A Little history first
Who was Alex? Well Alex was what most people thought was a young man entering in the big wide world, free from his education and the restraints that they had held over him. For many years he had been told what to do, when to do it and always by others. He had grown up under the strong influence of his mother, whom he loved dearly, but he could never bring himself to tell her his deep down secrets and desires.
Alex had been late developing into the young man he was growing into, he was shorter than most, well everyone for his age, his voice had never broken and a genetic disorder had meant that he never grew body hair, only his head held the natural blonde locks that matched his mother. He had been slow to be potty trained, still wetting at night after control during the daytime had been achieved. He was just told by his mother that over time it would sort itself out, but his nigh time wetting would be taken care of by her. So for many years after, night after night, Alex’s mother was there to make sure he went to sleep in a nappy and plastic pants, then as time moved on a disposable nappy.
Alex’s mother was a hard working lady, well respected in the business community, with many friends, but still loved her son more than anything else. She was 6ft tall and literally towered over her son; she made sure that she kept fit, using the gym in the house and the pool on her days off and at weekends.
Having made a success of her business at a young age, she always made time for Alex, her mother helping to look after him while he was still a baby. By the time that he was ready for school, she was the one to take him and pick him up every day. This would seem odd to a lot of people as it carried on until he left school, some would have thought him a little mummy’s boy, had it not been for the fact that they lived in the countryside outside the main town and off the bus route.
He had his friends in college and got on ok with them, more so with the girls if he where honest about it, but rarely did one ever visit his home, sleepovers being out of the question as he felt too conscious about the bedwetting. When he was younger, at nursery school, he had a few parties as wetting problems happened with a few at that age, so he didn’t stand out from the others.
So Alex was now free from the restraint of education and just about to turn 19 years old, his mother had asked him if he wanted a party to celebrate finally graduating, but he never really was the party person. Instead he asked if he could have a vacation somewhere quiet away from the world, but by the sea, where he could just chill out and relax away from everything. There he would have time to think about what his future held, decide what to go on to do regarding work or further education. But also he would have some time alone to let his little side out.
This was Alex’s big secret that he hoped no-one had found out about, or if they had, they had not said anything to him. Deep down, Alex was still that little boy, he had never really grown up and loved all the time he spent with his mother, he missed the time when she looked after him night after night. But over time he had become used to getting himself ready for bed, it was only natural that as he grew he would take more responsibility. He wanted so much for his mother to do this, but could never build up the courage to ask. So here he was going away on his own for the first time without “mummy”, but it would give him chance to wear his nappy during the day if he wanted. He would have them with for night time use, so why not try them during the day as well; maybe he would get those feelings back from when he was younger that he craved so much.
His mother was not overly surprised when he refused the offer of the party, so was more than happy for him to have his holiday that he asked for instead. Unknown to Alex, his mother had begun to realise that deep down she was missing having her “little boy” around. She loved looking after him when he was younger but as time went by, she knew she had to release the aprons strings a little and let him develop.
His mothers had become a success in the computer industry with her own business, so giving Alex a computer for his school use fine, but she never let on to him that she could remotely access it. So from time to time she found herself checking up on what he had been researching, then purely by accident one day she found one of the sites he had been looking at, then the links to some of the stories he had been reading. She could see that he was reading about “little ones” who still had their mummy even when they were grown up, or little ones that had found and sought out a new mummy. As much as this hurt, she knew that to push and question him straight away would be a mistake, causing her to push him further away or worse still lose him.
She decided that he could go on his vacation, let him think for a while but then let him decide what would happen next.
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Back to the present
So the day arrived for Alex to board his coach and take the trip. He was filled with both excitement and anticipation; he was unsure what the next few weeks would hold for him but hoped that he would make some decisions that would set him for the future. He knew there was a job for him with his mums company, but at the same time if something else was out there then that would be better, unless he decided to return to college or university.
His mum had made the travel arrangements, booked his coach ticket, decided on the little holiday town he would be staying, even found him a nice little guest house to stay in. Unknown to Alex, it was a old friend of his mums that ran it, a best friend from school and college that moved there a few years earlier to take over a family business. She now ran it by herself and was only too pleased to keep an eye on Alex for his mum. She had been told about his little night time accidents so made a few preparations in advance.
“Alex” said Leslie his mum, “I need to tell you a few things about your trip before you leave, so come and sit down with me for a moment before I drop you off at the bus station”.
Leslie sat at the table with her son, reaching out and taking his hand.
“Now you are going to the seaside as you wished, it’s not too busy there, just lively enough to keep you occupied. I have booked you into a nice little guest house that is run by an old friend of mine called Val from college. Now don’t panic but I made her aware of your night time accidents, I didn’t want you getting all wound up and embarrassed”.
Alex didn’t know what to say when his mum told him, he was mad that she told someone else but could see that it actually made sense, even if it was going to be embarrassing when he met Val.
“Val told me that she would take care of everything so you don’t need to worry” said Leslie, “She will meet you at the bus station in the resort and take you home. She said she will let you settle in and then give you the tour around before letting you do whatever you want to relax”.
