Naked pranks, accidental nudity and other funny naked/sexy stories

[wownice]

Originally Posted by coupleak

My wife had send me a tasteful topless pic a few days ago using WhatsApp. She does that sometimes to suprise me.
When she came home yesterday, she told me she was sending me a message again using WhatsApp. That pic was still visible in the top half of the screen. A male colleague of her was standing right next to her and was watching at the picture. At home she was laughing it off, but I know secretly she likes being exposed like that. Keeping plausible deniability cause her colleague was never supposed to see that picture.

Too bad it was a "decent/tasteful" pic, cause she has send me lots that were more explicit and more clear to see. Pic is included. Judge for yourself.

Nice nipple!

[nickerboxer]

I was the "victim" of a cruel work prank back in the day. I was in a junior sales position. Most of the office was fairly young in age (23 - 35 mostly). And it was a very social group amongst everyone. But I was a new guy and more introverted than everyone else, so my working tenure there I was mostly an outsider to that workplace's social environment prior to this story.

When I was there I had sort of a "work wife". She was my sales lead and mostly managed my day-to-day as well as trained me in when I first started. She wasn't officially my boss that I reported to, but I interacted with her more so than any other person there. She was a bit older than me - I was probably 27 and she would have been maybe 32. She wasn't married, but had a serious boyfriend and she was WAY hotter than me. I had a mini-crush on her but since she was out of my league and taken, I never even considered it a possibility.

Anyways, one Saturday evening I got a text from her - totally out of the blue. We had each other in our phones for after hour work emergencies, but we never actually used texting to communicate until this day. It started with small talk and slowly got more and more flirty. I'm paraphrasing but her messages went like this:

Hey!! How'd it going? My boyfriend is hunting this weekend and I'm bored. Just thought I'd say hi and good job on the {random work account} this week. You did a great job!

And of course I took the bait. I texted back every time she texted me. And we had convo going from about 6 pm until 10 pm. I got a new message from her maybe every 10 minutes or so. And then towards the end of the night I got a yoga pants booty pic from her and she requested a dick pic from me. I couldn't believe this was happening. I was so turned on it was like a dream come true. And of course it wasn't real.

The next morning I got a phone call from a random number. Then they called right back when I didn't answer and left a voicemail the second time. I listen to the voicemail and it was my work wife crush basically saying, "Hey, call me right when you get this. This is my number. Call me at this number immediately." I was thinking that maybe our text flirt from the previous night got her in trouble.

Anyways, I call her back and she explained to me that it was a prank done to both of us by 4 others in the office (two guys and two girls). They had gotten together and orchestrated this elaborate prank in which they switched out the contacts of each of us in our phones to one of their phone numbers. So my work crush was getting texts from who she thought was me at first and of course I thought the texts I was receiving were actually from her. But in reality the texts I was receiving were from the 4 pranksters playing a joke on us. I felt like the biggest idiot ever.

She told me it wasn't my fault. I sent her screenshots of our entire fake convo. And she was beyond pissed whereas I was just more embarrassed. She told me she was going to HR first thing Monday morning and I begged her not to because I thought I was going to get in trouble considering my texts got awfully flirty towards the end of our fake convo. And the group of pranksters took the dick pic I sent and forwarded it to my work wife crush. So it was just such a complex situation that I felt like I was going to get in trouble over it.

Thankfully my work wife crush didn't go to HR. She just held a meeting with the 6 of us (myself, her and the 4 pranksters) and she ripped the four of them to shreds in this meeting and stopped being friends with them afterwards. Then she took another job somewhere else about 3 months later, which was a bit sad for me. But it was awkward between her and I after that entire incident anyways.

There was a silver lining for me, which was that everyone started liking me after that because I thwarted off the nuclear HR scenario - which would have been a disaster for everybody. And I hooked up with both of the female pranksters from that incident over the following year - not at the same time, but in separate hookups. And of course I had the yoga pants booty pic of my work crush - even though it was more of a cruel reminder than anything else.

[Openyoureyez89]

Nickerboxer, sorry man that sounds rough. Couple questions though.

So did she send the yoga butt pic to them thinking it was to you or did they just end a pic of someone else to you saying it was her. If she sent it thinking it was to you, surely she had some interest in you.

Also did she ever comment on the dick pic?

