Matched with Mom? Ch. 01

"Fffuck... fffuuhhhkk... ahhh, fuuuuuucckkk," I gasped. My big dick erupted a huge load of cum, thick, white ropes splashing my chest and abs. A few strings landed on the bed too. I stroked myself for a little while longer, until the pleasure turned to overstimulation and I let go, panting. My heartbeat pounded in my ears as I grinned, reaching over for the phone to switch off the recording.

Send.

[Aaron: That's what you did to me. I wish it was inside your hot cunt]

She was quiet, probably watching. After several minutes, she finally replied.

[SensualSiren: That was so, so good. I haven't cum like that in a long time. ;)]

[SensualSiren: You have a beautiful, perfect cock and such a yummy body, Aaron. I can give you one more since you've been so sweet to me tonight.]

My heart skipped.

[Aaron: Yes please.]

10 minutes passed. While I waited, I cleaned myself up and got ready for bed, constantly checking my screen. Finally, my phone vibrated.

An email came through and I opened the photo with a quickened pulse.

She'd sent me a close-up of her pussy, the swollen, puffy lips parted and glistening. Siren was so wet, drenching the feminine thatch of thick, dark-trimmed hair on her mons. I couldn't believe how turned on I was by a photo of an older woman's cunt, but Siren's was just fucking incredible.

[SensualSiren: Do you like this one, honey? Is it what you were hoping for?]

[Aaron: Holy fuck yes! Your pussy is beautiful. Its perfect. You're perfect]

[SensualSiren: I just finished playing with myself again, thinking about your dick. Mm it was very nice. Not as nice as the real thing, of course.]

After a few minutes, the message window filled with words.

[SensualSiren: I realize what we've been doing tonight was a lot of fun. But there are a few things I need to warn you about. I'm a mom, and I've been married to the same man since I was in college. I'm not a party girl. I'm not looking to be a sugar mommy, and I'm not looking for someone to just have a fling with. I'm not saying this isn't going anywhere, because it could, and we have chemistry, but this isn't going to be casual. If I were to sleep with you, it wouldn't be just for a fun night. Do you understand? So, if that's a dealbreaker, or if you're not interested in dating or a relationship, you should tell me now.]

I rubbed my cheek, screwing up my face some as I read her essay. Wait, was she saying she was still married? Siren was cheating on her husband with me? I didn't know how to feel about that at first. A vague, cold sense of wrongness sifted through me at the thought, but at the same time, my cock was hardening again.

Ultimately, I was too turned on by SensualSiren to let her go, even if it meant fucking with her marriage. And, I rationalized, if her husband wasn't taking care of this goddess, wasn't that his fault?

[Aaron: No that's fine. I'm not just looking for a fun time either, if you know what I mean]

[Aaron: And yes I'd love to see you, date you. When you're ready. I mean, when we're both ready.]

[SensualSiren: Thank you, honey. Just so we're clear, I'm still married. But it's complicated. So you'll understand if I don't feel comfortable showing you my face or taking this to the next level for a little while.]

[Aaron: Oh I see]

[Aaron: Sure, I'll wait, however long you need]

[Aaron: Just be fair and let me know if you want to stop. I'll get it. But I'm very interested. I don't care about the marriage thing, either. We'll figure it out, whatever happens]

[SensualSiren: Thank you for your patience and understanding, honey. You're so sweet. Now give your big beautiful cock a rest for me, okay? He has a lot of work to do. ;) Goodnight. Talk soon. xoxo]

[Aaron: Gnight. Hope you enjoyed yourself too. Sweet dreams, beautiful.]

I had a big, shit-eating grin as I got under my covers and finally put my phone aside to sleep.

***

Over the next month, we talked on Tinder constantly and fucked around almost every night. We got closer, even though Siren still wanted to keep things at arm's length in real life. We only had one rule: no personal information that could identify either of us. She was still cautious over her adulterous, digital affair and wanted to protect herself and me. Any suspicions I had of Siren being a catfish were quickly put to rest when she called out my name and did requests; different positions, places, or filthy stuff like jilling for me while wearing her wedding ring. Siren was the real deal, and was totally into me.

We talked about sex a lot. It sounded like she loved it, but her husband hadn't touched her in a long time. Fucking wimp asshole.

Agonizingly, Siren still wasn't ready yet to take that final step into full infidelity and meet. But I'd committed to my lover, to wait as long as it took. I stopped using Tinder for anything but her -- I was totally infatuated with this woman. It was crazy, but the feelings were getting stronger, and I was pretty sure Siren was starting to feel the same way. I always wanted to go further, but not at the expense of making my new woman skittish. I had to be content with being her first and only cybersex partner.

