Mom's My "Someone Special" Pt. 01

When we got to our table I pulled her chair out for her before I got into my seat and opened my menu. I have to admit; I struggled for words. Rochelle was an intimidating presence. I felt like some socially awkward character in a movie who was on a date with the prom queen. But luckily she decided to break the ice.

"So, Chris, why're you on a date with me and not some girl in your school?"

I laid the menu down. "Umm, well, I don't know if you know this, but I've had a crush on you from...ever since I first met you. And-"

"But you were like ten years old."

"Yea, I know, but...can you blame me?"

She smiled. "Carry on."

"Anyway, when I got old enough I was still...a little infatuated with you, and wanted to go out with you pretty badly. But I was too scared to come and talk to you myself. That's when I got the idea to ask my mom to talk to you for me - I know; pathetic, right?" Okay so that wasn't the entire truth, but it was close enough.

"Aww, I don't think it's pathetic. It's actually kinda sweet. I haven't had a guy gush over me in a while."

"Really?" My face scrunched. "I honestly thought you had a never ending line of guys who're just dying to take you out."

She laughed. "Wouldn't that be nice? But no. All the men in my life are nothing but inconsiderate jerks who only care about money or pigs who only care about sex...It's probably why I have three ex-husbands."

It pained me to hear her say that, 'cause I felt like I fell into the "pigs who only care about sex" category. It also brought to mind something Mom said a few days earlier.

"But to be fair, I can be a bit of a bitch."

"Oh, I'd never say that. I'm having a great time with you and I don't recall you ever being mean to me."

"Stick around."

As I let out a chuckle a waiter arrived at our table. We ordered two glasses of wine and since I didn't know much about seafood I decided to let Rochelle place my order. She ordered me a plate of fish and calamari, which sounded delicious, and went with a helping of prawns and mussels for herself.

"Rochelle, I've been meaning to ask you something; how come I haven't met any of your kids?"

"Ah, well, most of my step kids hate me, and I don't have any children of my own."

"Why's that?"

"Umm, it's because I can't actually have children. I'm infertile."

"Oh. I'm so sorry. I shouldn't have asked you such a personal question."

"No, it's quite alright. We're on a date. How else are we supposed to get to know one another? Anyhow, it's the main reason why my first husband left me."

I mulled. "I'm sorry to say this...and I hope I'm not crossing the line, but he was a fool. I wouldn't have left you for the world."

She smiled.

When our food and drinks arrived, we ate, drank and continued to chat. I learned quite a bit more about Rochelle. Her divorce settlements had pretty much funded her lifestyle and allowed her to become the owner of her own makeup and hair business. Apparently, a lot of women liked her look, and it also helped her rack up a healthy following on social media.

Rochelle also felt free enough to tell me about her first job as a nude model, which she got into after dropping out of college. It was information that stunned me. But she said she didn't do anything vulgar. The magazines she posed for only published tasteful material. I also told her a little bit about myself, but my life seemed far less interesting. She hung on my every word, though, and threw in a chuckle every now and then.

It surprised me to learn how easy she was to talk to. I thought I'd stutter through half of my sentences. But it felt like I was talking to a friend. I also nearly told her about my predicament in the sex department, but thought it would be best to keep it to myself. I was sure she too hadn't exposed all her secrets and I didn't want to come across as obvious.

"You know, Chris, I have to admit; I didn't think I'd have this good of a time tonight."

"Ouch, that hurt." I placed my hands over my heart.

She chuckled. "I'm glad I decided to come out with you, though."

"Me too." I stuck my spoon into my hot fudge Sunday. "But the night isn't over yet."

"It's not?"

"Mm-mm." I shook my head. "How does bowling sound?"

"Pretty fun actually."

"Great. But before we leave, I've been dying to ask you something all night."

"What is it?"

"My matric dance is coming up pretty soon and I don't have a date. Would you mind if I took you?"

She thought for a moment and then smiled. "Sure...Why not?"

I couldn't ask for a better end to our dinner date. I'd just booked the most gorgeous woman I know for my matric dance, which was basically our prom. I'd be the most envied guy on the night. After we finished our plates of desert I paid the bill and then led Rochelle back to the car with our arms linked. I opened the door for her, got into the driver's seat and drove a few blocks down the road. The bowling alley wasn't far away from the restaurant.

