Mom's My "Someone Special" Pt. 01

I felt my stomach churn. "I don't like the sound of this idea anymore, Mom."

"Why's that, hon?"

"You know why. I'm gonna mess this up somehow."

Mom placed a hand on her chin and leaned forward to mull for a while. "Okay. Then how about this; why don't you and I go out on a date first? I'll give you some tips and let you know every time you do something that might...turn a girl like Rochelle off."

"Hmm. That doesn't sound like a bad idea."

*

A couple hours later I lay in bed and thought about the next few days to come. I'd also decided to abandon the whole idea of meeting Jackie, which was a bit of a douchebag move, but all the effort Mom was putting in to help me out told me it was the right thing to do. I was definitely excited about my date with Rochelle, but my practice date with Mom had stirred up some dark feelings I'd long suppressed.

About four years earlier my best friend Nate came to stay over at my house. We were in the living room that evening, playing Call of Duty on my Play Station. As Nate got up to head to the bathroom his cell phone fell from his pocket without him noticing. A strange occurrence had taken place earlier that day. When I tried to use Nate's phone to send a new song he had to my phone, he freaked out and snatched it from my hand so he could send the song himself.

His reaction told me he was hiding something - probably porn I figured. And now I had the opportunity to find out exactly what kind of porn he watched. With a smile I picked up his phone and opened his "My Files" folder. I checked his pictures' file first, but there was nothing out of the ordinary in there. I opened his videos' file next and found about eight untitled videos. Wondering what the vids were I pressed play on the first one and was shocked by what I saw.

It was a video of Lindsey, Nate's older sister and the girl whose twenty-first birthday party I'd go to in three years' time. My hand came over my mouth as I watched her towel drop. It was clear she'd just come out of the shower or bath and that she didn't know she was being recorded. I watched my best friend's blonde sister rub lotion all over her petite frame before hopping into a pair of panties, pink shorts, and a blue shirt.

I could only quickly run through three more videos before I heard Nate coming back from the bathroom. They also turned out to be nude videos of his sister. I couldn't believe Nate was doing this. But what was even more surprising was the rock hard erection in my pants. Yes, seeing Lindsey in the nude was nice, but what got me going was her brother's clear fascination with her. I found his lustful actions towards a close family member to be more intriguing than off putting.

Not too long after this incidence, I found myself looking at my mother and sister in a new light, but mainly my mom. She was a beautiful lady, who'd slightly long golden hair and a big pair of brown eyes. I'll be real with you; Mom's ass was nothing to write home about, but her long toned legs and tight figure made up for it. She actually sort of reminds me of Julie Bowen. Mom's boobs were another thing she could easily brag about. They were as nice as her friend Rochelle's, but my mother's C cups belonged to her.

I thought her best feature was her smile, though. I know that sounds as corny as fuck, but I'm being honest. Whenever she'd show off those pearly whites time seemed to slow down to give you an opportunity to take in the exquisite site...Or did that just happen to me? I knew I was one sick puppy for looking at her in this manner and had decided to bury my unnatural feelings deep within.

Chapter Four: The Kiss from Nowhere

Mom and I arrived at a restaurant the next night. Almost every seat in the house was in use. I found the décor to be elegant. And in a funny way, I think that was accentuated by the dimmed lighting. I especially liked the simple way the tables had been set up. What's more, light orchestral music played in the background and nearly every customer was sharply dressed, even though there was no dress code.

We were seated on the second floor, nearby an open door and small veranda, where we were treated to some view. There was a quarter-moon in the partially clouded sky, which was surrounded by an unusual amount of stars. To add to the beauty of the night my mother was dressed in a tight fitting black dress, which showed off the lower half of her legs and an acceptable amount of cleavage. I thought the dress gave her a perfectly balanced look of sexy and classy.

She'd also applied her makeup. Not a lot, though, just enough to give her the naturally beautiful look, which I love. She also had a set of drop earrings in and her hair was stylishly pinned behind her head. She really did look beautiful. I remember feeling somewhat proud when I walked in with her on my arm, even though the two guys who smiled and raised their chins at me had the wrong idea. I myself was in a blue suit, had combed my golden locks and looked "dapper", according to Mom.

