Looking After the Boss
by Harry Bolo
Copyright© 2026 by Harry Bolo
Hi I’m Andrew and I work in a private investment company, I can’t give the company name so for this story lets call it Jill’s Investments Ltd. The CEO of the company is Susan, she is an articulate person who believes in looking after the customer to attract new clients. The company assets are in the Hundred Billions. We do have a lot of Superannuation funds.
This Friday night was the works Christmas Party which everyone was required to attend, not compulsory but recommended if you wanted your career to go forth. Everyone knew I was not a drinker due to my travel distance which required a car. No public transport or taxi will go. The meal was OK and drinks flowed. I noticed three senior consultants picking out the non married girls for a night at a hotel room they had booked. Then one produced a clear liquid vile with a syringe and now the evening was closing they put the liquid in five girls drink including Susan’s. I managed to take some pictures and video’s of their actions. Three of the girls picked were loose girls and would open their legs for anyone. The fourth girl was taken home by her boyfriend in another department. Then I noticed Susan was acting drunk, which was one of the signs the drug was taking effect. I walked over to Susan and took her into the disabled toilet. I tried to make her be sick but it did not work. So I decided to protect her by taking her to her home.
I escorted her to my car down the back lift and stairs then laid her down on the back seat telling her “Susan, you have been drugged, just sleep it off, I’ll take you home.” Before she gave me her address she fell into that deep drugged sleep. I returned upstairs and said my goodbye’s to all of my colleges. I did take a few pictures of the nasty guys with the three girls who look like the were pawing all over them, when infact it was the other way around.
Returning to my car I noticed Susan was well and truly asleep and I had no idea where she lived. I looked in her handbag for an address but basically nothing, a pad, notebook, tampon, handkerchief, pen and pencil. No money, no phone, no credit or business cards. I decided to take her to my home and let her sleep in my bed. I arrived home 40 minutes later.
Carrying Susan towards my home, she was sick on the footpath as well as releasing her waste fluids. I hosed, what I could, off her dress and removed her undies. Getting her as clean as possible, I carried her into my bathroom. Yes she had been sick on my clothes as well. After setting up my phone to record my actions, I stripped all of her clothes and shoes, sitting her in the shower. I stripped off then showered her clean all over her body including her hair. She was as floppy as hell. I dried her and put a bathrobe around her then carried her into my bedroom. I dressed her in one of my t-shirt, shorts and placed her in my bed and without realising I kissed her forehead goodnight. I do that to my nieces when they stay over. I dressed in my PJ’s and walked back outside to clean up as much as I could. Happily there was no mess in my car. I did forget her handbag until later in the morning. I went to my lounge and fell asleep.
It was 7.30 when I woke up and realised I was on my lounge. I went into my bedroom and saw Susan still away in dreamland. I noticed her chest and boobs were rising and falling, I got dressed in old casual clothes and closing my bedroom door quietly. I went to the kitchen and had some breakfast. Going back outside I could now clear up the personal mess from last night. I hosed the mess into my rose garden along the path. In the car I noticed her handbag and brought it inside the house.
Going into my office, I sat down on my computer and look up information about the drug. I found the effects could last from 6 to 20 hours. I check my bedroom again and noticed she was still sleeping and her chest lifting up and down. I closed the door again.
I copied the movies and pictures I took last night to my computer and a backup to an off site location. I did the washing of the sick smelly clothes and put them on the line to sun dry. After lunch I checked on the washed clothes a put my items away. I left hers on the back of a chair in the dining room together with her handbag.
Around 4pm Susan woke up and slowly came out of my bedroom, I smiled at her still in my sleeping clothes. “Good Afternoon Susan, my CEO.”
She looked at me, at her clothes and body then back to me “Good afternoon, Andrew isn’t it”
“That’s correct, Coffee, and please sit down so we can talk? How would you like your coffee?”
Susan sat and replied “White with one please.” As she sat down next to me. I got up and made her a mug of coffee white with two sugars. She had not had anything to eat for nearly 24 hours. I put on two pieces of toast and put butter with strawberry jam. I served her the meal.
Susan looked at me, the toast and coffee then smiled. “What happened?’ as she raised a piece of toast to her mouth.
I explained “I saw some senior executives put some drugs in five single female staff drinks, you being one of them, as you started to show you were drunk, I took you to the disabled toilets trying to make you sick. It did not work, so we went down in the service lift to the carpark and I put you in the back of my car and as the drug was making you sleepy, you fell asleep. I went back upstairs and said good night to everyone I knew and noticed the other girls were taken out by the rapists. I check your handbag for your home address, nothing in your bag, no licence, nothing, I did not want you to stay in the office so I brought you to my home. Then the fun started, after I took you out of my car, you were sick and soiled yourself. I hosed you outside both externally and undressed you. I took you into my bathroom, undressed your final clothes and as you had been sick on me, and showered and dried you. I have that on video, then I dressed you in my clothes and put you to bed in my bedroom. That was 12.30. You slept throughout the day. Yes I did check on you at various times of the day making sure you were breathing.”
