Anything, Anytime, Anywhere

As I reminisce about some incredible moments in time, I'm reminded by a chapter in my life that I'd love to revisit! What started out as a generic acquaintance ultimately turned into more than an incredible friendship!

Barb was in her mid 20's working at an accounting firm when I first met her. I was in my early 30's and I was interviewing CPA's in an attempt to find a joint business relationship. It was a great meeting, we seemed to have a genuine chemistry, an unspoken connection, and I admired her knowledge, intelligence and expertise. I thought we could work well together, and hoped that she would be willing to work with some of our clients from time to time.

Soon after, she called to ask about her husband's business and questioned me on strategies to help them reduce taxes and accumulate more wealth. I was intrigued that she called me about a personal situation, we kibitzed and shared a few strategies, confirming that we would indeed work well together. We chatted a bit more then set another time to meet them both in person and discuss the situation and scenarios to remedy their financial situation.

Well that slowly led to them inviting my wife and myself along with two other couples to meet and create a gourmet dinner group. The four couples gelled incredibly well and become great friends that lasted for years!

As Barb learned more about what I did, she eventually wanted to quit accounting and come work for me. I initially shrugged it off, then eventually challenged her to a task... and quickly learned that she was a natural!

We casually flirted, but she was a married, and now a co-worker, so the idea of taking it beyond a friendship did not interest me. Part of it may have been because we both seemed perfectly content with our own spouses. She was, however, strikingly gorgeous with strawberry blond hair, hazel eyes, about 5 foot 4 inches, maybe 125 pounds, with nicely shaped hips, and, by my estimate, perfectly sized breasts.

Since coming onboard, she now worked in our sales department, but because of her accounting background, she also assisted HR with financial reports and such, so she was frequently having to communicate with myself regarding both departments.

****

As time went on, Barb and I became good friends and it was not uncommon to reach out to joke, tease a little and seductively chat during the day. Things started turning towards more than a friendship when all four couples took a trip to Napa Valley for an extended "wine tasting mixed with gourmet dining" weekend.

On one of our first days, bouncing from winery to winery, it wasn't hard for all of us to not get a little tipsy. By the time we stumbled into our VRBO, while walking by Barb's bedroom, I noticed that Barb and her husband, Dave, had the door to their room ajar. I heard noises, so I peaked in through the slightly open door and watched as Barb was in a corner, on her knees and sucking Dave's cock (Barb later told me that she purposely left the door open hoping I, or my wife, would peak in), OMG, what a slut she was... I'm such a voyeur so my cock instantly began to harden, and I totally loved the vision before me!

His penis may not have looked as long as mine... but his girth was amazingly huge! Her top was unbuttoned and loose, giving Dave ample access to squeeze her tits and play with her nipples. I tried but struggled to see her breasts because of my angle, and unfortunately for me, they remained comfortably snuggled inside her blouse. I was a bit discouraged because I was hungry to see them exposed.

I continued watching as his head rocked back, pushing his pelvis forward stretching her mouth as he was getting what appeared to be an incredible blowjob. I could hear him moaning as she was slurping, slamming her head up and down his shaft, spit spilling from her mouth. I just knew I would get caught... but I couldn't stop observing the sexual act before my eyes!

She glanced over and captured my eyes feasting on them... smiling as if happy that I was watching. I was a little embarrassed getting caught... but continued gazing, feeling myself grow with the excitement of this dazzling exhibition, hoping nobody walked down the hallway anytime soon!  

Being the voyeur that I am... I wanted to wait until I saw him cum deeply down her throat! I then heard him start to grunt, glued watching as she then eagerly swallowed all of his cum, wiping the edges of her mouth with her hand and licking her fingers too as our eye's again locked... telling me that she knew she was pleasing me in the same moment that she was getting her husband off! "WOW... TOTALLY AWESOME", I thought, still in awe of the show that I just observed!

****

That evening we had reservations at The French Laundry, a very famous Michelin Star restaurant (we booked our trip to Napa around a reservation for 8... which was 6 month earlier). But after a day of going to wineries and an evening of wine pairings with dinner, it was obvious that Barb was beyond frisky.  

