moms-self-esteem
TABOO SEX STORIES

Mom's Self Esteem

Mom's Self Esteem

by Dannirmal
15 min read
4.31 (28800 views)
Loading audio...

WARNING: This is Part 1 of a slow-burn series. It will involve romance, humor, voyeurism, drama, angst and redemption. It is NOT a rushed "porno plot" where people just look at genitalia and fuck each other. So, if this is not what you are looking for, consider yourself warned.

Part 1

My mom Jennifer, mother of three, was not exactly a supermodel at 48 years - she wasn't chubby but certainly carried some extra pounds, her dark hair had light bits of grey these days and her skin was starting to lose its youthfulness. But she wasn't a zero either - she was tall, with a lovely smile and naturally heavy breasts. While she was clearly past her prime, she was still above average for her age. If I was to compare her to the other moms at school, she's still Top 10 material, just not Top 3.

I had never seen her in a sexual light, even after turning 18, but I thought she was a beautiful lady and always hyped her up to make her feel better; she was my mom after all. I loved her more than anyone else, just not in THAT sense.

She was not insecure, but was understandably self-conscious these days that she was losing her looks as she aged. She had me at 30 after my two sisters, so she was older than most of the other moms of my classmates as well, which only fueled it. Her conservative dressing sense didn't help either, always wearing baggy and loose clothing.

My parents had been married for 28 years, and we were a really typical suburban family. My sisters were both out for college, the older one a postgrad and my second sister finishing her undergrad this year. Dad was a very successful dentist and the three of us lived in a big house, but he was a workaholic, travelling a lot to various clinics around the country. I knew mom wished he was home more often, so I always did my best to spend time with her and give some company, not wanting her to feel lonely. We had a fantastic relationship and I could always make her laugh. We often went on walks and outings together.

For her part, mom always doted on me, her only son. Even though there was no way to prove it, I always suspected that I was her favorite child. She frequently bragged to her friends about how proud she was of me, and how much she's going to miss me when I left for college next year. As excited as I was for Harvard, I couldn't help but feel the same way, that I would sorely miss my family, especially mom. My friends often joked that I was a momma's boy, but it was all in good fun. Besides, she was the sweetest and kindest woman I knew, why wouldn't I want to be a momma's boy?

----------------------------------------------

"Six." Mom smirked as we sat on the park bench together and a tall blonde dude walked past us a distance away.

"Come on mom, that guy looks ripped! You're not playing this game properly!"

She slapped my arm playfully, laughing. "Aesthetics are a matter of personal taste, mister!" she subtly pointed to a girl around my age jogging. "Your turn."

The girl was pretty hot, flat chested but really elegant in that Kaia Gerber way. She was wearing a sports bra and yoga pants, which showed off her toned midriff. "Wow, I'm gonna have to go with 9, that's a real babe!" I exhaled, my arm protectively around mom's waist.

"That high?"

"Well, someone has to start giving out high scores, you keep rating every guy here six or below."

"I'm more about the personality and charm, not the looks." She said with mock haughtiness, her eyes sparkling with humour. "Women don't just go for looks, we look for reliability, chivalry, loya..."

"Zzzzzzz booooring!" I interrupted, throwing my head back and pretending to be asleep as I snored loudly. "ZZZZZZZ..."

Mom burst out laughing and pushed me away "Kevin, you're too much!" and we both went into a giggling fit for a minute.

"I'm serious mom, you're the only 10 here, so you need to start being kinder to the guys." I said, watching her go a bit serious with surprise when I said that.

"I'm a not 10." She waved her hand dismissively, but I could tell from the light blush that she was flattered.

Even though my appreciation of mom's looks was purely platonic, I loved showering her with praise because I knew how empowered it made her feel, especially at her age. I often exaggerated and downright lied in my flattery, but it didn't matter to me as long as it made my beloved mother feel like a million dollars. Objectively, I'd rate her a solid 7.5, which was impressive for a lady pushing 50, but there's no way I'd ever let her know it was anything less than 10.

"Mom, of course you're a perfect 10, why are you always so unfair to yourself?" I asked, rubbing her back soothingly. "With your grace, your elegance, your natural beauty, no sane man would think you were less than that."

She bit her lip. "Darling, you're so sweet, but only I know what its like to be me. A woman knows when she is fading, not just from the mirror, but also from how other people treat her."

I couldn't help but feel a little sad. No matter how much I complimented her, she could obviously see the difference between how people saw her now and how they did when she was younger.

"Is it dad making you feel ugly like this?"

