Michael Wayne Pennington, Jr. v. Commonwealth of Virginia

CourtCourt of Appeals of Virginia
DecidedDecember 16, 2025
Docket1485233
StatusUnpublished

This text of Michael Wayne Pennington, Jr. v. Commonwealth of Virginia (Michael Wayne Pennington, Jr. v. Commonwealth of Virginia) is published on Counsel Stack Legal Research, covering Court of Appeals of Virginia primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Michael Wayne Pennington, Jr. v. Commonwealth of Virginia, (Va. Ct. App. 2025).

Opinion

COURT OF APPEALS OF VIRGINIA

Present: Judges Athey, Friedman and Lorish UNPUBLISHED

Argued by videoconference

MICHAEL WAYNE PENNINGTON, JR. MEMORANDUM OPINION* BY v. Record No. 1485-23-3 JUDGE LISA M. LORISH DECEMBER 16, 2025 COMMONWEALTH OF VIRGINIA

FROM THE CIRCUIT COURT OF TAZEWELL COUNTY Richard C. Patterson, Judge

David B. Kelley (The Kelley Law Firm, on briefs), for appellant.

Justin B. Hill, Assistant Attorney General (Jason S. Miyares, Attorney General, on brief), for appellee.

After the murder of Kaitlyn Toler, a jury convicted Michael Wayne Pennington, Jr. of

first-degree murder, concealing a dead body, two counts of grand larceny, two counts of larceny

with intent to sell or distribute stolen property, credit card theft, felony credit card fraud, and

receiving goods from credit card fraud over $200. Pennington appeals these convictions. He

argues that the trial court erred in admitting prejudicial evidence, denying his speedy trial

motion, and dismissing his motion to sever his charges into two trials. He also argues that the

evidence was insufficient to support each of his nine convictions. For the reasons detailed

below, we affirm his convictions.

* This opinion is not designated for publication. See Code § 17.1-413(A). BACKGROUND1

The Disappearance of Kaitlyn Toler

This case arises from the murder of Kaitlyn Toler. At the time of her death, 21-year-old

Kaitlyn lived with her mother, Mary Toler, and her former stepfather, Pennington. Mary and

Pennington had previously married and divorced before reconnecting and resuming cohabitation.

Pennington drove Kaitlyn and Mary to and from work. On March 30, 2021, which would

later be estimated as the day of Kaitlyn’s death, Pennington picked Kaitlyn up from her

overnight shift and then picked Mary up from an early morning meeting. When they arrived to

pick up Mary, Kaitlyn was wearing black yoga pants and a blue T-shirt. They dropped Kaitlyn

off at home, and then Pennington drove Mary to work at a different location. Kaitlyn then texted

Mary that she would pick up a shift at 4:00 p.m. that day.

Mary was surprised, then, when Pennington later picked her up without Kaitlyn in tow.

Pennington explained that “some girl in a red car picked her up” and took her to work. He added

that Kaitlyn may not answer her phone because it had been “messing up” and that she had taken

her pink laptop and Mary’s iPad with her. Mary found this strange, since Kaitlyn had not used

the laptop since high school, and the iPad did not belong to Kaitlyn.

Mary messaged Kaitlyn throughout the evening but got no response. The next afternoon,

Mary texted Pennington to ask what Kaitlyn was doing. Pennington told Mary that a “girl at

[Kaitlyn’s work] said she was working till 12” that night after swapping her shift.

Unbeknownst to Mary, Pennington had called Kaitlyn’s work earlier that morning to ask

whether she showed up for her shift (which she had not). Her coworker found this odd, as

Pennington had never called before. Kaitlyn’s manager also received a call from Pennington, in

1 On appeal, this Court views the evidence and all reasonable inferences flowing from it in the light most favorable to the Commonwealth, the party that prevailed in the trial court. See Goodwin v. Commonwealth, 71 Va. App. 125, 129 n.1 (2019). -2- which Pennington explained that Kaitlyn had been picked up by a girl in a red car and that he

received a message that she would soon return home.

By April 1, no one had heard anything from Kaitlyn. Pennington, however, claimed to

have received a call from an unknown number in which a male voice told him that Kaitlyn was

doing fine in Charleston, West Virginia and would return home in a few days. Mary believed

this because Pennington had told her the week before that Kaitlyn was pregnant and might be

seeking an abortion in Charleston. Then, while Pennington was outside on a walk, Mary herself

received a call from an unknown number. She answered, but the caller immediately hung up.

During a later search of Pennington’s phone, officers found no evidence of the phone call he

claimed to have received from the undisclosed man, but they did find that Pennington had called

Mary’s phone on April 1 using a technique to hide his caller ID.

The Discovery of Kaitlyn’s Body

Early in the morning of April 6, two country club employees reported a body in the

remote woods on the club’s property. Investigators identified it as Kaitlyn’s. She wore black

yoga pants and a blue T-shirt—the same outfit Mary had last seen her in—but a different outfit

than Pennington had reported to investigators.2 The officers assessing the scene determined that

she had been murdered elsewhere and dumped recently. They also believed that she had been

deceased for at least one day.

An autopsy revealed that Kaitlyn died from ligature strangulation. Near the time of her

death, she also suffered a three-inch laceration on her head that cut through her skull and injured

2 During his initial interview with investigators, Pennington described Kaitlyn as having worn a floral print top with dark jeans when she allegedly left the Toler residence to go to work on March 30. But the floral top and dark jeans were later recovered at the Toler residence. -3- her brain but did not itself cause the death. She was not pregnant and showed no signs of a

recent abortion.

Officers notified her family, and Mary and Pennington both voluntarily provided DNA

samples and consented to searches of their phones, car, and home. Pennington, who was the last

known person to have seen Kaitlyn, again told officers that she had been picked up by someone

in a red car. He also told officers about the alleged phone call he had received from an

unidentified man, adding that he had heard Kaitlyn’s voice in the background.

Investigators obtained security footage from Kenneth Thompson, a resident of Mountain

Lane, the street leading to the woods where Kaitlyn was found. Thompson also told officers that

he had lent his trailer to Pennington on April 4 so Pennington could move furniture. To

Thompson’s surprise, Pennington did not pick up the trailer until after 11:00 p.m., saying his

nephew had called him to move the furniture that night. Pennington then towed the empty trailer

back towards his home.

The security footage revealed that, about an hour later, a vehicle resembling Pennington’s

towed a trailer with something on it down Mountain Lane towards the site where the body was

found. A half hour after that, a similar vehicle towing a similar trailer drove down Mountain

Lane in the opposite direction. Based on unique, after-market alterations, Thompson identified

the trailer in the videos as the one Pennington had borrowed from him. Pennington returned the

trailer to Thompson’s residence around 12:55 a.m. Investigators timed the route from Mary and

Pennington’s home to the dump site and found it was consistent with the time stamps from

Thompson’s security footage. They also noted that the vehicle towing the trailer was the only

one to have traversed Mountain Lane during that period.

Also on April 4, Pennington borrowed his cousin’s trailer hitch and ratchet

straps. Examiners later found hair fibers resembling Kaitlyn’s distinctive red hair embedded in

-4- the ratchet straps. DNA testing confirmed that the hair was either Kaitlyn’s or one of her

matrilineal relatives.

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