Mom Is My Personal Assistant

Hi all! My latest story below. I hope you enjoy and if you feel like supporting me, please check my bio on how to do this. Have a great festive season and new year!

I had worked for many design and creative companies until one day I wanted to run my own one. I took a list of clients from a previous job and started doing design work for them. I started at home first, but then things grew and they grew quickly.

Soon, I had twelve people working for me, our own offices and my dream coming true. That was five years ago. Now at 33 years of age, our company had grown. We now have over two hundred employees and several branches. As the business grew, I needed more help. Mom had recently been let go from her lecturing job at a college as the course she was teaching was no longer being taught there. Mom didn't really need the money since dad died and left her a lot of money, but she wanted to keep busy. She was only 54.

I offered her a job as my PA and she had been working for me for about six months. It was going well. That was until a bombshell hit. My second in command at the company resigned due to wanting to become a stay at home mom. While it was understandable, she had been with me since the beginning. Seeing Nicole go was hard. She knew everything about the business and was always a pleasure to be around.

I advertised the position almost immediately and within a few hours, we had received about a dozen CV's. A few hours after that, we had about 60. I closed the job advert, then I asked mom to short list ten candidates.

About two days later, mom had emailed me a list of candidates. I shortlisted those ten CV's to five and asked her to contact each one for an interview. The first interview would be done remotely, then an interview in person at the office with me, then if successful, they would be hired.

I saw mom in the hallway. "Amanda." I said. I never called her mom in the office. "Have you scheduled those interviews yet?"

"Yes, all but one have been booked. The fifth one took on another job."

"Alright then. Please add them to my calendar if not done already." I said.

"Will do Paul, the first two interviews are tomorrow and the last two are on Thursday."

The next day I did the interviews back to back. It was tiring but I met with mom afterwards to discuss. "I only like one of them. They would be a great fit." I said.

"Who was that?" she asked.

"Steven Jones." I replied.

"Don't you have enough men working here? We should be hiring more women."

"Really? You've never mentioned this before."

"Well, it's just..."

"Hold on a second!" I said. "You want me to hire a woman so I will find her attractive and date her? You're a matchmaker!"

"Ok fine, guilty!" she laughed. "It would be great for you to be in a relationship. I know you're lonely. All you do is work."

"Please mom..." I whispered. "Not here, not in the workplace."

"Ok sorry, why don't we go chat in your office?" she asked.

I looked at my watch. "Ok, I have 30 minutes free."

We stepped into my office. Mom shut the door and we sat down.

"Look, all the interviews so far have been with men, there is one woman coming in tomorrow for an interview. Why don't you see if she's a good fit?"

"I'll hire anyone who is good for the job, but they need to be better than Steven Jones. He is exactly what we need. What time is it tomorrow, the interview?" I asked.

"10am." she replied.

"Ok I'll do the interview, but why are you so concerned about my dating life, mom?"

Her face softened and she began to speak. "Can I talk to you as my son, not a work peer?" she asked.

"Um...ok sure."

"You are such a catch, a handsome man, owns a business, has a great body, but I can tell you're lonely, maybe a bit frustrated."

I started to feel embarrassed. My face felt hot. "Mom, I'm just busy a lot, you know. I um...I do...I mean I know I can be a bit uptight, but I...you know, take care of things in that way." I said feeling flustered.

"You mean masturbate? You masturbate!" she said.

I was shocked. Mom hadn't spoken to me like this before. "Mom, this is a bit weird."

"Nonsense, it's completely normal. Everyone does it." she replied.

"Yes, but not everyone talks about it with their mom."

"I'm just concerned, you seem very uptight lately. When was the last time you took care of yourself?"

"Mom, that's personal!" I half laughed.

"Come on you can tell me." she chuckled.

This was so weird but erotic. "Um...like a week ago." I said. "How do you get me to tell you these things?" I laughed.

"That's ages ago! You need to take care of it more often, or even better, get a woman to do it for you."

"Mom!" I laughed.

"Don't be ridiculous, we're both adults, we can talk about these things."

It was at this moment I started to feel attracted to mom. Her care and concern was sweet. I remembered as a teenager having a crush on her. Her big breasts, huge ass, thin waist and thick thighs. Those feelings were returning. I started noticing her big tits again. They were so big, even with a jacket on, they bulged out. I started getting hard.

"I guess you're right. We are both adults. I will take care of it more often." I said.

"Good!"

"Maybe I'll do it here in the office!" I said half joking.

Now it was mom's turn to be shocked. "What here? Are you crazy?"

