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‘Cait’ is both trashy, touching

New reality show finds Jenner grappling with new life

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Caitlyn Jenner, gay news, Washington Blade
I am Cait, Caitlyn Jenner, gay news, Washington Blade

Caitlyn Jenner is a reality show veteran. It shows on her new E! series ‘I Am Cait.’ (Photo courtesy NBC Universal)

Caitlyn Jenner’s explosive public unveiling as a trans woman has garnered attention from media and the public alike. Was an accompanying reality show anything but inevitable?

On “I Am Cait,” which premiered on E! on Sunday night, Jenner shares her life now — both her perspective in a deeply personal documentation that delivers a serious message about the trans community and a side of juicy reality television.

“I Am Cait”’s pilot episode starts with chronicling Jenner’s mother and sister as they prepare to meet Caitlyn for the first time. Jenner’s anticipation of meeting her mother and sister has her visibly shaken. At 65, Jenner reverts to childlike nervousness as she waits for her mother and sister to arrive.

Moments like this give a deeper insight into Jenner’s struggle with announcing her trans identity to those she loves. Although, some of these moments are serious, there are plenty of humorous instances where Jenner flat-out demonstrates how this is still a new world for her. While playing tennis with her sister, Jenner admits that she now understands why girls have to wear sports bra in one of the funniest moments of the episode. Jenner says that Bruce was a lot better at playing tennis than Caitlyn because now as a woman, running is harder. Her commentary on such matters gives the show levity.

However, “I Am Cait” is not without its trashy reality show moments. Jenner is a seasoned reality show veteran after appearing on 10 seasons of “Keeping Up with the Kardashians” and she uses the tricks she’s undoubtedly learned from that show to amp up her own series. In a purely contrived attention-seeking move, there’s a scene where Kim Kardashian and Kanye West drop by. West has made it no secret that he does not like appearing on “Keeping Up with the Kardashians” forcing his relationship with Kim to be off camera. Yet here, West utters more words than he ever has on a Kardashian-related show to give his support to Jenner saying how heroic she is for being herself. Nicely put, but a clear PR move calculated by Jenner and West.

The highlight of the entire episode is Jenner consistently bringing attention to the trans community’s struggles and hardships particularly for young trans people. Jenner admits, as she sits for her interview segments in perfectly applied makeup with a closet full of designer clothing donated to her by Tom Ford and Diane Von Furstenberg, that many members of the trans community don’t have the platform she does. She expresses the desire to help the trans community however she can by using the public platform and her voice to spread awareness.

Jenner brings attention to the high rates of murder and suicide in the trans community. She even reveals she has had suicidal thoughts herself. She reaches out to family and friends of transgender teen Kyler Prescott who committed suicide. Jenner speaks with Prescott’s mother and friends and attends a memorial service for the teen. This is what will set this series apart from any like it. Jenner’s dedication to letting the trans community be heard that they are hurting, they are dying and they are in need of support and help. It’s a message that isn’t heard in mainstream entertainment and can be a starting point for making headway on an issue that before has been floundering for visibility.

Yes, there are trashy reality show gimmicks. This is E! after all, what else would one expect? Yet there’s also heart, humor and most importantly a difference being made with this show. Yet Jenner’s intelligence and understanding of her privileged position in the trans community make the show far more than part of an entertaining Sunday night lineup for E!.

At the start of the episode, Jenner worries alone in bed talking to the camera about the tremendous responsibility she feels towards the trans community. “I just hope I get it right. I hope I get it right,” Jenner says. “I Am Cait” is a step in the right direction.

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Calendar

Calendar: July 11-17

LGBTQ events in the days to come

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Friday, July 11

“Center Aging Friday tea Time” will be at 2 p.m. in person at the DC Center for the LGBT Community’s new location at 1827 Wiltberger St., N.W. This is a social hour for older LGBTQ+ adults. Guests are encouraged to bring a beverage of choice. For more details, email [email protected]

Women in Their Twenties and Thirties will be at 8 p.m. on Zoom. This is a social discussion group for queer women in the Washington, D.C. area and a great way to make new friends and meet other queer women in a fun and friendly setting. For more details, visit the DC Center’s website

Go Gay DC will host “LGBTQ+ Happy Hour” at 7 p.m. at Firefly. This event is ideal for making new friends, professional networking, idea-sharing, and community building. This event is free and more details are available on Eventbrite

Saturday, July 12

Go Gay DC will host “Family Fun Story Time” at 12 p.m. at Freddie’s Beach Bar & Restaurant. Join award-winning drag queen Tara Hoot for songs, stories, bubbles, puppets and dancing. It’s the feel-good event you didn’t know you needed. This event is perfect for kids and kids at heart. Attendance is free and more details are available on Eventbrite.

