Samantha was a 41 year old sissy. For the last six months he had been chatting to Rob over the internet about Rob being a daddy to him. Lately they had been talking about meeting each other. Samantha was a little scared at the thought of meeting Rob for the first time in real life. He arranged holidays from work and Rob arranged the airfare.
The night before the flight, Samantha was scared but really excited as well. He didn’t sleep a wink. He tried but all he did was toss and turn. At one point during the night he got up and went to his computer to see who was online that he could chat to. Rob was there.
sissybabysamantha: Hi Daddy Rob.
DaddyRob: Hi there. I didn’t expect to see you on at this time. I thought you would be asleep.
sissbabysamantha: I’m too excited to sleep
DaddyRob: I am really excited myself but I’m going to bed now. I’ll SEE YOU TOMORROW. Why don’t you go back to bed and try to get some sleep?
sissybabysamantha: I’ll try but I’m feeling wide awake atm. I’ll see you tomorrow.
DaddyRob: Bye my sweet little sissy baby.
Sissybabysamantha: Cya Daddy Rob.
‘I can sleep on the plane if I need to’, he thought to himself. Samantha didn’t go back to bed. Instead he checked his bag to see if he’d forgotten anything. In the bag were a couple of pairs of jeans, t shirts and underwear, as well as some of his sissy clothes. After checking his bag he decided that he would do a bit of cleaning so he didn’t have to do it when he got home. This only took about an hour.
It was 4:30 am and his plane didn’t leave until 9. ‘What am I going to do between now and then?’ he asked himself. He sat in his favourite lounge chair, turned on the TV and flicked through the channels. None of them took his interest; his mind was on the coming weekend. He turned the TV off and made himself a gin and tonic. “Ahh, that’s good.”
The nappy between his legs was feeling very soggy. ‘I should go and change that.’ He prepared a nappy and lay down on the change mat. Changing himself seemed natural. He wondered what it was going to be like being changed by Rob. He tried to imagine a situation where Rob was changing him. This bought a deep blush to his face. The only other person to change him was his ex-wife. He felt embarrassed even when she did it, although he did enjoy it.
He put the nappies in the wash with some other clothes and washed them. While waiting for the machine to finish he mixed himself another drink and sat at his computer looking at some files he had downloaded earlier. When the wash was finished he put the clothes in the dryer.
His excitement was building with every minute that passed. ‘Only a couple more hours till I get on the plane.’ Upon returning to his computer he discovered that he had received some emails. One was from Rob.
Hi my sweet sissy baby Samantha,
When you get off the plane tomorrow, look for me. I’ll be holding a sign with your name on it. Walk to me and when you reach me I want you to say, “Hi Daddy, I’m you’re sissy baby for the weekend.” I hope you have a good flight. See you soon
Hugs and kisses
Samantha sat at his computer with the gin and tonic in his hand, flicking through files till it was time to get ready to leave. Every now and then he would go back to his email program and reread the last email from Rob. He wondered why Rob would want him to say that.
Finally it was time to get ready. He put on a fresh nappy, his favourite pair of jeans and t shirt. When he had finished dressing he made sure that the house was secure, picked up his bag and headed out the door.
The drive to the airport was uneventful. He listened to the radio and discovered that
it was going to be fine when he arrived in
It was a 4 hour plane trip to
Samantha’s belly was doing flip flops. He was a little shaky and he had wet his nappy. That was embarrassing; he didn’t know what Rob had in mind when they met. He wished he had something to settle his nerves. Alighting from the plane he shakily walked to the baggage area and picked up his bag from the carousel. Turning around he saw a sign for a bar and headed towards it so he could get a drink before he met with Rob. He had to walk past the area where people met with passengers for pickup. There he saw a tall man with a white sign with “SISSY BABY SAMANTHA” written on it in bright pink letters, standing in the middle of a crowd of people. Samantha slowed his pace and looked at him briefly then decided to head for him instead of going to the bar. ‘I might as well get this over with.’
He took a deep breath and headed towards the man with the sign. There were a lot of people around. Samantha eventually reached the man and said in a soft, embarrassed voice, “Hi Daddy, I’m your sissy baby for the weekend.”