“So make sure you have a good time, be good for her and hopefully I will get to come and visit you later in the week. I have packed everything for you and sent plenty of money ahead to take care of anything you might need”.
What Leslie didn’t mention was that she had added a few extra things into his suitcase, something that she hoped he would like after reading and looking at his favourite pages on Alex’s computer history. She had bought him a new dummy with a teat suitable for adults, along with a cloth nappy and some plastic pants. She knew that it was a risk but just hoped that he would accept them and not be scared. If she could have her little boy back then it would make her the happiest mum in the world.
“Thanks for all of this mum” replied Alex, “I know telling Val was for the better, even if it makes me feel awkward and embarrassed when I meet her. It will be nice if you can come visit later in the week, you deserve a break just as much as me”.
So with his things packed, Alex jumped in the car with his mum and headed to the coach station for his trip. After a big hug, cuddle and a kiss, Alex walked onto his coach and took his seat, waving goodbye as the coach pulled away, leaving Leslie with a tear in her eye, waiting for the moment she would be with her little boy again.
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Alex relaxed as soon as the coach pulled away; he was on his way, looking forward to getting away for the summer and chilling out. He had become so wound up finishing school, learning never came natural to him like for some of his classmates, he had to really think hard about everything. He had gotten to the point where he was now feeling a bit mentally drained.
He sat in his seat watching the world going by as the coach ploughed its way across the country, stopping at various cities along the way to collect other people. He hadn’t really travelled that much in his younger life, his mum always working hard but he would never blame her for this. He knew she wanted him to have the best they could.
Finally it was getting close to lunchtime, that meant the coach would take a break and he could get off and take a break, stretch his legs and get a bite to eat. But more importantly get a chance to use the toilet. He had almost wished he was wearing one of his night time pull ups, the drinks his mum had given him for the journey, combined with the several mugs of tea at breakfast made him quite needy for the bathrooms.
As soon as the coach stopped he was straight off and heading towards the bathroom area at the service area, the last thing he needed to see was the short queue of people in front of him. He figured that another coach must have gotten in just before they arrived; this was going to be an anxious and awkward wait. Finally he found himself at the front; he dashed into one of the stalls, unfastening his jogging pants as fast as possible, and then lowering his underwear but not before a little dribble came out.
In one sense he was happier being in a stall, his mum’s choice of underwear for him was not the best. They could be described as unisex at best, no opening at the front and very plain. He had gotten used to her buying things like that for him over the years; he barely even noticed the pastel colours she would choose. He just used to make sure he wore the white ones whenever he was doing any sports in school.
Finally he was sitting on the toilet, able to relieve himself from all those drinks he had consumed so far. He pulled his phone out of his bag to check if he had any messages, the only one being from his mum. It simply said “Love you baby, hope you have fun”. Seeing this from his mum made him feel all warm inside, she often called him baby, he never thought anything of it. He then checked his journey progress and found that they were just short of halfway to his destination. Bearing that in mind he wondered if they would be stopping once more or not, beginning to wonder whether he would be best in one of the pull ups in his bag. This would let him relax a bit; he had dribbled while going this time, so maybe it was for the best.
He quickly removed his jogging pants, then “panties” before slipping on one of his pull ups, then pulled his panties back on, thinking they would help keep the pull up in place, before putting his jogging pants back on.
Part 4
With himself finally sorted, Alex made his way out of the stall and into the main washroom, walking slightly slowly, now conscious of the pull up he had on. He knew that they were completely covered but still had that feeling that everyone could see it. He washed his hands and then made his way out, trying to tell whether of not his pants where rustling, but the noise in area due to the large numbers of people masked anything he could hear from his pants.
He had a walk to the food area and bought himself a sandwich and a drink, before making his way to some of the seating area outside. It was such a nice day, the sun was shining and it was quite warm so why not eat outdoors for once. He found himself a spot on the grassed area but made sure to keep an eye on the time, the last thing he wanted was to miss his coach. But he could see it from where he was sitting so it would be ok.
Alex loved to watch people, see them going about their business, but so many doing the same thing but not noticing. He quietly ate his lunch, sitting on the grass in his shorts, the air blowing around his legs. He forgot the fact he was wearing his pull up, his shorts flapping in the breeze; occasionally flapping so that the edge of it would show. He carried on assuming that no-one was any the wiser, not seeing what he was wearing.
Sitting at a picnic table across from him was Wendy Johnson, a school nurse at a private girl’s boarding school. She too was on a holiday break, travelling by coach to a nice quiet resort by the sea, looking forward to some nice relaxing fun. She couldn’t help but notice the young man sitting alone on the grass across from her, he was different to the others, they where businessmen and lorry drivers. But she saw him, small for his age but quite content and happy. She wondered where he was going, what he was doing. Having spent the year with nothing but girls to look at in every direction, she was happy to look at the cute young man.