Miss Capital Pride will host “DC Drag brunch on Rooftop – Penthouse” at 12 p.m. at MXDC Cocina Mexicana. Guests will experience a Mexican brunch infused with Baby Shank’s signature dishes, complemented by delicious margaritas and mimosas, all within the beautiful and spacious atmosphere of MXDC. There will also be outstanding performances by glamorous drag queens and celebrated celebrity impersonators, featuring Taylor Swift, Lady Gaga, Beyoncé, Britney Spears, Nicki Minaj, Ariana Grande, Whitney Houston, Cher, and many more. Tickets cost $30.65 and are available on Eventbrite

Sunday, July 13

The National Portrait Gallery will host “Stormé at Stonewall” at 1:30 p.m. This is a gallery talk with LJ Roberts and Charlotte Ickes. This exhibition is a light-box portrait of activist Stormé DeLarverie, who is said to have thrown the first brick at Stonewall—the uprising credited with launching the modern LGBTQ+ rights movement in 1969. Roberts created this unconventional portrait in response to DeLarverie’s absence in mainstream narratives about the history of the Stonewall rebellion. Attendance is free and more details are available on Eventbrite.

Monday, July 14

“Center Aging Monday Coffee Klatch” will be at 10 a.m. on Zoom. This is a social hour for older LGBTQ+ adults. Guests are encouraged to bring a beverage of choice. For more details, email [email protected]

Genderqueer DC will be at 7 p.m. in person at the DC Center for the LGBT Community. This is a support group for people who identify outside of the gender binary, whether you’re bigender, agender, genderfluid, or just know that you’re not 100% cis. For more details, visit genderqueerdc.org or Facebook

Tuesday, July 15

Center Bi+ Roundtable will be at 7 p.m. on Zoom. This is an opportunity for people to gather in order to discuss issues related to bisexuality or as bi individuals in a private setting.Visit Facebook or Meetup for more information.

Wednesday, July 16

Job Club will be at 6 p.m. on Zoom. This is a weekly job support program to help job entrants and seekers, including the long-term unemployed, improve self-confidence, motivation, resilience and productivity for effective job searches and networking — allowing participants to move away from being merely “applicants” toward being “candidates.” For more information, email [email protected] or visit thedccenter.org/careers.

Thursday, July 17

The DC Center’s Fresh Produce Program will be held all day at the DC Center for the LGBT Community. People will be informed on Wednesday at 5 p.m. if they are picked to receive a produce box. No proof of residency or income is required. For more information, email [email protected] or call 202-682-2245. 

Virtual Yoga with Charles M. will be at 7 p.m. on Zoom. This is a free weekly class focusing on yoga, breath work, and meditation. For more details, visit the DC Center for the LGBT Community’s website.

Lit Lovers: Book Club for Seniors will be at 2 p.m. on Zoom. The book selection for July is “Rubyfruit Jungle” by Rita Mae Brown. For more details, visit the DC Center’s website

Poly Discussion Group will be at 7 p.m. on Zoom. This is an inclusive, welcoming, virtual safer space to talk about all things polyamorous — the rapturous, the confused, the pure YIKES, we want to hear them all. For more details, email [email protected]

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Television

ICYMI: ‘Overcompensating’ a surprisingly sweet queer treat

A sweet, savvy show about breaking free to embrace your true self

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Holmes, Benito Skinner and Wally Baram in ‘Overcompensating.’ (Photo courtesy of MGM Amazon)

Pride month 2025 is now behind us, and while it’s safe to say that this year’s celebrations had a darker edge than usual, it’s also true that they came with a particularly rich bounty of new queer movies and shows to entertain us – so many, in fact, that even if we are facing a lull until the fall another harvest of fresh content, there are still plenty of titles – which, for whatever reason, were off your radar – for you to catch up on in the meantime.

One of the most notable of these –  the bingeworthy series “Overcompensating” (now streaming on Amazon Prime) – will most definitely have been ON the radar for the plentiful fans of creator and star Benito Skinner, the actor/comedian who rose to viral fame through his content on platforms like Instagram, YouTube, and TikTok. For anyone else, it might have easily slipped through the cracks.

Created and written by Skinner as a loosely autobiographical “college comedy,” it aims for the kind of raucous, explicitly sexed-up tone one expects from the genre as it centers on Benny (Skinner), newly arrived as a freshman at prestigious Yates University. A former football jock and “golden boy” at his midwestern high school, he’s the picture of idealized youthful masculinity; he’s also deep in the closet, struggling to keep his sexuality hidden and maintain his macho front under the intense scrutiny of the college’s social scene – and under the resentful eye of his older sister Grace (Mary Beth Barone), who has already secured her own place at the top of the pecking order.

In the first episode, Benny’s difficulties are eased when he meets Carmen (Wally Baram), another freshman trying to navigate the politics of college life; a gamer from a home marred by tragedy, she’s an outsider who feels like she’s putting on an act, too, and they click – giving him the convenient “cover” of female companionship while providing them both with much-needed support and encouragement. He’s also befriended by a handsome film major from England (Rish Shah), who has already caught his eye, stirring other kinds of feelings and possibly even reciprocating them. Meanwhile, he’s being courted by the school’s “exclusive secret society” – headed by his sister’s aggressively “alpha” boyfriend Pete (Adam DiMarco) – and trying to stay interested in his studies, despite a growing realization that a career in business doesn’t actually appeal to him all that much.