As a result, our connection was intense. We were getting to know each other, bonding. It was exciting. SensualSiren was a real person, and the more we talked, the more I fell in love with her. We chatted every day and night. The more we connected, the more open and free she became. Siren had an incredibly dirty mind and a great sense of humor; she was surprisingly adventurous and curious too. When we talked, it was like how I talked with my mom, deep and trusting -- but it was more than that. Siren was my lover. She was the only woman I ever wanted.

Just like me, SensualSiren was insatiable, and the more we talked, the more confident and comfortable she became, the kinkier she got. She was a total freak. One night after she told me about this wild dream where I fucked her in an alley like a streetwalker.

[Aaron: You're a dirty, horny slut, aren't you] I teased.

[SensualSiren: Mhm. Guilty as charged. Just a horny married woman, baby.]

[Aaron: Are you fingering yourself again?]

[SensualSiren: Uh-huh. Are you touching yourself?]

I got hard so easily for her now. I let my cock spring free, jacking it nice and slow as I sat on my bed in my boxers and a loose workout tank.

[Aaron: I am now. What're you thinking about]

[SensualSiren: You, inside me. That big fucking cock of yours. Filling me up. Fucking me so good. Taking me like a man.]

[Aaron: How many times did you play with yourself today?]

[SensualSiren: Mm Five.]

[Aaron: Jesus..no wonder youre having crazy sex dreams]

[SensualSiren: You should talk, buster.]

I smiled, my cheeks hot.

[Aaron: How about you are the sexiest, most beautiful, hottest woman I've ever known?]

[SensualSiren: Mmm. Thank you, honey.]

[Aaron: When are we going to meet up?]

[SensualSiren: Patience, patience.]

[Aaron: School's over in a couple weeks. Maybe we can meet up then??]

[SensualSiren: Hmm. Maybe. I need some more time. Please, sweetie. Be patient.]

I felt a stab of frustration. I decided to be a little more direct.

[Aaron: It's not me is it? Does it bother you that I'm the same age as your son or something?]

She paused before answering.

[SensualSiren: Not anymore. I was worried at first, but I don't think of you as the same age as him. You're a lot alike, to be frank. But you're also very different. No, it doesn't bother me now.]

I didn't say anything.

[SensualSiren: It's a bit more than that, Aaron. I do want you. I've been thinking about it a lot. I'm just nervous. But I'm not going to change my mind either. Finish your studies and then...then we'll find a time and a place.]

Oh thank fuck. Siren was finally coming around. I started jacking off even harder just thinking about meeting up with her in the flesh after all our cyber games.

[Aaron: Ok. Thanks Siren. I'm glad you're willing to try. I'm gonna make you so happy. I promise]

[SensualSiren: :) Thank YOU, sweetheart.]

The sex fog dulled my inhibitions. I'd never discussed the fantasy with her before now, but I let it slip. It felt right.

[Aaron: I'm gonna start saving up my cum for you so we can go raw]

[SensualSiren: Let's not get ahead of ourselves there, Tiger.]

[Aaron: You'd look so fucking hot carrying my baby. Just sayin]

[SensualSiren: Mm. Maybe. You ARE a naughty boy, aren't you. But let's not get carried away, Aaron.]

[Aaron: Would you really, though? Fuck I'd love that. Making you pregnant, knocking you up, watching your belly grow with our baby inside you]

I saw her writing, then stop, then write and stop.

[SensualSiren: Shit, Aaron. This is turning me on.]

[Aaron: I'm just saying, no condoms. When you're ready, and we can be together, you're going to get pregnant.]

[SensualSiren: OMG, honey, don't. That's so fucking hot. You're making me crazy.]

[Aaron: That's the idea. You want that, don't you? You want my 19 yr old cock to make you pregnant, don't you, you want a baby from a stud as young as your own son]

[SensualSiren: Oh, honey. Don't say those things, or I'll never stop playing with myself]

I was jacking it furiously now. Stopping to type was edging me towards a massive, aching climax, my fingers slick and sticky, fumbling and smearing across the touchscreen.

[Aaron: Good. Make that pussy nice an wetfor me. I wanna stretch it out babe,, when I get my hands on you. You're mine. Your body is mineim gonna fuck your brains out and ur going to love it. I'm gonna fuck you so good andmake you so fucking pregnant]

Then she told me everything I ever wanted to hear.