Alex finished his lunch, looked down at his watch then saw it was time to go back to the coach, but as he was geeing up he noticed the lady at the picnic table, she was looking at him and smiling. Getting up he felt the pull up against him, but that only let panic set in, he was directly opposite her, had she seen something, was that why she was smiling. He didn’t know but was glad to be going back to his coach knowing he would be alone again. He got up, walked back across the grass, trying to avoid eye contact but couldn’t, she smiled again at him, he moved quicker wanting to be back at the coach.
He got back to the coach and began to board when he noticed the other cases now sitting at the side of the coach. He looked towards the driver and asked what was happening,
“Nothing to worry about young man” replied the driver, “we just have a few more passengers coming on board, the other feeder coach has arrived”.
Alex thought nothing more of it, he climbed on board and went back to his seat, he put his hand luggage bag back onto the seat next to him, then leaned back waiting for the other passengers to get back.
He was minding his own business, when a figure appeared by the seat next to his where his bag was. Looking up he saw a lady standing in the aisle, when he saw who it was he nearly wet himself. It was her, the lady from the bench; there she was, looking down at him,
“Excuse me young man, is that seat taken” she asked him, still with that smile on her face.
“Errrr, no” replied Alex with slight panic in his voice, “I will just move my bag for you”.
Alex took his bag off of the seat and placed it by his feet, not noticing the top was slightly open, he was still surprised to see the lady.
Part 5
Wendy took her seat next to Alex, the colour just starting to re-appear to his face after his shock. He sat there quietly wondering whether he should say something, but at that time he was simply lost for words, what could he say, what should he say, he didn’t know what she had seen if anything at all.
Wendy sat there next to Alex, she loved the expression on his face when she turned up next to him, she was by no way a mean person, but she thought he was such a sweet little thing. Her whole year at the girl’s school had made her realise how much she had missed males, but there was something about this one that made her curious. She had seen the tell tale edge of his pull up when sitting on the grass, it was something easily recognisable to her, many of the girls in the school had need to see her as the nurse she was.
“So young man, what is your name, how far are you travelling” said Wendy, deciding it was time to start talking with her companion.
“Eeerrrr, my name is Alex” he stuttered out, “I am on the coach until it reaches the coast; I am going for a break there through the summer.
Wendy was delighted to hear this; she too was travelling to the coat and knew they were headed for the same destination.
“Well I am very pleased to meet you Alex, my name is Wendy Johnson” came the response, “I too am travelling down to the coast for a holiday. The girl’s school where I work as a nurse has broken up for the summer, so I decided I needed a holiday”.
Alex was relaxing a bit now, but the thought of having her next to him for the rest of the journey was not that thrilling. He was taken back a bit when she told him what she did for a job; it just wasn’t expected at that point. The thought of having a nurse next to him made him think once more about the pull ups, he knew that a trained nurse would only have needed the slightest glance to recognise them.
“It looks like we will be spending the journey together Alex” said Wendy, once more looking at him with that smile once more.
“Now why don’t you give me that bag of yours, I can put it up on the luggage rack with mine, and then you will have far more room for the journey”.
Alex was left with little choice and couldn’t reason his way around it, it would give him more room for his legs. So he reached down to grab his bag, but as it was lifted the zip sprung open and there in plain sight was his other spare pull up. He tried to quickly close his bag so it was out of sight, but he could see that Wendy had already spotted it.
Wendy calmly took the bag from him, zipped it up and proceeded to place it in the luggage rack. Alex had sat back down in his seat, not knowing what to do or say at that point, it no longer mattered if she had seen it before, now she would know.
“It’s ok Alex, there is no need to be ashamed” said Wendy softly as she sat back down, “lots of people have to wear pull ups and nappies, for lots of different reasons. I am a nurse so it is nothing new to me”.
Alex was left stunned, he knew now that she had seen him for definite now, his pull up must have been showing while sitting on the grass area. Alex was brought back to his senses by the coach starting up and leaving the service area, a few more passengers had joined but not enough to fill the coach, yet she decided to next to me he thought.
Part 6
Alex sat thinking for a moment, now taking the occasional glance at Wendy, studying her more closely. She appeared about a similar age to his mum, but noticeably taller than he was and very good looking at the same time. He thought only pretty school nurses appeared in naughty boy’s dreams.
He decided that he should try and explain his situation more clearly, he didn’t want her thinking he wore the pull ups all of the time.
“I don’t usually wear pull ups, it’s just that I am on a long journey and my mum gave me a lot to drink” said Alex quietly, hoping that no one could overhear him.
“I occasionally need them at night, but with the traffic being as it is these days, I didn’t want to take a chance after the service stop”.
Wendy turned and listened to him while he was speaking, thinking how sweet it was of him to try and explain everything. She knew quite well that he could have a genuine reason for using them, but it was just the fact that he looked so cute in them when she saw him.
“There is no need to worry about it little one” replied Wendy, grinning and chuckling at Alex, “I knew there was some genuine reason for you wearing them, you just looked so cute and innocent sitting on the grass with the frilly edge of the pull up showing”.