Years ago at a restaurant I worked at a rumor started that I was fucking a new prep cook we hired just because we may have been a little flirty. It escalated and got to the point where a manager had to intervene. Eventually everyone realized it was a rumor only. However the situation caused me and the girl to become friendly and even though she wasn’t my type (mousy, skinny) we did end up having sex. Something that never would have happened otherwise.

[nickerboxer]

Originally Posted by Openyoureyez89

So did she send the yoga butt pic to them thinking it was to you or did they just end a pic of someone else to you saying it was her. If she sent it thinking it was to you, surely she had some interest in you.

No. I was wondering the same thing after everything calmed down. But when I asked one of the pranksters, she said they already had it. I don't know how they got that particular pic. I was definitely of my work crush though. They were decent enough friends with each other before that incident that I assumed they saw it and saved it at one point.

It was a side-angle yoga pants pic that showed the shape of her ass. But it wasn't some crazy sexy pic with any nudity. It was also kind of dark and fuzzy from early generation camera phones too.

Originally Posted by Openyoureyez89

Also did she ever comment on the dick pic?

No. From my understanding, when my work crush got the dick pic in a text think it was from me, that's when she started getting really upset and threatened to go to HR. Then the pranksters copped to the prank and it fell apart from there. Then she felt bad for me when she realized I was being pranked upon too.

There's no indication that she enjoyed any part of that prank. She was pretty pissed about it (not at me, but at the others) and left for a new job a few months later. And for me the embarrassment part was fine after the first week. The stress of thinking I might get in trouble was the worst part about it.

[piecenick]

Back in 2004 I worked with the woman who was head of large contract sales. She was tall, blonder, slender, she had such an elegant was about her, she always wore heels. One day she had to drive about 60 miles to do a presentation to a client, she had A PowerPoint show, product to show, I offered to go with her to run the PowerPoint, and to set up the product, I wasn't busy, she was always busy.

WE get there in plenty of time, I set up the electronics and the displays and Charlotte nails the presentation, by the end of the day we have contracts signed. WE leave about 5:00 and Charlotte says she's buying us a drink and she'll even give me a cut of her commission, pretty generous since I didn't do much.

We stop at a nice hotel bar, have literally one drink and we head back. Well, we should have skipped the drink, it is raining torrents and for safety I pull off the highway under an overpass to escape the hail. I check the weather radar, we aren't going anywhere for a while until the front passes, it's dark out, the highway only had a few brave souls on it. Charlotte say she needs to find a bathroom, I go a couple of exits and find a Hampton Inn next to an Applebee's.

My the time we get in the Applebee's, we're both soaked, Charlottes silk blouse is see-through to her lacy bra, and she is cold from the AC. We have something to eat and coffee, weather looks better, so we go for it. I put my coat over Charlotte, I get go the car and pull up to the front door, but a gust of mind and cold rain soaks her again. The poor lady is shivering, even with the heat turned up. Charlotte says "to hell with modesty, I'm freezing, you're a married guy, you know why breasts look like." Off come all the wet stuff and Charlotte puts he ample boobs against the heater vents. I'm married and I've seen boobs, but not like those.

We agreed to never mention it, but at a boozy office party, she spilled the beans.

[entertainingcat]

I saw a girl next to my apartment come out wearing towel, hang the towel there to dry and go back in i was so hard

[boardwalk1900]

Going back nearly 20 years to when I was in my first year of university, I lived in student accommodation on campus with five others - 1 other guy and 3 girls. It was a real mix of personalities but we all got on fairly well.

One of the girls (I’ll give her the name Jenny) was really sweet and easy to talk to, but she was quite different from the rest of us, in that she took her studies very seriously, didn’t drink much and always seemed kind of quiet/reserved. She was actually quite attractive in a geeky sort of way - slim with ginger hair and glasses. I learned from talking to her that she’d never had a boyfriend and I noticed she always tended to wear fairly plain, un-revealing outfits. She hung out with a small group of similar girls from her course and was a member of the charity / volunteering society.

Although we were quite different, we got on well and we had long chats whenever we were in the kitchen at the same time. I sometimes helped her with computer stuff and she always offered me cake when she did baking and even brought me soup and took my laundry one time when I was really sick.

One night, right at the end of the year, I was up late doing last minute prep for my final exam. I’d gone to the kitchen to make something to eat, when I heard a commotion in the corridor. Jenny had already done her last exam that day and had been to a party at her friend’s place to celebrate. Unusually, she’d been drinking and when I went to see what the noise was, I found her being guided to her room by one of her friends. She was way more drunk than I’d ever seen her before, but she seemed happy and her friend was taking care of her, so I went back to the kitchen.

