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All I do is cut to the chase

I’ll cut to the chase. I slept with my best friend’s mom.
Tim and I were tight since primary school. I practically lived at his house and even had a key to his place. Things changed a little between us when he decided to join the army and I pursued a career as a graphic designer. I didn’t go the university route — my family wasn’t well off and I didn’t fancy burdening myself with student debts. I apprenticed at a local design firm. It didn’t pay much but it meant I could stay with my parents and work on my side gig as an illustrator, which was my real passion.
It also meant I could keep an eye on Janine, Tim’s mum.
A few years back, Tim’s parents divorced. His dad was caught cheating and left his wife and son. It was a shitty thing to do. Maybe it was an older man thing, the obsession with ‘younger models,’ because he left Janine for a girl closer to my age. It was unbelievable because as shameful as it was to admit to myself, Tim’s mum was hot as fuck. She was thicc with a capital T. When I hung out with Tim, his mum would show up and I’d feel so guilty about checking her out. She had a thick, juicy ass and really big boobs. I once rummaged in their laundry basket and found one of her bras — my entire fist would go into a cup and there was still plenty of room. I guess it felt perverted to be jerking off and fantasising about her. I had dated girls my age, but none could really compare to Janine…
Anyways, one day, Janine called me and asked for a favour. They were selling the house and downsizing. The extra money would help and the house was too big now that her ex-husband wasn’t there and Tim was off in the military. She asked me if I could help her move. Naturally, I said yes and we would work out the particulars.
So the day came, I rented a truck, left my Vauxhall Corsa at the rental parking lot and headed over to Janine’s.
Janine and I spent the day loading up the truck and moving things to her new place. Anything that was too big or not essential was moved to a storage unit.
Janine was in a pair of tight yoga pants and an oversized Tee that I could easily see down. She was wearing a lacy red bra underneath. So yeah, it kinda was a naughty motivation for me. Janine and I would heft boxes and when she bent over or whatnot, I’d get a glimpse of her bra-covered breasts or I’d ogle her ass from behind. I was glad it was hard work, because it helped distract me from getting a boner.
There was something hot about seeing her all sweaty too. The Tee neckline was wide enough that I could see droplets of sweat roll down her neck and down into the valley of her breasts. When we got close together, I could smell the perfume I always associated her with, heated with her own feminine scent. I must’ve been getting delusional, because a couple of times, I imagined pushing her up against the wall and just claiming her.
Not like that’d happen.
We spent the day driving back and forth to storage. On the way back to her home, we were unexpectedly caught in a traffic jam.
“Talk to me, Chris,” Janine said, dabbing sweat from her brow. “How is your love life?”
“Nonexistent,” I admitted, looking at the line of traffic ahead of us. We were miles away from the off ramp on the dual carriageway and we were crawling. Must’ve been an accident ahead. “Too busy doing my own thing.”
“What? You’re twenty and you haven’t got a girlfriend or a friend with benefits?” she asked, winking.
“As fun as that may be, it’s a small town and I wouldn’t want a reputation. I’m a good boy really!”
“That, you are. You’re very sweet and if I was a few years younger, I’d date you.”
“Haha, Tim would kill me. How about you? Have you been dating?”
“Oh, it never took off to be honest. Men my age are after one thing only, and they tend to get put off when they find out I have a son.”
“I’m sure you’ll find someone. You’re not exactly ugly.”
“Not exactly ugly?” she asked, feigning offense.
“Okay, you’re hot, a milf even, but I don’t wanna overstep my boundaries.”
She reached over and squeezed my leg. Probably my imagination but it was maybe a few inches too close to my crotch. Not there but close enough for my stupid brain to start considering if I’d have a chance with her.
“You’re not overstepping anything, okay? I like having you around, Chris. You’ve been there for me and Tim when things went tits up with Frank. That bastard.”
“Yeah that was rough. Are you okay, though?”
“Me? I’m fine. I mean, I wasn’t fine. I was pissed at Frank. Still am. But I’m getting on with it. It was Tim I was worried about. Maybe the whole stint in the army was to get away from the bad memories?”