Rob looked Samantha up and down, then smiled and said, “Good girl, now let’s get you into the appropriate clothes.”
‘What? Where are we going to do that? How embarrassing. I do like to be dressed as a sissy but in private.’ Samantha thought and a blush brightened his entire face. The people closest to them had heard what was said and gave them strange looks.
Rob picked up a bag near his foot, took Samantha by the hand and headed for the baby change room. ‘Oh, come on Rob, are you really going to change me in there? What if there are other mothers in there?’ He wasn’t sure what to do but he kept pace with Rob. They entered the change room and nobody else was in there. Samantha breathed a mental sigh of relief. Rob let go of Samantha’s hand and dropped the bag he was carrying. Samantha also dropped his.
“Come over here Samantha,” Rob said in a loving paternal voice, while moving to the change table. He undid the button and zip on Samantha’s jeans and pulled them off. “Lay down on the change table.” He instructed. Samantha lay down on the change table; he had to hold his head up because it wouldn’t fit on it. “Now then sissy baby lets get you out of that wet nappy and into a nice clean fluffy terry one.” He takes off the plastic pants, they are wet, and un-pins the nappy putting the wet nappy on the floor. “We’ll need those nappy pins again won’t we sissy?”
“Yes Daddy,” Samantha replies.
From the bag he grabs a baby wipe and wipes Samantha’s nappy area. Next he sprinkles baby powder on Samantha and rubs it gently in. What a beautiful smell. The feeling of Rob rubbing in the powder was so nice Samantha began to get an erection. “Does sissy like that?” Rob asked as he noticed the hardening.
“Yes Daddy” Samantha replied, blushing.
Rob finished the powdering and pulled the clean nappy between Samantha’s legs and pinned it tightly in place. He got pink plastic pants from the bag and slid them up Samantha’s legs and over the nappy, patting his bottom when they are in place. Rob bent over the bag and retrieved white tights and white, plastic lined, satin rumba pants with pink frills on them and slides them over the top of the plastic pants.
“Ahh, yummy.” Rob says with a smile. “Sit up and we’ll get you into your really cute satin baby dress that matches your frillies, you big sissy.” He laughs and Samantha turns bright red with embarrassment. Rob pulls out a cute little dress and slides it over Samantha’s head and down his body, smoothing it as he went.
Rob bent to the bag once more and pulled out a gorgeous bonnet made of pink satin with satin ties. He tied a huge bow under Samantha’s chin. “Ah, what a sissy you are.” He says. “Now for your Mary Janes.” He slides them onto Samantha’s feet. With that done he puts all of Samantha’s clothes into the bag, does it up and turns around to look at him. “Mmm, you do look like a big sissy baby. Are you ready for everyone to see my big sissy baby?”
Rob picks up the bags and takes Samantha’s hand and leads him from the change room. Samantha’s face brightens with a permanent blush as he is led through the busy airport terminal. People laugh and point at him. Even Rob is laughing. “Look at him,” some were saying. “What a big baby,” he heard form others.
They finally got through the sliding doors of the terminal and the laughter died. “Daddy, why did you do that?” Samantha asked through tears. Everyone who saw Samantha on the way back to the car pointed and laughed. His humiliation was complete. Even though he was humiliated he could feel his nappy getting tighter as his penis expanded. ‘Why am I feeling this way? I am totally humiliated but am getting a hard on.’
“I wanted to show people what a beautiful sissy baby you were,” Rob replied still chuckling. “Here’s the car.” Rob unlocked the door and opened it for Samantha. Reaching in, he put the seatbelt across Samantha and plugged it in. “I’ll just put the bags in the back and we can go home.”
Rob hopped into the drivers’ seat, started the car and took off for home. Samantha looked out the window not really seeing anything through his tears. He felt Robs hand on his lap and turned to look at him. Rob smiled, and Samantha gave a small false smile back.
