An inmate at a federal prison in Sumter County has filed a lawsuit against President Donald Trump, claiming one of the president’s executive orders has allowed “transgender women prisoners in men’s prisons” to be subjected to “harsher, more degrading treatment than their cisgender counterparts.”
Oscar Contreras Aguilar, who is also known as “Fendi G. Skyy,” filed the lawsuit against the president, U.S. Attorney General Pam Bondi, and multiple other defendants in the United States Middle District Court of Florida on June 20.
In the complaint, which is handwritten and 12 pages in length, Aguilar says she is a transgender woman in the custody of the Federal Bureau of Prisons. She says she is currently confined at the United States Penitentiary Coleman 2 Complex in Coleman.
Aguilar claims she has been diagnosed with gender dysphoria and had previously been on hormone replacement treatment dating back to July 2024.
On Jan. 20, President Trump signed Executive Order No. 14168. Entitled “Defending Women from Gender Ideology Extremism and Restoring Biological Truth to the Federal Government,” the order ended federal recognition of transgender individuals and forced federal departments to recognize gender as being determined by biological sex.
In particular, Aguilar says the order prohibits federal prisons from providing prisoners with “gender-affirming care.”
Aguilar says that, in an attempt to “implement [President] Trump’s executive order,” the bureau of prisons canceled the agency’s transgender offender manual in a memo on February 25.
The manual previously provided guidance to staff in treating transgender prisoners in a “manner consistent with the Federal Prison Rape Elimination Act.” That act recognized the “increased risk of suicide, mental health issues, and victimization of transgender inmates,'” according to Aguilar.
The manual also “protected transgender prisoners,” including Aguilar, from being searched by guards who don’t “share their expressed gender.” Staffers were previously prohibited from “deliberately misgendering prisoners.”
Aguilar says that, as of Jan. 25, over 1,500 trans-women were reportedly in the custody of the Federal Bureau of Prisons.
“Ever since defendant Trump’s Executive Order No. 14168, and the BOP’s implementation of that order, the plaintiff (and other transgender women prisoners) has been subjected to a chain of discriminatory events at the hands of the BOP staff.”
Since February, Aguilar says she has been “stripped searched at least 5 times by male prison guards” over her objections.
When Aguilar, who says she looks “very feminine,” expressed concerns over male guards searching her body, the guards allegedly told Aguilar she “was not a woman” and that she was a “man in a men’s prison.”
Aguilar says these interactions have caused her severe “psychological trauma and emotional and psychological distress,” citing sexual molestation and abuse as a child.
“Every single time [Aguilar] gets pat searched by male guards, they grope her breasts,” reads the complaint.
Furthermore, Aguilar argues that transgender “women prisoners” are no longer allowed to purchase “transgender items such as lipstick, lip gloss, eye shadow, blush, foundation…panties, or bras” from commissary. Aguilar says those items were available for purchase before the president’s order.
Prior to the order, Aguilar says the prison provided “female undergarments to transgender women, including plaintiff, upon arrival at the institution.”
“Female undergarments as well as other female cosmetics were always available for purchase on commissary. That is no longer the case….in fact, BOP staff have confiscated such items and discarded them in its entirety from the prison,” reads Aguilar’s complaint.
In contrast, Aguilar says male inmates at the prison are still allowed to purchase “male undergarments, clothing, and male cosmetics.” She also says women in “women’s prisons” are allowed to purchase “female undergarments, clothing, and cosmetics, and make up items.”
Aguilar says she is being “forced” to wear “male undergarments and clothing” and that she is being “deliberately and maliciously” referred to as “mister,” “he,” and “him.”
“Their deliberate misgendering of plaintiff, coupled with pat down and strip searches by male guards, causes plaintiff severe psychological and emotional pain and distress, and greatly exacerbates plaintiff’s gender dysphoria symptoms to the point of having suicidal thoughts and ideation,” reads Aguilar’s complaint.
Aguilar claims she suffers from adjustment disorder with depressed mood, anit-social personality disorder, and major depressive disorder.
“In short sum, ever since defendant Trump issued Executive Order No. 14168…the BOP is now systematically subjecting transgender women prisoners in men’s prisons, such as [Aguilar], to harsher, more degrading treatment than their cisgender counterparts.
“BOP refuses to sell plaintiff female cosmetic items such as make up, hair dye, and other hygiene items it sells offenders in its female facilities. BOP refuses to recognize plaintiff as a woman. BOP staff refuse to refer to plaintiff using feminine pronouns,” reads the complaint.
Aguilar closes her complaint by stating that her Eighth, Fifth, Fourteenth, and First Amendment rights have all been violated. She is asking the court to declare that the acts and omissions in her complaint constituted a violation of her civil rights.