The adventures of Penny Thompson

Ingredients list (mild spoilers):1 cup romance1 cup comedy1/2 cup futanari/cis-male sex1/2 cup cis-female/futanari/cis-male group sex2 tbsp teasing and edging1 pinch YIMBY propagandaThis is a work of erotic fantasy, all characters and events are fictional, all characters are over the age of eighteen. This series uses the term "futanari" to describe the main character, as a way of separating her from any real-world identities. The writer condemns the discrimination, tokenization, or fetishization of real-world trans and intersex people.

This is Number 8 in a series --The Adventures of Penny Thompson. Each story is meant to be self-contained and enjoyable on their own, but they're best read in order!

Special thanks to:

SubbyClaraJanefor tone, sensitivity, and subject matter expertise!

Privates1stClassfor editing and beta-reading!

I love receiving comments, feedback, ratings and favorites, they motivate me to keep writing!

In the days since finally becoming a couple, unburdened by their formerly awkward relationship status, Mikayla and Penny had been going at it like rabbits. If New Relationship Energy could be harnessed, humanity would have solved climate change and explored the stars.

They had pushed their shitty college dorm twin beds together, making an awkward king-sized monstrosity. It was constantly sliding apart, pillows and plushies getting wedged in the gap, knees getting bruised on the metal bed frame any time the girls got too bouncy.

It was heaven.

Mikayla was lying in the bed on her side, scrolling on her phone. Penny spooned her from behind, still half-asleep, long freckled arms and legs wrapped around her, hand gently resting on her breast. They shared a fleece blanket, wearing T-shirts and nothing else. Penny's cock half-hard, nestled snugly between Mikayla's thick brown thighs.

It was Saturday morning, they had the weekend to themselves, no outstanding homework, and all the time in the world.

Penny yawned and stretched, arching her body like a cat. "Kayla, I was thinking we could go downtown and walk around a bit? Get a coffee, stop at the bookstore? What do you think?"

"Sure Red, that sounds lovely. I was also thinking maybe we could pay a visit to Hank? His apartment's downtown, you know."

Penny's cock lurched involuntarily between Mikayla's legs. Mikayla grinned.

"I mean, he already told us he's D-T-F. He knows you've got a dick, and it isnota dealbreaker for him..."

She felt her futanari girlfriend shiver involuntarily, and felt Penny's cock harden.

"I know you've been wanting to get your hands on those stupid himbo muscles of his... He could probably pick you up and carry you, if you asked him."

Penny gasped audibly and her nine-inch cock swelled to maximum strength, sliding across Mikayla's fuzzy pussy, poking its pink head out between Mikayla's thighs. Mikaya slid a hand down her stomach toward the cleft between her legs, grazing Nine's intruding head with her fingers, drawing out a giggle from her girlfriend.

She squeezed her thighs together, applying pressure to Penny's member. "Wouldn't you like to be the little spoon for once? Have big, beefy Hank take the lead?"

"Oh gosh... maybe..." Penny moaned, humping into Mikayla's clenching thighs, reaching under Mikayla's shirt to grasp at her soft tits. "You'd... be there with me, right?"

"Obviously! No way are you doing this without me. I'll make sure you're having fun, staying safe... Hank's not quite my type, but I get it... And watching you get it sounds like the hottest thing ever." She pushed her ample butt back into Penny, savoring the sensation of the long futanari cock scraping across the lips of her pussy.

Penny groaned and pushed back in response, and for a while the two girls enjoyed a leisurely thigh-fucking. Penny's movements and breathing sped up, and Mikayla sensed that she was getting close.

She spread her legs apart, releasing Penny's aching cock. She rolled away from the shaking ginger and jumped out of the bed. "Let's get dressed Red, time to get some coffee!" she said mischievously.

Penny moaned desperately. "B- but... I need to..."

"Later! To be continued," Mikayla said, grinning.

Penny whimpered and stared at Mikayla, eyes wide, breathing heavily. Mikayla stood and stared for a moment, horny gears turning in her head. She crawled back onto the bed, crouched above Penny.

"Okay, real talk Red. I love teasing you, it's so hot... but only if you're into it. Say the word and I'll make you cum right now. I'll make sure it's a good one! Or you can wait. Resist it, control it, save it, and I'll make sure you get your release before the day is over."

Penny gasped at Mikayla's lewd challenge. Her nine-inch cock squirted an angry pulse of precum, and the clear slick liquid oozed and pooled on her pale stomach. Mikayla laughed at Nine's objection.