The rest of the trip was spent in silence. Rob driving and Samantha was looking out the window watching the scenery and thinking. ‘Why did I come? I wanted to know what it was like to have a daddy. Is he the Daddy I are looking for? At the moment I would say yes and no. I mean the way he was in the change room was great, that’s what I was expecting, but through the terminal was just cruel but I also enjoyed it.’
Finally the car slowed and they pulled into the driveway of a two storey house. Rob hopped out and got the bags out of the back of the car, then came around to let Samantha out of the car. Samantha just sat and looked at the house. It was painted white with a dark coloured roof. The lawn was mowed neatly, the path swept clean. ‘Rob really loved his house,’ he thought.
“Come sissy baby, let’s show you around.” Samantha saw the grin on his face and instantly didn’t feel comfortable, but still intrigued. ‘What’s in there?’ he thought. He followed Rob up the path to the front door. Then he was ushered into the foyer where he stood, mouth agape, looking around at the magnificence of the room. There were rooms on either side of him, doors pulled to. A staircase wound up to the second level and a chandelier hanging from the ceiling.
“Wow, nice house you have here, Daddy Rob.” He said after about thirty seconds.
Rob put the bags down by the door. Samantha noticed noise coming from behind one of the doors. “Did you leave a TV going while you were away?” he asked Rob.
“No.” He walked over to the door and opened it. As soon as it opened the noise died. Rob took Samantha by the hand and led him through the door. Instantly there were guffaws and laughing. Samantha tried to pull free of Rob’s hand but couldn’t. There were three other men in the room.
“Guys you’re scaring the sissy baby, keep it down.” The laughter became sniggers. “This is Samantha. Samantha these are Peter, John and Ray, my friends. When I told them you were coming they wanted to meet you.”
“Hi sissy baby, you look so cute in that dress, have you got more like it?” teased Peter.
“Look at those frills, I’ve never seen anything like it, you really like that stuff sissy baby?” said Ray.
“Sissy baby, sissy baby, look at the sissy baby” John chanted. Laughter erupted once more. “I thought only girls wore frills?” John walked up to Samantha and groped the front of his dress where his nappy was, attempting to feel his penis underneath. “I think there is a cock in there boys. Hang on let me pull the front out and see.” John grabbed the hem of Samantha’s dress and pulled it up, then pulled the pants and nappy away from his body. “There is definitely a dick down there.” He announced.
“You guys be nice, he is my guest and if you are going to be mean you can leave.” Rob said but it didn’t sound very convincing to Samantha. He stood there tears rolling down his cheeks. Rob pulled Samantha towards him and cuddled him close to reassure him everything would be OK.
“I’m sorry Samantha, I was just joking.” Peter apologized.
“Me too,” said John.
“And me,” said Ray.
“Ray, why don’t you go and get Samantha a drink and a tissue out of the kitchen,” Rob asked Ray. “What would you like to drink, Samantha?”
“Can I have a gin and tonic please Daddy Rob?” he asked through tears.
“You can. Ray gin and tonic.” He instructed. Ray disappeared out the door. The other guys just looked at Rob cuddling Samantha. Rob was rubbing Samantha’s back. A burp escaped from his lips. Everyone laughed and it seemed to lighten the atmosphere. Samantha blushed into Rob’s chest.
Ray returned a couple of minutes later with Samantha’s drink and a tissue. “Come and sit over here sissy baby. You can relax for a bit, and then I’ll show you to your room,” said Rob motioning him to a seat placed in the centre of the room. The chair was obviously placed there so that everyone could see him. He sat down nervously. Ray gave him his drink. He sat with his head down so he didn’t have to look at the other men, but he could feel their eyes on him.
The men had gone into a huddle and were whispering but he couldn’t hear what they were saying. They broke the huddle and sat on the other chairs in the room. Rob came to Samantha and stroked him on the leg, lovingly. “How you feeling now my sweet sissy baby?” He asked in a caring voice.
“I’m a little scared Daddy Rob. Could I have another drink please?” he asked.
“Why are you scared, you’re with friends here. There’s nothing to be afraid of.”
“Ray another drink.” Ray got up and took Samantha’s empty glass.