I happened to be sitting across from her, and it didn't take long for her shoes to come off and I could feel her bare foot start playing with my foot... then she moved up my calf, and soon I felt her foot pushing against my pants, massaging my growing bulge. Gazing into her eyes, I then looked down and saw her brightly painted toenails rubbing me, so I bent over slightly and quickly dropped my cloth napkin to cover her foot so my wife wouldn't see.

Her hand then disappeared under the table and she made motions as if she was touching herself as she was pushing against my cock..."what a tease", I thought to myself. Then her hand came up to her lips as she seductively licked her fingertips.

As we were leaving, I leaned in and whispered to her that she was such a tease... she said, "who's teasing"?

****

The next day was filled with more wineries... and we all wanted to go to Opus last... but by then, Barb and my wife were done... and NEEDED to go back to our VRBO, to rest and shake off the booze before we headed out for dinner later that evening.

My wife and I tend to be fairly open and share almost everything... so what I found out much later, was while my wife was taking a shower... Barb surprised her as she came into the bathroom, taking off her bra and panties, then joined her in the shower. Both were a little drunk and obviously had been flirting earlier in the day, so there was certainly some sexual tension already building.

What I didn't know is that Barb was practically a lesbian in college, dating girls exclusively for the most part... and my wife has been attracted and made love to a few women over the years as well... loving them as much, and maybe even more than men. I think a trans woman would be the epitome of her perfect mate.

The water was running hot as Barb reached out to my wife... leaning in for a kiss and started making out as they took turns washing each other, which seemed very normal and natural as hands started roaming everywhere.

My wife traced Barb's areola with her fingertips shyly saying, "You're really sexy" as she watched the water dripping off Barb's breasts. "I was staring all day, only being able to see them from a distance before trying to imagine how beautiful they would be in person"!

"Thank you," Barb replied as she gently moved her body closer, now tits rubbing together. Barb in turn ran her fingertips down her arms to her wrists. Turning my wife around, leaning her against the glass, my wife moved her hands out in front of her against the wall. Warm water pouring through her dark hair, over her shoulders, and down her back. Barb then reached for the shower gel and gently washed her, starting with her hands, running their fingers in between each others. She washed down her arms and across her shoulders. Moving nice and slow, seductively. My wife could feel her body jump when certain spots were tickled, and Barb observed the bubbles as they ran across her body, over her ass and down her legs.

My wife was silent except for the soft moans or deep sighs that escaped her lips. She was as still as she could be. She felt herself slowly pushing herself back toward Barb, but kept her hands against the wall. She wanted more as she finally leaned her full weight into Barb, pushing her butt against Barb's mound... rotating. Bubbles from her slid onto Barb's own skin. And both were super sexually aroused as they purred, encouraged by the exotic feeling of wet skin on skin.

Barb's hands moved up across her sides and then onto her breasts. Her left hand stayed over her one breast as her right hand moved downward towards my wife's vagina, lightly touching and inserting, then ever so slowly back up her stomach, circling her navel, then further back to her mound.  

There were no longer any bubbles on their skin, just the warm water cascading down between their two bodies. Barb cupped her flesh again, and she felt my wife push her hips harder toward her. Her firm ass pressed against Barb's own wet skin as Barb's fingers found her juicy slit. She sighed quietly and felt her weight shift, spreading her legs so Barb's hand could find what she was searching for.

Barb couldn't help but tease her. Her fingers moved back and forward over her sweet prize. My wife quickly wrapped her left hand around Barb's fingers, pulling her in. "Stop teasing me" she pleaded, passion thick in her voice. A left hand tugged gently at her hard nipple. Another moan escaped her lips as my wife rolled her hard nipple between Barb's fingers.

Barb's body was reverberating with excitement, her own nipples just as hard, ramming them into her back. Barb held her close, again cupping her breast, squeezing her as water rushed over their skin. Both moaned and let out deep sighs.

Barb's right hand found her sensitive pearl, and my wife inhaled quickly. Barb easily found her enlarged clitoris "standing at attention" from all the sexual arousal, increasing the tension as she traced little circles across her aroused clit. Her left hand still gripping an erect, hard nipple. Barb continued to play with my wife's swollen button and dipped a finger into her glorious pussy, alternating with rubbing her clit and fingering her as deep as she could.

