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After the wedding Kyle was informed that from now on he would have an alternative name, Kylie. In public he was still Kyle as before, but at home he had a new name and a completely new set of clothes. Girl's clothes. He was to act like a girl at all times and answer only to his girl name, Kylie.
He still wasn't sure what to think about all of it. He liked girls, but he liked being dressed as a girl too and treated like one. He also liked being told what to do while he was dressed like that and the humiliation was making his little cock all tingly.
He wore his regular, boy clothes to school, but his mother told him he had to wear girl's panties at all times, even to school. She bought a lot of nice, sexy panties for him, but he preferred wearing hers and she gave him permission to go through her panty drawer and pick one whenever he liked.
At least 3 days a week he had to wear a butt plug in his ass to school under his panties. It was a relief taking it out when he got home, but soon he got so used to the feeling that he wanted to have it inside all the time.
Both of his grandparents flew back home and uncle Vince lived 2 hours away by car so he also couldn’t visit often.
His mother acted a lot more freely around the house. She was obviously the boss, and Kylie and David listened to her every word.
Kyle had to wear a chastity cage, just like his dad. He was a little worried that his parents planned on turning him into a girl completely, like his mother did with Tina, who was a boy named Martin when Kyle first met him/her.
Jen explained that that was entirely up to him. For now, he was their sissy boy-girl who had a double life. A boy for everyone else except for those who knew his perverted secrets and desires.
"Cute little trap, sissy boy, crossdressing little butt slut, sexy little girl", those were just some of the nicknames Jen and David used when they talked about and to Kylie, but it was always affectionately.
Jen was a teacher in the school Kyle went to. She was a strict teacher and kept order in her classes. She loved teasing the students she liked. She would often drop something and bend over to pick it up, knowing that the little rascals were taking pictures and videos of her ass. She loved wearing pencil skirts and stockings, showing the lacy top on her thighs as she let her skirt ride up when she sat down or bent over.
One day when the school was already empty and Kyle waited for his mother to finish up in her class and give him a ride home he heard two boys run down the hallway straight at him. They were two years older than him and much stronger.
They grabbed him and dragged him to an empty classroom far from all the others. One of them pulled a schoolgirl uniform and a long wig from his backpack and ordered Kyle to put it on. He expected them to laugh at him when he pulled down his pants and revealed his lacy black panties he picked out from his mother's drawer that morning, but they just watched in silence. They were stunned that he looked so much like a girl that they wouldn't be able to tell.
Kyle wasn't really afraid that they would hurt him, as much as he was embarrassed because he was crossdressing in front of these boys. But he was already used to that feeling of perverted humiliation and it turned him on.
When he was fully dressed up like a schoolgirl, in a plaid skirt, white shirt and tube socks the classroom door opened and his mother walked in. She let down her hair and ordered one of the boys to unbutton her shirt. Kyle realized that she was obviously in on this and she was the one who told the two boys what to do.
"So, you two still wanna do it?" She asked as the boy finished unbuttoning her shirt and she took it off, standing in front of them in her bra that barely managed to contain her natural double Ds.
The boys nodded and Jen laughed at their eagerness. The two boys were only 13 so obviously they were virgins and the sexiest MILF they knew was teasing them right now. No wonder they were willing to do anything.
"Well first you need to show me if you are worthy." She said and pointed at Kyle who was now in his Kylie mode completely, responding in his girl voice
As the boys hesitated for a couple of seconds, unsure what to do, Kylie was on her knees, unzipping their pants and dropping their underwear to the floor. She stroked both of their cocks with her hands and her mother smiled with approval, proud of her little sissy slut.
"If you can last 2 minutes fucking this cute little trap I'll let you fuck me." Jen said and watched the boy's shocked reaction with amusement.
Kylie got on all fours, sticking her cute little ass up in the air, showing the base of the butt plug in her round, smooth ass. She reached back and pulled it out easily and left her little butt gaping slightly.
The boys looked at each other, and the one with the bigger cock got on his knees behind Kylie and positioned his cock at the entrance. He looked up at his sexy teacher, Jen, and saw that she had her phone out and was filming him and the little sissy that was her son.
There was no turning back, he was about to lose his virginity fucking a boy younger than he was, he thought, very confused. As he still hesitated a little, Kylie pushed her butt back at him and his cock slid inside with ease. Kylie kept pumping her hips back, her ass swallowing the boy's cock that was easily as big as that of an average adult.
He didn't last more than 20 seconds of Kylie's thrusts. It was her moans that took him over the edge. She sounded so sexy. Sweet and innocent and girly.
The boy climaxed, filling up Kylie's asshole. He got up and hung his head in defeat, too embarrassed to look at Jen who felt sorry for the boy and she pulled him in for a hug and a kiss. She didn't let him get dressed and instead wrapped her hand around his now spent and flaccid cock as both of them watched the second boy get behind Kylie.
It seemed that the other boy was so nervous that he had trouble getting it up. His dick was a lot smaller than that of the first, larger boy.
Kylie reached down between her legs and touched the boy's cock with her fingers, tickled his balls and his small cock started getting hard quickly. He watched a little bit of cum dripping from Kylie's ass while she tickled his dick and balls and wanted to put his cock inside, but the sight and the tickling was already too much for him. He made a sound and grabbed his cock, trying to prevent disaster but it was too late. He experienced his first premature ejaculation and was red in the face from embarrassment.
He also got a hug and a kiss from Jen. She knew them well since she was their teacher. Usually the two boys were full of jokes, but now they were quiet, their brains trying to process what just happened. Jen wasn't about to let them leave so disheartened. She got behind Kylie and put a finger in her cum filled ass, and then licked the cum off her finger.
The boy whose cum it was watched with amazement, his cock was already up and ready again and Jen smiled looking at it.
"Yummy." She said as she scooped another finger of cum and licked it then gave Kylie a lick of cum from her finger.
"Since you failed your 2 minute challenge, you don't get to fuck me, sadly. But I didn't say we can't do something else instead." She said teasingly, still licking her cum covered fingers.
She motioned to the big cock boy to sit on the chair and she got on her knees in front of him.
"I need my daily dose of fresh cum." She said and licked his young, rock hard cock.
The other boy watched, his cock also already regaining vigor and Jen tapped another chair for him to sit down. She gave his cock a quick lick too and she could see that the boy did all he could not to explode instantly again. She giggled at his innocence and then called Kylie to get up and pushed her head on the boy's cock, while she started sucking the other boy's large cock.
Kylie and her mother bobbed their heads for less than a minute before the boys came in their mouths. Kylie barely got a few drops of jizz from the small cock, but Jen got a nice big, hot load that she craved and she moaned as she savored the taste.
The boys were in much better spirits after that and Jen told them that they might get another chance if they behave. She also gave them the green light to check what kind of panties Kylie is wearing to school any time they want which made them laugh and high five as they left the classroom.