“Maybe, but he’ll be okay. Its always something he wanted to do so I don’t think he’s running off just for that alone.”
“I worry about him, though. Sometimes it keeps me up at night. All the worrying.”
“Janine, sorry but I don’t know what I can say to that.”
She nodded. I mean, every mother would worry about her son going off to join the army, right?
She squeezed my thigh again, this time not bothering to move her hand away, as if touching me made her feel better. “You’re right. But thank you. You being here makes me feel less alone, you know?”
“Anything for you, Jan, you’re one of my favourite people.”
“And you’re definitely at the top of my list,” she chuckled. “I keep going back to Frank. Was he really that bored with me? I wonder if it’s because of our sex life. You know, I tried to please him. If it made him happy, I’d be up for anything that he desired. No fool like an old fool, like they say.”
“I uhh…”
“Oh gosh, sorry Chris, too much info? It’s just that I don’t tell my girl friends about this stuff because they gossip. Small town, like you say. And I like you, I know you can keep a secret.”
“Uh, its not that. Just… if you start talking about bedroom stuff, it might put images in my head, and I don’t wanna make it weird for your sake.”
“Well, we’re both adults. Do you feel I’m too old or something? Too uncool?”
“No, not at all. It’s just you’re Tim’s mum and I don’t want to disrespect him either. And yeah, you’re hot. I don’t get why your ex left you because I definitely wouldn’t if you were mine. I mean–”
Ah shit, it was a hot day and my face felt even hotter. Janine looked at me and let out a chuckle. When she laughed, her eyes lit up with amusement and she looked… just beautiful.
“You’re very sweet. And don’t worry about Tim. This is between us and only us. I know you look at me like that.”
Oh god, maybe I could open the door and jump into oncoming traffic. Put myself out of my misery.
“But it’s fine. It’s flattering, really. I feel like an old hag, and a handsome, young man finding me attractive is just what I need to feel better about myself. As long as it doesn’t weird you out, that is.”
I looked into her eyes, searching for something. There was definitely something else there. Did I dare to wager that it was longing? Lust? I was twenty years old. Janine was in her mid-forties and that wasn’t a demerit. As far as I was concerned, she was the epitome of a gorgeous, mature woman that exuded a confidence under her motherly kindness. My cock pulsed at the possibility, as unbelievable as it may have been.
“I do miss it. The sex. It’s been such a long time since I had any,” she sighed. “Not like you kids, who are at it like rabbits.”
I thought about the disaster behind the bike shed with Lucy Palmer. And also the fact that I couldn’t get it up when I pulled a girl at a nightclub. And the time Katie Smith was up for some fun, but she was a total pisshead and fell asleep on me, halfway through a blowjob.
“It’s not what it’s chalked up to be,” I laughed.
“Boys your age should be having fun. Be safe, but enjoy some of the pleasures of life, before adulting comes knocking.”
Before we could talk more, the traffic eased up and I had to concentrate on getting the truck onto the off ramp. Janine settled back into her seat and listened to the radio.
We drove back to her new house, and we made a quick plan of what to do. We still had loads of stuff to unload from the back of the van.
Janine offered me a beer and we drank and made small talk before we got on with the unpacking.
Most of the stuff went in the garage, but there were a few boxes she wanted upstairs. We finished unloading the van, and had put the stuff in the garage away, so all that was left was the house stuff.
One thing I wasn’t looking forward to was tackling this antique dresser that had to go upstairs. Fair play, Janine pulled her weight and we both somehow managed to lug it upstairs. We took it to her bedroom and we were finally done.
It was the middle of summer, so we were both hot, sweaty, and tired.
“Thank you very much, Chris, I couldn’t have done all this without you.”
“No problem. I’m afraid you’re on your own unpacking all those boxes.”
“I am so not looking forward to that,” she sighed. “You know what, I need to get out of these sweaty clothes.”
Before I could say anything Janine disappeared into the ensuite bathroom, without pushing the door shut behind her. I couldn’t help but peek as she washed her face, letting the water splash all over her Tee. She came out and pulled it off over her head, exposing her gorgeous busty body as if I wasn’t even there.
