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

[drobert44]

I like the one you have with the smaller cock

Awwww, my sissy!

 

[BInowGay]

Awwww, my sissy!

She is super hot

 

[MostHated]

So, yes, I’ve turned down guys for, um, not measuring up - but it’s never been at the pants-off stage, which would honestly be mortifying for everyone involved.

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.'

 

[drobert44]

She is super hot

Looks good on my arm, 6’ tall

 

[NewFrontier]

Years ago a female sales rep, 10 years my senior, called on me weekly as the company I worked for purchased quite a lot of product from them.
She was slender with a nice body. After a year or so we had a good professional working relationship with occasional flirt talk to keep it fun.

One day while walking about the factory inspecting product, which we did weekly, we were in a secluded area reviewing specifications on shelved material. We were both facing the shelves, me standing behind her, while discussing current issue of a new variant. After one of my comments she made a smart aleck remark. Without thinking I gave her playful swat on the butt. She just giggled. I said hey that’s pretty firm. She said she tried to walk ever day. She was not taken back by my actions, so I took it a step further and groped her butt a little bit. She just laughed at my actions. I said something like "Nice, you are in shape”. I was still groping and she didn’t seem to mind so I slid my hand under her skirt and back up to her panty cover behind. Still no negative reaction from her so I continued rubbing her bobo and commented on her nice panties to which she replied she likes to dress nice for her customers.

Wow, this was like a dream! All this came out of the blue, never once did I give thought to playful actions beforehand.

As I'm running my hand all over and groping her butt, I slide my finger tips under the elastic hem and follow it around her butt and up her right hip to see how far she intends to let this go. Still turned away from me, she stepped back closer and turned slightly to me as if to provide more access. With little effort my hand slipped into and down the front of panties to discover a silky smooth freshly shaven mound. WOW!!! I said O…M….G… in a low voice and she looked me in the eyes and said "do you like"?

My head was spinning as I was just giving a kitchen pass to something that I never even thought about, but liked! We were both married and something like this just never crossed my mind.

As my fingertips gently slid up and down her lips I could feel her wetness begin. She spread her feet a little bit more and put a hand on my chest. I love seduction and this was driving me crazy horny.

She looked towards the entry of the area we were in and said “I’ll keep watch”. I was loving this and my boner was growing. I slid my wet fingers up to her button and jilled her off in about 30 seconds.

For the next year, before I moved on to a different company, I jilled her off weekly. While out in the factory, in my office, or conference room I keep her satisfied. She did not have interest in satisfying me so much, and we could not remove clothes, so this arrangement was fine with me.

After signing her out of the building I returned to my office via one of the least traveled corridors containing a restroom with a single chest high urinal which was perfect for me to blast 8-10 ropes up in the air not having to bend over and to aim at a toilet.

Nothing else in our working relationship changed, we never kissed or met up out side of work as we had our own lives. Those were great days, and all before cameras.

 

[TalkToMeInSB]

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...

 

[Hipshot1554]

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?

 

[LittleGreene]

I suppose the question here is... could he use what he had well enough?

He was ok. But I couldn’t get the ‘look’ out of my mind, especially when I was giving him oral. I have to admit it put me off. It was a one time thing - let’s say that

 

[Shaglus_Ziegler]

No need to trim it all for God's sake! You're a man - you should be hairy! I have spoken

Never shaved never will! Actually prefer my women like that too.

 

[2tallpaul]

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.

 

[Sgts19]

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

 

[FiveInch033]

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.

 

[sunset_dreaming]

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.

 

[LittleGreene]

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.

 

[SirSparky]

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

 

[KentBloke63]

That she squirted when she came. Lovely surprise

 

[sunset_dreaming]

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!

 

[SirSparky]

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

 

[Carson19820]

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.

 

[J_Bone]

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.

 

[Stopokochac]

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

 

[Achingluv]

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.

 

[Noor]

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.