She finally found the rhythm, as her fingers entered between her juicy lips as her thumb then rubbed across her clitoris simultaneously. My wife's body rocked faster and she grasped at Barb's hand held against her breast, pulling it tighter towards herself. Barb squeezed her tit, following her lead. She then pulled her as close as possible and my wife began to pant.

Barb could feel her passion rising. Her moans and quick gasps becoming steady. She knew she was close, her honey pot dripped with desire. Barb kept a steady pace knowing that my wife was so turned on, and quickly peaking. There was no chance she was stopping now.

They turned towards each other and kissed again, and the kiss was intoxicating. My wife gently brought Barb's right hand up to her lips and kissed Barb's fingertips, tasting her own nectar, then moved it back into her pussy. Her fingers began dancing again and they were both so wet and dizzy with desire. They continued to kiss each other deeper with blind passion as both bodies seemed as one. Barb's juices were flowing as she too could feel and taste my wife's sex, her desire. So lovely. So undeniably beautiful.

"Please don't stop" my wife begged quietly, "oh... please..." she exhaled. She began to speak again, but both tongues were once again thrusting. As Barb continued kissing, she slid her fingers back between my wife's petals, finding her g-spot. She felt her body shudder again, her legs trembled.

"Oh... my... " was all she could mumble before the orgasm stole her words. "OHHHHH FUCKKK YESSSSS"! Her sounds of pleasure were so fulfilling as she heard her scream with an explosive orgasm, feeling her squirting onto her fingers. Her body spasmed and Barb kept her fingers dancing as my wife's fingers covered hers so she wouldn't stop.

She allowed her body to relax, then pulled Barb closer and kissed her softly again. "I didn't know that was going to happen so fast. It usually takes me a while to get to that point" my wife mused. Her cheeks were a nice pink, still flushed from her orgasm.

Then she reached around Barb... grabbed the soap. "Your turn" she stated matter-of-factly. "Who am I to argue?" Barb smirked.

****

When we returned back home, Barb asked me to stop by the bar that Friday with some other co-workers on the way home. As I sat next to her at the bar, she would lean over and put her hand on my leg, whispering tantalizing things to seduce me, and again... rub her foot against my shin.  

Teasing... and for the most part, innocent, playful fun, I thought... Barb took my hand and held it very tightly in her lap, tightly against her mound, and asked if I would walk her to the ladies room. As we came up to the door, she reached over and pulled my head towards her, kissing me long and hard. As we played tango with each other's tongues, she took my hand and pushed it harder into her crotch again as she continued to bury her tongue in my mouth. After what seemed like an eternity, Barb broke our kiss and told me not to run off, she'd meet me back at the bar table.

As we shared more spirits and listened to the music, she would continue to skooch her nice tight ass against my thigh or my hands as she moved, and even slipped her tongue into my mouth when she thought no one was looking. She knew that she was giving me an erection as I snuck in a quick feel every now and then... on the sly! At the end of the evening, we all went our separate ways and I was left wondering what was going to happen next.

****

I came in Monday morning an hour earlier than our official opening hours, very usual for me. I was sitting at my deck reading emails, market news, etc., when Barb came in assuming I would be there early. She came into my office, leaned over, giving me a good morning peck on the cheek and let me rub up and down her long, smooth legs and ass as our lips lightly pressed together. Wow... what a way to get my day started I thought to myself!

This behavior continued as a little teasing ritual almost every morning. Most of the other people in the office didn't show up early, so there was no one around to see our morning lip lock and ass rubbing that she allowed.

It was not uncommon that I had to run out to see clients, and I occasionally asked if Barb wanted to come shadow me, I thought it might help her knowledge of dealing with clients out in the field. I used these excursions as an excuse to have Barb near me or working with me, and she was always willing to help and enjoyed the attention.

One time, unbeknownst to me... she wore stockings and a garter... no panties, so when she sat down... it not only distracted the client, but my tongue as well! She must have had a victory smile cheering inside, watching my eyes bug out as I was glued to how sexily erotic she looked.

I couldn't help it, I would frequently sneak a nice long kiss when we were in private and she generously allowed my hands to roam her body, hug her tightly, rub her ass, feel her damp panties or naked lips when she wore none, make out with her, and do my best to soak in her essence and scent. We were often kissing and making out like school kids behind the backstop trying not to get caught.