"Honey, my eyes are up here." She smiled.

I felt my face turn crimson. "Sorry about that. I was just...admiring how wonderful you look."

"It's okay. Just try not to do that on your date with Rochelle."

"Right." I nodded, grabbed my glass of wine and took a sip.

"Hey, don't get carried away with the alcohol - you're the one driving us home." Mom's smile showed off her teeth.

I realised then I had a cool mom. She'd just caught me staring at her tits, yet there she was making jokes. Okay, that might not have been a joke, but it felt like one. I smiled back as the waiter returned from the kitchen with our food. Mom had ordered a smoked chicken salad for a starter, whereas I'd decided to go with a small bowl of pasta.

"I'm not too sure what to talk about on my date with Rochelle." I grabbed the bottle of wine and refilled Mom's glass. "What's she interested in?"

"Umm...I wouldn't worry too much about what you're gonna talk about if I were you." She took a sip. "Just let the conversation steer itself. Besides, if you get stuck you can always ask her what she's interested in and get the answer from her."

"That's pretty good advice. Got anymore gems like that?"

"A few actually." She laughed. "But off the top of my head; listen carefully to what she says, try to behave like a gentleman, and don't talk about yourself too much - girls hate that."

"Okay." I nodded and decided to immediately take her last piece of advice. "So, Mom, why aren't you on the dating scene anymore?"

Mom looked a little surprised.

I asked this question because a few years after my father's death she finally started seeing other men, which was something that never bothered me - aside from a mild feeling of envy that came up each time I saw her with a guy - I knew she'd eventually have to move on with her life. But for some reason, none of her relationships seemed to last. She'd go out with a guy for a week or two and then after that I'd never see him again. The only relationship that lasted for a few months was the one she shared with Don, but they parted ways a year earlier.

"Umm, I'd rather just focus on my job right now than be in a relationship."

Ah, the classic "I'd rather focus on my career" excuse. "Yea, but, Mom...it's been a year."

"I know." She sighed. "If I'm honest, I'm not dating anymore because most of these men out here only seem interested in sleeping with me and none of them seem capable of making me as happy as your father did. Besides, I don't want to be in a relationship just for the sake of being in a relationship."

"Is that why you still wear your wedding ring?"

Mom's left hand twitched before it rose so she could take a look at her ring. The only time she took it off was when she was in a relationship or on a date. She'd always place it beside Dad's ring, which was in the living room beside his urn and our family portrait. But as soon as that date or relationship was over, it would go right back on her finger. I noticed a flicker of sadness in her eyes.

"I get it." I placed a hand on one of hers. "And besides, you don't need to find another man - you've got me."

Mom smiled. "Hey, did you know your father used to love bringing me here?"

I didn't.

Mom and I ate our food, drank our wine and spoke about everything that came to mind, which included school, work, Kirsten and even the touchy subject of which school I planned on going to the next year, as it was in another province. She also continued to give me advice on how I should conduct myself on my date with Rochelle. All in all, it was a great night and it made me wonder why we didn't go out more often.

We shared a bowl of ice-cream before we paid the bill and then headed to the front desk to pick up Mom's coat. Then we headed to the parking lot, where I made sure I opened the car door for her before I jumped into the driver's seat to take us home.

*

"Thanks for letting me take you out on this 'date' tonight," I said, using air quotes, as we walked to the front door, "and for all the advice you gave me."

"No problem, sweetie. And if you behave the way you did tonight on your date with Rochelle, she'll be throwing herself at you as soon as you get to her place."

I smiled and felt much more confident in my ability to woo her friend. But I still had a couple more questions. "So what do you think I should do when I get to Rochelle's front door? I mean, should I try to kiss her or something?"

Mom stopped walking as she turned to face me. "Well, since you already know she's interested in sleeping with you; yea, you should do that. But as soon as you're done, walk away and act as if you're heading home. She'll invite you inside before you can take three steps."

I turned my head to take a look at the front door then brought my attention back to Mom. "Would you mind...if I practiced doing all that with you first?"

She thought for a moment then shook her head. "Mm-mm."

I took a deep breath, grabbed her by the hand and then walked her the rest of the way to the door. Then I faced her and said, "I really had a good time with you tonight."