"Umm... Wow... Okay, I'll do it. I can do it. I want to do it!" Penny said, panting with horny conviction. She closed her eyes and worked to calm her breathing. Nine gradually calmed down, still half-hard and sulking.

"This is going to be fun! Alright Red, let's get dressed and hit the town! Hey, should we have a safeword before we do this? Like a code word. You'd just have to say it and I'll immediately stop whatever I'm doing and check in to see what you need. Same goes for me saying it to you."

"Okay, Umm... I'm too flustered to come up with a good word." Penny giggled.

Mikayla thought for a moment, then leaned in close to Penny's face. "How about... 'Freckle.'" She kissed her girlfriend on her freckled nose.

The weather had warmed up after last week's ice storm, back up above freezing.

Mikayla decided to dress up for their first trip out as a couple, wearing the crimson velvet dress she had worn the day she first met Penny. She cinched it around her waist with a black and silver studded belt, and wore some warm black leggings and stompy black combat boots. She finished off the look with her silver bangles, a black silk choker, and glossy black lipstick.

"Wow Kayla, you look amazing... And scary. Scarymazing. I still can't believe you're my girlfriend..." Penny said. "Oh gosh, but I don't have anything that nice to wear..."

"You should put on your cute little overalls."

"Why would I put on that old thing when you're so pretty?"

"Because it's what you were wearing the first time you met Hank. And because, if I tease you while we're out and about and your cock gets hard, it'll have somewhere to hide."

Penny blushed. She put on the overalls.

Plainview's small downtown was a short fifteen-minute walk from campus. It was a mix of historic walk-ups and newer three-over-ones, shops on the ground floor and apartments above. Most of the businesses catered to the local college population -- coffee shops, tea houses, books and records and boardgames, vintage clothing, cheap bars and cheap restaurants.

Mikayla and Penny walked down the tree-lined sidewalk, holding hands, enjoying the simple thrill of their public display of affection. They wordlessly tried out a few different hand-holding styles, before settling into a casual linked-pinky-finger arrangement.

They stepped intoRosemary's Grimoireto browse the stacks for a bit. It was the kind of old-school independent bookstore that was arranged like a labyrinth according to the owner's whims. Sagging shelves that went from floor to ceiling, held up with load-bearing books; esoteric genre sections labeled with yellowing, hand-written notes; hardwood floors that creaked with every step; the comforting scent of old paperbacks, a mixture of dust and pepper and tobacco and vanilla.

Presumably there was a human employee somewhere, but the only sign of life was a geriatric cat sleeping on a stack of newspapers on the counter.

Mikayla went to browse a section labelledManga (Occult), with Penny close behind. She stopped and bent over to examine a Junji Ito horror comic down near the floor. Penny, distracted by the cat and her general horniness, kept walking.

She bumped directly into Mikayla's ample bottom, lost her balance and fell over top of her girlfriend with a squeak. Her long gangly arms flailed for purchase, and ended up wrapped around Mikayla's soft tits.

"Goddamn Red, right here in the bookstore?"

"Oops, s- sorry! It was an accident!"

"Relax, I'm just teasing..."Hmm, teasing,Mikayla thought. She grinned and pushed back into Penny, grinding her soft round ass into her futanari girlfriend's crotch.

"Oh gosh, Kayla, what are you..." Penny involuntarily thrust back in return.

Mikayla got up off the floor and turned to face Penny. "Just keeping your eyes on the prize," she said sweetly. She reached up for a kiss, then slid a hand into the gap between Penny's overalls and shirt, grasping Penny's cock and giving it a tug, helping it along its path to a full erection.

Penny moaned in response, as Nine burst out of the confines of her boyshorts, straining upwards into the space under the bib of her overalls. Reaching into the hidden area with both hands, Mikayla firmly stroked Penny's cock while gazing deeply into her eyes.

Penny returned the gaze, eyes wide and pleading, mouth open in shock. Her breath became ragged and fast, already approaching the cum cliff. Mikayla let go, grabbed the bottom of Penny's shirt and slipped it over Nine's throbbing head, concealing it perfectly.

"Hey, let's check out the 'zine rack!" Mikayla said, taking Penny by the hand, leading her to the wire racks near the front of the shop. Penny followed like a loyal puppy, breathing heavily.