When we got inside we got our shoes and headed to the lanes. And before we got started I let Rochelle know about my competitive side and that I wasn't going to take it easy on her. With an air of confidence, she told me she was up for the challenge. I thought she was underestimating the difficulty of the game, but she was actually pretty good. And I found out why. Bowling was an activity her family did on a monthly basis when she was a young girl.

Even though we were both trying our best to win, we didn't let that get in the way of having fun. We tried to psych each other out before we'd bowl. She teased me over the two gutter balls I bowled. There was a celebratory dance or two over a strike. And there was even a little flirting involved. It was an entertaining half an hour or so. After all was said and done I ended up winning the game by a few points, but was humble in victory. I told her I thought it was a lucky win, which was actually true. Once we got our shoes back we headed back to the car and drove back to Rochelle's.

*

"Thanks for letting me take you out tonight," I said when we reached her front door.

"No problem, Chris. I really enjoyed myself. Do you wanna come inside for a nightcap?"

I thought for a moment then shrugged. "Sure."

Once inside Rochelle got two glasses from the kitchen. She rinsed them out and handed them to me. Then she told me she'd be right back and that there was a bottle of scotch in the living room. I headed to the living room while she headed upstairs. I found the bottle she told me about on a small table. I poured some into the glasses, took a seat and waited for my host to return. As I took a sip from my glass I wondered where the night was heading. The date had gone well and I thought I knew what that meant. But for some reason, I wasn't as excited as I was a few days earlier.

After taking my fourth sip Rochelle appeared at the top of the stairs. My jaw dropped when I noticed her attire. She was in a sheer black robe that stopped at her knees, red lingerie, black thigh highs and red heels. Never in my life had I seen a sexier spectacle. She came down the stairs and then walked into the living room. The "click-clank" sound of her shoes heightened my nerves as she approached me. She stood between my legs and held her robe open, showing off her exquisite physique.

"How do I look?"

I opened my mouth to reply but no words came out. Rochelle smiled, removed the glass from my hand and straddled my lap. She placed her forearms on my shoulders, moved her face in and united our lips. For some strange reason, this moment wasn't as great as I thought it would be. Don't get me wrong, Rochelle wasn't a bad kisser and my cock loved having her on top of me, but something was off and I couldn't put my finger on what it was.

But what the fuck was wrong with me? I was with this gorgeous woman who I'd fantasized about for literally my entire teenage life and I couldn't appreciate it. I wondered if it was just one of those rare nights where I wasn't in the mood. I doubted it, but decided to put my negative thoughts aside and went along with the ride. I pushed my hands lower and grasped Rochelle's firm ass cheeks as I kneaded her luscious lips with my own.

Then I felt her mouth part and tongue push past my lips as she used her hips to grind into my crotch, causing my cock to stir. As we made out for the next few minutes I used my hands to explore her frame. It felt like I was caressing silk. Once Rochelle worked my jacket off my shoulders she got to her feet and allowed her robe to fall to the floor. Then she used her forefinger to give me the "come hither" motion and walked towards the stairs.

I got up and followed her up the stairs, admiring the sight of her wonderfully shaped ass. It was as if it'd been sculpted by someone who'd brushed up on the golden ration. I was tempted to lean over and take a bite. When we reached Rochelle's room she had me stand at the foot of her king sized bed. She then crawled onto it with the finesse of a panther stalking its prey. She arched her back and used her neck to flip her hair over her shoulder as she looked back and pierced me with her green eyes.

She wagged her derrière then placed a hand on her left buttock and run it up and down her thigh. Then she spun around, stood on her knees and moved her hips with the skill of a Latin dancer as she reached behind her back and unclasped her bra. Teasingly she held her bra cups to her chest, not even exposing so much as an areola, as her hips continued to sway for a little while longer.

Then she smiled and tossed her bra to the floor, bringing her gravity defying boobs into view. I doubted there was a single straight guy on the planet who wouldn't want to motorboat them. Hell, a few gay guys probably would've wanted to do the same. Rochelle fell back on her pillows and cupped her breasts. Then she pushed her one tit higher up her chest and sucked its nipple into her mouth, without breaking eye contact.