She smiled. "I had a good time with you, too, Chris."

"I hope we can do this again sometime."

"I'd like that."

My heart pounded as I placed a hand on her waist and moved my face in. My eyes closed as I felt my lips press against hers. Their soft sensation seemed to put me under a trance. It felt as if my lips melted as soon as they came into contact with hers. There was also the sweet yet subtle smell of her perfume. It caused my stomach to do backflips. I had no idea a simple kiss could feel so good and I couldn't help but wonder if I'd ever find another woman who could take me to heaven with the mere use of her lips.

I expected Mom to pull back right about now - she probably expected a quick peck was how I rationalised - but she didn't. This emboldened me. I placed my other hand on the other side of her waist and pulled her closer as I kneaded her lips with my own. I then gently nibbled her lower lip. To my surprise Mom still didn't pull away. In fact, I heard a faint moan as I felt her arms come around my neck. Then her lips parted a bit and a few seconds later I felt the tip of her tongue against my lower lip.

I decided to go with it. I held her little tighter and parted my lips. Mom followed suit. Then I pushed my tongue inside her mouth and made it play with hers. Please tell me this isn't a dream. Mom and I made out for about twenty more seconds before I pulled my head back and looked into her big beautiful brown eyes. I was lightheaded, but remembered this was supposed to be about practice.

"I'll see you around." I removed my hands from her waist and walked off the porch.

"Hey, Chris!" I heard a few seconds later and then turned around. Mom smiled. "Wanna come inside for some coffee?"

I smiled back. "Sure."

*

"Are you in the mood to watch a movie before we call it a night?" I asked after locking the front door. "It's still pretty early."

"Sure. Just let me get into something more comfortable first."

"I'll make the popcorn."

Mom walked off to her bedroom while I headed to the kitchen. As I entered the pantry, grabbed a bag of popcorn and tossed it into the microwave, I thought about the kiss I shared with her. My head was still reeling from it and I had no idea how it got so out of hand. I opened the fridge and grabbed a bottle of soda. I also wondered why Mom allowed me to go so far. Was she that committed to the bit? Or was there something more to it? Hmm. I wasn't sure, but whatever the reason I was glad she let it happen.

When the popcorn finished popping, I poured it into a bowl, grabbed two glasses and placed everything on a tray. Then I headed to the living room, where I laid the tray on our glass coffee table and removed my jacket and tie. I took a seat on our largest couch thereafter, opened our recorded movies list and looked for something interesting to watch. Mom walked into the living room not too long after, in a white nightie, which stopped halfway down her thighs. It was the first time I'd ever seen her in it. She was also carrying a white duvet.

"So what're we watching?" she asked as she sat beside me.

It took a few seconds for me to recover from seeing her outfit. "Umm, I was thinking of putting on a horror movie."

"A horror movie, huh? I haven't seen one of those in ages." She grabbed a handful of popcorn. "What's the movie called?"

"The Cabin in the Woods."

"Typical horror movie name. Is it scary?"

"Ahh, not really. But it's the most interesting scary movie I've ever seen and definitely one of my favourites."

"Sounds interesting. Let's watch it."

After I poured the drinks and turned off the light, Mom and I got under the cover, placed the popcorn between us and kicked back to watch the movie. But five minutes into it Mom suggested a change in the way we were seated. She said she was uncomfortable and would prefer to watch the movie lying down. I couldn't see why not. I pressed the pause button then bent over to remove my shoes.

"And take your pants off while you're at it...You look uncomfortable." Once I was left in my boxer briefs and rolled up shirt I got under the cover and lay on my side. Mom lay in front of me and pushed her body right against mine, so she could get the bowl on the couch as well. She also allowed me to have the couch pillow, that way I could watch the movie over her head.

Even though I was uncomfortably squeezed between her and the back of the couch, I really enjoyed the proximity. It felt very intimate. I also enjoyed the sweet scent her hair emitted. It smelt of pineapples if I'm not mistaken. I placed my arm around her and inhaled through my nose as Mom resumed the film. We chewed on the popcorn, sipped our drinks and chuckled at all the quirky bits the movie had to offer. I also couldn't help but smile each time Mom jumped at a random scary moment.