“I am only teasing Alex, I am sorry if I offended you, I hope you forgive me, I just want some nice company for the rest of the journey”.
Alex was a bit taken back, but decided that Wendy seemed a nice person deep down, even if she was enjoying teasing him. Was it worth not getting along for the rest of the coach journey, it would only be a matter of hours and they wouldn’t see any more of each other.
“It’s ok Wendy, I didn’t take offence” replied Alex,
“But I never realised they had little frilly edges on them” he laughed, “I really hope my mum never bought me the girls ones”.
Wendy began to laugh with Alex, her hand patting him on the leg, she so wanted to lift the edge of the shorts and touch his pull up, but she feared he would be scared off and that was the last thing she wanted. Deep down she had missed not being a mother to anyone herself, she went to university then trained as a nurse then got the job in the school, things such as relationships and settling down had passed her by.
So over time she had begun to wonder whether she could find someone that she could give her special attention to, a man, a young man, but someone like Alex would be just perfect.
Alex was feeling a bit better now they were laughing about it; he was relaxing, actually starting to like Wendy a bit. A nervous thrill went through his body when she touched his leg, it was something he had never had from a woman before, he had never come close to having a girlfriend.
Still laughing and joking, Alex lifted the edge of his shorts to reveal the edge of the pull up, “there you go” he said, “see they are not frilly at all”.
But when he looked he could see that they were a bit puffier than his regular ones. He wondered how this escaped his notice before, but he was in such a state and rush in the toilets so he didn’t get caught, it made sense he did notice. “Thanks mum” he thought to himself, “what other surprises have you got for me”.
Wendy caught sight of it once more, thinking that it looked so much like some of the ones worn at the school where she worked. It was natural for her, but to see it on a boy was something different, offset against his soft white hairless flesh it looked so nice.
“Ok, well maybe no frilly, but slightly girlish you must agree” said Wendy, now gently rubbing his leg. “You have such soft skin for a male Alex, I know lots who would adore to have legs like yours, it’s such a shame to keep them covered up”.
Alex was now getting quite aroused at the touch from Wendy; never could he have imagined that events would unfold like this. He could feel the front of his pull up starting to tent, but to cover it with his hands would have given it away immediately, he could do nothing, and he was stuck. He had no way out but now he didn’t want one, her touch was driving him wild, his lack of girl experience was showing; he was far too excited to think straight now.
Wendy could see the effect she was having on him, it was becoming more and more obvious, she wondered how far she could push him, was he really so shy with girls, he really was the perfect little creature. She leaned closer to him, then whispered in his ear,
“You really love this don’t you, you need this, you are wearing your pull up because it excites you as well”,
“I can see the effect it is having on you, relax and let nurse Wendy take care of you”.
Alex was unable to resist, he needed so much to be able to release, to release at someone else’s touch and not his own, for it to be at the hands of a woman, at this moment for it to be Wendy.
Part 7
Alex was having feeling that he had never experienced before, but they where ones that he was enjoying, he could feel himself growing within his shorts. Just the simple touch of Wendy’s hand on his leg was doing this to him, he knew that she had him under her control but he was quite helpless to do anything about it.
He could feel the pressure building up within him, he would not be able to last must longer, but what was he to do, he wasn’t sure but shortly he would pass the point of no return and find out what she planned.
Wendy was feeling so good with herself at this point, she had him all worked up at just the touch of her hand, she moved it higher until it found the edge of the pull up. She too was getting excited at the thought of what was to come, could she really do this, could she make him loose himself within the confines of his pull up.
She gently stroked his pull up, her hand inside his shorts, but always making sure that no one around them would become suspicious of their actions. She continued to rub her hand on little Alex, slowly and softly, feeling the tension growing within him, she knew it would happen, and then with a sudden shudder it did!
Alex tried to hold on but it was no use, his body shuddered softly and then he felt himself release in his pull up. He could feel the little creamies leaking from him, pooling around his pee pee and little parts, it felt warm but the sensation was so good. It was obviously not his first orgasm, but it was in this way, making him feel embarrassed and humiliated, but at the same time so aroused.
“Oh you sweet little thing” whispered Wendy softly in his ear, “I never thought my touch would make that happen, but I am overjoyed that it did”.
“I will give you a moment to compose yourself, and then I think we had best have a go at cleaning you up and changing you without anyone knowing”.
She let Alex calm himself down, holding his hand softly, feeling the last little trembles running through him. Then she released him, stood up just to grab her bag from the luggage rack, before sitting down again. Her back pack was one from the school, she had a few supplies with her as a couple of the young ladies from her school had travelled to the coach station with her, and she always looked out for them. They then went their separate ways, the ladies back home and she on her travels, where she boarded her coach that eventually brought her to Alex. She opened the bag and retrieved a box of wipes, a largish towel and a fresh pull up.
Alex was a bit surprised to see these items come from her bag, but when he saw the pull up he was unsure whether to be scared or excited. It was a pull up just like normal, but it was the colour and design that startled him, pale pink in colour with little butterfly patterns.