She did the same thing with her other breast and then squeezed her thumbs into the waistband of her underwear. She pushed them up her thighs, over her stockings, down her calves and past her high heels before tossing them to the floor. Then her left hand went over her sex as her legs came up and spread apart, creating the letter V. She looked like a Playboy photographer's wet dream.

"What're you waiting for?" The bottom of her heels planted on the bed as she removed her hand from her waxed crotch.

I grabbed my shirt, took a step forward, but was stopped by a deafening thought. It caused me to release my shirt and exhale loudly. "I'm sorry, Rochelle...but I just can't do this."

She studied my face for a few seconds. "Can't do what?"

"...I can't sleep with you. It just doesn't feel right."

"And what's that supposed to mean?" She sat up.

I could tell I'd offended her, so I tried to give her the most flattering explanation I could think of. "Look, earlier tonight you told me all the men in your life are only interested in sleeping with you, and I feel like I'm one of those guys. You honestly deserve more than that."

She laughed. "Chris, sweetie, I know nothing real's ever gonna form between us, and that's honestly not what I'm hoping for. This is just about two adults enjoying themselves."

I thought for a moment. "I hear you, but...I just can't do this. Something in my heart tells me I shouldn't. I'm sorry."

Chapter Seven: Life Begins

When I got home I couldn't help but wonder if I'd made a mistake. I mean, I put all that effort into making sure my date with Rochelle was a success and I end up backing out as soon as I get what I wanted from the beginning. I felt as conflicted as a housecat in clothes and didn't know what to do next. But that'd be something to mull over another day. I just wanted to go to bed and forget about my night.

I tossed Mom's car keys into our key bowl then headed to my bathroom, where I took a leak. As I washed my hands I heard Mom call my name. I wondered how she knew I was home then remembered I'd flushed the toilet. I let her know I'd soon be with her, dried my hands and then went to my room to hang my jacket. Then I headed to her bedroom. I found her lying under a duvet with a book in hand. She also had her reading glasses on and wore her white PJs.

"Why're you home so earlier, hon?" She laid her book on the nightstand and removed her glasses. "I wasn't expecting to see you until tomorrow morning. Did everything go well?"

"Ahh, yea," I said, scratching my head, then muttered, "I guess."

Mom got out of the bed, sat on the edge and patted the spot beside her. I walked to her and took a seat.

"So, did you manage to...get that monkey off your back?"

I shook my head. "No."

She looked confused. "I thought you said your date went well."

"It did. I mean, we had dinner, we went bowling, she opened up to me and we even ended up back at her place."

"Okay, so then, what went wrong?"

"Ah...do you really wanna talk about this?"

She gave me a look that said; what do you think?

I exhaled loudly. "Okay, so, when we got to Rochelle's place we started making out on her couch. But for some reason it just didn't feel right to me. In all honesty, I couldn't help but compare the kiss to the one you and I shared the other night. The passion and intensity just wasn't the same. Anyway, eventually we got to her bedroom, where she stripped out of her clothes and invited me to sleep with her. But I couldn't do it. 'Cause the words you said to me the other night rang more loudly in my head than ever before.

"You said my first time should be with someone special, with someone I can see myself spending the rest of my life with. Which is kinda weird, 'cause that probably wouldn't have affected me a week ago. But I guess something's changed inside me. Anyway, Rochelle's great. But she just didn't fit the description. And I think the main reason I couldn't go through with it is - can I be blunt with you?"

Mom sat quietly for a moment, then nodded. "Of course."

I took a deep breath. "The real reason why I couldn't sleep with Rochelle is because the entire time I was with her I couldn't help but wish I was with you instead. In fact, I haven't stopped thinking about you for the last few days. And when I thought about the advice you gave me on who I should lose my virginity with, only one person in the world came to mind. I know it's wrong, and-"

Before I could finish Mom lunged forward, wrapped her arms around my neck and locked our lips together. It happened so fast for the first few seconds I didn't know how to react, or what was going on. But then I was hit by that feeling. That feeling I don't really know how to explain. That same feeling I didn't get from my kiss with Rochelle. It was as if my soul had been set ablaze. Or I'd taken my first shot of whiskey.