"Maybe a little! I mean I could just lock the door, load up a porn site."

"And what would you search for on the porn site?" mom asked.

"Oh this and that." I teased.

"Come on share..." she chuckled.

"Guess." I responded.

This conversation was so exciting, I was so hard already.

"Lesbians?"

"No, guess again."

"Blowjobs?" she asked.

"Maybe, but not quite."

"Threesomes?" she guessed.

"Maybe but I would probably search huge titted MILFS." I blurted out.

Mom was silent, she looked at me. I had said something deeply personal. The room was quiet. One could hear the ticking clock on my desk.

Then she burst out laughing!

"Ahahahahahhaha...I knew it...you're a boob guy!"

"I am, guilty!" I said feeling relieved.

"Big breasted MILFS, eh?"

Hearing her say those words were incredible. I was so horny, my legs were shaking.

"Yes...big titted ones."

"You know I am busty?"

"Really?"

"Don't pretend you didn't notice. I used to catch you looking at my boobs all the time. When I went out with your father. I bet you were jealous of him. Having these mega tits all to himself."

"I think if he saw me, HE would be jealous!" I responded boldly.

"How so?" mom asked.

"I have a good sized dick!" I said.

"Oh really. I don't believe you! Show me."

I was so horny now, I didn't care so I stood up, dropped my pants and my ten inches of thick cock meat tented my boxer shorts.

"Jesus Christ!"

"I told you!" I said pulling my pants up.

"Wow...your father wasn't that big and definitely not that thick."

"I am proud of it."

"Sh...show me again." she said.

I dropped my pants and she stared wide eyed. "God that looks hard!" she said licking her lips.

"I'll take care of it now then, mom. I'm so horny."

"I'll...I'll leave." she said standing up.

"No, stay." I said.

"Why, so you can masturbate in front of your mother and look at her big tits?"

"Yes!" I replied. "Please show them to me." I asked.

She took off her jacket and blouse without a word. She looked me in the eye. "Jack that enormous prick while you stare at your mom's gigantic tits."

"Oh mom!" I moaned as I started jacking off, while staring at her bra clad tits. "How big are they?"

"38P." she replied.

"Ah fuck that's hot!" I moaned. Precum started dripping off my cock. She unleashed her breasts. They were so big and jutted out so much. From her armpits to her hips, her P cup tits exploded and wobbled out. Thin veins surrounded her areola and small, hard pink nipples. They were full, heavy and so beautiful. They hung so far down, yet were so full and teardrop shaped, almost round.

I used the precum to jack off faster in front of mom. "You gonna cum for your mother." she said.

"Ahhhhh...fuck!" I moaned.

Just then, I felt the feeling of no return. I groaned loudly, fell back on my chair and spurted thick and hot spurts of cum. Like a fountain I erupted all over myself while mom watched, her eyes glued to my dick.

Finally, I lay back exhausted, spent but happy. Mom smiled at me and put her tits back in her bra and got dressed. "I can't believe we did that, mom!"

"Yes...I am so sorry darling, this is not appropriate. A mother and son should not be doing this." she said.

"But mom, we didn't do anything, we just sort of watched."

"I don't know...look we can talk about this another time. I need to go."

"Ok." I said feeling a bit dejected.

I got dressed and she left. I found it hard to focus, so I left early and went home.

The next morning was a disaster. I had no hot water! I called my plumber who advised he could come in two hours. I needed to be there to let him in. I messaged mom.

Me: Hi, I have an emergency plumbing situation and I won't be in today. There are two interviews today. Please can you do them for me?

Mom: Ok, sure. Hope it gets sorted soon. Love you!

I went to the gym and showered there, then met the plumber who luckily fixed the issue. I decided to take some time off and didn't go back to the office.

The next day was Friday and while the events with mom were amazing, I was hoping it wouldn't interfere with her work, or mine.

Soon after arriving at work, I received an email from mom. She asked if we could meet quickly. My heart raced.

She came into my office and closed the door. "Hi Paul."

"Hi Amanda."

"You can call me mom, its just us here."

"Right, mom." I smiled.

"So, I did the interviews right?"

"Mm?"

"And I did something bad."

"What did you do, mom?"

"I hired someone right away."

"What? I don't understand...why?"

"She was perfect for the role, I just couldn't lose her." mom replied.

"She? So you didn't hire Steven Jones?"

"No, but Lisa is MUCH better."

"Wait I remember her, she didn't have the right experience. How could she be better?" I asked.