“Well I did say that I would take care of everything” said Wendy looking down at Alex, “don’t worry about the colour; they do just the same job as yours do”,
“I am sure they will look so cute on you, your girlish soft legs deserve some girlish pull ups”.
Alex looked at her but knew he couldn’t say anything, people would suspect something if he caused a scene, so decided that to cooperate would be the best course. He lifted up slightly in his seat allowing Wendy to lower his shorts, before then sitting down and removing them completely. He was now left in a pull up, one that was full of his own creamy mess. Wendy tore the sides, finally lowering the front revealing the young man’s little cock. She was feeling all giddy seeing this, it was so small, and how could someone his age be so undeveloped, there was practically no hair around it.
Alex felt so embarrassed at this point, he had been made to have an orgasm in his pull up, now sitting on a coach seat in it with the sides torn apart, his little parts exposed to her. His bigger problem was that he loved the embarrassment and more so the attention, he was experiencing feelings he couldn’t explain.
She gently wiped him clean with the baby wipes, making sure she checked everywhere, then dried him off with the towel. She wanted to apply baby powder but that would have been too risky in this situation. Wendy removed the old pull up from under him, folding it up and tucking it away in her bag, then she opened the new one for him, placing the new pink girls pull up at his feet, guiding them through the leg holes. The final touch was to bring it up his legs and secure it over his bottom, before once more hiding it away in his shorts.
PART 8
Alex was now entering completely new territory, nothing like this had ever happened before, he wasn’t really sure how he should be feeling. All that he was sure about was that the experience he had just had was quite amazing, something he wanted to happen again and again but not on the coach.
He was disturbed from his thoughts by the sound of his phone ringing, he wondered who it was while fumbling through his shorts pockets. He opened it up to find that it was his mum, she was checking up to see how he was getting along. He was pleased to hear her voice as he spoke quietly to her, he was missing her but excited by his new adventures. They chatted only briefly, she would speak longer once he was alone in his guest house with Val.
As he closed the phone and said “Goodbye mum, love you”, Wendy looked across and saw the picture of his mum still showing on the screen. Wendy was left stunned, surely it could not be, but she was sure it was. It was Leslie from college, “Oh my god” she thought, Alex is her son, I have just done that with one of my best friends little boy.
Wendy recognised the picture as they were both still friends and on Facebook, she decided to speak to Alex about it, better now that having him find out later.
“Alex” she said tentatively, “I take it that you where taking to your mum on the phone, do you mind if I see the picture again, I couldn’t help notice it before”.
“Yes it was mum” he replied,
“I guess you can see the picture, why, what is wrong” he said opening it up to the contact page again, then showing her the picture.
“Nothing is wrong sweetie” said Wendy, looking once more to be certain.
“Oh my, I was right, it is her” said Wendy, “tell me is your mothers name Leslie, she went to St. Mary’s Girls College after she finished school”.
“Yes her name is Leslie” replied Alex, “I think that is where she went to college, why do you ask, what is wrong”.
“Nothing is wrong I promise” said Wendy trying to calm down Alex, placing her hand on his leg again. “I have to tell you that your mum and I are old friends from college, we are still in contact via facebook today, we still keep up with each others careers”.
Alex looked shocked when he found out, he had just been made to orgasm in his pull up by one of his mums friends, what would she do and say if she found out, he didn’t know what to say.
“There were three of us that used to be best friends in college” said Wendy, “your mum, me and a girl called Val. I think she moved to the coast somewhere”.
When Alex heard this it all kind of made sense, he was pretty certain that the person he was going to stay with was the same Val that Wendy was now talking about. His mum told him that she was a friend and trusted her to look after Alex, he thought that it might be good to phone her and tell her who he was sitting next to.
“Bare with me a moment please Wendy” said Alex as he pressed the button to call his mum
“Hi mum” said Alex when his mum answered, “nothing to worry about, I am safe and ok, I just have someone sitting next to me that you might want to chat to”, Alex then gave the phone to Wendy.
“Leslie, Leslie Jones, is that really you” said Wendy, “It’s me, Wendy, from facebook, it’s such a surprise to find myself sitting on a coach next to your son, he is such a cute little thing”.
Alex sat and starred out of the window for a while, letting Wendy have a chat to his mum, only picking up on the odd thing,
“yes he is fine”, “oh don’t worry about that”, “no little accidents”.
The last little snippet made his eyes turn back toward Wendy, looking at her having a good idea what they are talking about.
“Well it has been great talking and hopefully we can meet up soon” said Wendy to Alex’s mum, “I will take good care of him until we get to Val’s, bye for now”.
Alex said a quick goodbye to his mum, her final words telling him that Wendy would look after him until he got to Val’s, she trusted her totally.
Part 9
“Well young Alex” said Wendy, “it looks like we will be seeing a lot more of each other than we both thought”,
“Your mum is going to speak with Val to see if she has availability for me as well, then we can have lots of fun over the summer”.