I wondered what caused it. Was it Mom's sweet scent? Her soft lips? Her aura? A combination of the three? I didn't know. And I couldn't help but wonder if she'd ruined kissing other women for me. Probably. But I didn't care. Mom was all the women I'd ever want or need, wrapped up into one perfect package. My hands came up and grabbed her by the waist as I returned the passion she put into her kiss.

Then I felt a leg move across move across my thighs as she straddled my lap. We continued to make out without the involvement of tongue for...who knows how long? The sound of heavy breathing, soft moans, and smacking lips was the only thing that could be heard. We were hungry for each other. Then, as our mouths opened and tongues finally embraced, I pushed my hands under the hem of Mom's pyjama top and slid them up the sides of her waist.

I loved the feeling of her skin. And by going off that alone you could never tell she was in her forties. She felt as soft, smooth and taut as any woman in her twenties. I pushed my hands higher up her body then felt my thumbs come into contact with the undersides of her tits. It instilled me with a strong desire to have them in my palms. I slid my hands down her torso and removed them from her top. Then, as she nibbled my lower lip, I reached for her most southern button and pulled it out of its hole.

I did the same thing with her next button, then the next one, and the one after that, until her shirt fell open. My hands came down and fell upon her ample tits. My thumbs rested against her stiff nipples as my palms slid down the sides of her breasts. I cupped them from beneath, pushed them upwards and instantly fell in love with their weight. In fact, my erection had me thinking it would soon puncture a hole through my jeans.

I kneaded the doughy orbs of flesh with the care of a masseuse then used my thumbs and forefingers to tweak her nipples, causing Mom to moan into my mouth. This went on for a little while. Then Mom broke the kiss and looked me in the eye. The look of lust in eyes was clear to see. She wanted to do something dirty. She removed her shirt quicker than anybody I'd ever seen, then reached down, unbuckled my belt and unfastened my jeans.

She got to her feet thereafter and I got my first ever glance at her tits. They still had a nice shape, but might've hung a little lower than most guys my age would like. It didn't bother me, though. I thought she looked great for a woman with two kids. I wouldn't even agree with her if she told me she wanted to undergo plastic surgery. Mom also had these beautiful bright pink nipples that were complemented by her slightly tanned skin. I was dying to wrap my lips around them.

She got down on her knees, dug her fingers into my jeans and underwear and pulled them down. I raised my hips, kicked my shoes off and helped her get them around my ankles and off my feet. Mom also pulled my socks off. I figured she was one of those women who hate the sight of a naked man in socks. She rested her forearm on my thigh, while her other hand took a hold of my shaft, causing my eyes to close.

Then I heard and felt her spit two gooey gobs of saliva on my cock before she slowly worked her first up and down its length. My eyes reopened as her head went down. I watched with more interest than a Game of Thrones viewer as the tip of her tongue stroked its way up my slit. Then she took my glans into her mouth, compelling me to let out a groan. She pulled her head back and audibly popped me from her lips.

Then she took me back into her mouth and popped me again, and again, and again. It made my toes curl. Mom took me into her mouth once more, slowly slid her head halfway down and then brought it back up with the same haste. She then got into a steady bobbing rhythm that had me clutching the sheets for a couple of minutes. And the sloppy sounds she made only added to the pleasure of the experience. Mom did something that blew my mind next.

When she got to my glans she paused then slowly pushed her head downwards until her lips were wrapped around the base of my cock. My body shook as I let out the loudest of my groans. How the hell did she get me into her throat? I'd gotten a couple of decent blowjobs before this, but Mom was on another level. I didn't get to sit in her throat for very long, though, 'cause she soon started chocking, causing her to pull back up. She looked up at me with watery eyes. But she also looked determined to get the job done.

"I've got a plan," she said with a smile, rose to her feet and helped me up. Then she got onto the bed and lay on her back, with her golden hair and head dangling over the side. I'd never seen this before, so I wasn't sure what to do next, until Mom looked into my eyes and opened her mouth like she was at the dentist. Of course. I smiled, took a step forward and pushed my cock into her mouth. Then I realised I now had the opportunity to use my hips. Mom's a genius.