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Chastity Vacation Part 3

I seem to say this a lot.... sorry for the delay.  I will try to get another chapter out of the Whole Family story soon, but no promises.

In the mean time here is another chapter of Chastity Vacation.

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Again Jason had a rough night sleep in his chastity belt. Betty cleaned her son's chastity belt and balls as she did the day before. Betty asked Jason why he was a bit quieter then before, he told his mom that he was worried about his balls and how they will survive the ballbusting today.

Betty took hold of her son's balls and gave a slight squeeze while looking at Jason in the eyes, and said that he should not to worry as there will be trained professionals there to make sure no permanent damage is done. Jason was still worried for his balls but his mom was ready to head out the door for the day.

They headed downstairs and there was a family on the way to the lobby. The mom was telling the daughter to make sure she had a firm grip on her dad's and brother's testicles so she did not get lost. The dad stood there as his daughter took hold of his left testicle and her brother stood there as she took hold of his right testicle. The mom apologized to Betty for being in the way and said that her daughter likes to wonder off sometimes.

Betty said that she had such a lovely family and ask how long they had been coming here. The lady told them for about 15 years. She then looked at Jason and loved that he was in the clear chastity belt. Her husband was in the medium yellow and her son was in the small pink. She said in her 15 years she has only seen one or two clears.

Betty told her that they were new here and headed for their first ballbusting training session. The mom said it will be fun for both of us. She said that she was a bit nervous busting her son's balls the first time, but they know what they are doing there and can push a pair of testicles to the limit. She said it was great to see her daughter bust her father balls and how she now grabs them daily. Just as she said that the girl ran out the door with her brother's and father's balls in her hands.

Betty and Jason walked into the ballbusting training area where one of the ladies scanned Jason's locked cock. She looked at the screen and smiled, say that this would be great for first timers and to have complete trust in the ballbusting training staff. Betty let a sigh of relief out saying that she was happy they would be here to assist.

They were escorted into a larger room then the TOD room. Jason's hands were tied behind his back and his chastity belt was removed. His cock free of it cage sprang to full erection and started a small stream of precum with his balls were hanging freely between his legs. The lady left the room saying the trainers will be here shortly. Jason go nervous as she said plural for trainers.

In came two ladies about the age of Betty with great bodies. They were just wearing thong panties and Jason's cock took notice and dribbled a bit more. They introduced themselves as Alyson and Karen and they would be guiding us through the joys of ballbusting. Karen noted that before any ballbusting can begin, we need to measure the diameter of Jason's testicles.

Karen grabbed Jason's right testicle and wrapped a string around it, 2.1mm for the right. She grabbed his left testicle and wrapped a string around it, 2.5mm for the left. So the right testicle needs to get to 2.31mm and the left 2.75mm before you can leave today. Or you can offer your testicles to every lady for two kicks in the ballbusting training today, and right now there are 98 ladies right now, but that number will grow as the day goes on.

Alyson told Betty and Jason the rooms in the ballbusting training will be at a higher temperature to promote low hanging balls. On the wall is a guide for available toys, accessories and shoes you can use to bust his balls. Today we will be going though some of the basics and if his balls have not gotten large enough we will start on some advanced training.

Karen asked Betty how she would like the first kick, as this is always the magic moment. She gave her the option of Jason standing facing her, Jason on knees facing her, or Jason on all fours and she kicks from behind. Betty did not know what to do.... her first kick to her son's balls. She asked what they recommended.

Both Karen and Alyson said that best is on his knees as it makes his balls a easier target to hit. From behind is a bit more painful and he does not know when it is coming. However from the front a kick he can see it, but so can you on his face when you kick his balls. Betty asked what do most others do? They said that most have him on his knees and kick from the front as they like to see them as they kick their balls. Betty agreed and wanted to kick her son from the front on his knees.

Jason started to get on his knees when Alyson laughed saying to stop. She chuckled more as she said that he was already willing to give his balls to his mother. She said that he needs to offer his balls to her for kicking. Jason looked at his mom and asked “Can you kick my balls?”. Betty smiled and said yes but Karen was bit disappointed.

Karen walked over to him and whispered in his ear. Jason spoke up again and said, “Mom, can you please kick my testicles?” Betty said yes, and Jason again spoke up, “If it is OK with you, I will go on my knees to make it easier to kick my balls” Betty now with a larger smiled said yes. Karen now happier as she watched Jason get to his knees and spread his legs.