Alex wasn’t quite sure whether this was going to be a good thing or a bad thing. Yes he liked Wendy and enjoyed what had happened between them, but he was hoping to get some time to himself to be able to rest, relax and chill out a bit.
Before he had chance to say anything to Wendy, his phone was ringing with the picture of his mum showing on the front of it.
“Hi mum” he said when answering, “what’s up, what do you want, I have only just finished talking to you”.
“Nothing to worry about sweetie” replied his mum, “just pass on a message to Wendy for me”
“Tell her that I have spoken to Val and everything is sorted, there is a room waiting for her and I will be joining you later once I get finished up here”.
“Okay mum, no problem, take care and don’t overdo things” replied Alex, “I will let Wendy know”,
“Bye for now, love you mum”.
“Love you too sweetie, take care and be good for Wendy and Val” replied Leslie, thinking how sweet her little boy was; she wanted him back, her little baby boy.
“That was my mum on the phone again” said Alex looking at Wendy, “she says that everything is sorted with Val, there is a room waiting for you to stay in and she will join us later”.
Alex decided not to mention the part about being good for her and Val; he thought that it would give Wendy the illusion that Alex had to be with her all the time. He wanted his own time when he could get it, to be able to do what he wanted, when he wanted, in his regular underwear and not in pull ups, or worse still the pink pull ups given to him by Wendy.
Wendy thought to herself that things could not be more perfect, should would be staying with an old friend; have Alex staying in the same house, then hopefully the three best friends being reunited where they could concentrate on Alex.
Little did Alex know but it was no coincidence that Wendy had found him, Leslie had told her where his coach would be stopping. Leslie had arranged for Alex to be staying with Val, as she knew Val would be only too happy to help her with her need to get her little boy back. She had told Val about his bed wetting and told her of the little surprise she had put in his suitcase, just to make sure that Alex did not try and dispose of it. By the time she was joining them, she hoped that Alex would be in pull ups and nappies full time, not really knowing what was happening to him.
Alex leaned back in his seat, watching the world going by; completely unaware of what was in store for him, looking forward to his well earned break. Without even realising it, his hand had slipped to his lap where he was slowly rubbing across his shorts, his fingers then moving the material so that he was able to touch his pull up; the soft pink pull up that Wendy had put him in.
Wendy was watching him all this time, seeing him play with the edge of the pull up was getting her aroused, she saw him slipping further and further into the sweet little one that Leslie wanted him to become, but he was totally unaware of it. She put her hand on top of his, just as he was playing with the pull up; she hoped he wouldn’t be startled too much.
He looked down, only then realising what he had been doing; he was now blushing; the redness filling his cheeks in embarrassment. Wendy slowly moved his hand and placed it on her leg, and then slowly moving it up and down, she wanted to push him further, make him want to be with her. She finally moved his hand to rest between her legs, wondering what sort of reaction this would bring, had he ever been with a woman before. She was rewarded with a noticeable bulge showing in his shorts, she began to wonder if she could get him to orgasm once more, but this time in his girls pull up.
Alex was now growing bright red with embarrassment, he was unable to control the reaction in his shorts, he wasn’t even touching them and neither was Wendy, but the feeling he had just touching Wendy was like electric flowing through him. He was unable to control his emotions and this was obvious for Wendy to see, she knew she was being unfair playing with the emotions of Alex, but needed to get some release for herself.
With her hand still firmly on top of Alex’s, still resting between her legs, she needed to know something, she needed to question him.
“Alex my little sweet” whispered Wendy into his ear, “Have you ever been with a woman before, have you ever touched one, it’s ok, you can be honest with me”.
Alex was not surprised to hear this, considering the delicate situation he was in, but what could he say, how could he admit to her that even though he was 18, soon to be 19, he had never had a girlfriend, let alone been with a girl before. He had been kissed by girls, but only because he was such a sweet and caring boy when around them.
He looked up towards Wendy, their eyes meeting, he wanted to say something but just couldn’t, and he just gently shook his head from side to side. Wendy had a feeling what his answer would be before even asking, but she just needed to know from him. She wanted him to have his moment at some point, but now would not be that time; instead she just removed both their hands from her legs.
Holding him closely, she looked into his eyes,
“Don’t worry about that little one, we will make sure that at some point you get to enjoy the experience”.
“But for now, do you need to use your pull up, did little Alex have fun last time, but I am sure you would love to have some fun in your little pink pull up”.
While Alex was thing whether or not he could go through with it again, the coach driver made an announcement.
“We will be arriving in the next hour at the final stop, this will be the place for all passengers to leave the coach, I hope you have had a good journey with us today”.
Wendy saw this as an opportunity to help Alex once again,
“There you go sweetie” she said to him, “soon we will be arriving, then we will be off to Val’s guest house for our lovely holiday. So if you want to have a little fun we can get you cleaned up at Val’s”.