[SensualSiren: FUCK you're really getting me worked up, baby. I'm going to take every drop of that delicious cum and I'm going to make sure you impregnate me. I want to feel a baby growing inside me. I'll have our child, honey. You'll make me pregnant, and I'll be the best mommy for our baby, I promise. You'll knock me up, won't you, my sweet, sexy, perfect boy?]

My dick was aching in my fist. She was tapping into every single one of my fantasies.

[Aaron: gonna cu m ssoon]

[SensualSiren: Cum inside me, baby. Come on, knock me up.]

"Nnnngggg, shiiiit," I grunted, jerking through a powerful orgasm. My cock pulsed and shot a thick, huge load into my waiting sex towel, spurt after spurt of pure, primal lust. My balls ached, the pleasure so intense as I got off on so many of my filthy kinks. My heart was pounding, my breath quick.

[SensualSiren: Damn that was hot.]

[Aaron: You came too?]

[SensualSiren: Oh yes. :D Pretty hard at that. Made a little mess over here.]

After another pause, several lines of her text appeared.

[SensualSiren: But that's just a fun little fantasy. My husband would kill me if I really got pregnant. So playing pretend is one thing, but when we meet, we have to be safe, okay? Please, sweetie, it's not a joke, it's not a game. I've told you, my family is a mess. You and I are going to have a tough enough time being together without me having a child by you.]

I respected that, but the part of me that so easily gave in to my teenage desires wanted to knock Siren up no matter the consequences. It wasn't that I didn't believe her, it's just that the desire to breed this woman was irresistible to me.

[Aaron: yeah OK. But still. Gonna fuck you bareback ]:D]

[SensualSiren: Ugh. Sweet boy. Now give that beautiful cock a break, okay? It's been a busy night. Let me go to bed, please. I've got an early shift tomorrow.]

[Aaron: Have a good sleep, beautiful. Talk to you soon]

[SensualSiren: OK. You, too, sweetie. Goodnight. Xoxo]

***

I ended up getting a B- in English 102, probably because I bombed my final paper. I tried to make the argument that Oedipus' tragic fate wasn't entirely his fault -- he never had free will in the first place. A corrupt, unforgiving society, a god-fucked universe, and an inescapable prophecy stacked the deck against him. Like what, was he just supposed to crawl under a rock or something? At least Oedipus became king. Didn't Milton write 'Better to reign in Hell, then serve in Heav'n'?'

I thought it was a compelling argument, but Professor Thompson absolutely hated it. He struck me down, Prometheus-style with a C-, saying 'I didn't get the point of hubris and my paper itself was proof of that'.

But whatever. I had an A- on the bullshit midterm paper so it wasn't a total loss. And I was too busy with Tinder and Siren to care that much. Fuck that class anyway. My grades overall semester 2 had been good enough that I could just let it go.

'I try all things, I achieve what I can.' Call me Ishmael, bitch.

As school wound down, Siren was getting more and more flirty and adventurous. I didn't know if she was serious, or if it was just part of the kink and the dirty talk that came with it, but she loved to tease me about getting pregnant. She tortured me with the knowledge that she wasn't on birth control -- she didn't like what the pill did to her body. It was a strange, highly erotic dance between us; me with a nascent fetish starting to fully form, her definitely turned on by it but also trying to keep a clear head.

Siren was full of contradictions. She was an older woman, a mom, but there she was, acting like such a slut for her younger lover. She was so horny, but still had her reservations, her boundaries. I could feel Siren pulling back sometimes, getting scared. But I was always there to keep her grounded in us.

We were building that connection. Becoming a couple. She was starting to open up and trust me. I could feel it.

After I packed up and said my summer goodbyes to my buddies, I drove my beloved piece-of-shit 2008 Pontiac Grand Prix towards Eberwhite, windows down, radio blasting WCBN, the wind rushing by as warm Michigan May enveloped me on the road home.

'...And that's about the time she walked away from me

Nobody likes you when you're twenty-three

And you still act like you're in freshman year

What the hell is wrong with me?

My friends say I should act my age

(What's my age again?)

(What's my age again?)...'

Eberwhite was a quiet suburb of Ann Arbor, full of large homes and green lawns -- a nice, comfortable, whitebread middle-class haven where everyone knew everyone else. Our place was a two-story remodeled cream-colored colonial-style house -- 1839 Sycamore Drive, flanked with huge trees and a massive backyard I used to play in all the time when me and Chloe were kids.

I parked my car in the long driveway behind Mom's Lincoln and Dad's old BMW. The garage door was open but fully occupied with my father's obsession -- his partially-restored 1979 Chevy Camaro, which felt like he spent more time and money on than his wife and kids combined.

