Bad day for a run

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
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Vader
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Re: Bad day for a run

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Bad day for a run.

PART 32

Several weeks since James naked New Years Eve have passed and so far, he has kept his resolution to not wind up naked in front of groups of women he has done this by avoiding Melissa at least to a small degree he didn't blame her for them or think she was setting him up, but it wasn't lost on him that since his farm adventures ended every time wound up naked in front of women it was on an outing with her he also noticed as they increased she seemed to enjoy seeing him in these embarrassing situations a little more with each one. Melissa also noticed the change in James he wasn't mean or rude to her, but she could defiantly tell he was keeping a bit of distance between them and finally decided to ask him about this Melissa went to his office closed the door and told James I'm just going to be straight here it feels like you have been avoiding me since New Years am I wrong? and if you have been why? James told her truthfully; I have been a little bit and it's because every time we do something I seem to end up in an embarrassing situation where I'm completely naked in front of a group of women and it feels like you're starting to enjoy seeing me in these situations. Melissa, I want you know I'm not blaming you for this happening or think you are setting me up but for whatever reason it keeps happening to me.
Melissa told him I'm glad you don't think I'm creating the situations I really don't James told her the only thing you ever actually ask me to do was the bachelorette party for your friend Melissa told him I won't lie James I have kind of enjoyed seeing you naked you are sexy and have a pretty hot body so you can't really blame me and be honest if the roles were reversed and you got the chance to see me naked you wouldn't enjoy at least to some degree? Come on be honest Melissa prodded him I was alright James admitted yeah, I would and also know if it kept happening to you it would get old for you Melissa, I don't want us to stop hangout or doing things together I just want to do some normal routine things where I don't end up bare ass naked in front of a group of women oh well then I have something I'm helping a friend paint her house this weekend we could use some help that sounds normal and routine James agreed.

James arrived at the house a little after eight Melissa was already there and introduced him to Leah the house owner a little later two more women Chris and Ann arrived after introductions, they went inside James noted if was fair sized house but not overly big and felt they could be finished this weekend. Chris asked Leah where her daughters are she told her she sent Mandy her eleven-year-old and Jamie her thirteen-year-old down to a neighbor's so they wouldn't getting in everyone's way while the work was going on they began the days' work which continued till around noon Leah had ordered some pizzas, and she also had a couple of bottles of wine she broke out. As the food and wine were consumed Ann commented even though she was wearing old clothes for the painting on them Chris agreed yeah even though there old you hate messing them up with paint James commented sadly that's just part painting I can only think of one-way to paint and not get any on your clothes what would that be Leah asked James he would give an answer he would wish he never did to not be wearing any he replied.
Wow Leah said are you suggesting the ladies work naked to spare their clothes James was a little surprised by that and told them no not at all just saying the clothes we wear when painting get messed up, I don't like getting paint and stuff on my clothes either, but it comes with painting that ended the conversation and they went back to eating having more wine until Chris suddenly asked so James would you be willing to paint naked to spare your clothes? The other three women got back into the conversation chanting strip, strip, strip James laughed it off but now Leah got into it telling him come on save your clothes James told them you ladies wanted to save your clothes so after you Leah surprised him by saying I'm game if the rest are Melissa, Chirs and Ann were as shocked by that as James was Melissa and Chris said pass. Come on Leah insisted we can tell James has a hot body true Melissa thought Leah continued and we would like to see him naked and James, you know you would love to see the four of us naked come on Chris said no one is going to do this unless everyone does and i don't see that happening Leah responded why don't we let a game of chance decide who does and does not strip naked.

