What’s the biggest shock you’ve ever got the first time you’ve got naked with a new partner?

Was dating a woman who had a rocking body, kind of a gym tight body with killer boobs. She looked hot with her tight tops and jeans. When we got busy and she took off her shirt and bra, turns out she had serious bolt ons. Very round and rock hard with nipples that pointed in two different directions. No sway or jiggle... nothing. Just bolted on cantaloupes.... Very odd...
 
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We’ve all been there. We’ve been flirting, the sexual tension has been building and finally you’re going to get naked with a new partner.

But the moment they undress you’re shocked or surprised by what stands in front of you.

What has been the biggest surprise, good or bad?

For me, it’s nothing extreme. Just one guy , what I’d call a man’s man, good physique, physical lifestyle, rugged outlook, but when he stripped was shaved completely below. It was definitely not what I was expecting.

So what’s your happy or sad surprise?
I suppose the question here is... could he use what he had well enough?
 
Not as bad as during my freshman year of college, I was out for the evening with my new best friend, lisa ( okay more later on the ups and downs of having an opposite sex best friend) and her boyfriend and my friend's roommate. I was getting along famously with the roommate , we were laughing rather "touchy feely" in the east back to my dorm room. Upon arriving, I decided disposing of excess beer in advance of amorous activities was in order. When I returned, her head was in her hands, sobbing. She "couldn't go any farther" and left for her room. I was left with a "I thought things were going great" feeling of confusion.
I found out later, she had been the victim of abuse at the hands of her father... tragic and sad, but you can understand my confusion.
Lesson learned: not everything is as it might appear.
I appreciate your comments. I married a woman that went through a bad rape, I didn't have a problem with it. She couldn't get past it and 18 years later, divorced. Thank you for posting as not all surprises are good.
 
Met a couple for lunch when we had our swinging adventures. Never had met them before, nice people so we decided we wanted to swap. The next weekend we spent the weekend at their house. It was winter and very very cold so all of us had warm clothes on when we had all met. When I finally saw her I was shocked that her tits were so big my wife's aren't so I has a little variety for the weekend
 
That was what I had been curious about, how awkward that may have been. The guy standing there all ready to go and you looking on with a bit of unhappy surprise and having to find a way of saying 'yeah, umm... about that.'
The way to stop this is to be upfront and honest about it. Before I'm intimate with a woman I tell her. This has put my partners at ease. If they don't do anything with me; then I knew. I can't change my size. So why be shy about it? Communication is a key. Getting naked if you have a small penis doesn't have to be a "Shock". If she is shocked, keep going, or reassure her by saying, "I know its small." Or name it, "I call it Tiny." It puts her at ease and it shows you have confidence. The worst is to be insecure or act like it's not what it is.
 
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The way to stop this is to be upfront and honest about it. Before I'm intimate with a woman I tell her. This has put my partners at ease. If they don't do anything with me; then I knew. I can't change my size. So why be shy about it? Communication is a key. Getting naked if you have a small penis doesn't have to be a "Shock". If she is shocked, keep going, or reassure her by saying, "I know it’s small." Or name it, "I call it Tiny." It puts her at ease and it shows you have confidence. The worst is to be insecure or act like it's not what it is.
One Of the best partners I had before my husband was smaller than average. He made it very clear before we got naked that it was smaller but he made up for it with skill. After he said that I found I really wanted to see if he was telling the truth. He was.
 
The pierced nipples sure caught my attention. And came as a total surprise as at the time, 30 years or so ago, it certainly wasn't a common trait. Completely free of tattoos... even her ears weren't pierced. Just her nipples.
I experienced pierced nipples for the first time about 5 years ago. Was a great experience. Playing with the bars, pulling them and sucking her nipples with them in. She also had a pierced tongue and felt amazing getting a blowjob
 
I experienced pierced nipples for the first time about 5 years ago. Was a great experience. Playing with the bars, pulling them and sucking her nipples with them in. She also had a pierced tongue and felt amazing getting a blowjob
Sadly it was a long time ago and to be honest, if I was more adventurous, all that and then some would have happened. Not that she didn't encourage playing with them.... it kinda freaked me out at first! Haha!
 