"Yesterday, you know when I said you should be dating someone?"

"Yes." I said. "Go on."

"I realized you need a woman who can take care of you...and your stress. Someone beautiful, someone with breasts bigger than her head."

I was shocked! I was also surprised and a bit horny. "You hired the wrong person because of her breasts?" I asked a bit amused.

"Yes, she is perfect for you...a mother knows. Plus you're a boob guy. You will love her!"

"She is currently unemployed so she can start next week Monday!"

I laughed. "Alright let's see how she does."

"She's eager to start and very capable."

"So how big do you think she is?" I asked boldly.

"Oh she rivals me...her tits are massive." mom said.

"I do love massive tits." I chuckled. I started getting horny.

"I know you naughty boy! Looking at your mom's giant P cup tits yesterday."

"It was fun!"

"I must admit, I felt quite horny yesterday. It felt good to be desired, to feel sexy. I know Lisa and you will hit it off. I know you worked closely with Nicole, but when she leaves and Lisa takes her place, it will be a match made in heaven."

Although I felt quite disappointed we didn't hire the candidate I wanted, I was hopeful about Lisa and perhaps I could still fool around with mom.

Meanwhile, mom had organised a leaving party for Nicole on Monday night. Just drinks after work at the local bar.

Monday arrived and I was excited for Lisa to start. I arrived at the office early and there she was. A knockout, beautiful woman. Dark hair with blonde streaks, tall, curvy, beautiful face, kind eyes and how I didn't manage to stare at her gigantic breasts squashed into a thick jumper.

I stuck my hand out. "Hi, I'm Paul." I said.

"Lisa, nice to meet you." she said smiling. As she got up, her tits wobbled obscenely and I couldn't help but slightly gasp.

"You're here early." I said.

"First day, Amanda told me to be here early." she said shyly.

"Well, let me let you in. I'm not sure where your desk is yet, but I can give you a tour."

I showed her around and we made small talk. When we had finished, I asked her if she wanted to wait in my office.

"Sure!" she said.

We walked into my office and I sat down, then opened my laptop. She sat at my desk and looked around.

There was an awkward silence. I didn't know what to say. Finally she spoke.

"I like the art you have in your office."

"Thank you!" I said. "I didn't know you were keen on art."

"Oh I am. I paint in my spare time and even did some modeling for some extra cash."

"Oh, nice, I mean cool." I stuttered.

"For some reason, artists always want to paint me." she chuckled.

I immediately blushed. I put my head down and pretended to be busy with work.

"So how long have you worked here?" she asked.

"Wow, um, since we opened." I chuckled.

"So you were one of the first people they hired?"

"Oh no, I did the hiring."

Silence. I looked at her face trying to work out who I was, then understanding I was her boss.

"Wait, you're the CEO, my boss?"

I nodded.

"Haha I'm so embarrassed, I didn't know!"

"Please don't worry about it!" I said reassuringly.

Just then, my mom walked in. "Hi Lisa, I see you've met Paul." mom said.

"Hi Amanda, yes we just met."

"Will you be joining us tonight at the party, Nicole's leaving drinks?"

"Yes, I will be there." Lisa replied.

My heart raced. I knew it was wrong for employees to have relationships, but I couldn't help but feel that there might be something there.

Mom took Lisa to her desk and for the last day, she would shadow Nicole before she left.

The day flew by quickly and before I knew it, it was almost time to leave. Suddenly, there was a knock at the door.

"Come in." I said.

"Hi boss!" Nicole said cheerfully.

"I just wanted to chat before the party." She said as she closed the door to my office.

"Sure, well I am really sad to see you go Nicole. We have worked so well over the years. You really have been invaluable."

"Thank you Paul. This has been an amazing experience and I have loved working here."

"Good."

"It's just that, I want to thank you for all you have done for me."

"No need to Nicole..."

"Oh but I must...and seeing as we are not working together anymore, I can do this."

"Do what?" I asked.

"Show you these." she said lifting her top.

"Jesus Christ!" I said.

Her massive tits were shoved inside a tight white sports bra. "Where have you been hiding those?" I asked.

"These aren't as big as Lisa's tits, but they are still pretty big." she said taking off her enormous bra.

"H...how...how big?" I asked.

"38KK."

"Fuck!" I whispered.

"And I'm giving them to you. To fuck, suck and cum on."

I was already hard as a rock, but I couldn't believe this was happening. She came towards me and undid my belt and pants. Then she pulled my boxer shorts down.

"That's a hard cock...and thick...mmmmm." she said licking her lips.