Susan had eaten one piece of toast whilst I talked and sipped her coffee. “Wow I have a knight in shining armour. No thank you, Andrew. Now how can we find out who they are?”
I showed Susan my phone pictures and videos including the bathroom and dressing in my bedroom. Her mood was not very happy seeing who was involved. “Can you send me copies to my home computer and don’t say a word to anyone. I have a plan to deal with them, this is not the first time they have done this, this time though we have evidence for legal to deal with.”
She finished her other piece of toast and saw her clothes on the back of a chair. I noticed what she was looking at. I said “They are clean, I did wash them for you.”
She smiled, looking at her clothes I dressed her in “Thanks, but your clothes are more comfortable that that dress. How can I thank you?” She saw her handbag and opened it. Everything was inside as per normal. “Funny, you trying to help has opened a security scare. I better ring my parents and let them know I am safe, Security were the ones who recommend me not to have any ID in parties. Also why did they not notice you taking me away? That’s Monday’s problem. May I borrow your phone to call my parents please.” I handed my phone over and she walked into the lounge to call. I heard her go off at someone as she said she did not know where she was but she is safe.
Susan returned my phone looking angry. I smiled waiting for her to say something. Then she let it out. “Bloody parents, demanding why I did not call them last night. How could I. They demanded the security and it failed.” She looked at me “I am lucky you did notice Andrew, Sorry to vent off like that.”
I smiled “Better out than in, I can drive you home if you wish.”
Susan, much to my surprise replied “Not yet, do you own this property?”
I answered “Yes, got some funds from Grandparents passing and decided to get this property at a bargain at the time. Would you like a walk around outside?”
Susan had such a sweet smile “Yes I need some fresh air.” She put on her high heels.
I gave her some slip on shoes and she smiled realising the concern. We walked outside and she saw my rose garden and smelt a few. I walked her around my five acres slowly and her colour was returning to her face. Her natural smile was returning as well. She noticed my gated entry and my sheep to keep some of the wild area down. She loved the way I had trees all around and Susan said “This feels like an island, a relaxing island.” I smile at her complement
We walked back inside and I asked “Do you have any special eating requirements?” Susan shook her head. I pulled out two steaks with some salad items. Susan stood in the kitchen and chopped up some salad items whilst I cook the steaks on the inside BBQ plate. I could see her mouth swallowing as the cooked meat smell drifted throughout the kitchen.
We sat down on the dining table and enjoyed a steak and salad dinner with some Iced tea. Susan started talking about her family and the problems being the only daughter and the security surrounding herself. How paranoid her parents were and her lack of outside contact. This meal here was the first time in three years she had had without any worries or security hanging around. We finished our dinner and she help to clear way the dishes. When she saw the dishwasher she laughed. “You are organised Andrew, I noticed how simple you live and very tidy.”
I smiled “I lived, for five years, with my grandparents, to assist with their health, and Granny taught me to return items to their correct place and then you will know where to find them. The habit stayed with me thankfully. My sister is the opposite but when her kids stay here with me they seem to love it. They don’t want to go home. Even though they are seven and nine.”
“Andrew can I ask a favour please?” I nodded “Can I stay another night here with you, I have not felt this relaxed for years?”
I smiled “Yes, sure, sometimes I happy to have company.” She smiled.
Returning to the lounge room I offered her the TV control for her to choose a movie. Funny she choose the movie ‘10 things I hate about you’ saying “I have never been allowed, by my parents, to see the ending. I smiled as I did know. I made some more Iced tea as it was a warm, no hot night. We sat together on the lounge watching the movie. She laughed at so many parts and towards the end she held my hand seeing finally the end of the movie. Her eyes were wet. She turned and kissed me. Then asked “Come on let’s go to bed.”
I was not sure how far she wanted to go, however on entering my bedroom she stripped off all of my clothes and got, naked, into bed. I followed and entered my bed naked. She rolled over on top of me and kissed me passionately. I rose for the occasion and she slipped my cock into her wet pussy.
It has been over eighteen months since I had a partner and I was determined to enjoy every second. I held her D cup boobs, this time in passion and bent forward to suckle on each nipple. She held my head to her boobs. She had an orgasm, a small one and she really relaxed. I kept pumping away and she had a further orgasm with me nipping her nipple. Then to her surprise I rolled her over and pounded her into a third orgasm. Finally I shot into her pussy and she had a fourth massive orgasm. I held on tight as she bounced around. Finally she kissed me and we fell into a deep sleep.
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