Maybe 10 minutes later, I was alone in the kitchen taking my food out of the oven, when I heard the door open behind me. I turned around and couldn’t believe my eyes. Jenny had walked from her room down to the communal kitchen wearing only a cropped vest-top. She was completely naked from her belly button down to her feet.

When she saw me she smiled and started making small talk - despite the fact she was half naked and her bright orange bush was on full display. Her top was thin too, giving obvious pokies. Although she was obviously drunk, she spoke perfectly clearly and seemed genuinely oblivious to the fact she was naked from the waist down. I asked her if she was OK, she said she was, and then I remember her rummaging in the fridge, taking out something - maybe a pack of sliced cheese - and just standing there casually eating it while we talked.

We must have stayed in there a good 10 minutes longer - luckily for her it was late so no one else came in and saw her - after which I walked back down the corridor with her (a few steps behind, naturally) as we went to our respective rooms. The whole thing was totally bizarre - there was nothing suggestive about it and she just acted completely normal the whole time. I don’t think for one minute she was trying to initiate anything - she knew I had a girlfriend and that just wasn’t her.

She was the last one of my flatmates I’d ever have expected to show anything revealing - I’d never seen even a hint of cleavage all year - yet she was the one whose naked bottom half I got to see, front and back, for about 15 minutes straight. The main things I remember are her thick, bright orange bush, that her bum was disproportionately shapely for someone so slim and that her nipples looked quite puffy through the top.

Nothing about it was ever directly mentioned afterwards, but I still remember those 15 minutes vividly, nearly 20 years on.

[boardwalk1900]

Much less exciting than my other post, but very relevant to the thread title. During that same year of university, one of my female flatmates was quite jokey and liked to do stupid stuff / prank people, especially when she was drunk. For a while she was into pantsing people (or lifting skirts/dresses) for a laugh and I ended up seeing several of her friends in tiny thongs and lacy underwear.

It worked both ways though - she did it to me and the other guy flatmate a bunch of times. Maybe it was coincidence, but she always seemed to do it when we were in pyjama bottoms (going commando), so her and a couple of her friends ended up seeing me and the other guy full frontal several times. One of the times I was carrying a plate of food, so I couldn’t do anything to cover up straight away so they got a much longer eyeful.

I think it stopped after a guy friend of hers gave her a painful wedgie in return which was so hard it snapped her thong.

[luvs2spin78]

Originally Posted by Openyoureyez89

I started this thread hoping for stories on the funny side of life that involve nudity, accidental or otherwise, not just pranks. So here’s a funny story.

My wife and I visited a botanical garden once about 5 years ago. We were both 30. It was a warm day and my wife wore a black summer dress with flowers on it. We have pictures of this day and every time I come across them I’m reminded of this story. It was quite boring but we ended up going inside a greenhouse for tropical plants. As soon as you entered you felt how they kept it very warm and humid inside. You could hear the whir of loud heaters and misters. My wife walked a bit ahead of me and stepped over a wide vent that ran across the walkway. Her dress was immediately blown straight up. Not just to her butt cheeks but to about her stomach. It caught her off guard and it took a second for her to react by trying to push it down before realizing the real solution was to step away from the vent. When it finally was back down, she glanced around to realize no fewer than 15 or so people had turned her way when she shrieked. Half of which were males of all ages that had been treated to a three second view of her ass in a black thong and her jiggling cheeks and thighs as she dealt with it. She was beet red but laughing.

A little later we circled the whole gardens and found ourselves back there. My wife pointed to a couple and said that lady’s skirt is gonna do the same thing. The woman was Asian. Probably mid 20s. I said maybe you should warn her but my wife uncharacteristically had a case of schadenfreude. So we followed them into the greenhouse and sure enough the woman had the same embarrassing moment. She had fuller bottom lacy red panties. About half her cheeks hung sexily beneath them. She grabbed her boyfriend’s hand and stormed out avoiding eye contact with everyone.

If lived in that city I would be an annual member and make my way to the gardens every sunny day and just camp out in the greenhouse.