She immediately dove down and swallowed my cock. I felt it sink into the tight warmth of her mouth, then the head enter her throat. I sunk into my chair. "Ohhhhhhhh...fuck that's good." I moaned.

She lowered her head slowly taking more of my cock into her mouth and throat. The tight and slippery warmth of her mouth felt incredible. She expertly swirled her tongue around my cock and she sucked and nursed it. "Ahhhh fucking...fucking hell....thats good!" I moaned.

"Mmmfmfmfmffmf" she encouraged.

While attempting to deep throat me, she cradled my sensitive balls and slowly stroked them causing pleasure chills. I stroked her hair and groaned at the deep pleasure of the blowjob.

I hefted up one of her giant KK cup tits and felt its heavy weight and squeezed gently. She moaned and took off her bra. She shoved her massive mammary's into my mouth and I licked, sucked, groped and covered them with spit. I bounced them around my face wildly as she moaned. She fed me her hard nipples which I gently bit. I was wild with horniness. She pulled back, but my disappointment didnt last long.

She spat on my cock and surrounded it with her heavy hangers.

She squeezed her veiny but smooth and warm tits around me. "Hnnnnn!" I moaned through gritted teeth.

"Fuck my huge fucking tits!" she cried.

She jiggled her soft tits roughly around my rock hard pole and I screamed in pleasure at the amazing feeling.

Pleasure tears ran down my face as she sweetly smiled at me. My wet cock journeyed in the deep, dark cleavage of my huge titted former employee.

She expertly made sure my cock was trapped directly at the softest part of her breasts and lifted her tits up and down. I can't describe the amazing feeling other than electric pleasure pulsed through my body each time she lifted her tits up and down. It was non-stop pleasure as her tits opened to accommodate my thick pulsing cock. "Fuuuuucking...HELL! It's....too good!" I screamed as I felt my orgasm approach. Too soon I thought. I needed to last longer.

I felt her soft slippery tits massage my cock and slide over the sensitive head. Up and down her tits went, feeling their heavy weight and spongy warmth molest my dick. They made a wet sloshing type of sound.

"Cum for me! Cum all over these gigantic soft fucking tits!" she moaned as my cock throbbed in her cleavage. It was completely lost in her tits. Her hard, pink nipples rubbed against my thighs when she brought her tits down. I writhed and screamed loudly in pleasure as she now bounced her tits hard on my legs while my cock was still trapped in her tight slippery cleavage. I lifted myself up to get a better view as she attacked my cock.

"So good...it's too much...fuuuuck!" I cried.

"I can't last much longer!" I moaned as I felt my orgasm approaching. No matter what I did the vacuum my cock was feeling in her cleavage was too much for me.

"I want you to come...in my cleavage...on my tits...baby, come for me!"

That did it as I threw my head back, thrust my hips up as she continued bouncing her giant tits around my cock. "Ahhhhhhhhhhhhhhhhhh...GNNNNNNNNNNNNNN...FUUUUUUUCK!! I exploded in her tight cleavage erupting massive thick amounts of cum all over her tits, chest, neck and chin. I had never cum this hard and pleasurable before. Tears welled in my eyes and washed down my face as I kept cumming feeling the pleasure of her immense breasts wrapped tightly around my cock.

"Yeeeesssss!" she moaned. She slowed down, still massaging my cock and using her hands to rub my stomach and stroke my legs.

"That was incredible!" I moaned.

"I love seeing a beautiful cock explode between my tits." she replied.

We got dressed and tidied up our mess. I cleaned up my cum and threw the tissues in the bin.

"So, see you at drinks later?" she asked.

"Absolutely!" I replied.

After she left, I took some time to sit back and think about what had just happened. I didn't get to think too long as there was a knock at the door and mom came in.

"Hi Paul, almost ready to go for drinks?"

"Isn't that in an hour? I asked.

"Wait, what, silly me, I forgot it was at 5 30pm. Anyway, I noticed Nicole came to see you, all ok?"

"Yeah...fine, why?"

"Oh, just curious. I thought maybe she had...hey what's that on your desk?" she asked.

I looked down, it was a left over tissue from where I cleaned up the mess from earlier. "What this?" I said picking up the tissue.

"It's a tissue?" I said.

"No, that." she said pointing. Nicole had left her bra behind on my desk. I was busted.

"It's a bra, I guess." I said turning red.

"Oh I see, Nicole and her huge melons came here to thank you, right?"

"Yes." I said.

"Oh, how naughty, what did you guys do?"