It felt weird coming back home after living away for almost a year. I hadn't seen my parents since that disastrous Christmas; practically forever. I was looking forward to hanging out with them and maybe spending some time at the lake.

I grabbed my stuff and hauled it into the house. As I shut the door and put my suitcases down, my dog, a black lab named Chance, came running over and started jumping up and barking happily at me. His tail was wagging like it was about to take off.

"Hey buddy, whoseagoodboy?" I grinned, rubbing him behind the ears. "Missed me?"

"Zach?" I heard my mother's pleasant voice call from the kitchen.

"Yeah, it's me," I answered, scratching Chance's head before he scampered off.

"Oh, hi!" Mom beamed, walking around the corner and into the foyer with a big smile that just lit up the room.

Mom was a truly beautiful woman. She had the most gorgeous face, soft and warm, and her green eyes shone with sharp intelligence and motherly affection. Her lips were full, her smile bright. She had a cute little upturned nose and a slender, delicate neck. Her dark brown hair, so like mine, was pulled into a ponytail. She'd applied some makeup around her eyes but I didn't know who she was trying to impress. Rekindle the old flame with Dad?

In her later 30s, Mom was still young. She looked really, really fit and trim. I couldn't help but check out her body. She was tall, almost as tall as me, her body strong and taut, breasts pert and full under her plain white t-shirt. Her legs were long and toned, firm ass filling her mom jeans. Had she been working out these past months too?

Damn, Mom. It made me feel a little strange to look at her like that; confused. She had a smoking hot body, the kind that belonged to Siren. They could almost be sisters or something.

"My handsome boy," she smiled, wrapping her arms around me and giving me a big hug. I squeezed her back. She smelled like lilacs and cinnamon. I noticed a smattering of flour on her cheek.

"Hi, Mom," I said, closing my eyes, my chin resting on her shoulder as I squeezed her back.

"Oh, it's so good to see you," she breathed softly. "It's been forever and you're practically just down the road."

"I know, I know," I replied. It felt really good to be held by her again.

"Well, let me look at you, Zachary," Mom said, stepping back to hold my arms and smile, checking me over.

"I'm fine, Mom," I laughed. "School's out, I survived."

She touched my tightly muscled limbs, marveling at them.

"My gosh, sweetie. You've been working out, haven't you?"

"Yeah, a little," I admitted. "5 days a week now."

"Wow. Look at those muskles. Hercules-Hercules!" Mom clapped with playful obnoxiousness.

"Jesus, Mom, that's embarrassing..." I groused out of the corner of my mouth as I peeled her off me. "Where's Dad?"

"Out back, grilling."

"All right, I'll go see him. Do you know if Chole's coming?"

"Your guess is as good as mine, honey," My mom said sadly with a little shrug of her shoulder.

"She's not talking to you, either?" I asked, surprised.

"No. Let's just give her time and space," Mom said with a quiet frown, holding in the pain. "That's...what she needs."

"Oh, okay." I nodded.

When I'd had depression, my parents focused everything on getting me better. All their concern, their love, their attention. Mom was in 24/7 crisis mode, afraid I'd get worse. She'd stayed up late, calling hospitals and trying to find the best psychologists, arguing with therapists over treatments, battling insurance companies. She was my number one advocate. My dad, an empathetic lightweight, didn't know what else to do but try to connect with me in lame father-son ways, like playing catch even though I was already 16. When that didn't help, he tried buying me a secondhand motorcycle and taught me how to ride it -- that was pretty cool, though I didn't fully appreciate it at the time, zonked out on fucking antidepressants like I was.

At the same time, our parents completely neglected Chloe for two years when she needed them, and she really, really resented them for it. My sister never got over it either, and I knew that shit was breaking Mom's heart.

"Uh, you got some...thing...here..." I murmured as I reached out to thumb the flour off her cheek.

"Oops, thank you," Mom rolled her eyes, smiling again. "I was making pie crust."

"I'll come help you in a minute," I promised. "Okay?"

"Okay, honey," Mom said as she sashayed off, disappearing back into the kitchen.

I went outside, the screen door swinging shut behind me, and walked up to Dad. He was standing over the Weber gas grill in the back on the deck, a beer in hand, the aroma of cooking meat wafting around him. Dad looked a lot like me, although, unlike Mom, my father'd really let himself go. Under his old Kiss the Cook apron, he had this big belt of fat around his middle that constituted a growing gut, flab on his chest, and the beginnings of a double chin. His hair was thinning under the bill of his Detroit Tigers cap, his face lined.