What Do You Think Of?

Simone and I had been close for more than 20 years. Trusted friends there through all life's ups and downs. Now in our 40s she had lived the married life and moved on. I was the eternal bachelor. Many years ago we had tried the dating game, but that was never going to be us.

So here we were, sharing a 2 bedroom apartment by the beach for the weekend. At a mutual friend's birthday celebration. Many of our friends in attendance that night, and plenty of drinks as usual.

I had attempted my most suave and sophisticated moves on the dance floor to no avail. Perhaps a close call with a cousin of the host, but I returned to our accommodation in my oh so familiar state of frustration.

Simone went to her room to change into her sleepwear, I did the same. Returning in sleeping shorts and a T-shirt I positioned myself in an armchair, leaned back and absent mindedly rubbed my still semi hard cock, thinking of the missed cousin. Lost in my semi drunk semi aroused absent mindedness I didn't pay attention to the door to my left as Simone strode into the room, silky shorts and top hugging her figure.

"Are you just going to play with that right here?"

That snapped me out of my daze and I realised I had a hand firmly gripping the bulge in my shorts. Busted!

I tried to mumble a feeble excuse but Simone knew me too well. "You still work that thing like a teenager. What can you possibly think of after all these years that still gets you going?"

"What is it with guys that at any time you can jerk it like it's the very first time? What keeps making you go back to the well?"

Unsure of what to say she let me off the hook a little.

"It's not just you, it's every guy I've ever known. So tell me, we have no secrets, what started this life of stroking. Why are you always so ready, even when you aren't ready for your woman? Why in your 40s is it still as much of a buzz as in your teens? There's nothing wrong with it, I just want a peek into the inner workings of the guy mind."

I told her I wasn't sure how to explain it and I could I only speak for myself. What did she really want to know.

"Start with the start. Do you remember the first time? Who triggered that furious shuffle the very first time? Did you know right from the start how much you would enjoy what you were doing?"

OK then, if she wants the gory details she can have them. So I took her back to a confused time in my life and explained that it wasn't great.

"I had no real idea there was a way to do it until my first year at university. A passionate night of kissing a girl at the Uni Tavern had ended in the usual way. Lots of excitement and me walking home to my share house alone."

"I really thought that was the night. Her name was Veronica, I think. Long dark hair, curvy with big soft breasts that I couldn't wait to get my hands on. So when I walked into my room alone I took off my finest Friday night gear, laid naked on my bed and looked at my rock hard dick imagining what she might have done with it. I took it in my hand, gripped it hard, closed my eyes and imagined her smiling and taking it in her hand. Next thing I knew I had a strong rhythmic stroke going, imagining her smiling face alongside me, her shoulder pumping away at me. The more I thought about her gorgeous breasts swinging with every stroke the better each one felt until a rush began to build and in no time my balls contracted, my back arched and a flood shot across my stomach, chest and even the underside of my chin. It felt amazing. I didn't even realise I'd let out quite a loud moan that my housemates must have heard."

Simone nodded. "That definitely left a mark on you." Her eyebrows raised as she gestured towards the sizeable bulge now much more prominent in my shorts.

"A good memory of the first time but what about during your regular dating years in your 20s? You had some cute girlfriends even if you couldn't keep them. What about the self love kept that going when you weren't short of help?"

"Well the thing is," I explained, "That at that stage of life every experience just gives you more and more fuel for the ones you haven't had. You knew me then. I knew plenty of women that were inspiring in the fantasy department."

That was true and Simone knew it, she was there. To be honest she was one of them. She threw a few familiar names around and settled of Casey. She wanted to know what hot thoughts got me working myself when it came to Casey.

She was in our wider social group. Sporty blonde who seemed to play some kind of sport every day. Her blonde hair always in a ponytail. Usually in some form of athletic shorts or skirt her firm and tanned thighs always on display.

I recalled "One sunny Saturday I ran into her at the supermarket. Fresh from a game of basketball she wore skin tight shorts, a sports bra that clearly displayed her shapely c cups and nipples and was slightly flushed and sweaty. Her ponytail intact but a few loose hairs gave her a look of wild energy that had me stirring down below."

"Feeling myself starting to become hard I rushed home, hit the couch, dropped my pants and imagined her following me home. Imagining her in front of me, her tight shorts displaying a gorgeous camel toes, her firm breasts slightly shaking, sweat making her top see through, her smiling flushed face looking at me as I stroked long, hard strokes."