Another time I was feeling a little more bolder than usual was when I had to go check out a new space that we were exploring... it was vacant and I had arranged to have a key, so I didn't need the realtor there. I was feeling bold, and a little more than fearless... so I asked Barb wanted to check it out with me.  

When we arrived, I showed her the space, then the private office that I thought might be hers. As we entered, I put my left arm around her, touching the small of her back, turning her towards me as I planted my lips on her tender lips. Luckily for me, she wore a skirt that day, so I took my right hand and ran it up and down her crotch, slowly but firmly, and the colossal warmth from her pussy could not be mistaken!

The action surprised her to say the least, but she did nothing to stop it either. And as my middle finger approached her vagina I instantly noticed... no panties today! Her lips were moist on the rim of her labia, soaking with anticipation, and my middle finger easily slipped in as she spread her legs wider, giving me free access!  

We continued making out as I carried on touching her between her lips, playing with her clit while burrowing my finger as deep as possible inside her pussy... she was so wet she was actually dripping down my hand just as I curled my finger up and towards me trying to find her G-Spot... finding it, I pressed and circled lightly as she moaned and squirmed, then bent over and screamed, "OHHHHHH FUCKKKKK", as she started squirting over my hand, and splashing all over the carpet.

I kept kissing her as I felt her hand was squeezing against the outline on my cock in my pants... I couldn't believe that she'd gotten off so fast... in just moments of touching her! We continued to kiss as I removed my hand from her squishy cunt, then we collectively licked my fingers clean, mixing, twisting, and twirling our tongues and her juices simultaneously before she left to freshen up so we could get back to our office before anything seemed suspicious.

She was so fucking hot... a nymphomaniac for sure... I didn't know about her and my wife yet, but I knew that her husband, Dave was one lucky man!

It really started to accelerate when Barb and I started daring each other... my fantasy was wanting to fuck her after a stranger, giving me Sloppy Seconds.

She wanted to try a family pet, knowing that this too was a fantasy of mine! We even exchanged pictures from the internet as we teased. And decided the first opportunity for either... we'd try it!

Since I have a very high profile job we had to be discrete, we never would do anything with friends or people that we would ever come across. Privacy was paramount!

****

One night, we had some home office people in town, so my wife knew that I would be late entertaining them... they were a bit of a bore so we had dinner and they left. But, I did notice a random guy at the bar... and I pointed him out to Barb, whispering to her if she might be interested in fucking him.  

She was such a slut... she was willing to do "anything, anytime, anywhere" just to please me!

An opportunity for sloppy seconds was one of my biggest fantasies to try, and I was so excited to actually get a chance! The thought was overwhelming, and Barb admitted that it was kind of a naughty idea that turned her on immensely as well!

She boldly approached him, sitting next to him, she started to flirt and then told him that she wanted to fuck him, but with one condition... he had to let me watch. "Absolutely", was his answer and as it turned out, he happened to be staying at the hotel and invited us up to his room.  

As we walked in, she had very few preliminaries before she started stripping him down. Much to my surprise and delight, as her blouse came off, she displayed a thin sexy bra that showed off her hard nipples perfectly through the fabric.

He had about a 6" banana shaped prick, hard as a rock and she instantly dropped to her knees, pulling him completely out from his pants and driving her mouth around his girth, sucking it while I took a few pictures.

Barb may have been a little nervous and shy about this being her first opportunity to be shared... but it didn't show. She knew that this was my idea, my fantasy, and that it had always turned me on. Despite being curious a little, it was her secret fantasy and turned her on as well, although she'd never taken the plunge.

He grabbed her head and pressed it towards his groin and she grabbed his butt, pulling him deep into her mouth, licking his shaft in between stroking and sucking. She kept squeezing his shaft... not wanting him to cum too early, as she wanted his liquids to run out of her cunt when I entered her so I could feel the wetness surrounding my prick when I shoved myself deep into her, thrusting in and out of her pussy!

He then moved, grabbed her and lifted her butt, doing a nose dive and wanting to taste her sweetness gushing from her lips. "OHHHH MYYYY GODDD", she moaned as he was licking her like crazy, lapping at her like a dog in heat!