πŸ“– Related Taboo Sex Stories Magazines

Explore premium magazines in this category

View All β†’

Mom shook her head. "No darling, your father and I are fine. And I don't feel 'ugly' per se. But there's a lot less attention now wherever I go, it's obvious. You're always so kind to me, and I'll never stop being grateful for that. But I'm not blind, I know I've lost a lot of my beauty."

"What if we can change that?" I ran my hand along my hair.

She looked at me curiously. "What do you mean darling?"

"I mean, what if I started paying you more attention and being a bit more...you know, cheeky? That'll make you feel better about yourself right?"

"Kevin...what are you..."

"Geez mom, nothing inappropriate obviously, I'm not a perv. But maybe I can just start being a little playful with you here and there, just to make you feel pretty. If you don't like it, you can always tell me to stop."

We sat in silence on the bench as I continued to rub her back. Mom finally sighed and leaned her head on my shoulder. "Thank you Kevin." She said after a few minutes of thinking. "I...I would love more attention from my baby...but...but you have to promise not to cross any lines."

I nodded. "Absolutely mom, I just want to make sure you feel attractive. I can't control how other people act, but I can control myself. And if I can just make you feel more beautiful, at least I'd know I was there for my precious mother when she needed me."

Mom's eyes brimmed with tears. "I'm so lucky to have a son like you, I don't know what I did to deserve my baby boy." Even I was taken aback by the sincerity of what she said and how emotional this clearly was for her.

I kissed her forehead tenderly, and wiped away at the tears forming at the corners of her mouth. "You deserve it because you've always been the best mother in the world." I assured her and then grinned. "So let's start."

"Start what?"

"Breastfeeding, obviously." I smirked and did a goofy impression of a baby hungry for milk as I made suckling noises. "Maammaaa...waaaaaahhh...baby's hungry..." And did a crying face as I looked at her large breasts.

"OH MY GOD KEVIN YOU'RE THE WORST!" Mom pushed me again and we both dissolved into a burst of laughter.

----------------------------------------------

That weekend, a lot of mom's relatives, along with our own family, stayed at my aunt's and uncle's house for my aunt's birthday. Some of our relatives had to leave early, so on Saturday morning, my uncle brought out the cake and presents right after breakfast, most of us still in our pajamas. Mom was wearing a typically baggy jogging suit, the loose sweatshirt covering her breasts and ass, looking as plain as could be.

As everyone gathered to sing happy birthday, I joined mom at the back of the crowd. Dad and my sisters were in front of us with everyone else, watching my aunt cut the cake as they clapped. As we stood together, I subtly let my hand rest on mom's ass. I saw her eyes widen in surprise a little as she turned to me and I lowered my voice, the rest continuing to sing "Don't worry mom, you can move it away whenever you want it to." I assured her and she seemed to think about it for a while. She finally nodded, looking straight ahead.

The family watched as my aunt opened up her presents one by one as well, everybody applauding as she unwrapped each box and thanked the person who got it for her. They were the usual range of appliances, jewellery, gift cards and so on.

I wasn't focused on any of that. I palmed mom's left ass cheek for a while, not doing anything weird, just letting it rest there. She didn't have a Nicki Minaj butt, but at mom's age and figure, it was a plump, mature ass. After a few minutes, I moved my hand to her right cheek, giving it a friendly rub but once again, not enough to be construed as creepy. Mom didn't look at me the whole time, just looking forward.

I then moved a bit closer and lightly lifted her sweatshirt that was covering her whole ass. She gasped and turned to me but I whispered again "Don't worry, only over the pants.", as I palmed her cheek over her sweatpants. For the next 20 minutes as each present was unwrapped, I swapped back and forth between each ass-cheek, massaging them lightly. Eventually, mom relaxed, resting her head on my shoulder, breathing heavily.

Once all the gifts were done, my uncle suggested that we help the relatives who were leaving with their luggage, and everyone dispersed in different directions. I took my hand off mom when my sisters turned around. Mom swivelled quickly so that nobody could notice she was beet-red. My oldest sister Stephanie suggested we join the other cousins to help people load the boxes into the cars parked outside.

"See you later mom." I said to my mother casually and kissed her cheek as I walked away with my sisters.

-------------------------------------------

There were 8 of us remaining that night for dinner. Five from my family - dad, mom, my sisters and I; three from my aunt's family - my aunt, uncle and cousin Jeremy.

I hadn't gotten to hang out with mom all day since we were helping the rest leave and there was a lot of work to be done pulling down the decorations. As I sat at the dinner table next to her, mom smiled at me brightly and I chatted about the day with my parents. I told them Jeremy and I would be going for a swim at the lake later and they asked me to be careful.

