Hottest woman you have ever . . .

Looks: a girl in highschool, black, 5', 100 lbs.
Hot sex: a gf that was a self professed sized queen. What she lacked in looks she made up for with true enthusiastic horniness.
 
As always, please forgive any repetition herein...

I was a freshman in a large chemistry lab. The first lab of the year was to weigh several items with a pan balance. I took a moment to figure out how the thing worked and began weighing the items. A few others in the group gathered around behind me and either asked me questions or took down my results. All at once, I became a ware of a soft presence to my immediate left. Glancing over quickly, I saw it was a female student, much shorter than me, watching what I was doing. The softness I sensed was her pushing her sizable right breast against my arm again and again. I turned all of my attention to Lisa.

Within a week we were dating and eventually, I found myself in bed with her. She had bragged that she gave amazing blowjobs. She was fine. She had big tits and very big nipples, long and thick, that I could not get enough of. We fucked as much as we could and broke up after a few months.

My last contact with her came a couple of years later. I was in a long dry spell. Lisa, had left school, gotten a job, joined a gym, gotten in shape and let her hair grow. She looked incredible. When she came over to 'ask a favor', she was wearing a blue silk blouse. It clung to all her curves. And those fucking huge nipples pf her were so clearly visible through her bra and that silk top that my mouth was watering. She needed a presentable date for a fancy party with her new fancy friends. I owed a suit, so I got the honor. In exchange for escorting her for two hours and behaving, she would come back to my place and fuck me. And that's what happened. She looked so fucking amazing. I blew my wad in two minutes and she was gone in three.

Lisa - pretty girl with a nice smile and fun attitude

5'2"
red hair (strawberry blonde)
110 lbs
36D-22-34
green eyes
 
The hottest woman I ever dated came in and out of my life a few times.
When I was 24 and working as a consultant, she was 20 and and the hottest woman I'd ever met, heading the secretarial pool. She was a black goddess...5'6", 36C, face, lips, legs, and ass to die for. EVERYONE lusted after her. I never thought I could compete with the masses and wasn't even sure she knew who I was. Turns out I was wrong.
Three years later, I moved across the country and she did, too...same state but 450 miles apart. A mutual friend came to visit her new hometown, and we got together for dinner. Turns out I was the main course. She confessed her infatuation with me over dinner and afterwards, we had a wild night in bed (with our friend watching), and in the shower. The next day, we continued at her place, in the park, and back in the shower. Naked, she was even hotter and more beautiful than when in her most seductive outfit. But the distance was a barrier.
A year later, I moved back across the country. When she returned to see her family, we shared another incredible day. But that was the last time together for a long while. Three years later, I got married and she came out as bi, preferring women. Over the next 10 years, she had 2 long-term female partners, had two children as a result of a brief relationship with a man, and I got divorced.
Coming back to my side of the country to help her ailing father, we reconnected with years of experience and maturity behind us. We opened up and shared more about likes, dislikes, desires, fantasies, etc. For several months, and every time she'd visit over the next 5 years, we couldn't get enough of each other, playing at night in her father's place, in the car, in the park, in my office, etc. Then another break of 5 years.
When she returned for the passing of a family member, and while she was in the midst of a committed, long-term relationship with a woman, we had an incredible 24 hours pure, raw sex, experimenting with a little bondage, toys, and role play. We left the hotel exhausted but sated like never before. Then another break of 7 years.
Finally, I moved back to the west...still 850 miles apart, and with her in another long-term, lesbian relationship. But over the next 5 years, we'd meet up at my place a few times but more often in Las Vegas. The sex just kept getting better and she would become even freer in acts and attitude, dressing in see-through clothes in Vegas, both during the day and at night, knowing that her body, although now some 30 years later, turned me on so much...and turned on so many other men and women. For those weekends, it was full on exhibitionism and sex, just about anywhere and any time. And then it was time for her to return to her family and partner. And she decided to remain true to her latest partner and we haven't seen each other in over 5 years.
But still, each and every time we shared, still lingers in my mind and turns me on. And only recently did we admit that we were too chicken to commit to each other and will always regret that missed opportunity of what might have been. Such is life.
 
