I'm 43 years old, successful, good looking, but carrying a few extra pounds. I've been married for 11 years. I have two beautiful kids.
Until recently I would of always said our marriage was happy, but after a recent argument thinks have changed. We said we forgave each other, we are cordial with each other and act like everything is great in front of people, but something in our marriage seems off broken.
The sensible option and the one most people would probably choose would be to suggest to my wife we go for couples therapy.
However not me. I've always had fantasies about cheating on my wife but never acted on them. Now I want to, I don't know how.
I do know that my thoughts of infidelity have increased lately. So the question I ask is... What should I do?
My wife and kids are leaving for a two-week vacation, visiting with her folks.
Thank fuck for that! I'll miss the kids, but not having to pretend even for just two weeks will be such a change.
I'll have the whole damn house to myself, and more importantly, 14 long-ass days to try and make my fantasy of cheating on my wife a reality.
But fuck, am I really gonna go through with this shit? Am I really going to betray the woman who's put up with my sorry ass for all these years? Ah, who am I kidding? Let the games begin.
While I haven't made up my mind if I should do it with a stranger or someone I know, I have narrowed down the list of people I would like to fuck. First on the list is Emma, my first girlfriend from when we were young. It's been over 30 years since we last saw each other, but there has always been a connection between us. She's divorced now and lives alone. I'm sure she'd be up for some fun, plus she had a damn good body back in the day.
The second option is Bex, another ex of mine from our mid-twenties. She was bisexual and adventurous in bed with a body to die for. Her hourglass figure and perfect breasts still haunt my fantasies. We broke up when she got engaged, but we still met up occasionally for some mind-blowing sex. To this day, it remains the best sex I've ever had.
Now, the third option is something entirely different. It's someone new that I haven't had sex with before, in fact I hardly know them - the receptionist at work. She's in her twenties and quite a bit younger than me, but damn does she have an ass to die for and those small perky tits drive me wild. The tattoos peeking out from under her clothes hint at hidden desires waiting to be explored. Our conversations are flirty, but who knows if she's just like that with everyone? Yet there's something about her that makes me want her more than anyone else.
So those are my choices: Emma, Bex, or the receptionist at work. To be honest I'd be lucky if any of them agree and I'd be total insane to thinking I could cheating on my wife with more than one of them. But oh how glorious that would be.
Or maybe to keep things safer, I should just go for a stranger using one of those goddamn apps? Who should I choose?
I grabbed a glass and a bottle of whisky for some Dutch Courage. After several large glasses of courage I thought 'Fuck it'.
Why not go for broke? I grabbed my phone and stared at the screen, contemplating whether to send a text or two that would change everything. I didn't have the balls to call anyone. My heart raced with anticipation as I weighed the consequences of my actions.
I had decided that it would be either Emma or Bex. They were both familiar enough to me, but distant enough from my current life to make this rendezvous feel more like an illicit affair than a casual fling. With trembling fingers, I typed a message to Emma
"Hey beautiful, hope you've been well. Been reminiscing about old times lately. especially that night at my brother's wedding 😉" God that night at my brothers wedding was amazing. Thinking about it now all these years later made me horny.
My palms were slick with sweat as I hit the send button
I drank some more whisky. Probably a mistake. In my now drunk and horny state, i figured in for a penny in for a pound and send Becky a message too.
Only it wasn't a message per say, it was more of a picture. To be frank it was a dick pic entitled. "I've shown you mine, now you show me yours" "
There was no turning back now. The ball was in their court, and all I could do was wait anxiously for their responses.
As the minutes turned into what felt like hours, doubt crept into my mind like a venomous snake slithering through tall grass. What if they didn't respond? What if they laughed at me or worse, told everyone about my desperate attempts at infidelity? What would Becky do with the dick pic
To calm my nerves (and perhaps silence the self-doubt), I poured myself another large whiskey and took a long sip. Liquid courage flowed through my veins as I imagined all the naughty possibilities that awaited me if one of them agreed.
The minutes turned into hours, and still no response came, doubt began to gnaw at me like a persistent mosquito buzzing in my ear. What if they had seen my messages and were laughing their asses off? Or worse, what if they thought I was some pathetic loser trying to relive his glory days? The more I thought about it, the more ridiculous and desperate I felt.
Drunk, horny and tired I went up stairs to sleep.
I tossed and turned in bed that night, unable to find any relief from the raging hard-on that plagued me. My mind kept replaying the messages over and over again, analysing every I sent.
Finally, unable to bear it any longer, I decided to take matters into my own hands - quite literally. With a frustrated grunt, I reached down between my legs and slowly wrapped my hand around my thick cock. As I started stroking myself with long, deliberate strokes, images of Emma and Bex flashed through my mind.
As I drunkenly wanked myself off, by mind jump back and forth between memories of Emma and Becky.
The memory of the night before my brother's wedding with Emma resurfaced vividly.
We had been helping out with all the wedding preparations - setting up decorations, arranging flowers - you know, all that tedious shit. And after finishing up with the rehearsal dinner, every one retired to their hotel rooms or near by houses. The vicar a family friend of the bride had kindly offered us a room in his house, so that is how found ourselves alone in the spare bedroom at the vicar's.
We gave each other space to get changed for bed in private. There was an electric tension hanging in the air between us - an unspoken desire that seemed impossible to ignore. As I showered quickly and climbed into bed wearing nothing but boxers, Emma showered and then emerged wearing only knickers and a thin nightdress.
Normally when we shared a bed like this before nothing ever happened; it was purely platonic. But tonight felt different somehow.
The air crackled with an undeniable tension, and I could sense that Emma was feeling it too. As we lay side by side, our bodies barely touching, I couldn't help but steal glances at her luscious lips and the way her nightdress clung to her curves.
I hesitated for a moment, unsure if I should make a move or let this opportunity slip away like all the others before. But fuck it, I thought to myself. It's now or never.
Summoning every ounce of courage within me, I turned towards Emma and planted a gentle kiss on her cheek. To my surprise, she mirrored my actions simultaneously, resulting in our lips meeting in a soft collision of desire.
The kiss started innocently enough, but as our tongues danced together in a passionate tango, all pretence of innocence faded away. Emma straddled me with urgency as if she had been waiting for this moment just as eagerly as I had.
My cock throbbed against the fabric of my boxers, desperate for release from its confines. And judging by the heat between Emma's legs and the way she ground herself against me, she was just as ready to give in to her carnal desires.
Without hesitation, Emma reached into my boxers and freed my pulsating member. In one swift motion, she pulled aside her knickers and impaled herself on my throbbing cock. The sensation was mind-blowing - the heat, the wetness and tightness of her pussy engulfed me completely.
For a brief moment that felt like an eternity, we stayed still - savouring the connection between us. Then slowly but surely, Emma began to ride me in the cowgirl position. Her movements were deliberate yet sensual as she took control of our forbidden encounter.
I couldn't help but groan in pleasure as Emma's hips swayed and her body undulated above me. I lifted up her nightdress, revealing her beautiful heavy breasts that bounced and swayed in rhythm with our movements. Without hesitation, I latched onto one of her nipples, sucking it into my mouth while my hands messaged and squeezed her other breast. Her moans escaped from between clenched teeth as she tried - and failed - to stifle the sounds of pleasure.
Her pussy was a divine tightness that enveloped my cock, teasing and tormenting me with each slow descent and ascent along its length. The sensation was mind-blowing, a perfect blend of heat, wetness, and friction that sent waves of ecstasy coursing through every nerve ending in my body.