Sadly it was a long time ago and to be honest, if I was more adventurous, all that and then some would have happened. Not that she didn't encourage playing with them.... it kinda freaked me out at first! Haha!
Yeah I can imagine if you had never seen that before lol
 
Unfortunately mine is not a happy ending. Was seeing this girl in my early, early days. Finally got to the point we were getting intimate. Dropped her panties and... her hygiene down below was less acceptable than human decency should allow. Sad because she was otherwise an attractive girl.
 
What a great thread. Three jump immediately to mind, all good ones.

First was a girl I hooked up with in college quite a bit one summer. She was really petite and athletic with smaller boobs, guessing large A/small B cup. All the girls with smaller boobs I'd been with had what I'd call nipples to match, meaning smaller nipples too, which seems normal. Well, first time I got her top off, I was shocked to see hers were huge! Her areolas were easily 3" in diameter and her nipples were gumdrop thick and protruded at good inch or so. It was such a turn on and I soon found out they were ultrasensitive too.

Second is also about nipples similar to a couple others in the thread. It was a really cute, sweet, innocent, reserved and somewhat religious girl I'd been courting for awhile. She wasn't a prude, but not one to jump into bed too early either. In fact, it took a lot longer than normal. But once it happened, I was VERY surprised to see her nipples were pierced. Just wasn't expecting it at all given her demure demeanor, but it was a surprise and a sexy one at that.

Last one was a divorcee I hooked up with quite a few times in my early 20s. First time we were together was one afternoon at her place. We were making out and slowly undressing each other. I got her on the bed in nothing but a thong and started easing them down preparing to go down on her. Being that it was daylight, I immediately noticed that her pubic hair was shaped with three rainbow-shaped arcs roughly the width of a pencil about an inch apart with the rest being completely waxed. Add to that that all three were dyed. I think they were red, blue and yellow. I'd seen designs before, triangles, arrows, hearts, etc. But I'd never seen anything quite like that before. So unique, really sexy and a total turn on, especially since she told me she'd had it for awhile, but that she'd dyed it for me. ;)
 
Definately this disabled girl who had MS. She had a very unique looking body, like I've never seen before. And her pussy was shaved but covered in razor bumps. I wasn't expecting her to be shaved, especially since her arms were so hairy
 
Don't know if I'd call it shocking so much as poignant (though her reaction to my reaction might have qualified as shocked), but one time I was with a girl and we were starting to remove each other's clothing. Yet when I got to her shirt, she tried to keep it down, below her tummy. To make a long story short, she had a big abdominal scar from an appendix surgery gone bad when she was young. She was very insecure about it, thinking it made her ugly, but when I saw it and told her it didn't matter, and then showed that it didn't matter, she was shocked and tearful (in a good way). It wound up being a long, very enjoyable night.

I later learned that her last relationship had been an abusive one, and I'm sure he had used that scar to help control her self-esteem. I'm glad she learned that not all guys are such big shits.
 
He had/has the most beautiful legs I’ve ever seen and I’m not into body parts.
I just stood there staring. After a bit, He asked me if I was going to take off my clothes, I remembered where I was and said yeah.
 
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We’ve all been there. We’ve been flirting, the sexual tension has been building and finally you’re going to get naked with a new partner.

But the moment they undress you’re shocked or surprised by what stands in front of you.

What has been the biggest surprise, good or bad?

For me, it’s nothing extreme. Just one guy , what I’d call a man’s man, good physique, physical lifestyle, rugged outlook, but when he stripped was shaved completely below. It was definitely not what I was expecting.

So what’s your happy or sad surprise?
A cock bent like a banana to the side - literally! I still managed to get it in though ha ha
 
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