[FM] My Foray into Anal, and the Men who are my Kryptonite- an Overseas Adventure

I should disclose up front that for a semi-tall, green eyed blonde like me, handsome Italian men in particular have always been my kryptonite. I can offer little resistance and if they are also assertive men who can be a little dominant and insistent in the bedroom, well, forget about it… I could offer about as much resistance as if someone with stubble was nuzzling my highly ticklish neck. Wet putty.

In my late 20s early 30s I took a rather unconventional professional job overseas that had me working alongside mostly Italian men, where me, being a female with same credentials was both a definite minority as well as highly unusual amongst what are slightly chauvinist, traditional Italian colleagues. To add to that, I consider myself highly intelligent, with a very sharp wit and love of mirth and bawdiness where I can get away with it. A most unexpected combination if you factor in my typical blonde reputation. Being striking and physically attractive only added to my female advantage, and in this particular role I’m not ashamed to say that I milked my femininity for all it was worth to assist where necessary in my male-dominated workplace. Sometimes my role involved taking apart complex electronics and subsequently transporting them off for further repair or back to our US home-base, so heavy boxes. This is an example where I would make the initial effort but gladly hand off said heavy box to whatever gentlemanly, strapping Italian offered to do so. Usually I’d just have to pick it up to put it on a trolley and one would come running, “Ciao bella!” Like clockwork. *smirk* Wearing somewhat mandated short skirts, having well groomed and toned legs that I often clad in heels didn’t hurt either. I have a flair for style and definitely dressed and smelled better than the job required, I am quite appearance conscious. But I digress!

Being overseas gave me a certain elevated feeling of anonymity in the sense that I knew whatever I might get up to, sexually with a suitor, would likely never haunt me in future (ie: running into someone at the grocery store, etc). Perhaps this emboldened me, somewhat. I was also hitting my sexual stride, as it were. I acknowledged the strong sexual drive I possessed early on, and decided to, in essence, master it and explore what it meant to me. You know when you tap into something you do with a new partner that hits you right in your core, that deepest part of arousal, and you have a realization that “oh God, this REALLY gets me hot.” Doesn’t matter how taboo or “bad” it seems, you can’t deny it. For me this happens to be men who like to assert themselves authoritatively between the sheets. I couldn’t ignore my palpable physical response to this kind of dominance, and I really hope to explore more of it in depth in my future even now. I truly, truly get off on the man’s satisfaction and pleasure, and as I take a lover into my mouth, all I think about is how can I make this more pleasurable to him, what is he liking, etc. It obviously manifests in my technique, as I’ve been told timelessly that I hold a very respectable talent in the oral arena. I pride myself on this!

What I loved about my Italian colleagues is their unabashed worship of both women and sex. The workplace we were in was as such that typical HR-governed behavior didn’t really apply or could be monitored based on our demographics. So really, anything goes, or went! My first few weeks in a new location, I was presented with some mandated safety and had to spend some time with a Safety representative to get trained up. The moment I walked into his office I likely gaped at his attractiveness, he was tall, dark and I couldn’t help but take surreptitious peeks at his substantial looking cock as he sat in front of me in his uniform. He always appeared brooding and angry, which only added to his hotness. I made him laugh a few times during our meeting and I’m sure he felt the electricity I did on our first meeting, as he made a few little innuendo jokes and some moments of sustained eye contact that virtually reduced me to a puddle. From day one, this man made my heart pound and my pussy twinge in reaction (Little did I know what a prominent lover he would become in my life over the next several years!) The nature of our job was as such that we worked and lived in the same isolated workspace, so you got to know colleagues both professionally and personally. It was wild and added a completely foreign dynamic to everything one experiences in the normal course of a workweek. I was also one of the few females onboard with this team, and certainly one of the most attractive at that time, and it was a powerful feeling indeed.

My position was a support role of sorts and I was on call to him and many others in his department 24/7 unofficially. He felt no qualms about paging me up to the secure area of our workplace he did his shift out of, somewhere that I was likely one of the only women permitted to be at in a professional capacity. I felt sexually charged and nervous as I answered his page late one night, taking a moment in my quarters to touch up my lipstick, adjust my breasts in my uniform and pat my hair, preening for my future mate. As I opened the door to the darkened work space, I took a deep breath and could feel the hotness already between my legs, so attracted to this man I was. It unnerved me, as I didn’t want it interfering with the job at hand.

I sat down and troubleshot and eventually fixed the complex issue they were facing, as two of them loomed over me, behind me all the while while I worked. They had a perfect view down my blouse at my C cup breasts. It was almost a novelty to them for a woman to be performing the role I was for the company, and I felt in a way like a sideshow as I went about being completely professional in my job. I felt jittery and nervous and I’m sure they could smell the pheromones that had to be absolutely radiating off my pussy, barely clad under my skirt and escaping the confines of my thong. Being the dirty girl I secretly am, while I worked, I was already imagining him fucking me, flipping me into different positions. The two men including my crush, (Mr Safety) bantered with me in a fun way as I worked, and after I finished they offered me a beverage, clearly wanting to extend my visit. The darkness of the workspace only added to the sexual tension I was feeling, and I accepted the drink readily. I am greedy when it comes to sex, a total hedonist in the sense that I cannot refuse possible opportunities for my own pleasure. I am addicted to the thrill of it too. So I admit that whatever they had planned for my visit, I was not going to offer much resistance.