He hadn’t thought about Val for some time, he had never met her, but he had wondered if Wendy knew her as well. His mum told him that she was a friend of hers and she would look after him once he arrived, but that was before Wendy entered the equation. He knew his mum had made arrangements for her to stay as well. All he could think was that his holiday was certainly going to be different.
Alex had come so far in just a few hours, he loved being made to cum in his pull up, but now he was in a girls pink pull up, this would feel so different, but he thought he needed to try, the feeling felt so good to him last time.
He looked at Wendy, and then simply said “yes please”.
Wendy felt so pleased, he loves the emotions set off within him, maybe this will be easier and more fun than Leslie thinks, and her little boy would be putty in her hands once finished.
“Okay sweetie, let me help you achieve what you need, just lift up slightly, I think you will enjoy it better”.
Alex didn’t even think about it, he lifted his body allowing Wendy to lower his shorts, leaving him sitting there in just a pink pull up. She put her arm around him, drawing him close to her, then placed her other hand on top of his pull up. She then slowly started to rub the front of it for him, feeling him growing within.
Without realising Alex’s hand was now playing with the edge of the pink material, rubbing it and flicking it between his fingers, all the time enjoying the touch of Wendy on his front. He was moaning softly, shivers running through him, unable to control his feelings, unable to stop himself from getting closer and closer to erupting once again.
“Come on my sweet little Alex” whispered Wendy, “let yourself go, let your emotions out, empty yourself into that cute girly princess pull-up, let those feelings come out”.
Alex could not hold out, he had no choice, but surprising himself he erupted into the pull up at the moment Wendy mentioned the words “cute girly princess pull-up”, it acted like a trigger, fluid flowing from him, the front of the pull-up getting slightly darker with the wet spot forming before him.
Part 11
Wendy was feeling so happy and pleased with herself, she knew that the main goal was to help Leslie achieve her wishes, but she was going to make sure she had her fun along the way. Leslie had told her she could play with her little boy as she would have to wait until she joined them, but Leslie thought that it would be easier getting Alex to do whatever they wanted if he was getting some fulfilment himself.
With her hand now resting on his pull up, Wendy looked at him,
“Aww, Alex sweetheart, you are such a good boy, I bet that feels all nice doesn’t it”,
“But we need to get your shorts back on, we will be arriving shortly and Val will be there to meet us”.
Alex was so much out of it with his own personal enjoyment; this brought him back to his senses. He quickly pulled up his shorts, wanting to be covered up ready for when they stopped in the bus station, he knew people would be moving around so didn’t want to arouse suspicion.
Wendy could see him trying to make sure he was all covered up again, she thought it so sweet and innocent, but by the time they had finished with him there would be none of it. He would not care who saw him and where he was, he would be that little boy for his mum and her friends.
Within minutes the coach was pulling into the bus station, people were up and about, rushing around the coach trying to get their things together. Wendy made sure that Alex stayed still in his seat, letting everyone else start to leave until she was ready to leave. Eventually they got up out of their seats, Wendy passed down Alex his back pack from the luggage rack, then brought hers down, and then after checking they had everything, they walked down the front of the coach and then got off.
Alex was now for the first time for as long as he could remember wearing a pull up in public, but not only that, he was wearing a girls pink pull up, one that was all damp inside because of his own excitement.
He followed Wendy away from the coach, heading towards an area where some people had gathered to greet friends that had travelled. Alex did not know Val by sight, it had been quite some years since Wendy had seen her friend, but when things had settled, there was only one lady left standing there. Wendy went over towards her,
“Val is that you, it has been such a long time but you’re still so tall and elegant”.
“Hi Wendy” replied Val, “it has been so long but Leslie sent me a few pics from your Facebook so I would recognise you”.
They had a warm embrace before Val turned her attention to Alex, looking him up and down, “Well hello sweetie, you must be my little guest for the next few weeks, it’s so good to finally meet you, and your mum has told me so much about you”.
Alex went to shake her hand, but Val just put her arms around him, pulled him close and hugged him tightly. He could feel her arms around him and her hands then giving his bottom a little squeeze, if only to confirm her knowledge of him.
When they stepped apart, Wendy and Val started loading the luggage in her 4×4, giving Alex chance to clearly look her over. She was taller than both Wendy and his mum, maybe a bit older as well, long flowing dark hair, slim body with large breasts that pressed against her tight clothing. If it had been in any other situation he could even have found himself attracted to Val, she was older yes, but so pretty. This was going to be a lot harder for him now, Wendy had him wanting her, Val was just as pretty and she would be looking after his special requirements for night time.
“Right then Alex” called out Val, “no day dreaming, get in the car, then I can get you and Wendy settled in, I am quite sure that you could do with a bath or shower”.
Alex went over to the car where Val had the back door opened for him, Wendy already seated in the front. He was a bit surprised to see a 5 point harness attached to the seat, but with a few boxes on the other seat had no choice but to get in.
“Oh I am sorry about this Alex” said Val, “I had my niece staying last week; her mum insisted that I had the harness fitted”,
“It should fit you; she is quite big for her age whereas you are small for yours”.
