Bad day for a run

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

Post by Vader »

Bad day for a run.
PART 8

Sharon and Shannon were leading James and the rest of the group to his next task the farm classic milking a cow as the group made their way there the girls from the tour were getting bolder in taking advantage of James nudity as he was walking behind the sisters the girls basically surrounded him with the girls closest to him slapping, pinching and grabbing his ass while a few others would actually squeeze his balls or grab his cock with the girls farther out shielding them from view as one group had their fun they would switch with the girls on the outside. James tried to block them but there were too many hands for him to deal with the girl's laughter finally got the teachers attention and she turned and told them to knock it off James noted her tone was not very authoritative and she was most likely getting a kick out of the girl's actions it ended a few moments later when Sharon announced we're here.

The girls moved off and let James go ahead to see they had the cow secured to keep it from bolting or kicking Shannon ask James if he was familiar with milking a cow, he told her yes, he had done it as kid great she said then let's get started. Sharon brought a pail to put under the cow's udders and a stool for James to sit on he was grateful for this as his ass would not be on display for once and his back would be too the girls he was only half right as Sharon had the girls move around to the front of the cow to get a better view of the milking it also gave them a great frontal view of James which he had no doubt she knew would be the case. With everyone in place Sharon told James get to milking James took hold of the udders and went to work none of the girls had ever seen a cow milked before and commented that looks painful for them another said she hoped James arms didn't tire before he was done one girl commented James should have bought the cow dinner before doing that which cracked the whole group up. James finally finished the milking and was happy that other than a few silly jokes nothing embarrassing had taken place unfortunately for James one of the younger girls on the tour commented that his penis looked kind of like what was under the cow and asked could he be milked to Sharon told them the result would be different than the cow but yes, he could milked and asked them would they like a demonstration? James shot her a what the hell look she smiled at him and whispered to him one-word clothes at that moment James knew he too was going to get milked.

James stood there not believing what was going to happen to him Sharon told the girls unlike on the cow James penis would have to be hard for him to be milked she then began fondling his balls to accomplish this with his cock erect she took hold of his penis and told the girls you stroke up and down like so oh and if any of you are wondering this doesn't hurt him in fact he enjoys it she stroked his cock a few more times and then did something James never saw coming though maybe he should have she said show of hands and asked how many of you would like to try milking James? To no one's surprise every girl's hand went up what did surprise everyone especially James was that the hands of Jane and Ericas daughters went up as well at this point the only thought that entered James's mind was oh shit. Alright Sharon asks who wants to be first before anyone could move Ericas twins and Janes daughter ran up shouting me, me Sharon looked back at her sisters who shrugged their shoulders as if to say why not what was already a humiliating situation for James went into overdrive as each young girl took hold of his penis and began stroking him the only saving grace was Sharon only let them go for about ten seconds but they let go of him happy they had been the first. As the girls from the tour had their turn Sharon limited them to about 20-25 seconds each to make sure James didn't blow and they all got their chance to work his cock as the last girls time ended James was thrilled that was over and he was on step closer to this all being over at that moment one of the girls jokingly commented we didn't get anything out of him there was some laughter over that until Erica spoke up saying I can take care of that.

Oh, hell James's thought his penis had just been worked on by 18 girls granted three of them were very young now he was going to get jerked off by a grown woman he was not sure how much more of this his cock could take. As Erica walked by him, she gave his ass a little pat she then reached down and took hold of his cock she got a firm grip on him and began slowly stroking him for James this was far different than with the girls as Erica clearly had a good deal of skill at milking a guy. Erica was in no hurry to bring James to orgasm she would loosen and tighten her grip vary the speed she stroked him sometimes she would use her other hand and tickle his balls. As she continued to take him close to losing it the ease back, she could hear low moans of pleasure starting to come from him for James this was becoming increasingly madding needing and wanting release so badly only to have her keep denying it James noticed that the girls who had been cheering her on had gone silent when he glanced over at them they were looking on in amazement that she was able to work his cock like this and not bring him to orgasm some looked like they were taking mental notes. As Erica continued to stroke James's penis, she could hear his moans getting louder and his legs were starting to tremble, and she knew he was at the end of his rope and decided it was time to take him over the finish line she tightened her grip and picked up the pace and in about 10 to 15 seconds James exploded as he began shooting his load it looked like a volcano blowing the girls began cheering again as James had an orgasm like nothing he had ever had before whenever he thought that was it Erica would squeeze some more out of him she finally released her grip on his cock and a spent James dropped to his knees. Before heading back to join her sisters Erica leaned to close to James and told him your welcome.
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Jeepman89
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Re: Bad day for a run

Post by Jeepman89 »

Great chapter for sure, Vader! I loved the milking by all the girls and the finally with Erica getting him to blow his load!
Vader
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Re: Bad day for a run

Post by Vader »

Jeepman89 wrote: Thu Nov 21, 2024 3:34 am Great chapter for sure, Vader! I loved the milking by all the girls and the finally with Erica getting him to blow his load!
Don't want to come off like I'm patting myself on the back, but I do like this one a lot not sure what I have left will top it.
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