Eventually our talk turned to the more risque, and I made a few statements that definitely got Mr. Safety’s attention. The topic was anal sex, and I disclosed that I’d had a squirting orgasm in the past from being fucked anally and that “most girls didn’t know what they were missing” if they hadn’t made a foray into this same arena. His eyes got bigger when I said that, and he held my gaze for a paralyzing moment that rendered me a wet puddle. He smiled at me with a somewhat evil-fun smile and I thought this was a perfect moment to make my exit and leave them thinking about that. He seemed taken aback that I was at that moment, departing, but graciously thanked me for fixing their problem.As I walked out, he escorted me through the darkness to the door, squeezing my arm and whispering “We will see you very soon, bella!”

Knowing me, I probably went back to my quarters and immediately had to make myself cum to relieve the incredible tension I was feeling. I likely fell back on my pillow satiated for now, but acknowledging the inevitable, the deep yearning I already was feeling for his cock inside me. I enjoyed leaving him wanting more, and knowing that likely there was going to be more to this story.

The next day we began bantering through our local chat applet. Clearly I’d touched on a subject dear to him and he had all kinds of questions for me throughout the day. He then invited me to come by for a drink in the quarters of his friend that night since they would be off shift. I agreed and after dinner began preparing myself for such a meeting. I groomed myself, perfumed up subtly, put on some pretty lingerie and when I knocked on the door, I could feel my legs trembling.

As we sat, the three of us, sharing a bottle of wine, he asked me to what I might think about letting his friend observe the potential evening’s activities from the comfort of the nearby couch. By this point, I was practically swimming in my desire for Mr Safety and I would have agreed to almost anything. Naturally, being the deviant I fancy myself, I agreed to allow a spectator, and asked for details on what he had planned as far as our “show”. “Why don’t I show you?” he said, unzipping his pants from his seated position, allowing his magnificent cock, already hard, to spring out from the confines and show his intent. I felt myself sucking in my breath, and I swear in that moment my heart stopped, so consumed with lust I was in that moment. I slowly put down my drink, delicately wiped a finger on the corner of my lips, and smiled. I could barley croak out “My oh my, that looks inviting indeed” as I fell to the carpet on my knees and began crawling over to him. My lips immediately took him into my warm ready mouth, and knowing his friend was watching, I proceeded to attend to his cock in an expert fashion. Showcasing my penchant for deepthroating and a few gags, I consumed him orally and his head fell back, eyes closed in pleasure, as I worked my way lovingly and savouringly around his head, his balls, and a teasing lick on his ass as I shimmied his pants off. He stood up, and guided me onto the couch where he’d been. We were directly across from his much younger, seated friend, who was already watching us, rapt, with bright eyes, rubbing himself slowly, enjoying the show. As I was conveniently wearing a skirt, he pushed it roughly up past my hips and tore my soaking thong off in one motion. This aggression only served to inflame me further, and as he probed my hot pussy, the desire coursing through me was both exquisite and torturous as I was aching for him to slide himself into me. Finally, he placed the tip of his large cock at my wet opening, teasing. I was absolutely dripping with my own wetness and moaned in anticipation, and as he abruptly pushed into me, hard and fast, I almost blacked out from sheer animalistic pleasure. His friend watched, unblinking, as his friend fucked me hard, sliding in and out showing him the length of his impressive cock, soaked in my natural lube, and pressed his thumb firmly into my tender ass. I cried out, this was new to me still (I’d only ever done anal with my boyfriend back home on a few isolated occasions) and he continued to roughly fuck me, taking me to heights I’d not to date experienced as far as lust. Suddenly, he pulled out of my pussy, and easily slid into my ass, replacing his thumb with his cock and bringing about louder moans of both pain and pleasure from me. I resisted at first, unsure I could take all of him, but then he pushed past that barrier that immediately goes from Ow to OOOH. I was beside myself in ecstasy, and felt myself building up. As he was now fully inside my ass, he started at first slowly, hitting all my walls inside, and then began thrusting with more intent, driving towards his own hard-earned orgasm. As he fucked and fucked, I lost control and my pussy began squirting an incredible amount of liquid onto the couch, much to his friend’s delight. The friend was exclaiming in Italian constantly, “O Mio Dio” as we fucked, and my squirting had him freeing his own cock and openly jacking to our show.

As his momentum built harder and his breathing more shallow I felt his hot cum fill my ass, and he cried out in explosive finality as he came and came hard, deep in my ass. I fell onto my face, sweaty and exhausted from the orgasm I’d just had, and as we both lay there for a moment in the aftermath, I felt slightly embarrassed in my vulnerable, state, as his friend reached his own orgasm, squirting all over himself. There was a moment where we all three just looked at each other, they made some joke in Italian to each other, and we all shared a laugh.

As I pulled myself together to walk back to my own quarters, I felt his cum spilling out of my ass slightly and running down my leg. His eyes locked on my thigh as I stood above him, tucking in my blouse and straightening my skirt, him seated on the couch and me standing. His gaze never wavered as he watched it trail thickly down my smooth leg. I stopped it with my finger, swiped at it, and sucked it slowly off my finger as I said, “Thanks for the drink and the company, gentlemen.” and slowly clicked open the door, making my way out. I had never felt more powerful in my femininity and definitely felt all the best parts about being a women that night. I also enjoyed the spectator.

This began an intermittent, ongoing fun fling with him that spanned several years, and many other stories. We’re still in touch to this day, him in his country, me in mine, and a wonderful collection of memories to conjure. I hope you enjoyed the story. (2nd post, more to cum!)

Source: reddit.com/r/gonewildstories/comments/a1ut5o/fm_my_foray_into_anal_and_the_men_who_are_my