What are you talking about Ann asked? We play one hand of poker the winner decides who gets naked and who doesn't the women quickly agreed to this, but James shot it down no he said the four of you and me the odds are against me getting that winning hand fair enough Leah said so you and I play a hand if you win the four of us get naked if win you do. I don't know about this James said this is starting to get out of hand, but the women were now getting into it come on Ann told him we want to see your cock and balls swinging and your ass jiggling right Chris said and you know you want to see our ass jiggling and four pairs pert perky breast bouncing maybe it was the thought of what they were describing or the wine or a combination of both but James finally said ok.
Wine or not James would have never agreed if he knew that Leahs father was a professional poker player and taught her everything about the game Leah said alright before we play the hand let's get some ground rules no backing out whoever loses follows through, no getting dressed after a couple of hours you work naked till it's done for the day, if we come back tomorrow you strip when we enter the house James told them I have some as well no taking photos or video, no contacting anyone letting them know what's happening and inviting them over and no sending them outside to do something where the public can see them with everyone in agreement Leah said lets deal. James did not know about Leahs father being a pro poker player he also didn't know he taught her how to stack a deck and bottom deal to get herself the winning hand he did not do this so she could cheat people but so she would know if someone was trying to cheat her normally, she would not have used these skills but she really did want to see James naked and because she had pushed this and suspected when the wine wore off couple of the ladies would really not want to go through with this if she lost and wanted to spare them that.
Leah shuffled and the deck using the tricks her dad taught her and delt the cards James looked at his and took two Leah also took two of course she already knew how this would end but had to make it look good she took a dep breath what do you have James she asked he showed his hand two pairs' jacks and nines Leah put on a convincing show as she let out a sigh of relief and showed her cards three queens James jaw dropped and his heart sank as he was about to be naked in front of a group of women again the women wasted no time in collecting on the deal pulling James encircling him and telling him clothes off.
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Re: Bad day for a run

Post by tim409 »

To be honest, I am bit relived as I thought the women would strip too but you cleverly kept that from happening and only James will be naked.

I also like that although the women talk about is cock and balls, when talking about the women's top half, they were appropriately called breast as they should be.
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Re: Bad day for a run

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tim409 wrote: Fri Jan 03, 2025 12:52 pm To be honest, I am bit relived as I thought the women would strip too but you cleverly kept that from happening and only James will be naked.

I also like that although the women talk about is cock and balls, when talking about the women's top half, they were appropriately called breast as they should be.
Couldn't have the women naked as well that would make things fun for James not embarrassing.
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Re: Bad day for a run

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Bad day for a run.

PART 33

James was sitting there wondering how he let himself get in this situation yet again the women on the other hand especially Leah knew exactly how it happened the rest of the women were more than ready for naked James Melissa felt bad for James but was glad it wasn't her about to strip naked and was actually looking forward to seeing him naked in person again. The rest were waiting anxiously to see him that way for the first time they pulled him on his feet to center of the room telling him time for you lose the clothes James saw no point in putting it off any longer and removed his shoes and socks as he was taking off his shirt Chris actually tried to unfasten his pants but he pushed her back telling them I don't need help with this with his shirt off he unfastened and his pants removed them he hesitated a moment looking at the grinning faces of the women and then slid his underwear down and off and stood naked before them.
Leah, Chris and Ann took their time checking James out and enjoying what they were seeing Melissa went along with them even though she already knew what they would be enjoying before James removed anything James had gone through these stripping's enough times that he no longer felt the reaction to cover his penis and balls once the ladies got done looking him over and complementing on his great assets they decided it was time for them to get back to work. As they went back to painting no matter what area of the house James was working in either Leah, Chris or Ann was close by enjoying the view maybe it was because of the wine that they had today but James noticed the women were much more bold than other groups had been when it came to groping and fondling him, they would walk up and grab, slap or pinch the body part of their choice without hesitation.

Leah had James working on painting the ceiling which James suspected was not by accident as he had to use a long-handled roller which required him to use both hands and he had to be fully stretched out to paint which left him fully exposed and vulnerable to anything the women wanted to do to him which led to consistent ass slapping and pinching as well penis stroking and grabbing and squeezing of his balls Melissa was even more aggressive than usual as she stroked and squeezed his genital's they even kissed and nibble his ears all of this of course was getting and keeping James erect much to the women's delight and James embarrassment.
After a while they eased up on taking advantage of James nudity, he didn't know why maybe the booze was starting to wear off or maybe they were just trying to think of something new to do with him but for the moment he was working alone in a back room happy to not being groped, caressed, or fondled for a change but being in the back room he did not hear the woman at the front door. The woman at the door was Carol the neighbor that Leahs daughters Mandy and Jamie had been spending the day with also with Carol was her fifteen-year-old daughter Amanda she told Leah the girls were getting stir crazy and wanted to come down and see what the house looked like before Leah could say anything her daughters jumped inside pulling Amanda in with them saying let's check it out. None of the women at this point knew exactly what room James was in at this point as the girls quickly went from room-to-room James had no clue about what was happening he had his back to the door when the three girls entered the room he was in they were shocked at seeing a naked man they silently stared at him for a few moments before Amanda yelled out mom there is a naked man back here. Shocked by what he just heard James spun around and saw the three girls this was humiliating enough for him but worse for him was all furnishings had been removed from the room for the painting and there was nothing for him to take cover behind all he could do was stand there totally naked while the three grinning girls stared at him.
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Re: Bad day for a run