"she glanced around to realize no fewer than 15 or so people had turned her way when she shrieked. Half of which were males of all ages that had been treated to a three second view of her ass in a black thong and her jiggling cheeks and thighs as she dealt with it. She was beet red but laughing."

that is SO HOT!!!! I would love to see her cute facial cheeks blushing furiously after she realized she just inadvertently mooned everyone (what I'm sure were) her delicious bum cheeks (_!_) I'd have been sure to walk past her and give her a big knowing smile. Maybe even say something nice and teasing to her. There's also something very hot about 'males of all ages seeing her'.. especially am jealous and thinkin of the younger guys who I'm sure were THRILLED to see the bare bum of a pretty ENF MILF... no doubt they all filed that memory into their long-term spank bank.

[luvs2spin78]

Originally Posted by piecenick

Back in 2004 I worked with the woman who was head of large contract sales. She was tall, blonder, slender, she had such an elegant was about her, she always wore heels. One day she had to drive about 60 miles to do a presentation to a client, she had A PowerPoint show, product to show, I offered to go with her to run the PowerPoint, and to set up the product, I wasn't busy, she was always busy.

WE get there in plenty of time, I set up the electronics and the displays and Charlotte nails the presentation, by the end of the day we have contracts signed. WE leave about 5:00 and Charlotte says she's buying us a drink and she'll even give me a cut of her commission, pretty generous since I didn't do much.

We stop at a nice hotel bar, have literally one drink and we head back. Well, we should have skipped the drink, it is raining torrents and for safety I pull off the highway under an overpass to escape the hail. I check the weather radar, we aren't going anywhere for a while until the front passes, it's dark out, the highway only had a few brave souls on it. Charlotte say she needs to find a bathroom, I go a couple of exits and find a Hampton Inn next to an Applebee's.

My the time we get in the Applebee's, we're both soaked, Charlottes silk blouse is see-through to her lacy bra, and she is cold from the AC. We have something to eat and coffee, weather looks better, so we go for it. I put my coat over Charlotte, I get go the car and pull up to the front door, but a gust of mind and cold rain soaks her again. The poor lady is shivering, even with the heat turned up. Charlotte says "to hell with modesty, I'm freezing, you're a married guy, you know why breasts look like." Off come all the wet stuff and Charlotte puts he ample boobs against the heater vents. I'm married and I've seen boobs, but not like those.

We agreed to never mention it, but at a boozy office party, she spilled the beans.

I'm a huge fan of office sex fantasies... and have been around enough very attractive office women in their skirts and high heels to have developed quite a fetish for this. Unfortunately got to admit I never had a great serependitious encounter, but certainly had plenty of fun, teasing, flirty encounters. Anyway I bring that up cause I find this story of yours SO FRIGGIN' HOT!!! For starters, love the way you described Charlotte (tall, blonde, slender, elegant, always wears heels.. and I'm sure nice dresses and teasing skirts!!... and then of course, the see-thru silk blouse and lacy bra). What a great image! I've found that some women who dress and appear that way might also look 'nice' but not necessarily be a total knock-out, yet over time seeing them dressed so nicely in this 'formal office setting' and interacting with them in a professional manner leads to one day you looking at her and thinking.. woah.. she is actually quite a bit hotter than I thought! And maybe its a simple accidental peek up her skirt or seeing her bending down over your desk in just the right way or some small image like that that sparks that fire. Or, even better as in your case!!!

So back to your story.. she's all excited about landing this huge deal, decides to let her hair down and grab a drink with you.. and then it all starts going (wonderfully!) topsy-turvy. Her blouse gets soaked.. becomes see-thru... its as if she's modeling her sexy lacy bra just for you.. as if she's not even wearing a blouse (!)... her pretty hair is all wet, all disheveled.. and she suddenly and WONDERFULLY throws modesty out the window and decides its okay to fully show (not just flash.. but FULLY SHOW) you her ample bare breasts. Sitting in your car.. in her sexy heels... her sexy skirt (?).. and 100% topless!!! I can not imagine how HOT that was!!! I would love to hear more if you can share about what her demeanor was like? shy at all? care-free? matter-of-fact? laughing with that 'I can't believe I'm doing this' expression? I hope you found some way to politely compliment her on how wonderful her boobs were and how fantastically exciting this was for you without coming across as a creep. No doubt you knocked out a few thinking about Charolette's boobs.. or thought of them next time you were having sex. No? btw, how old was she? you? .. I'm sure you didn't, but I'd like to think you offered to massage them for her to get the blood flowing and warm her up faster