πŸ”“

Unlock Premium Content

Join thousands of readers enjoying unlimited access to our complete collection.

Get Premium Access

πŸ›οΈ Featured Products

Premium apparel and accessories

Shop All β†’

My aunt had prepared a huge feast, all kinds of meat, seafood and salads. Soon, everybody was digging in and the table was full of separate conversations, which gave me a chance to talk in low whispers with mom. "So how was your day gorgeous?" I asked with a wink.

Mom smirked. "It's been a good day."

"Mine too, especially the morning." I said and she tried not to giggle, avoiding attention. I moved my chair a little closer to hers, everybody too deep in different discussions to notice. "You know I'm just getting started with you right?

Her eyes became serious and flashed with concern for a moment. "Baby, I'm grateful to you, but we have to be careful not to..."

"I know mom, it won't be anything to worry about. I behaved this morning, didn't I? I kept my word."

She seemed to recall this morning's events; I could see her blushing slightly again. "Y...you did...but it took me by surprise."

"Did it make you feel flattered?"

Mom spent a minute thinking about this as we continued to eat. She finally nodded with a big sigh "Yes, yes it did." A slight smile formed on her face again. "Thanks Kevin, I'm overthinking this right?"

I shrugged. "It's normal to be cautious, but I'm your son, I have a right to boost my mother's ego."

"Yes...yes you do, thank you baby. It means so much to me that you place my self confidence as such a priority."

I didn't want it to look like it was just out of pity though, even though it possibly was. I wanted mom to truly feel great and think my over-the-top compliments were totally genuine. "Well, the self confidence for you is an added bonus, but I'm doing this because I find you the most beautiful woman ever." I gave her thigh a gentle squeeze under the table.

My uncle's loud voice shook me from my thoughts "Linda, can I get you some dessert?" he asked from across the table, seeing mom's plate empty. I removed my hand stealthily.

"Yes, thank you Tim." Mom nodded quickly, pretending to help clear out some of the plates to hide the fact she was blushing again. But not before she smiled at me.

-------------------------------------------

Closer to midnight, Jeremy and I returned from our swim. It was a great time and some of his friends had hung out with us as well. One of them had managed to sneak in a crate of beers and I had popped one. Since I was 18, my parents allowed me to drink these days, although it was not heavily encouraged at home. Thankfully, I had a lot of mints on the way, so there was no alcohol on my breath in case anybody was still awake.

It turned out that everybody was still awake, watching a movie in the living room. The film was coming to an end and they were all getting ready for bed. I was surprised because my parents usually went to bed by 10. However, we were planning to head back home only at around eleven the next morning, so I guess everybody indulged in a late night since they could sleep in.

Mom was wearing a typically unsexy top that was too frumpy to highlight her chest, but at least her shorts were a little on the thinner side. I could make out the outline of her granny panties through the material. It could have been because I was tipsy, but her long legs looked quite good under the dim lights. Nor had I noticed how full her lips were; I always thought she had a great smile, but her lower lip had a natural lusciousness.

"Hey mom, I'm all packed for tomorrow, you said you would tell me which of grandma's souvenirs to put in your yellow bag though." I said, reminding her of something she said she would do. Stephanie shushed me loudly since they were all still watching the movie. Mom got up immediately with a nod, since she was keen on taking some of my grandma's items home as a keepsake.

Our guest rooms were all in a row, going up the stairs and through the corridor. We climbed quickly to where my parents were rooming and mom gave me a few things to stuff into their bag. It didn't take us long, since there were only a few items and she had tonnes of space in her bag. Once we were done, mom smiled. "Thanks darling, you go get a lot of rest now, you must be tired." she said and moved to hug me good night.

It was normal to hug good night and goodbye in our family. It was even normal to share a quick peck on the cheek. But probably thanks to the alcohol, I leaned in towards my mother's mouth. Her eyes widened in shock and she tried to pull away, but I hugged her tightly. "Just a good night kiss mom, nothing weird." I assured her and before she could protest, I pressed my lips into hers. No tongue or anything like that. I just covered her mouth with mine and sucked her lips while holding her close. She let out a few muffled noises but I had her locked in tight. After a minute, she eased up.

The room filled with low noises of our lips smacking. Mom and I were around the same height. I placed my hand at the back of her head to hold it in place and twisted mine. Her big breasts pressed into my chest as we kissed. After a long time, I finally let her surface for some air as she panted, blushing deeply.

"Good night mom." I smirked and walked out, leaving my mother in a daze.

What a day!

End of PART 1

Enjoyed this story?

Rate it and discover more like it

You Might Also Like