It was crazy. I licked my lips, trying my damnedest to not stare at her breasts encased in her sexy lacy bra, but it was impossible. When our eyes met, she just smiled a mischievous smile, as if she caught me doing something I shouldn’t be doing, but letting me do it anyway.
She went to her dresser, which just so happened to be where I was standing. She opened it up to pull out a fresh top. As she bent down to get to the bottom drawer, I couldn’t help but stare at her big round ass.
I also noticed a clump of grass or something on her yoga pants.
“Uh, Janine, you must have bumped into something. There’s a bunch of grass on you.”
I didn’t think, not really. I legit saw the grass and just wanted to get it off her. As soon as I touched her, it was like an explosion of tension. The clump of grass was just underneath her buttocks. All of a sudden, the air in the room felt thick with tension. She turned and looked at me, and I stared back up at her. I swore she could hear my heart thundering against my ribcage.
We both knew something was going to happen.
Janine pulled out the shirt from the dresser and sat on the bed. With no small measure of awkwardness, I sat down on the corner of the bed too.
“I’m beat,” she said and lay back, throwing her forearm over her face, shielding her eyes from the ceiling light.
My breathing quickened. Janine, my best friend’s mother, was just lying there on the bed, in her bra. I watched her tummy rise and fall from her breathing, which seemed to be heavier than usual.
The light shining down made her lips all glossy and shiny. They were partly open, and I could just make out the tip of her tongue.
Fuck it.
I shimmied up the bed until I was beside her, leaned over until I was on top of her.
And pressed my fucking mouth against hers.
God, she smelled wonderful. Janine was hot, slightly sweaty and it was mixed in with some women’s sports deodorant and her own natural scent, which just did it for me. The seam of my shorts bulged uncomfortably as I pressed against her body. She made a low mewling noise as my tongue grazed hers, shooting off sparks of electricity coursing through my body.
I pulled away, and she took her forearm away from her face.
“Shit, sorry Janine, I don’t know what came over me. You were just there and you looked so good and — ”
She grabbed the back of my head and pulled me back into her, gasping and finding my tongue again. The feeling of arousal was overwhelming. I was practically drunk with need. One hand grabbed her hip and the other cupped her breast, which made her moan into my mouth.
My hand drifted over and cupped her crotch, delighting in the heat that was coming from there, melting into my palm.
“Fuck,” Janine rasped and drew a deep breath.
“God, you’re so beautiful,” I said. I didn’t have any real reason why I wanted to say that, I just felt like it. She really was a sexy, mature woman and my dick was aching like hell for her.
We made out for a few minutes, like a pair of teenagers. Eventually, I slipped my hand under her bra, feeling her soft skin slick with sweat. It was too tight fitting, so I struggled to wiggle under it to get to her nipples. God I wanted to touch them so bad.
“Let me,” she giggled. She arched her body up enough to reach under and unhook her bra, taking the whole thing off.
I sucked in a breath as I took in her big, heavy breasts hanging free. She had delicious looking gumdrop size nipples that were rock hard. Her skin was usually milky white, from the times I snuck a peek at her cleavage, but now it was latticed with red markings over her breasts, from her bra pressing tightly against her. I couldn’t help but lick my lips in anticipation.
“You going to just stare or are you going to take off your top too? Stand up.”
I got off the bed sheepishly, and did as I was told. No sooner had I got my T-shirt over my head than I felt her yank my shorts down.
And then my cock was enveloped in a hot, slick heat.
“Oh, fuck,” I cried out.
As quick as a cat, Janine was at the edge of the bed too, and she pulled my shorts down and took my cock in her mouth.
My mind went instantly blank. It was too much to process, that my best friend’s mother was sucking me off right now.
I didn’t know where to look. Down and right into her eyes as she looked up at me? She looked like she was enjoying it.
Shit.
“Janine, stop, I’ve been sweating all day. I’m dirty!”
She let the tip pop out of her mouth like a plum, but then used her hand to pump away at my shaft, milking precum out of me. “Shut up. I haven’t had cock for too long. I needed a taste. And boy, do you taste good,” she purred.