“We were wondering if you do anything special when you dress like this,” said John. “You know, like dance or sing or stuff like that.”
“No, I just like the feeling of being dressed like this.” Samantha replied quietly.
Rob was still stroking Samantha’s leg but now it was moving up toward the nappy. Samantha looked down at him with a quizzical look on his face. He smiled. “Would you let me teach you a dance that I know?” Rob asked.
Samantha was feeling very scared. He could see the lust in the men’s eyes. He just wanted to leave right now. “No I don’t want to learn any dance I want to go home.”
Samantha could feel himself starting to pee. With the stress of the situation, the earlier gin and tonics decide to leave his body uncontrollably. His nappy filling rapidly. In fact it started to leak. If Rob’s hand moved any higher he would discover the wetness on his tights. His eyes began to leak too.
“There, there sissy baby. You’re ok.” Rob tried to soothe Samantha. His hand moved higher and found the wet patch. “What do we have here? Seems to me little sissy baby is a pissy baby and has wet his nappy. John can you go to the door and get the bags near it please?” John left the room and returned soon after with the two bags. Rob took the glass from Samantha and stood. “Come here sissy we need to get that wet nappy off you.” Samantha sat where he was and shook his head. “Samantha, I’m not asking you, I’m telling you. Come here!” Rob said with a stern voice.
Samantha slowly got up and waddled to Rob. “Please Rob not here. Not in front of them.” He sobbed with his head down.
Rob raised his hand and back handed Samantha across the face sending him crumpling to the floor. “You call me Daddy Rob,” he yelled into Samantha’s ear. “Do you hear me sissy baby!” He growled.
Samantha nodded; he couldn’t answer because his jaw was sore. ‘God help me,’ Samantha thought, ‘What have I gotten myself into here? What are they going to do to me?’ He had an idea but didn’t want to think about it. He lay on the floor curled in a ball, holding his jaw. There was movement all around him. Hands grabbed his legs and arms, pulling them out straight. He tried to struggle but they were too strong. He was laying face down on the floor. More hands grabbed the hem of his dress and ripped it up to expose the frilly rumba pants beneath.
“Please stop,” he said weeping in to the carpet. Fear was taking its toll. His bladder released more of its golden stream into his nappy. He was rolled onto his back. Samantha could now see, through blurry eyes, who had a hold of him. John had a hold of his arms, Peter his legs; Rob and Ray were restraining his mid section. “Now sissy I am going to change your nappy,” his voice had almost returned to normal. “You had better lay still or else you’ll get more of what you just got.”
Samantha was too scared to move. Peter let go of his legs so Rob could remove the rumbas, tights and plastic pants, then quickly gripped his legs again when they were off. The soaking wet nappy was the only thing left to remove. Rob began to take out the large pink nappy pins. The other guys laughed when they saw them.
Fear had also created a bulge in the front of Samantha’s nappy. “Please Daddy Rob, I beg, you don’t do this.”
“SHUT UP BITCH!” said John and added more pressure to the grip he had on Samantha’s arms. Samantha yelped. Finally Rob had the pins undone and pulled the nappy down. “Hey look guys, sissy bitch here has a fat. He must be enjoying this. Let’s have some fun. Keep hold of him, I’ll be back in a minute.” Rob ran out of the room.
Samantha could sense a change in the atmosphere. Hormones collided with terror. The other men were regressing to neanderthals. They had found their weak link and were going to exploit it.
“You guys got him?” Ray asked.
“Yep,” was the simultaneous reply from Peter and John.
Ray let go of Samantha’s mid section, whilst undoing his pants and straddled Samantha. “You ever sucked a cock, sissy slut?” he asked. Samantha’s eyes widened with terror as he saw the man’s member coming towards his face. He kept his mouth shut as long as he could, but his jawed ached and he couldn’t keep it shut. “If you bite me, you’ll know it slut.” Ray directed his cock into Samantha’s mouth and started fucking it. “You’re going to suck every dick in this room sissy. Ahh, that feels good.”