I was really enjoying myself. But about halfway into the movie, I got the fright of my life. I realised I had Mom's lower breast cupped in my palm and that its nipple was trapped between my middle and ring finger. I honestly had no idea how long I'd been doing this, but it must've been a while, 'cause I stopped reaching for popcorn about twenty minutes earlier. Why hasn't she said anything?

I knew the right thing to do would be to move my hand away right about now, but I really didn't want to. The soft yet firm nature of her breast felt too good to release. Besides, Mom didn't seem to mind...or notice. I decided to let my hand be and fixed my eyes on the TV. That's when I noticed the hot blonde chick and her boyfriend were heading into the woods. It caused an inward groan. I'd completely forgotten this movie had a sex scene. How awkward. Especially in the way we were positioned.

I grimaced as the girl on the screen mounted her partner and removed her top. But then I felt Mom's breathing pick up a bit. Was she getting turned on by this? I wondered. Then a mischievous idea crept into my head. I waited a few seconds and then pushed my middle and ring finger towards one another, gently squeezing Mom's nipple. I wasn't sure if what happened next was true, but I could've sworn I heard the faintest of moans.

I waited a few more seconds then squeezed her nipple again, slightly harder this time. "Mmmm." I definitely heard that and it caused my cock to stir. Shit. I hadn't taken this into consideration and felt utterly stuffed. Here's the thing, Mom could've thought I was squeezing her nipple by mistake, but how could she turn a blind eye to an erection? I could see no way. Within seconds I was rock hard and damn sure she could feel it.

To make matters worse the type of boxer briefs I had on had buttons stitched to the front of them. I had no idea why the designer thought this was a good idea. I mean, who opens their underwear to use the toilet? With no way to readjust myself, I could only lie and wait in horror as my cockhead pushed through the seams and pressed against the backs of my mom's thighs. Time seemed to come to a standstill as I waited for her angry response or for her to get up and leave. But neither came. My face scrunched.

A few moments later my curiosity came into play. I decided to see just how tolerant my mother could be. My heart pounded as I slowly thrust my hips and pushed my cockhead a little further between her thighs, which was aided by the pre-cum it had emitted. The sensation was wondrous, but I couldn't fully enjoy it on account of the height of my anxiety. I waited a few seconds, and to my amazement Mom still said nothing. The only difference was her breathing had picked up a little more.

Encouraged and a little more at ease I carefully pushed my hips forward once more and felt the first half of my shaft get swallowed by her inner thighs. It caused my eyes to clench shut. As I sent my cock further in the friction her thighs provided forced a slightly audible groan. I lay still and savoured moment. It felt as if my cock was being strangled by two warm pillars of silk.

Then I felt Mom's legs part, which sent my cock upwards before she clamped her thighs around it again. That move caused the upper side of my shaft to strain against her cotton panty covered crotch. What's more, I could tell they were damp. This revelation made me instantly take back my earlier thoughts. Whoever designed my underwear was a genius.

Motived by Mom's untroubled attitude and clear arousal I slowly pulled my hips back before sending my cock back in. At the same time I adjusted the grip I had on her breast and used my thumb and index finger to gently tweak her nipple, causing Mom to release increasingly louder moans as the pace of her breathing continued to rise.

Her scent drove me wild. Knowing this was my mother amplified the effect. And the soft friction her thighs provided as I pushed and pulled my hips at a quicker pace did wonders in stimulating my cock. I was a man possessed and had no clue what was going on in the movie anymore. Frankly, I didn't care. Who would? All I heard was screaming, cheering, zombies growling and the soft mewing sounds Mom made as I rocked my hips and pinched her nipple.

I have no idea how long I went at it. I was way too caught up in the experience to acknowledge the existence of time. But I do remember when I felt my impending orgasm I held her as tight as I could and trust my hips one last time. I was then washed over by the feeling of euphoria. My eyes rolled back, legs twitched and shaft pulsated as it released the contents of my sac.

Every thought that came to mind was sweet, but none more so than the sentence: This is my mom. Which is probably why I kept repeating it. It prolonged and I think even elevated the mind blowing high of my orgasm, which I came back down from with the loudest of sighs.