Before I could protest, she was back on me. I groaned as her tongue lashed against the tip of my dick. My balls tensed as she took my dick right down her throat. This was a completely different side of her. A side I had never seen before and was eager to get to know.
My dick tensed and I knew I was going to explode. “Janine, I — ”
She looked up at me, let go of my dick and shimmied back up onto the bed. I stared in awe as she peeled off her yoga pants, and her panties with them too. She had a neatly trimmed bush and I was looking forward to tasting her.
“Come fuck me, hurry,” she demanded.
I swallowed, kicked off my shorts and climbed after her. My body thrummed with need. I don’t think I’d ever wanted anyone as much as Janine.
As soon as I got close enough, she felt for my cock and guided it to her entrance.
“Fuck,” I gasped as I felt her slick my crown with her juices, running it up and down her slit.
“Feel good?”
“Y-yes,” I admitted.
“Even if it’s not as tight as the girls you’re used to?”
“J-Janine. I’ve wanted you for as long as I can remember. This is a dream come true. I want you more than anyone else I know.”
She smiled. It was a warm and heartfelt expression. “Good answer.”
She let go and my dick plunged deep into her.
“Oh, fuck!” I groaned. My dick was enveloped in a tight, velvet heat.
Janine licked her lips. “God, I missed this feeling. I needed it so much.”
I rocked my hips, driving my dick in and out of her, making her make the most delicious little noises. The scent of her arousal wafted up and invaded my nostrils, making my dick pulse with excitement.
I leaned forward and took a nipple in my mouth, sucking on it gleefully.
She cradled my head and moaned softly. “That’s it, honey. Yeah just like that. You can suck a little harder. Don’t worry, I won’t break.”
I was like a man possessed, sucking and swirling my tongue around her nipple so that when I finally let go, it looked painfully dark. Janine didn’t seem to mind, though.
My balls tensed, and I knew I wouldn’t last very long.
“Going to cum soon,” I whimpered.
Her thighs tightened around me and I felt her heel dig into my ass. “Give it to me Chris. I want to feel you cum inside me.”
“Y-you sure?” I asked. My heart soared and I was rapidly approaching the point of no return.
“Fill… me… with… your…cum..!” she begged, reaching over and rubbing her clit.
I went for it as fast as I could. As deep as I could. The inner walls of her pussy had me in a vice grip, massaging and milking me until I could no longer hold it in.
“Fuck!” I howled. My cock swelled inside her and all of a sudden, a thick rope of cum blasted out of my tip, right into her waiting pussy.
“Oh yes! Yes, yes, yes,” she screamed, her tummy tightening and relaxing and tightening again.
My brain turned to mush as everything shut down. All I could feel was my singular need to empty my cum into her. To fertilise her womb. The fact that she was cumming with me triggered all sorts of feelings in me. Fulfilment, joy, satisfaction.
But most of all, I was making the woman I was deeply in love with orgasm. And that was pride like no other.
When I completely emptied my balls, all strength left me. I collapsed on top of her and we were a hot sticky mess. I was just there on top of her, gasping and panting as we both waited to recover.
Janine looked me in the eyes. Then she started laughing uncontrollably.
“What?” I asked.
“You’re very sweet, that’s all. And thank you. I really needed that.”
“So uhh, was that just an itch to scratch or…”
“Let’s just take it one step at a time. Right now, all I know is that that felt fucking amazing.”
She tapped my ass, ushering me to get off her. I did and cum leaked out of her pussy. She grabbed the shirt from earlier and used it to soak up the mess.
“Now, I think I could use a shower. Would you like to come join me?”
“Yes, ma’am.”
I’d like to say that there was a supremely happy ending, but this happened a few years ago. We certainly shared a very special time together. I was young then, and everything was raw. Janine was more emotionally mature and at the end of the day, she decided it wouldn’t be fair for Tim and me to ruin that friendship. It wasn’t the best moment in my life, but we did end up sleeping together in more than one occasion. As long as no one else was involved, there was always the opportunity to rekindle that passion.