Book picks similar to
The Sissy Pilot by Sara Desmarais


transgender
erotica-sissy
trans
sissification

Boyfriends with Girlfriends


Alex Sanchez - 2011
    Sergio is bisexual, but his only real relationship was with a girl. When the two of them meet, they have an instant connection--but will it be enough to overcome their differences? Allie's been in a relationship with a guy for the last two years--but when she meets Kimiko, she can't get her out of her mind. Does this mean she's gay? Does it mean she's bi? Kimiko, falling hard for Allie, and finding it impossible to believe that a gorgeous girl like Allie would be into her, is willing to stick around and help Allie figure it out. Boyfriends with Girlfriends is Alex Sanchez at his best, writing with a sensitive hand to portray four very real teens striving to find their places in the world--and with each other.

When Tara Met Farah (Bollywood Drama & Dance Society, #1)


Tara Pammi - 2021
    But her bone-deep aversion to math + a soul-deep desire to please her mother = her failing math grade + exploding food vlog ‘this masala life’.Enter her mother’s research intern and resident math genius Farah Ahmed. Tara makes a deal with Farah - help her pass the math course and she’ll welcome Farah into the local Bollywood Drama & Dance Society.Grumpy girl gets life lessons…After losing her mom to a heart attack, dumping her small-minded boyfriend (she’sbisexual, not confused) and reluctantly moving to the US to be near her dad - all in the span of eighteen months, twenty-three-year-old Farah has hit the full quota on LIFE. Two things keep her going - her internship with a brilliant statistics professor and the possibility of meeting her dancing idol through the Bollywood Drama & Dance Society. That is, if her new hot-mess housemate will let her.Soon Tara and Farah are bonding over chicken biryani, dancing to Bollywood Beats at midnight and kissing... against all the odds. And maybe beginning to realize that while life’s even more complicated than math, love is the one variable that changes everything!Will they realize that together they have the recipe for a Happily Ever After?

Jumpstart the World


Catherine Ryan Hyde - 2010
    She doesn’t need people. Which is a good thing, because she’s on her own: she had to move into her own apartment so her mother’s boyfriend won’t have to deal with her. Then she meets Frank, the guy who lives next door. He’s older and has a girlfriend, but Elle can’t stop thinking about him. Frank isn’t like anyone Elle has ever met. He listens to her. He’s gentle. And Elle is falling for him, hard. But Frank is different in a way that Elle was never prepared for: he’s transgender. And when Elle learns the truth, her world is turned upside down.  Now she’ll have to search inside herself to find not only the true meaning of friendship but her own role in jumpstarting the world. Tender, honest, and compassionate, Jumpstart the World is a stunning story to make you laugh, cry, and honor the power of love.

The Witch King


H.E. Edgmon - 2021
    This debut YA fantasy will leave you spellbound.Wyatt would give anything to forget where he came from—but a kingdom demands its king.In Asalin, fae rule and witches like Wyatt Croft…don’t. Wyatt’s betrothal to his best friend, fae prince Emyr North, was supposed to change that. But when Wyatt lost control of his magic one devastating night, he fled to the human world.Now a coldly distant Emyr has hunted him down. Despite transgender Wyatt’s newfound identity and troubling past, Emyr has no intention of dissolving their engagement. In fact, he claims they must marry now or risk losing the throne. Jaded, Wyatt strikes a deal with the enemy, hoping to escape Asalin forever. But as he gets to know Emyr, Wyatt realizes the boy he once loved may still exist. And as the witches face worsening conditions, he must decide once and for all what’s more important—his people or his freedom.

Empress of the World


Sara Ryan - 2001
    Nic's had theatre friends and orchestra friends, but never just friend friends. And she's certainly never had a relationship.But on the very first day, she falls in with Katrina the Manic Computer Chick, Isaac the Nice-Guy-Despite-Himself, Kevin the Inarticulate Composer... and Battle.Battle Hall Davies is a beautiful blond dancer from North Carolina. She's everything Nic isn't. Soon the two are friends - and then, startlingly, more than friends. What do you do when you think you're attracted to guys, and then you meet a girl who steals your heart?

The Difference Between You and Me


Madeleine George - 2012
    She wears big green fisherman's boots. She's the founding (and only) member of NOLAW, the National Organization to Liberate All Weirdos. Emily wears sweaters with faux pearl buttons. She's vice president of the student council. She has a boyfriend.These two girls have nothing in common, except the passionate "private time" they share every Tuesday afternoon. Jesse wishes their relationship could be out in the open, but Emily feels she has too much to lose. When they find themselves on opposite sides of a heated school conflict, they each have to decide what's more important: what you believe in, or the one you love?

The Stark Divide


J. Scott Coatsworth - 2017
     The Earth is in a state of collapse, with wars breaking out over resources and an environment pushed to the edge by human greed. Three living generation ships have been built with a combination of genetic mastery, artificial intelligence, technology, and raw materials harvested from the asteroid belt. This is the story of one of them—43 Ariadne, or Forever, as her inhabitants call her—a living world that carries the remaining hopes of humanity, and the three generations of scientists, engineers, and explorers working to colonize her. From her humble beginnings as a seedling saved from disaster to the start of her journey across the void of space toward a new home for the human race, The Stark Divide tells the tales of the world, the people who made her, and the few who will become something altogether beyond human. Humankind has just taken its first step toward the stars.

