United States v. Middleton

Court of Appeals for the First Circuit·Decided May 8, 2026·No. 24-1421·Published

Opinion

United States Court of Appeals For the First Circuit

No. 24-1421 UNITED STATES,

Appellee,

v.

RICARDO MIDDLETON,

Defendant, Appellant.

APPEAL FROM THE UNITED STATES DISTRICT COURT FOR THE DISTRICT OF MAINE

[Hon. Jon D. Levy, U.S. District Judge]

Before

Gelpí, Thompson, and Dunlap, Circuit Judges.

Charles W. Rankin, with whom Rankin & Sultan was on brief, for appellant.

Brian S. Kleinbord, Assistant United States Attorney, with whom Andrew B. Benson, United States Attorney, was on brief, for appellee.

May 8, 2026

THOMPSON, Circuit Judge. A nightmarish four-day stretch of abuse and forced prostitution led to the arrest and indictment of defendant-appellant Ricardo Middleton for sex trafficking in violation of 18 U.S.C. § 1591(a)(1) and (b)(1). A series of inculpatory phone calls Middleton made from prison tacked on a second charge for obstruction of a sex trafficking prosecution in violation of 18 U.S.C. § 1591(d). After an unforgettable four-day trial (the reader will soon learn what made certain aspects so memorable) in the United States District Court for the District of Maine, a jury found Middleton guilty of both offenses, and the court followed up by sentencing him to thirty years in prison followed by ten years of supervised release.

This appeal followed. Middleton challenges the use of expert testimony at his trial, the sufficiency of the evidence used to prove his obstruction conviction, the reasonableness of his thirty-year sentence, and the effectiveness of his trial counsel. For reasons we'll explain, we affirm Middleton's convictions and sentence, and we dismiss his ineffective assistance of counsel claim as premature.

I

A

The following facts related to Middleton's sufficiency challenge are brought to the reader in the light most favorable to the prosecution; facts relevant to Middleton's other appellate

claims are presented in equipoise, with further exposition coming soon when we address those claims themselves. See United States v. Díaz-Rosado, 857 F.3d 116, 117 (1st Cir. 2017).

It all began one fall morning in November 2015. Adrienne Rush and her friend Julie Deschaine needed a fix to alleviate their withdrawal sickness from a shared heroin addiction. Deschaine contacted her dealer, Matt Thatcher, who agreed to deliver drugs to Deschaine's room at the Knights Inn in South Portland, Maine. Thatcher showed up with two companions -- Middleton and his future co-defendant, Sherry Jones.

Thatcher apparently proposed that Rush and Deschaine find customers for his drugs in exchange for the heroin the friends craved. The two accepted Thatcher's offer, but their efforts proved less than fruitful. After failing to find buyers, the group relocated to Rush's friend's apartment nearby. During the drive over, Middleton asked Rush if she wanted to make money providing "company," but Rush didn't fully grasp the meaning of his words. Rush and Deschaine smoked crack together at the apartment before Middleton told the group it was time to return to the Knights Inn.

Back at the Knights Inn, only Rush and Middleton made their way to Deschaine's room. Once inside, Middleton placed a phone and a condom on a table and told Rush a man would arrive soon. Middleton instructed Rush to let the man in and to do whatever he told her. At this point, Rush realized Middleton

wanted her to engage in commercial sex and said that she didn't want to. Middleton told her she needed to be strong because they both needed the money.

Middleton left and a man arrived at the room soon after.

The man silently placed money on the table, and Rush began crying while he "flipped [her] over . . . smushed [her] face into the pillow and just had sex." Once it was over, Rush used the phone Middleton left in the room to text Deschaine that she wanted to "go home like now" and shower. Middleton reentered the room to collect the money and the phone while Rush remained in tears.

The group (all five of them) drove back to Rush's friend's apartment, where Rush could shower. Rush made her way to the shower as planned, but Middleton had other ideas. Middleton entered the bathroom, kicked Rush to her knees, pressed her head into the toilet, and raped her. When he was done, Middleton kicked Rush over and told her that he was going to make a lot of money off her.

Soon after, the group left the apartment again and drove to Bath, Maine. They arrived at a man's house in Bath where Middleton told Rush to get out of the car and head inside. Rush, now aware of the trip's purpose, told Middleton she did not want to have sex with another customer. Middleton said he didn't care, and Rush entered the home feeling that she had no other choice.

After having sex with the man inside, Rush returned to the car and Middleton again took the money Rush collected from the man.

Then the group drove back to the Knights Inn where Middleton said a third customer would be. Rush told Middleton she wasn't going to see another customer, but she ultimately went into Deschaine's room as ordered. But the third customer never entered the room. So Middleton went to the room and pulled Rush out by her hair, slapped her, and told her to get back in the car. Rush got back in the car without Deschaine, and the group took off for a different apartment in Saco, Maine, where Rush spent a sleepless night.

The next morning, the group (now down to four: Middleton, Thatcher, Jones, and Rush) shipped down to Boston to score some drugs. Middleton told Rush during the trip that whatever life she had before was gone, and that he was the only person she had left. The group made a few house calls in Massachusetts, but Rush was kept from talking to anyone or using any phones. At one point, Middleton discovered Rush using a phone and punched her in the face with a force Rush later described like "he knocked out all [her] teeth." At another point, Middleton told Rush he wanted her to get his name tattooed on her "like a brand." Rush objected to that idea, leading to another punch in the mouth from Middleton.

The group left Massachusetts with their drugs and returned to the Saco apartment. While Thatcher weighed the

product, Middleton, Jones, and Rush left for "some girl's house" (to use Rush's words). (The "girl" was Kafia Figaro, a life-long acquaintance of Middleton and future witness for the prosecution.) When the group (now just three: Middleton, Jones, and Rush) arrived, Figaro and her ex-husband were in a domestic dispute that ended with police intervention. Figaro left with the group and headed back to the Saco apartment.

Back at the increasingly crowded Saco apartment, Rush got her hands on a phone and messaged friends on Facebook for help. She messaged Deschaine, "I cannot get the fuck out of here. I want to leave and I can't." She told another friend, "I'm being held against my will, I'm fucking scared . . . . This guy will not bring me home and wants to own me." Rush tried to flee to a friend's house in the area, but Middleton, Thatcher, and Sherry pursued and physically restrained her.

Rush succeeded on her second escape attempt. This time, she concocted a story for Middleton about a relative who would call the cops if she didn't hear from Rush by a certain time. The ruse gave Rush enough time to get away and phone another friend, Santana Garcia, for help. Garcia met Rush shortly thereafter and drove her to safety. When Garcia found Rush, Rush smelt "like body odor and . . . pee, like sewage." Rush's hair was a mess, she had a black eye, and scratches all over her body.

Middleton and Jones failed to locate Rush again, but not for lack of trying. A few days after Rush escaped, they dropped in on Deschaine, seizing her phone and physically assaulting her in one final, but unsuccessful effort to find Rush.

B

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