Author's Note
This story is a work of erotic fiction featuring themes related to gender non-conformance (crossdressing/feminization), jack-off instructions, cum eating, a young man's exploration of his sexuality, and some fairly inappropriate familiarity between mother and son. All characters are at least 18 years old. If this sort of thing isn't a turn-on for you, then I recommend you move on and find something else. If it is your cup of tea, then by all means please get out some quality lube, put on your favorite pair of panties, and enjoy!
Be safe. Wear panties. Have fun. Don't try the inappropriate bits at home, or at all!
Thanks to
dj19_78
for kindly helping to edit this!
============
Chapter 1: A Boy and His Panties
June Simpson was hurrying home or at least trying to. Today was Steven's 18th birthday -- a landmark for sure, and the traffic was always maddening this time of year. The summer always brought in tourists drawn to the beaches of the Florida panhandle.
"At least we're not in Tampa anymore."
she thought.
"The traffic would be ten times worse there this time of day."
She planned to surprise Steven by coming home early so she could take him out to Ricardo's for a special meal. Since he didn't have a lot of friends it was mostly just the two of them anyway, which at least made planning things easier. Hopefully, this birthday would be really memorable and set the stage for many new and exciting experiences to come!
Steven didn't have a summer job, other than cleaning his room and helping with chores around the house -- which he dodged about as diligently as any kid his age. He tended to spend a lot of time in his room -- usually online playing video games.
"He's probably there right now"
she thought as she pulled into the driveway.
"Boy, won't he be surprised when he sees I'm home!"
Grabbing her purse, and the sweet birthday card she'd picked up weeks ago, June headed into the house as quietly as she could. Once inside she tiptoed across the entry and down the hall towards Steven's room with a grin across her face.
As June neared his room, she heard rhythmic music playing -- a new computer game maybe? She didn't recognize this one, but at least it sounded nice. She knew Steven wasn't expecting her back home until very late since she'd told him she needed to cover a double shift at the hospital for her best friend Karen.
"No matter. I don't think he'll mind being interrupted for a surprise birthday dinner."
June thought.
Once at his door, she silently reached out and took hold of the knob -- then with a quick motion she flung the door open and stepped inside throwing her arms wide and announcing "Surprise!"; and boy was it ever!
June wasn't sure what she expected, but it certainly wasn't this...
Steven was laying spread eagle on his bed with his dick in his hand furiously spanking it when she'd come in. He was naked, or nearly so, except for a pair of bright pink panties with little white dots.
Steve froze the instant June yelled surprise. His fist had been on the downstroke and so came to rest at the base of his cock making it stick up lewdly in the air like a rocket poised to launch.
"Mom!" Steve gasped in surprise as he struggled to pull the bedspread over himself. The covers were not cooperating as they were pinned down by his weight and the laptop beside him -- the source of the music June realized. Steven was very much on display as June stood there in the doorway, mouth agape, a shocked expression spreading across her face.
June harbored no false notions about boys, men, or how likely they might be to masturbate given the opportunity. The fact that her son was furiously wanking away in his room wasn't terribly shocking to her -- a surprise yes, but not really shocking. The panties, however,
were
something of a shock.
"What are you wearing?" she asked with a perplexed expression.
"Mom!" Steve repeated. "A little privacy please?" Not an answer to her question, but what else could he say.
"Are you wearing ... panties?" June asked. This made no sense to her. Had he gotten them like a trophy from some girl? He wasn't dating anyone as far as she knew.
Those panties looked awfully familiar. In fact, they looked
exactly
like the ones she'd worn just yesterday. "Where did you
get
them?" June asked, her expression turning from puzzled to pissed.
Steve had no reply, at least not a verbal one. His face was crimson and his hands, so busy a moment before, were now frantically trying to find a way to hide the abundantly obvious facts his mother had already observed. He was busted, and he knew it.
"Are those...
my panties
?" June asked incredulously as she moved closer for a better view. Again, Steven failed to reply, much less deny the undeniably obvious fact.
"Those
are
my panties, aren't they!" June declared, the reality setting in for her. Apparently, Steven had invaded her room, rooted around in her hamper, and filched a pair of her panties so he could masturbate in them.
"You're wearing
my panties
!" June roared, anger welling up inside her now.
June had gone from surprised and confused to flat-out furious in under 30 seconds. Her son's crimson face telling her all she needed to know. He'd clearly done something he was ashamed of and now he was trying to hide any way he could, though his cock was apparently having none of it. He struggled to cover himself with his hands, but there was just no way to hide his erection much less her panties.
"Get out of those
right now
, mister!" June ordered, and Steve scampered to obey -- the panties catching first on his dick, then his feet, and it would seem anything else they could find.
"Hand them over!" June demanded as she snatched them from her son's hand. Then she spun around and stormed toward the door, turning when she got there to say "We're not done here buster brown! Not by a long shot!" With that, she slammed his door and marched down the hall.
***
Steve could hear his mom muttering loudly as she marched down the hall but couldn't quite make out what she was saying. That didn't matter -- He knew he was busted and in deep trouble now. Mom rarely raised her voice like that; but when she did, you can bet she meant business.
Once his mom was down the hall and out of earshot, he turned his attention back to his throbbing erection.
"What the fuck is was wrong with me?"
he thought.
"I get caught jacking off in mom's panties and my cock gets
even harder?"
"Oh well, fuck it"
he thought as he wrapped his fist back around his cock and proceeded to finish what he'd started.