Hottest man by far I have ever dated is the guy I am married to. Great personality, great looks and GREAT sexually. Some would say I hit the "jackpot" the first time he undressed and I discovered him to be endowed at 8" and thick, but it was more so the fact he knew WHAT to do with both his tongue and his cock. I have been with men before who were even larger, but were like a bull in a china shop. They had no idea. But this guy..fucking WOW. And its not just what he does to and for me in the bedroom, the fact he is in tune with my sexual needs and accepted the fact (willingly I might add..lol) that I am bisexual, but the non sexual aspects of our marriage that after over 30years still turns me on about him. 6'1" , salt and pepper goatee, bald, tattooed arms and chest, still in great shape, muscular, but not overdone. Must admit I am getting wet just thinking about him:heart::heart:
 
I met a woman one night who was too beautiful. Really, she was. But it wasn't always an advantage in her case. When she told me she was single, I asked her how come, and she was rather embarrassed to say that she had difficulty with men because they always tended to shy away from her, but she didn't know why, although she was fairly sure she was pretty.

I took the liberty of telling her that it was perhaps because she was far TOO pretty, the type who would look stunning dressed in sackcloth with curlers, so men simply assumed that she was already spoken for, and that she was way out of their league anyway. The only men or women who engage with that kind of woman are the drunken and/or drugged assholes, and who wants or needs that kind of attention. All the non-ebriated or non-wasted potential candidates just don't have the balls to take a shot.

Plus, men worry about having a too-beautiful girlfriend because everywhere you go the entire world will be mentally undressing her and sliding into her slippery asshole, or trying to surreptitiously goose her in the crowd at the bar or brush against her to help plan their wank later on that evening, or just staring to get a good look at her so they can remember the moment for later when they're giving it to their other half in bed that night, so if she's on their arm, they'll be constantly paranoid or even getting into punch-ups every now and again if someone gawks at her for too long.

And ... before you ask ... no, I didn't. Didn't have time that night - well, that's my story, and I'm sticking to it.
 
I have met women like this. My first wife's best friend was like this -- men stayed away from here and she was only three or four guys away from being a virgin when she got married
 
Marie; 33 year old, 5'9" 118 lbs, DD tits. Half Greek half Italian. Very pretty face, dark eyes. The kind of woman who turned heads in public. Once had to be escorted out of a Major League stadium because she was too distracting. Stuck in a sexless marriage and had a lot of pent up sexual frustration to work off. Experienced and highly skilled in bed. She didn't mind if I had sex with other women while we were dating. We saw each other off and on for a few years.
 
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Marie; 33 year old, 5'9" 118 lbs, DD tits. Half Greek half Italian. Very pretty face, dark eyes. The kind of woman who turned heads in public. Once had to be escorted out of a Major League stadiun because she was too distracting. Stuck in a sexless marriage and had a lot of pent up sexual frustration to work off. Experienced and highly skilled in bed. She didn't mind if I had sex with other women while we were dating. We saw each other off and on for a few years.
Once had to be escorted out of a Major League stadiun because she was too distracting.

Those in charge asked her to leave because everyone was staring at her, or every Tom, Dick and Harry was lining up to pester her?
 
The answer to this question depends on how you define "hottest." The simple answer is my wife. She is a gorgeous BBW who checks everyone of my boxes. She has fulfilled all of my fantasies at a very high level, and for most of our marriage we fucked like rabbits.
But I suspect you are asking a slightly different question. In that case, the hottest woman was probably a woman I had a brief relationship with a few decades ago. I was 28 and she was 31. She was a stunningly beautiful Cuban woman with a perfect hour glass figure. Not perfect like a swimsuit model, but more like Christina Hendricks -- a little more voluptuous than average. She was around 5'5" or 5'6" tall, I would guess she weighed around 145 pounds, and had D cup sized breasts. At the time I met her she was going through a divorce. She was the receptionist in my best friend's office. He had been fucking her for a month or so, but met someone else and more or less ghosted her. I met her right around that time, and within a week we were in a motel room fucking on her lunch hour. She fucked like a beast, sucked and swallowed my cum, and took my cock up her ass (something she never let her husband do). We met once or twice a week at lunch or after work for a few months until her divorce was final. After that she decided she wanted a fresh start, so she quit her job and moved to another state.
 
At my father's funeral I'm ashamed to say. Standing in reception line talking to my wife when I turn and saw the most beautiful striking woman ever. My tongue didn't work. Turned out she grew up next door to me. Damn did she change. If only I knew.....
 
The hottest woman I ever saw was riding to work on the Mexico City subway. Every guy on that train had only one thing on his mind and she was oblivious lol. Or not.
 
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