That’s a lot to juggle for anybody, even an overachiever like Benny – whose “lucky” life so far has largely been the result of playing a role he is finding harder and harder to maintain. As the series goes on through its eight-episode arc, it becomes clear that he’s not the only one who is “keeping up appearances,” and he, along with the other confused and damaged young people in his orbit, begins the painful (but often hilarious) process of evolution that is required in order to become truly oneself.

Directed toward appealing to a younger demographic, “Overcompensating” is the kind of show that requires a few episodes worth of invested time to make an impression that feels like substance. Full of the bawdy farcical antics that go hand in hand with stories about hormonally charged college kids, it’s not above leaning into the formulas and tropes that have always driven these kinds of comedies. At first, while its broadly comedic strokes and frequently explicit sexual hijinks might elicit plenty of chuckles, the show might easily feel tiresome for more mature audiences; there’s a nostalgic fun to it, made even more appealing, somehow, by the “political incorrectness” of its frequently sexist and homophobic humor, but for a while things may feel like an unnecessary attempt to reinvent “Animal House” for the Gen Z crowd.

By the time the season reaches its halfway point, however, things have started to get real. The antics of these horny almost-adults take on a more pointed absurdity, informed by the increasingly tangled web of defensive deceit they weave among themselves – and, as things draw toward a cliffhanger climax, the consequences of maintaining it – until it achieves a sense of empathy toward them all. There’s a wisdom that smacks of lived authenticity underlying the whole affair, transforming it from the “sexploitative” teen comedy of its surface into something deeper. To be sure, things stay expectedly wacky, and the soap-operatic melodrama of its twists and reversals continue to maintain the show’s “mature YA” appeal; but beneath those trappings, by the end of the season a truer identity has begun to emerge, just as its characters have begun to find their own levels of self-actualization for themselves.

As creator, primary writer, and star, it’s obviously Skinner who deserves much of the credit. While it might be tempting, early on, to dismiss the show as an “ego project,” the internet-spawned sensation proves his talents quickly enough to get past such judgy suspicions, delivering a pitch-perfect blend of sauciness and sensitivity that extends its appeal toward both ends of the taste spectrum; just as crucially, he brings the same aforementioned “lived authenticity” to his winning performance – after all, he’s essentially playing himself in a fictionalized version of his own life – while also making sure that equal time (and compassion) is afforded all the other characters around him, each of whom are pushing at the boundaries of their own respective “closets,” too. It’s unavoidable to notice that – like most of his co-stars – he’s plainly a decade too old to be playing a college student; but by the time we reach that crucial halfway turning point, we’ve become too engaged by him to care.

The show is full of excellent performances, in fact. Relative newcomers Baram and Barone offer layers of complex nuance, while the more familiar DiMarco (“White Lotus”) is close to heartbreaking as the toxic BMOC clinging to the illusion of power as his life begins unraveling around him. Other standouts include the mononymic actress Holmes as Carmen’s “wild child” roommate, solidly likable turns as Benny’s parents from mature veterans Connie Britten and Kyle MacLachlan (whose presence, along with stylish elements in several key scenes, hints at an homage-ish nod to the late David Lynch), and podcaster Owen Thiele as an openly gay fellow student who has Benny “clocked” from the moment they meet. Finally, Lukas Gage makes a deep impression as a former high school teammate at the heart of Benny’s most haunting memory.

There’s no official word yet on whether “Overcompensating” will be renewed for a second season, despite the multiple loose ends left dangling at the end of its first; it has proven to be popular, and Skinner’s large fanbase makes it likely that the story will continue. Even if it doesn’t, the place of uncertainty in which it has left its characters rings true enough to serve as a satisfying endpoint.

As for us, we hope that won’t happen. For all its sophomoric humor, generic plot twists, and purposefully gratuitous sexual titillation, it’s one of the sweetest, kindest, and most savvy shows we’ve seen about breaking free from conformity to embrace your true self – and that’s a message that applies whether you’re queer, straight, or anywhere in between.

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Photos

PHOTOS: Independence Day Weekend in Rehoboth

Wicked Green Pool Party, fireworks among festivities

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A fireworks show was held in Rehoboth Beach, Del. on Saturday, July 5. (Washington Blade photo by Daniel Truitt)

Vacationers and residents alike enjoyed Independence Day Weekend activities in Rehoboth Beach, Del. The Wicked Green Pool Party drew hundreds to the CAMP Rehoboth fundraiser on Saturday. That evening, revelers went to the rooftops to watch the fireworks display.

(Washington Blade photos by Daniel Truitt)

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