"In my mind she stepped out of the tiny shorts and straddled me. My grip tightened imagining her tight pussy squeezing around my cock. Gasping as I fantasized about her fit thighs pushing her up and down with strength and ease I increased the pace, soon rocketing a hot shot of cum into the air and onto my lap."

"Actually that's kind of a hot image," a flushed Simone gasped.

"Her riding me like that? Yeah!"

"Umm yeah," she added, slightly short of breath, "but I meant you thinking of her like that and what you did. It's actually hotter to think of than I thought."

That caught me off guard. Now paying attention I noticed she was not only looking a little flushed, her legs had slightly spread and a hand rested lazily between them.

"So what else do you want to know? Can I bury myself any worse"

"What about naughty online action? Have you tried a little online or phone chat while playing? I bet you have." She smiled a cheeky smile and leaned in to hear my tale.

Of course I had so I chose a recent chat with a woman far away in Boston that I had chatted to recently.

"We had chatted often online and she was describing her busy day and how she was now relaxing alone just in a T shirt."

"I asked if that was T shirt and shorts or skirt or what? She told me that it was just the shirt. I ran my cock between my fingers and asked if she was enjoying her pants free day."

The memory was fresh in my mind and I could feel myself becoming turned on.

"She told me that she was and asked if I would join her in throwing aside pants. I of course did and told her that not only were my pants gone but I was starting to get quite hard as we spoke."

"The text reply dots flashed on and off for a minute or two before she replied that she was wet and wanted to see, could I send a picture." I hesitated a little.

"I'm not really a dick pic guy but the thought of this woman far away fingering to made me want to try for once. Ummm anyhow I was instantly hard and I snapped a quick pic of my throbbing member, tightly gripped, leaking a little pre-cum."

Simone, now smiling widely nodded for me to continue.

"My message bar made its customary ping and there was a sound file. My faraway friend's voice played in husky breathless tones."

"I'm so wet already but seeing you has my fingers going wild" She let out a huge moan. "Oh jerk that cock for me. I want you to tell me how hard you cum. Oh God yessssss."

"The sound of her voice message took me to new heights. As I pumped away with one hand I tried to type with the other."

"You sound so ... I'm cumming I typed. Not my best effort, but with that I let out my own moan and shot a massive load into my waiting towel."

Telling that story had actually worked me up a bit, so I looked to Simone for her reaction.

"That sounds amazing, did you chat again?" Simone asked eagerly, leaning forward but I could see a finger sliding leg of her shorts.

"Of course we still chat. She loves to know who I masturbate over too." I replied with a cheeky smirk.

"Tell me the story you last told her then. Who was it about!" She was half curious but I suspect also half expectant as her whole hand was now down her shorts.

With a bigger and bigger grin I told her, "I was having the hottest dream about this girl who just gets me going. Her name is Simone."

"Oh yeah I want to hear all about it," Simone almost yelled, throwing her head back in her seat, now legs wide apart she unbuttoned and dropped her shorts, followed by her panties and unashamedly began to run her fingers up and down her wet slit. Stopping at her clit and circling. "Go on what did you wank yourself crazy thinking about her doing?"

I stood, dropped my own shorts revealing my now fully hard cock and stared in her eyes.

Steadily I began to stroke and told her, "I dreamed she was there in front of me, beautiful, but also hot. Showing me her gorgeous pussy while I stroked for her."

Looking up at me now breathing heavily, her mouth opened releasing only a gasp. Her hand worked feverishly between her legs as I continued.

"I dreamed of stroking for her. Showing her my throbbing cock as I worked it hard for her."

My actions matched my words which seemed to trip her over the edge.

"Oh ooh oh ooooh fuck yes." Her head flew back, her legs with her and her hand now two fingers deep inside her was saturated. She clenched her lips and eyes then unleashed an animal like cry of "Yesssss".

I attempted to continue my story but it was was too much. "She cried out as I wanked it haaaaaard OH YES." The story I was trying to tell became all too true. I shot hard right at Simone, coating her night shirt thoroughly, perhaps even her neck and chin.

"Oh no oh I'm so.. I I". I didn't know what to say. It had all been crazy fun but now...

Simone just looked at me stunned, two wet fingers and her own wetness soaking her seat, my cum soaking her chest.

Neither of us knew what to say next. Despite the fact that we had both clearly lived this moment a thousand times in our minds.

In fact as I recall that moment now, I feel myself reliving it again.