Before he could say anything, she was securing him in, including fastening the crotch strap up between his legs.
Part 12
Alex was left speechless as he was fastened into the back of the car, a position that unknown to him he would become accustomed to in the not so distant future. He thought about protesting but knew that if he caused any trouble, his mum would find out. While everything was going on, there was still one thing in the back of his mind, his mum had made the arrangements and he could never bring himself to upset her in any way.
He sat quietly in the back of the car listening to some music playing, whilst up front Wendy sat chatting with Val, he couldn’t make out what they were talking about, but occasionally thought he heard his name being mentioned. It was only a short ride before they pulled up outside a large house at the end of a road, just off the main seafront, but looking out over a beach that appeared quite secluded.
Val and Wendy climbed out of the car, before Val came around to his door and opened it, he had tried himself but found the child lock in place on the door. He had to wait for Val to release his harness; it fastened in a way that made it impossible for him to reach the locking point.
She went to release him but not before looking down at his shorts, unknown to him they had ridden up enough so that the edge of his pull up was now showing.
“Come on sweetie” said Val releasing him from the seat, “let’s get you inside and settled down, I am sure that you could do with a bath and a change out of those”.
The last part was said as she had her hand on his pull up, rubbing the edge of it.
He went to the back of the car to collect his case, but not knowing what little surprises his mum had packed in there for him. His usual underwear had been replaced with much thicker terry cotton pants, ones that would be better described as a pair of training panties for toddlers. Then there was the usual pull up which he wore for sleeping in at night, but the special surprise was the cloth nappy and plastic pants she put in there, one just like those he had been viewing on-line.
They made their way into the house, Alex was impressed with what he saw, very large hallway, very well furnished but all looking slightly feminine, but at the same time very homely. From his position in the large waiting area, he could see out over the sea, the beach looked very private but that was perfectly ok with him. Wendy had already gone up her room by the time Val had collected Alex’s room key,
“Come along Alex, let’s go find your room, I am sure you will, it is right next to mine, so I can keep an eye on you like I promised your mum”.
They made their way up the first flight of stairs, then along a corridor after going through a door marked private,
“It’s ok Alex” said Val, “I just wanted to make sure that you get some nice peace and quiet, sometimes the guests can be a bit noisy”.
Finally they reached a door marked with a little sign saying “ALEX”, which was a bit of a shock to him, he hadn’t realised how much trouble Val had gone through. The door was unlocked by Val and Alex was greeted by daylight once again. Before him stood a vast room, with a large double bed against one wall, directly opposite was a large TV mounted to the wall, then a dresser with plenty of drawers for his clothes. There was also a large dressing table with its own chair, but to his surprise in the corner a desk with a laptop computer on it.
“That was a present from your mum for doing so well at school” said Val as she saw him looking at it, “through that door over there is your own private bathroom, the other door leads to my room but it is locked so don’t worry about that”,
“The last door over there is the walk in wardrobe, but I think the dresser will be ok for your things”.
“So let’s get you unpacked then you can have that nice warm bath that we both know you need”.
Unaware of its contents, Alex lifted up his case onto the bed, but as it landed he thought he heard something rustling, Val came over to him, putting her arm around him,
“That noise is only the protective mattress cover I put on the bed for you, your mum did tell you that she told me about your little problem and the last thing we want is for your bed to get wet. We can deal with a wet sheet or two but not a wet mattress”.
He did remember what his mum had told him, so in all fairness it was to be expected, but it was just the shock of it, he just looked at Val and smiled. He started to open the case, then once open he undid the luggage straps inside it, removing the towel off the top. Directly underneath where his pull ups, all laying next to each other, which Val picked up and then walked over to the dresser with before laying them in one of the drawers, next to more pink ones which she already had prepared.
He removed his t-shirts himself only to find the new underwear selection his mum had packed for him. At first he was unsure what they where, but having given the shirts to Val he quickly picked a pair up, only now understanding what they were. He had seen them on some of the sites he looked at but never imagined he would have some himself, especially not so many.
Val came back over to him, looking at what he was holding,
“Oh my, aren’t they the cutest little panties ever, so thick and sensible for a sweet boy like you, we will have to take care washing these, we don’t want them losing all that puffiness do we”.
With that, Val took them from him and then places them in the dresser, the next drawer down from his pull ups. Alex then removed the next layer which contained some jeans and some more shorts, only to finally reveal the final surprise from his mother.
There in plain view was the thickest terry cotton nappy he had seen, resting next to a pair of pale pink plastic panties that where covered in see through organza, with fine lace edging. For Alex he could see straight away what they where, it was something he had looked at so many times before, something he always wanted to try but never had.
He was stuck in a trance until Val rested her hand on his, before looking at him, waiting to see if he would say anything. A few moments later with Alex still quiet, Val picked up the nappy and pants, removed it from the case and placed it on his bed next to the pillow. She closed the case, put it under the bed then looked at him,
“Now you get undressed, I will go and run the bath. We can discuss the nappy later; there must be a good reason that your mum put it in there”.