Alyson and Karen each stood behind Jason and forced his legs open. Betty stood in front of her son looking at his dripping cock and low balls. She took a step back and let her foot fly into his balls. Jason grunted in pain trying to close his legs but the two trainers kept him from moving. Betty yelled out in excitement as she completed her first kick to her sons balls.

Alyson now taking control told Betty to kick again. Betty let her foot fly into her sons balls again. He yelled in pain trying to cover his balls. Karen asked Jason if he remembers when he was measured how long his fully erect cock was, Jason mumbled out seven inches. Karen then said to Betty, it sounds like he wants seven kicks to his balls.

Betty kicked her son seven times in the balls and then the trainers let him curl up to cover his balls. To Jason his balls felt like they had swelled to over the required limit to leave. He asked what his testicle size was to which bother trainers laughed. Saying that he is far from his needed growth. They picked him up and put him on a chair that held him up but pushed his balls out.

Karen said that now we will go onto handling the balls. Alyson told Betty to sit in front of him and take each testicle in a hand. Betty grabbed each ball as Alyson told her to squeeze. Betty started to squeeze and Jason was groaning in pain. She kept squeezing and for Jason it felt like hours, but when Betty let go it was only 20 seconds.

Karen said that many of times when a guy asks to check his ball size to leave, do a squeeze for a few minutes to reduce their size before measuring. Betty now rolling his balls in her hand asked if it was OK to focus on just one ball with her hands. Alyson said that is great as sometimes you can focus all on one ball to get it swollen to the size, but his other ball will still be smaller. Then go back and forth till his both balls meet the size requirement.

Alyson said now on to punching and slapping. She explained that she could punch his balls into his body or use them like a punching bag. When you punch into his body they will compress between your fist and his pelvis. When you punching bag them, they will go back and then come back to the starting point. Alyson, now smiling, said almost like the balls are willing or want to come back to get punched again.

Betty made a fist with her right hand and uppercut into her sons balls. She felt his balls between her fist and his pelvis. Jason, grunted in pain and his mom went in for another punch. After a few punches Betty went to punching bag style. Betty loved that his balls were always willing to get punched again and again.

Karen told Betty to grab his balls at the base of the sack to make them tight against the skin in the bottom of his sack. With her other hand Betty started to slap his balls for a solid five minutes. Jason was yelling in pain as his balls were being spanked. At the end before she let go and Jason was in semi-shocked state, Karen told Betty to punch her hand into her other hand with his balls in between to make him up. Jason came alert as his balls were compressed with the punch.

They stood Jason up as Karen said next was kneeing. She said that this was great as it allowed you to get close as you knee his balls. Betty stood close to her son looked him right in the eyes and let her knee fly into his balls. She smiled at the look his eyes made when her knee made contact. She did this ten more times till Jason was about to fall over.

Karen said it was important to let him rest for a few minutes sometimes to let his body regain composure, plus it gives you a moment to catch your breath as well. As they were talking there was a knock on the door. There was a younger lady with an younger man behind her at the door. She said that her brother had requested to be kicked by all the ladies since he did not meet the required testicle size.

She stepped aside and told her brother to step forward. The man asked if each lady would kindly kick his balls to allow him to leave. Betty was first and planted two nice kicks on his balls. Karen and Alyson staggered their kicks, first Karen then Alyson then back to Karen and finally Alyson. They left and now the focus was back on Jason.

Alyson told Jason to stand above a slightly raised narrow bed. His legs open and his balls hanging free he was given a support bar to use to help hod his weight up. Alyson told Betty to lie down on the bed and have Jason lower his balls into your mouth. Betty laid down and looked up at Jason's balls. She opened her mouth and he lowered his ball into her mouth with no effort done by Betty.

Alyson told Betty to feel his balls with your tongue and slowly grind them with your teeth. She also said to take his balls deeper into your mouth so your front teeth can get to the base of the testicles right at the cords. She told her slowly increase the pressure on his cords which caused Jason to yelp with a new pain sensation.

Betty took her son's balls out of her mouth and said that was thrill to have his balls in her mouth and that he freely offered them to her. She said that she could shew on his balls for hours on end, to which Jason let out a groan.

They told Jason to stand up next to the wall, the moved a table in front of him and locked him in between the wall and the table. Alyson lifted his balls up and placed his balls on the table. There were steps on the side of the table that allowed them to walk up on it. His balls displayed on the table as the ladies walked up.