Breakfast on Pluto


Patrick McCabe - 1998
    With wonderful delicacy and subtle insight and intimation, McCabe creates Mr. Patrick "Pussy" Braden, the enduringly and endearingly hopeful hero(ine) whose gutsy survival and yearning quest for love resonate in and drive the glimmering, agonizing narrative in which the troubles are a distant and immediate echo and refrain. Twenty years ago, her ladyship escaped her hometown of Tyreelin, Ireland, fleeing her foster mother Whiskers (prodigious Guinness-guzzler, human chimney) and her mad household, to begin a new life in London. There, in blousey tops and satin miniskirts, she plies her trade, often risking life and limb amongst the flotsam and jetsam that fill the bars of Piccadilly Circus. But suave businessmen and lonely old women are not the only dangers that threaten Pussy. It is the 1970's and fear haunts the streets of London and Belfast as the critical mass of history builds up, and Pussy is inevitably drawn into a maelstrom of violence and tragedy destined to blow his fragile soul asunder. Brilliant, startling, profound and soaring, Breakfast on Pluto combines light and dark, laughter and pain, with such sensitivity, directness and restraint that the dramatic impact reverberates in our minds and hearts long after the initial impression.

Love in the Time of Global Warming


Francesca Lia Block - 2013
    She sets out into the wasteland to search for her family, her journey guided by a tattered copy of Homer’s Odyssey. Soon she begins to realize her own abilities and strength as she faces false promises of safety, the cloned giants who feast on humans, and a madman who wishes her dead. On her voyage, Pen learns to tell stories that reflect her strange visions, while she and her fellow survivors navigate the dangers that lie in wait. In her signature style, Francesca Lia Block has created a world that is beautiful in its destruction and as frightening as it is lovely. At the helm is Pen, a strong heroine who holds hope and love in her hands and refuses to be defeated.

The Mermaid, the Witch, and the Sea


Maggie Tokuda-Hall - 2020
    For Flora, former starving urchin, the brutal life of a pirate is about survival: don’t trust, don’t stick out, and don’t feel. But on this voyage, as the pirates prepare to sell their unsuspecting passengers into slavery, Flora is drawn to the Lady Evelyn Hasegawa, who is en route to a dreaded arranged marriage with her own casket in tow. Flora doesn’t expect to be taken under Evelyn’s wing, and Evelyn doesn’t expect to find such a deep bond with the pirate Florian. Soon the unlikely pair set in motion a wild escape that will free a captured mermaid (coveted for her blood, which causes men to have visions and lose memories) and involve the mysterious Pirate Supreme, an opportunistic witch, and the all-encompassing Sea itself.

Just Juliet


Charlotte Reagan - 2016
     Juliet represents the road less traveled. Will Lena take it? Lena Newman is 17, her best friend’s a cheerleader, her boyfriend’s a football player, and as far as everyone is concerned, her life is sorted. But that’s before she befriends the new girl. Juliet is confident, slightly damaged, drop-dead gorgeous and a lesbian. Lena realizes that her interest goes beyond just friendship. She sets off on a path of self-discovery where the loyalty of those closest to her will be tested. "It feels real without being tedious, and heart-warming without being sappy. It's not all roses, and it's not all doom and gloom. It's great.” - Jon "Just Juliet is the story I wish I could have given to my parents to read when I was 16 so that they knew what I was going through." - Caro M.

Knit One, Girl Two


Shira Glassman - 2017
    Outspoken, passionate, and complicated, Danielle herself soon proves even more captivating than her artwork...Fluffy Jewish f/f contemporary set in the author's childhood home of South Florida

Sarah


J.T. LeRoy - 2000
    Desperate to win her love, he decides to surpass her as the best and most famous lot lizard ever. With his own leather mini-skirt and a makeup bag that closes with Velcro, the young “Cherry Vanilla” embarks on a journey through the Appalachian wilds, dining on transcendental cuisine, supplicating to the mystical Jackalope, encountering the most terrifying of pimps, walking on water, being venerated as an innocent girl saint—and then being denounced as the devil. By turns exhilarating and shocking, magical and realistic, Sarah brings urgency, wit, and imagination to an unknown and unforgettable world.

Our Own Private Universe


Robin Talley - 2017
    And it's mostly about sex. No, it isn't that kind of theory. Aki already knows she's bisexual—even if, until now, it's mostly been in the hypothetical sense. Aki has dated only guys so far, and her best friend, Lori, is the only person who knows she likes girls, too. Actually, Aki's theory is that she's got only one shot at living an interesting life—and that means she's got to stop sitting around and thinking so much. It's time for her to actually do something. Or at least try. So when Aki and Lori set off on a church youth-group trip to a small Mexican town for the summer and Aki meets Christa—slightly older, far more experienced—it seems her theory is prime for the testing. But it's not going to be easy. For one thing, how exactly do two girls have sex, anyway? And more important, how can you tell if you're in love? It's going to be a summer of testing theories—and the result may just be love.

Parrotfish


Ellen Wittlinger - 2007
    Her whole life is leading up to the day she decides to become Grady, a guy. While coming out as transgender feels right to Grady, he isn't prepared for the reaction he gets from everyone else. His mother is upset, his younger sister is mortified, and his best friend, Eve, won't acknowledge him in public. Why can't people just let Grady be himself? Grady's life is miserable until he finds friends in some unexpected places -- like the school geek, Sebastian, who explains that there is precedent in the natural world (parrotfish change gender when they need to, and the newly male fish are the alpha males), and Kita, a senior who might just be Grady's first love. From acclaimed writer Ellen Wittlinger, this is the groundbreaking story of one teen's search for self and his struggle for acceptance.