The bookstore owner had reappeared at the front desk, an older woman with lots of tattoos and piercings, a grizzled veteran of the punk wars of the 1980s. She grinned suggestively, watching the two breathless girls emerging guiltily from the back of the bookshop.

Mikayla spun the rack for a bit, reading the hand-drawn and photocopied covers, glancing periodically at Penny who was petting the cat and trying to ignore her straining erection.

"Thanks Ms. Rosemary, I don't think I'm buying anything today, probably next time!"

"No worries kiddo, you two have fun!" the witchy proprietor said with a wink.

The girls continued down the street. Next stop,The Caffeinarium, for a coffee and scone.

Two girls were blocking the sidewalk up ahead, focused on an old camera they were both holding between them. One blonde, one brunette, both wearing Plainview University hoodies, leggings and Ugg boots."I think this thing is broken..."

"No, you've just got the lens cap on. Here, let me see it.""Oh shit, it's the clones," Mikayla muttered. "Quick, let's duck behind..."

"Hi Britteneigh! Hi Eighmey!" Penny called out loudly, grinning at Mikayla. "This is payback for the bookstore," she whispered.

"Mikayla! Penny! Hiiii!" Both girls said in unison. Theysprintedover to join them.

"Kayla and I were going to get a coffee, do you want to join us?" Penny asked. "Wouldn't that be fun, Kayla?" she batted her eyelashes at her girlfriend.

"Oh yeah, so much fun," Mikayla said through clenched teeth.

The Caffeinariumwas a standard issue hipster coffee shop. A variety of mismatched furniture and tables, local art on the walls, a small stage in one corner for open mic nights, currently unoccupied. The masc barista had a handlebar mustache. The fem barista had a bad attitude. The enby barista was supermodel-gorgeous.

The four college girls entered the coffee shop together. Britteneigh and Eighmey both ordered mochas with three extra pumps of chocolate syrup. Penny got a dirty chai. Mikayla got a shot in the dark.

They crowded around a standing table, Britteneigh and Eighmey declaring strong, uninformed opinions about photography, Penny interjecting occasionally. Mikayla pretended to listen with some strategicomigodsanduh-huhs, while she poked at her phone under the table.

Sent at 11:20amheeey hank its mikaylapenny and i are downtownwanna hang out today?

Sent at 11:25amYes. I do.where?

Sent at 11:25amur place?

Sent at 11:30amOkay.When?

Sent at 11:31amwhenevernow?

Sent at 11:35amSure.Top floor of the Paint Pot.See you soon.

"Weeell, this has been splendid," Mikayla said, interrupting Britteneigh's attempt at explaining F-Stops. "Love you two, really. But we need to get going."

"We do?" Penny asked, surprised.

"Yup. We've got an appointment to catch," Mikayla made suggestive eyebrow movements at Penny.

Penny's eyes went wide. "Oh. Yeah. I need to... catch something!"

"Byeee Britteneigh! Byeee Eighmey!" Mikayla said with exaggerated vocal fry. She grabbed Penny's hand and hustled her out the door.

"Hank is in his apartment, just up the block. He wants us to come hang out," Mikayla said with a grin.

"Oh gosh, r- right now? Does he want to... you know?"

"Only one way to find out! I know at least one thing that wants to... you know..." She pressed her palm into Penny's stomach, applying pressure to her girlfriend's growing cock on the other side of her overalls. "Hey, I bet you're bigger than him... That should make things interesting!"

The Paint Potwas a narrow brick building, three stories tall. The ground floor was a bar and live music space, closed at this hour of the day. An unmarked door to the side opened to a set of narrow stairs, leading up to the second floor landing and apartments. Another, narrower set of stairs led up again, to a single door.

Hank opened the door and welcomed the two girls in. He was barefoot, wearing baggy linen yoga pants, and a cotton T-shirt, stretched taut across his broad shoulders and well defined biceps. His shaggy brown hair was tied up in a small bun, revealing large brown eyes. His glass-cutter cheekbones were smooth and hairless, just a light stubble on his chin.

Hank's apartment was a converted attic space, an open floor plan, just a bathroom in one corner, kitchen space along one wall, exposed structural beams in the ceiling, and an old skylight that let sunlight stream into the space. The sleeping area in one corner was a Japanese-style futon lying on the floor, with lots of pillows and blankets. A living room area was marked by a big area rug, a worn couch and several bean bag chairs.

