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.

Part 10Alex 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”.

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