Experimental
Copyright© 2024 by Its a skirt, not a kilt
His mother.
Young Adult Sex Story: His mother. - An experimental story to see how storiesonline’s ‘interactive’ function works. The story starts off with the main character being a young teen boy, then after that, it’s up to the reader. Well, that’s the theory.
Caution: This Young Adult Sex Story contains strong sexual content, including mt/ft mt/Fa Ma/mt mt Teenagers Coercion NonConsensual Rape Reluctant CrossDressing Crime Incest Sister MaleDom Humiliation Rough Spanking Anal Sex Bestiality Masturbation Oral Sex Petting
His sisters door opened and their mother walked in, stopping dead when she saw her son.
“Umm...” Merry said. He was totally fucked. There was no way he was going to be able to talk himself out of this one.
“If you have an excuse, I’m going to enjoy hearing it immensely.” His mother remarked dryly.
“Don’t tell me, but you just happened to be walking past her room, when you tripped over your shoelaces, stumbled into your sisters room and when you fell, you fell into your sisters dress?” His mother looked down. “And her strappy heels.”
Merry opened his mouth. Shut it, opened it again and repeated the motion several times before his shoulders slumped.
“I was bored, and, I don’t know why, I just had a sudden urge to see what it felt like to wear a dress.”
“Do you know what love? That sounds almost believable.” She cast a critical eye up and down him. “We were joking about this a few weeks ago at Pilates. One of the women found some girls skirts and panties in her son’s bedroom, and since she didn’t have a daughter, presumed he had a girlfriend she didn’t know about. He didn’t, obviously, and some of the other moms admitted that they had found their underwear in their sons bedroom, or even their sons in their underwear. So I suppose I’m not that surprised. Well I am, but you know what I mean. You would make a pretty passable girl. I have to admit. A bit of lippy, longer hair, yes you could easily pass for a twin of your sister.
“Does your sister know you dress in her clothes?”
Merry shook his head. “No! This was the first time and last. I swear!”
“Don’t be so quick to decide...” She said with an amused smile.
“I’m sorry okay.”
“For what? It’s not a crime to wear a dress, though it’s not nice to wear a girl’s dress without asking her permission first. And it’s just as well you are obviously slightly smaller than she is. That is not a dress that takes kindly to being stretched. Especially in all the wrong places.”
She smiled again amusedly. “I can easily pick up some stuff for you, save you damaging your sisters.”
Merry sighed. “You are never going to let me forget this are you?”
“Oh god, hell no!” Their mother moved over to her daughter’s collection of makeup, collected a few items. “Since you are all dolled up ready to go out, let me make a few adjustments.
“And it’s definitely not okay to wear her underwear.” She scrutinised the dress. “Which you are, aren’t you? Those underwear lines are not a male cut. That’s a dress where you have to be really careful about the underwear you chose to wear. Show me.”
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