Karen told Betty that she will be standing on his balls. She can do it barefoot for the first time, however they have shoes and heels to use that have never touched the ground as they are only used on balls. Karen then helped Betty position her foot over her son's balls. She placed her foot on his balls and started to more weight on.

Jason was in pain as all he could do was watch his mom's foot on his balls. Alyson told her to step off and now place her heels on each of the balls. It took a little bit, but soon Jason's balls were trapped under a heel. She increased the weight on her son's balls and they were holding more and more weight.

After some time Karen said that she can also stomp on his balls. Betty lifted her leg and smashed down on her son's balls. Jason yelled in pain as his balls took the impact of his mom's foot. Betty said that was the best she had felt in a long time. She lifted her foot and smashed it again into her son's balls. She looked at the two trainers and asked if in the future she was allowed to smash with heels on. They both said yes, but it will take time for his balls to get used to that.

After some more smashing, they let Jason recover for little bit. It also allowed the ladies to recover as well. Betty commented that ballbusting was by far the best workout she has done. Both the trainers agreed. They walked up to Jason who was now sitting up against wall and felt his balls. Jason asked what the size of his balls were.

With the trainers watching over Betty, she took his right ball and measured, 2.35mm. She said the right ball was above the minimum size. She took his left ball and measured, 2.72mm. She smiled saying that his left ball was not swollen enough to be allowed to leave. Betty asked him if he wanted to have more done to his balls to have the left one try to get larger or if he wanted to go around to all the ladies and get two kicks.

Jason said that he would like to stay here and try to get his left ball swollen. Betty said OK and squeezed his right ball with both hands. She then remeasured his right ball and now it was 2.30mm. Jason was caught off guard by the cruelty of his mom to make is one ball smaller again. Betty asked the trainers what is the best method to get the swollen the fastest.

The trainers both said that from what they seen anything with impact has the best results and to stay away from squeezing or squishing. Karen recommended slapping and Alyson recommended punching bag. Betty liked the punching bag as his balls were always coming back for more punches. Alyson said that she will get tired quickly, but had an idea to help.

All three of them would punching bag his balls for two minutes each, then the next, and the next. This way you got four minutes of rest before you had to punch again, but his balls would not be disappointed with not being punched when they came back. Betty decided they would each get four rounds for 24 minutes of nonstop punching.

Betty started, then Karen, then Alyson. About half way in Jason was numb from pain, but the punching kept going. His balls kept wanting more as they kept coming back to get re-punched. After 24 minutes, his balls were now visibly swollen. Betty took a measurement of each ball, right 2.55mm and 2.93 for the left. She let go of his balls saying that he was done for the day.

Karen and Alyson were able to get his cock lock back on with little to no effort. They gave the lock to Betty who snapped it shut as they untied his arms. He instantly reached for his balls to comfort them. The ladies all smiled at the site of him covering his balls.

Alyson said that is recommended to not do ballbusting training two days in a row, however, regular ballbusting outside of training area is OK on off days. Karen and Alyson said they would see them around the resort and to have fun and let them know if they had any questions as they left the room.

Betty and Jason walked out of the building with Jason still holding on to his balls. For Jason it felt like it was an all day event, however it was only lunch time. They walked to the cafe to get some lunch and discuss what to do the rest of the day.

Again Jason got the viagra food and drink specials which started to relieve some of the ballbusting pain. Betty asked Jason what to do for the rest of the day, and Jason not wanting to do anything more to hurt his balls said that he wanted to go to the pool and relax. Betty agreed saying that was good idea to relax after her work out.

After lunch they made their way to the pool. Betty knew what she was doing when they entered the couples pool. When they entered there wan a topless attendant who scanned Jason's lock and put a electronic wrist band on both Betty and Jason. Jason was confused at first, then realized that they were at the couples pool and he need to provide orgasms to his mom.

The attendant said that the wrist bands will vibrate when it is time for an orgasm. Only the Betty's band will allow for start and stop times. So when Betty has her orgasm she restarts the clock for one hour. The attendant told Jason that he needs to provider her with one orgasm now before either of them could enter the pool area.

She pointed out a row of seats similar to the ones in the room where Jason first gave his mom an orgasm. There were a about ten other couples there getting their first orgasm before going into the pool area. Betty walked Jason over to an empty area and he laid down under the seat.

