Men's Boxers

Lauren looked down at the article of clothing in her hands. The little woman felt her jaw drop as she realized that she was holding a pair of men’s boxer shorts; red with little white hearts all over them.

“Well, at least it’s underwear…” Lauren said with a sigh as she stepped into the boxers, pulling them up her legs, thighs and chubby butt. Once the shorts were on, however, Lauren noticed that they felt a little baggy; not loose enough to the point that they were threatening to fall down, but still baggy.

--

Maxine was Lauren’s twenty-three-year-old next-door neighbor, having just moved in two days ago. She worked as a fitness trainer over at the local gym, but despite her Amazonian appearance, she was a rather big softy and a hopeless romantic.

Which is why it often stung that the poor girl often found herself scaring off potential boyfriends and or girlfriends (she proudly stated that she “played for both teams”).

Maxine stared at her phone for several seconds, the girl who she had set up a video chat with hanging up after ten seconds of meeting her. The woman sighed sadly before pocketing her phone, getting up from the couch as she walked towards the door. She decided that a jog would probably help clear her head and make her feel better.

The woman opened her front door…only to go wide eyed as she saw someone in front of her fence pulling up a pair of boxers over a (in her opinion) beautifully plump rear end. Her heart skipped a beat as she saw this person turn slightly. The short hair and cute, boyish face. The smooth, hairless chest. And that belly…Oh, that belly! Despite being a fitness trainer, Maxine had a thing for men and women who had…more to love on them.

Maxine covered her mouth to muffle a girlish squeal. She looked upwards and happily mouthed out a “thank you” as she took deep calming breaths to calm down.

“Take it easy, Max…” she whispered to herself. “He doesn’t know you yet, and it doesn’t look like he’s seen you either. Just play your cards right, and keep your cool, and hopefully you won’t scare this one off.”

Straightening out her running outfit, Maxine casually strutted her way over to what she thought was the most drop-dead gorgeous man she had even laid eyes on.

If only she knew who the reality of the situation…

--

Lauren covered her nonexistent chest with one arm as she cautiously held the waistband of the shorts, looking around nervously as she tried to think of how to get back to her house without anyone –

“Hey, Cutie!” a voice called out, causing Lauren to jump in surprise. Turning around, Lauren was surprised to see Maxine, leaning against her fence with a Cheshire cat smile. The little woman never really had a chance to meet her in person, so she was glad that there wasn’t a chance that she would recognize her. That did not make this encounter any less embarrassing, however. Lauren blushed as she saw the woman eyeing her up.

“Lose something…?” Maxine purred, fluttering her eyes almost…seductively? “Or do you always greet new neighbors in your undies? Which by the way,” she gave Lauren a wink, “are only a quarter as cute as your butt!”

“Uh…” Lauren said, blushing profusely as she tried to think of a response. However, she realized that she was coming up with a blank.

“Don’t think I didn’t notice.” Maxine teased playfully, stifling a giggle. “I had just stepped out of my house when I saw you covering up those cute chubby cheeks with your boxers. Probably the biggest crime I’ve ever seen in my life, to be honest.” She then gave a sly smile as she giggled flirtatiously. “So, what were you doing outside my house that you had to race to slide your underwear back on? Where you doing something naughty…?”

“Uh…” Lauren said again, still not sure how to respond to all of this.

“Oh, he’s just too cute!” Maxine said to herself with a giggle, a blush coming across her own face. She then turned around and whispered to herself, in a voice that was still loud enough for Lauren to hear, “He’s so shy that he’s speechless. Oh my gosh, I’m in love! And he’s everything I ever wanted in a man physically; I love shy, nerdy guys with a big belly and a cute, chubby butt!”

Lauren furrowed her brow at the comment about her pudgy –

Wait…he? Man? GUY?!

Suddenly, it clicked with Lauren as her face went even redder. Her neighbor didn’t recognize her…but she actually mistook her for a guy! Her! That was completely impossible! Sure, she had a flat, boyish chest. Sure, she had hair that was much shorter than that of other women. Sure, the only thing she was wearing was a pair of men’s boxer shorts. That didn’t mean –

Lauren paled as she slowly placed her arms at her side, looking down at herself. Lauren was horrified to discover that it was true. She actually looked like a guy dressed like this! Lauren couldn’t believe she was thinking this, but right now she was starting to wish that she had been mistaken for a child. Lauren looked back up to see Maxine standing right in front of her; the larger, muscular woman giving a shy (yet surprisingly seductive) smile.

“You must be new to the neighborhood. I’m Maxine Jones.” she greeted, “What’s your name,” she then gave a flirtatious giggle as she winked, “Stud?”