The rest of the space was filled with a random assortment of workout equipment, house plants, and art. It was cluttered but clean, a soft, maximalist male living space.

The girls took off their shoes at the door, and took a seat on the couch while Hank sat on the floor, stretching his long muscular legs. The three chatted for a while, talking about the girls' college experience so far, then Mikayla grilled Hank, trying to figure out his deal.

He didn't have a serious job -- Mikayla approved -- but he dabbled in a lot of different things that paid his rent and supported a simple, but comfortable, lifestyle.

He taught yoga classes at the community center. Cultivated rare Variegated Monstera plants, for which houseplant enthusiasts would pay a shockingly large amount of money. Helped set up and tear down the weekly farmers' market, and was paid in produce and eggs and honey. Sometimes bounced for the Paint Pot on busy nights, where he excelled at de-escalation.

Eventually the conversation turned to the elephant in the room. "So, Penny, did you want to do some physical exploration today?" Hank asked casually. "As little or as much as you want. No worries if you're not interested or ready."

Penny turned beet red, eyes flicking between Hank and Mikayla. "I... I would like that! Yes. Very much." She nodded her head vigorously, clearly psyching herself up. "But... um... can Mikayla be involved too?"

"I told you I was going to be your Dick Doula, Red. I'll definitely make sure you're having fun," Mikayla said reassuringly.

Hank nodded and smiled. "Take the lead, Penny. Tell me what you want us to do."

Penny bit her lip, thinking about her next move. "I... want you to take your shirt off, Hank."

Hank crossed his arms as he grabbed the bottom of his shirt and pulled upwards, revealing his narrow waist, chiseled abs, smooth chest and shoulders, stretching his arms enticingly. He tossed the shirt into a corner, almost making it to his laundry hamper.

Penny took a moment to look him over. "I want to feel your muscles."

It was Hank's turn to blush, but he stepped closer. Penny circled him, giggling as she ran her hands over his biceps, shoulders, back and chest. "This is the first time I've gotten to touch a boy... It's different, but good different!"

"They don't all look like this," Mikayla said. She walked over and joined Penny, deciding to cop a feel while she had the chance. "They don't all feel like this either."

Up close and shirtless, Hank smelled faintly of warm spices, ginger and cardamom and black tea. Mikayla did not hate it.

Penny kissed Hank on the cheek. "Thank you for that! Okay... now take off your pants."

Hank untied the waistband of his yoga pants, pulled them down from his hips and stepped out. His black boxer briefs clung to his tight butt. The faint happy trail on his stomach led down into his briefs, tented with excitement.

"Oh! Um, Hank, Mikayla and I have a safeword thingy, for if either of us feel uncomfortable. Maybe you should have it too, it's 'Freckle.' If any of us says it, everyone stops whatever we're doing and checks in."

Hank grinned and nodded. "Okay, Penny. Now what?"

"Now... I want you to get undressed, Kayla," Penny said, growing in confidence and expressing her desires.

"The fuck?!" Mikayla blurted, taken by surprise.

"You don't have to if you don't want to! But... it would make me feel more comfortable," Penny said, looking at her girlfriend expectantly, smiling sweetly.

Mikayla shrugged, then turned away from Hank, looking at him over her shoulder. "Unzip me?"

Hank nodded slowly, and carefully unzipped the back of her dress from her neck to the top of her butt. She let it slip to the floor. "Unfasten my bra." He did.

She hesitated for a moment, then unceremoniously dropped her bra and unpeeled her leggings, standing completely nude, revealing her soft brown tits, shy nipples, and pussy framed with a patch of curly black pubic hair. Goosebumps formed on her arms and breasts, triggered half-and-half by embarrassment and excitement. It was a very different experience from what she felt getting naked with his mom.Probably don't need to say that out loud, she thought.

"Okay... I guess that leaves me!" Penny said. She unbuttoned the straps on her overalls, and stepped out of them. She pulled off her white undershirt, revealing her freckled shoulders, perky little breasts and puffy nipples, sharp with arousal.

Her light blue boyshorts tented obscenely with her nine-inch cock. "Do you mind if I... um... take these off? They're pretty uncomfortable right now," Penny asked shyly. The other two nodded silently and watched as she slid her shorts down, pulling the head of her penis down with the fabric until it sprang free, proud and erect, framed by a dainty patch of wispy red pubic hair at its base. Her hairless pussy was visible underneath, pink and glistening with excitement.