Betty was just sat down when the family from earlier in the day came in, well the daughter came in first pull her father and brothers balls behind her. The attendant gave all of them a wrist band and directed them to the orgasm entry area. The mother recognized Betty and of course Jason's clear cage. She said to have her husband and son sit on either side of Betty and Jason.

They each laid down and her daughter was complaining that she wanted her dad to giver her an orgasm since her brother was not as good. The mom finally caved and sat on her son's face as her daughter sat on her dad's face. Betty and the mom made small talk while each of their men was licking their pussys. All of the men's cocks were leaking precum from the cage.

The mom asked Betty how the first ballbusting went, Betty told her that it was a great work out. They both laughed as the daughter was getting close to an orgasm. She asked Betty if they had done the PE class yet, Betty said that was the plan tomorrow.

Just then the daughter got an orgasm. She sat there while her dad continued to lick her pussy. The mom asked Betty if they had done PE yet, Betty said that was the plan for tomorrow. She smiled and said it will be worth it as she was getting an orgasm. They got up and the two guys were covered in juices as they made their way to the pool.

About five minutes later Betty finally got an orgasm. She got up and he was covered in pussy juice. She wiped off her juices off her son's face and licked her fingers clean. Jason's cock was making steady stream of precum as they walked to the pool area.

The pool had about 100 total people, but with how large it was it was not crowded at all. Betty and Jason found a couple of lounges and setup their base. Betty asked Jason to put sunscreen on her before he went in the pool. Jason spent the next 5 minutes apply sunscreen to his mom's body. His cock dripping locked in its cage. Jason jumped in the pool to cool of his sore balls

Jason was swimming laps and just relaxing in the pool when his wrist band vibrated. He headed over to his mom who was laying down with her eyes closed. He gently woke her up out of relaxed state saying it was time for her orgasm. She smiled saying that is phrase he better get used to saying. She opened her legs as Jason laid down in between them.

After seven minutes she had an orgasm and she restarted her watch for the next hour. As Jason was getting up a lady came by and said that she will be bring drinks by and to place their order. Betty placed her order, Jason got ready to order when the lady said that the guys only get one drink at the pool, a concentrated 16oz drink of viagra. Jason agreed as he was thirsty and needed something.

A few minutes later she returned with their drinks. Jason kind of forgetting about the viagra, drank it in one gulp. The lady said that she was impress and said that she would bring another two viagra drinks as soon as possible. That is when Jason remembered that it was concentrated viagra.

Jason stayed at the lounges with his mom. She was now awake more and the entire time was slowly fingering her pussy as Jason was watching. Even though earlier in the day his balls were being busted, they were back on track in overflowing with cum. Soon his wrist band was vibrating again and need to give his mom a orgasm.

He laid down in between his moms legs again and started on her pussy. After nine minutes she got her orgasm. There was a puddle of precum on the ground under Jason's locked cock. Betty being little devious offered her son the concentrated viagra. He took a big gulp and realized... but it was too late. He was now really going to be overflowing with cum.

Betty and Jason both went into the pool. They waded around and made small talk with other people, it was the most comfortable Jason had felt as the water was kind of protecting his clear chastity belt and the water felt good on his balls. Then Jason's wrist vibrated.

Jason looked at his mom as she made her way to edge of the pool. She sat on the edge of the pool and opened her legs. Jason knew what to do at the sight of his mom's pussy. After eight minutes she had her orgasm and she slipped back into the pool.

They made their way back to the lounges and started to pack up to go back to the room. Betty scolded Jason for not finishing his last concentrated viagra drink and told him not to waste it. Just as he finished drinking it, his wrist vibrated. Betty sat back down and opened her legs. Jason again went to town on his mom's pussy.

After ten minutes she had her orgasm and they made their way back to the entrance area. The attendant took off the bands and directed them to the row of chairs so Jason could provide his mom with the pool leaving orgasm. After eleven minutes she had an orgasm and they made their way to the room.

At the room Jason was massaging his jaw as it was getting sore. Betty smiled and said that he will get better and his jaw will no longer be sore as he gets more practice. She cupped his balls and said that she was not sure if they were swollen and sore from the ballbusting or from the teasing. She chuckled saying that this afternoon she had six orgasms to his none.

They ordered dinner and ate on the balcony overlooking the couples pool where they just were. They spent the rest of the evening watching TV and relaxing. Before going to bed, Betty told Jason that tomorrow will be Pussy Eating training and that he could use all the training he could get.