Post by Jeepman89 »

Trapped in that room with those grinning young girls seeing him bare ass naked! This should be good.
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Re: Bad day for a run

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Jeepman89 wrote: Sat Jan 04, 2025 2:51 am Trapped in that room with those grinning young girls seeing him bare ass naked! This should be good.
Will the moms send their daughters out of the house or let them stay with an embarrassed naked James? We shall see.
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Re: Bad day for a run

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Not sure how old these girls are but if they are young it could be a great teaching moment as their moms could use James to teach the girls all about the male genitals as the moms let the girls feel his penis and testicles as they explain what they are for.
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Re: Bad day for a run

Post by Vader »

Bad day for a run.

PART 34

As his shock at seeing the girls wore off James's embarrassment at the three of them seeing him totally naked set in, he tried to act casual and nonchalant about the situation or as casual as one can be standing naked in front of three young girls. James asks who are you and what are you doing here? Mandy and Jamie told him Leah is our mom we live here this is out friend Amanda the grinning Amanda looking him up and down with a lot of focus on his semi erect penis said OK you know who we are now who are you and why are you here completely naked? James told them he was here today helping with the house painting Amanda continued and the reason your naked is what James continued we had a bet earlier today and the loser had to work naked. This cracked them up the girls found it hilarious that James was in his current state because he made a bet, and they broke into uproarious laughter that was really stupid Mandy said I'll say Jamie added I would never have accepted a bet like that no kidding Amanda agreed you really didn't think this through James was hardly in a position to disagree as his embarrassment continued to rise while having these young girls point out how dumb he was to accept the bet that got him into his current mess was not as embarrassing as standing in front of them fully naked it was a pretty close second.
Another shock hit James as Amandas mom Carol arrived after hearing her daughter call out about a naked man Leah had already told her about the bet and why James was naked you weren't kidding; she called out to them when she got their Carol like every other adult woman today slowly circled him looking him up and down spending extra time focusing on his penis and balls she told him I really thought they were joking about you being full on naked as she was enjoying the view the rest of the women arrived. There were now eight sets female eyes on naked James five adult and three teens all very much enjoying his nudity OK Leah said you have all gotten your eyeful now we need to get back to work she looked at her daughters and told them time for you two to go back to Carols they had no desire to do that protesting to their mom to let them stay promising to stay out of the way and behave Amanda also urged her mom to let her stay. Carol looked at Leah it's your house, so you make the call Leah said we aren't going to finish today, and we will be done for the day in two hours or maybe a bit longer, so it seems pointless to have them leave now the girls were delighted at this James less, so Leah said all right that's settled everyone back to work as they moved off James stopped Leah I thought no inviting other people was part of the agreement it was she told him I didn't invite her she came back with my daughters along with hers this wasn't planned and we can't change it now so let's just finish the day.

James wasn't thrilled with the added females in the house to ogle him, but he supposed Leah couldn't have predicted Carol showing up like she did the girls made a point to stay wherever James was working they asked if they could take some pictures of him but to James relief Leah drew the line there telling the girls it was agreed whoever lost would not be photographed or videoed so all of you hand over your phone the girls were not happy but did as they were told. The girls spread themselves about the room so no matter which way James turned he would see at least one of them checking him out even though he knew they were there seeing them made him more aware of his nudity and heightened his embarrassment the girls asked him if he liked being naked in front of the women and did, he make bets where he would have to be naked if he lost a lot James ignored the first and said no to the second. As the girls watched James, they were talking amongst themselves Mandy and Jamie said they were really disappointed they couldn't take any pics so am I Amanda admitted but we can still have some fun.
How the girls asked? James was again working on painting a ceiling and Amanda whispered the plan to them as James was fully stretched out painting the ceiling Amanda gave them the sign and Jamie and Mandy came up behind him and began slapping and grabbing his ass as he was distracted by them Amanda would grab and fondle his penis and balls this went on for a bit with them switching off on who slapped or grabbed what so much for they will behave James thought this continued on till Ann called out saying they were taking a break and for the girls to join them to get a break from women groping and fondling him James stayed where he was but was informed they were nearly done for the day.