Samantha gagged as it went in too deep. He was resigned to the fact that he was going to be fucked by all four men and he was stuck here for the entire weekend, at least. He wanted to scream for help but couldn’t. Besides having a dick in his mouth, he knew that no one would hear him and these guys would just laugh at him.
Rob returned with a jar of vaseline. “You started the party without me. Ray hop off and go and sit on the chair,” Ray did as he was instructed. “Turn him over,” Rob told the others. They did. “Crawl to the chair and suck Ray’s cock, you little sissy slut.” Samantha did as he was told. Tears streamed down his cheeks. He had never been fucked before. The lid was screwed off the jar and zippers were lowered.
It’s my house, I’m going first,” said Rob. He dipped his fingers in the Vaseline and walked behind Samantha. “Hold him.” Two sets of hands grabbed hold of Samantha to make sure he didn’t move. He was still sucking Ray’s member. Ray had his hands on Samantha’s head moving it up and down his shaft. “DON’T BITE SISSY!” he said through gritted teeth.
Rob had heaps of Vaseline on his fingers. He parted Samantha’s cheeks with one hand, this made him flinch and groan around Ray’s dick, then rammed his lubed fingers into Samantha’s tight hole. This bought a gagged scream from Samantha. The other men laughed at the sound. “That was just my fingers sissy slut. Now let’s see how you react.”
Samantha started to struggle against his captors, but it was in vain. There was no way he was going to get away.
Rob had his hardened shaft in hand. He teased Samantha by only lightly touching him to start with. All of a sudden Rob’s shaft penetrated Samantha. The others weren’t ready for this, so they were slow to react when Rob entered Samantha. He bucked up and threw Rob off. WHACK another back hand from Rob across the face. He pushed Samantha back down on Ray’s cock hard, almost choking him. “Hold him tight this time,” he shouted at the others. Rob penetrated for a second time. He fucked Samantha hard, hard enough that Ray didn’t have to move Samantha’s head. “Faster Rob, I’m gonna cum.” Rob wasn’t far off cumming himself so he increased his pace. It was almost a simultaneous ejaculation.
Samantha sobbed and choked on Ray’s member. ‘I’m not enjoying this at all. So why is my cock so hard and about to blow. Am I gay? Do I secretly want this?’ Many questions whirled through his mind as he felt both Ray and Rob blow their loads inside him. There was a third ejaculation as well. ‘I must be gay. Why would I blow my load and enjoy the sensation of being fucked if I wasn’t?’ Samantha thought as he came, leaving a mess on the carpet and seat. ‘My arse is sore but it felt really nice too. What is wrong with me?’ He continued to sob as both men pulled out of him.
Peter and John stepped up for their turns. Samantha wasn’t ready for them. John sat in the chair and pulled Samantha’s head up so he could have his cock sucked. “Open your mouth sissy slut. Suck Daddy John like you did Daddy Ray.” At the same time Peter lined up on Samantha’s behind. John gave Peter a nod and Peter plunged deep, forcing Samantha to deep throat John. Moans came from all three at the same time. Samantha’s weren’t moans of pleasure though.
Samantha passed out before either John or Peter had finished. The next thing he was aware of was waking up in bed with a nappy and footed sleepers on, sun coming in through a crack in the curtain. He tried to get out of bed but his bottom was so sore he couldn’t move. His jaw was sore as well.
“Hello. Daddy Rob are you here?” he called out. He heard footsteps in the hallway.
“Hey there sweet little sissy baby. How are you doing this morning?” He asked in a concerned manner. “You passed out and we brought you up here, cleaned you up and dressed you.”
“I’m sore all over and I want to go home and never have anything to do with you or your friends ever again.” He blurted out.
“We aren’t monsters all the time. I don’t know what came over us last night. I’m really sorry. If you don’t want anything to do with us that’s ok but please let me look after you until you are better. I’ll show you what a good Daddy I can be. PLEASE.” He begged. “If you like I will drive you home in my car.”
“I need to eat, help me and I’ll think about it when I’m eating.” Samantha said.
Rob helped Samantha to the kitchen and made him a good home cooked meal.
Did you enjoy this... or not like it at all? Please tell us what you thought.