissed me again holding my tongue between her teeth and sucking on it.

She fell asleep holding me. She woke up half an hour later. It was 8PM and I was hungry. She was thirsty. We got dressed and went down for dinner. I told her somehow her drinking the buttermilk is some kind of an aphrodisiac for me. She laughed and went in and got a big jug to drink from.

She took a big gulp and kissed me. She sat in my lap while I eat, thanked me for a wonderful evening. That reminded me of the watch and asked her to check. She showed me. 900 calories. She blushed and kissed me again. She asked me if I had and sexual fantasies. I told her a threesome with 2 woman.

She thought for a while and said she can arrange that. As I looked surprised she kissed me again deeply. She got her phone and the jug went into the kitchen, closed the door. As I sat in silence eating she came back in 5 mins with a big smile. She hugged me from behind and said I was in for a surprise.

As she took a big sip, I asked her to tell me a bit more about the woman coming. She laughed and kissed me again and asked me to wait. As excited as I was with having a threesome, I was getting a bit tense. I finished dinner and as she poured another jug full of buttermilk.

I held her from behind as we walked to the hall and she sat on my lap. She laughed and said she doesn't feel anything in my shorts. I told her I was a little tense about the other girl and how I was going to keep up with both of them. She said she cannot have that and got down on her knees and gave me a blowjob.

In the middle of the blow job, in walked 2 woman. They ....

To be continued...