I could see Barb's face and she was both excited and a little embarrassed at the same time. She even blushed a few times as I intensely watched like a hawk while stroking my cock, pumping it, impatiently waiting for my turn. There was something so sexy about that erotic scene, feeling like a voyeur feasting my eyes with uncontrollable desire!

I'll never forget how I had these really intense sensations in my stomach when she started having an orgasm. Just the thought of sinking my little general into a fresh load of his liquids in her for the first time was so overwhelming. My mind was racing like it never had before.  

She was ready and begged him to enter her, as he got up, pointing the head of his cock towards her opening, easing himself in so as to not hurt her. "OHHHHHH, YESSSSSS, DEEEEPER, OHHHHH, MYYYYYY"! She moaned as he started stroking her, thrusting in and out! "OHHHH, MANNN", Barb cries, "that feels so FUCKING GOOOOOOD"!

He could feel himself on the edge while she started gushing around his cock, and not being able to contain himself any longer, grunted as he exploded, then letting out a guttural sound as he rolled off...

I immediately made straight for her and kneeled between her thighs. The first thing I noticed was the glob peeking out of her entrance, but a little disappointed, there was no major leaking.

I knew that this just had to be the tip of the iceberg, and the thought of the huge globby mess inside of her almost made me pass out with excitement.

As I cradled her pussy in my hands, she started to move her hips ever so slightly and grind her labia into my fingers. Taking her cue, I bent my middle finger upward and felt it slide inside her gushy pussy. As I moved my finger back and forth inside her slick love tunnel, I also managed to get my thumb against her brown eye and started pushing against it.

I started working my thumb back and forth against her bung hole as I squeezed her lips, then I gave a firm push and my thumb slipped inside her with a satisfying moan from her.

I continued to wiggle my finger in her pussy, watching and feeling his bucket of cum start running out as I continued to move my thumb back and forth in her ass.

I couldn't contain myself and squeezed her lips until I noticed the creamy substance really starting to flow. "Ohhh myyy goooddd", even now I still can't believe how utterly incredible it felt as I watched it ooze! It was so ridiculously gooey, and even warmer than I expected.  

I got up to feel it on the head of my cock, just putting my head in initially, then I effortlessly drove my rod into her with zero resistance which made me gasp out loud. I didn't expect it to be that syrupy, hot and slippery.

Such an easy little push and I instantly slid all the way into her, I had to be tickling her cervix as I slipped in as deep as I could!

I remember Barb gasping out loud as the stranger had gathered his strength and was now sucking and twirling his tongue on one nipple and pinching the other with his fingers. Telling her at the same time how fucking sexy she was!

Barb's voice was quivering as she whispered to me, "Oh my God, this is so naughty"! She later told me that she had those really intense butterflies feeling in her stomach as two men were working her body over!

Both of us were trembling with excitement by that point. I could tell by the look on her face and her rapid, shallow breaths, that her heart was probably pounding as hard as mine was.

I yelled out, "I'm going to cum"! "Oh baby, cum with me" Barb responds as I started spurting my juices deep inside as I continued to pump her cunt!

Barb could not hold any longer as she exploded again with an orgasm, that made her scream, "OHHHHHH, FUCKKKK MEEEE"! She seemed to keep coming for minutes as her body was bucking and gyrating all over the bed covers.

She said she was so ridiculously turned on thinking about how kinky it seemed knowing that she had two different loads being mixed together inside her. She loved the gooey, silky, velvety sensation too. She said it made her feel a lot more sensitive and it was like the burning sensation as each thrust was magnified with the gooey mixed texture.

I didn't know exactly what she meant, but I assumed that it must be somewhat similar to what I experienced and how it increased my sensitivity too.

It feels like nothing can match the intensity and excitement of what we experienced that evening, and we don't know what it was, but something about it just felt so natural. We both agreed that it's almost like we unlocked some hidden, primitive aspect of our sexuality!

We continued teasing and testing the boundaries, eventually becoming aware of her and my wife playing when I wasn't around. The three of us then excitedly explored additional wild fantasies... a years long mind blowing threesome extravaganza!