Between the painting and being naked for a good part of the day James was feeling drained and stretched out to try and relax for a bit and pretty quickly dozed off as the break ended and the girls came back and found James asleep, they weren't sure what to do Jamie looked at the naked sleeping James and said we could do some painting that would be fun Amanda admitted knowing exactly what she meant but I don't think your mom would be happy with us wasting her paint like that and if my mom had to buy some for her I know she wouldn't be Mandy joined in we don't have to our mom has lots paints she uses for arts and crafts stuff we can use that. Go get it quick they told her be right back she said Mandy was back in about a minute they checked to make sure James was still out and started to work on their naked canvas the girls could not cover his entire body like what was done at the art exhibit, but they did have some artistic talent and had a fair amount of his body painted with flower or floral designs and some animated characters. Shortly after their paint job was done Leah called out, they were calling it a day the girls left the room to join their moms when James didn't answer or show up after a few minutes Melissa went to find him when she entered the room James had been working in her eyes got wide and her jaw dropped as saw James laying there conked out and painted up she tried to control her laughter but couldn't completely mainly because James penis was standing straight up clearly morning wood in the afternoon but also the fact they had painted the shaft to look like a tree the head with what was branches and leaves and even painted his balls the color of rocks there was no way she could let this pass and quickly got her phone out and got a pic.
Having gotten her, pic Melissa woke James I t took James a few moments to get his bearings before he realized what had happened to him oh you have got to be kidding me James exclaimed when he saw his painted-up body Let me guess three girls afraid, so Melissa told him hiding her smile how am I going to get this stuff off the girls had left the paint in the room Melissa picked one up relax it says it washes off with soap and water. Melissa told him there is a shower down the hall there is no one else here you can make it down there and I will tell everyone you're cleaning up as James started to leave Melissa got her first rear view of James since entering the room and burst out laughing what James asked with trepidation well Melissa told him I guess at some point you rolled over because there is a smiley face on your ass with have a nice day oh shit James said when they got the shower James noticed it was cluttered but the shower curtain had been taken down but not wanting to go home like this so he turned on the water.
As James was getting the water temperature adjusted Melissa noticed there was a place where here cell phone could be put unseen but still have a clear view of James in the shower Melissa again couldn't help herself and put her phone in position and told James she would go and get his clothes then put the phone on video and hit record. Melissa joined the others and told them James had paint on him and gave the girls a look and he was cleaning up and she was going to take him his clothes no problem, Leah told her Melissa gathered up James clothes hoping he had not seen her phone James had just turned the shower off and was drying himself when Melissa got back she put his clothes inside and waited for him to get dressed when dressed James asked her you ready after you Melissa told him as he left she got her phone switched off the video and followed him happy he had not seen her phone. When they were all together James gave the girls a glaring look but said nothing as it wouldn't change what had happened Leah told them it should only take three hours to finish everything tomorrow so they could show up at eleven and thanked everyone for all they did today especially James which got laughter from the women when James got home, he tried to relax hoping tomorrow would be a normal day When Melissa got home she checked her shower video of James very pleased with how it came out and added it and her newest pic to her collection of James nudes. She enjoyed her shower video of James one more time and decided she needed a shower herself a cold one.
Last edited by Vader on Mon Jan 06, 2025 2:46 am, edited 1 time in total.
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Re: Bad day for a run

Post by Jeepman89 »

Love the young girls reaction to seeing a naked James and being allowed to stay and watch him paint naked. Even better when they grabbed and slapped his ass. The ultimate humiliation was when they painted him themselves while he was asleep. One question: I know Amanda is 15 but how old are Jamie and Mandy?
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Re: Bad day for a run

Post by Vader »

Jeepman89 wrote: Sun Jan 05, 2025 9:38 pm Love the young girls reaction to seeing a naked James and being allowed to stay and watch him paint naked. Even better when they grabbed and slapped his ass. The ultimate humiliation was when they painted him themselves while he was asleep. One question: I know Amanda is 15 but how old are Jamie and Mandy?
Mandy 11 Jamie 13. James was hoping for a normal day tomorrow, but he might or might not have forgotten that the loser of the poker hand had to work naked till the job was done and if they had to come back on Sunday the persons or person who lost would have to strip naked again.
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