Jena Lyn Dalrymple, 30, of Mechanicsville
Jena Lyn Dalrymple, 30, of Mechanicsville, is facing multiple misdemeanor charges in Calvert County District Court tied to violations of protective orders involving an adult male victim. Court records show four related criminal cases filed in April and May 2026, each charging Dalrymple with violating a protective order. The most recent case, filed May 5, 2026, remains open.
In the latest case, Dalrymple is charged with one count of violating a protective order. The charging document alleges the violation happened on May 5, 2026, at Stafford Road in Prince Frederick. According to court records, the charge carries a listed possible penalty of 90 days and/or a $1,000 fine.
According to the statement of charges filed by Deputy O’Donnell of the Calvert County Sheriff’s Office, Dalrymple allegedly failed to comply with a final protective order dated April 28, 2026, by contacting and attempting to contact the adult male victim. The court document states the final protective order was signed by Judge Michelle R. Saunders on April 28, 2026, and was valid until April 28, 2027. The order stated that Dalrymple “SHALL NOT contact, attempt to contact, or harass” the protected party except to facilitate child visitation ordered by the court.
The May 5 probable cause statement says Deputy O’Donnell responded to the Calvert County Detention Center on Stafford Road in Prince Frederick after a report of a protective order violation. A correctional deputy reported overhearing Dalrymple on a detention center phone call with the adult male victim and provided a call list showing alleged contacts on May 2, May 3, May 4, and May 5, 2026. Deputy O’Donnell wrote that he listened to part of a May 5 phone recording and heard Dalrymple speaking with the protected party. The document also notes the protective order allowed contact by text concerning the children and visitation times.
At her initial appearance on May 5, 2026, Dalrymple was first released on personal recognizance with conditions that she not engage in criminal conduct, appear in court, and not contact or harass the adult male victim. After a bail review on May 7, 2026, Judge Saunders ordered Dalrymple held without bond. The docket also notes that on May 7, 2026, Dalrymple was found incompetent to stand trial. A hearing is scheduled for May 13, 2026, and trial is listed for June 3, 2026, in Calvert District Court.
The May 5 case is listed as traveling with three other cases. Each of those cases also charges Dalrymple with violating a protective order.
In the case filed after an April 8, 2026 incident, Deputy First Class Ostazeski of the Calvert County Sheriff’s Office alleged Dalrymple entered the adult male victim’s residence on Stock Drive in Lusby and contacted him after a temporary protective order had been served. According to the probable cause statement, the adult male victim told authorities Dalrymple was at the residence trying to sleep on the couch. The order, according to the filing, required Dalrymple to vacate and not enter the residence and barred contact except through text about their children. Dalrymple was transported to the Calvert County Detention Center without incident, according to the document.
In the case filed after an April 22, 2026 incident, Deputy Wilder of the Calvert County Sheriff’s Office alleged Dalrymple again entered the Stock Drive residence in Lusby and contacted the adult male victim. The probable cause statement says a 911 caller reported Dalrymple was inside the home after being served with a protective order earlier that day. When the deputy arrived, Dalrymple was in the driveway getting into her car. The deputy wrote that Dalrymple said “yes” when asked if she understood she was not supposed to be there, and also said she “didn’t know,” “wasn’t sure of what was going on,” and “didn’t have anywhere else to go.” The document says she also stated the deputy could “just take her to jail.”
The April 22 filing also states the adult male victim told the deputy that Dalrymple had been inside the home, that they argued because she was not supposed to be there, and that she went into the bathroom. The adult male victim also reported that Dalrymple had texted him earlier around 5:30 p.m. and 9 p.m., which the deputy wrote was another alleged violation because the order prohibited contact. Dalrymple was ordered held without bond in that case, with conditions that she not contact or harass the adult male victim and not enter or be near Stock Drive in Lusby.
In another case, Maryland State Police Trooper White alleged Dalrymple violated a temporary protective order on April 28, 2026, by contacting the adult male victim and entering his residence on Stock Drive in Lusby. The probable cause statement says the adult male victim reported that Dalrymple entered the residence at about 1 a.m. using a door combination code and slept on the couch. He also reported that Dalrymple left in the morning to get Monster Energy drinks and returned, at which point he told her several times that she was not supposed to be at the residence.
The April 28 police filing states the temporary protective order said Dalrymple “SHALL NOT contact the protected parties by any means” and also prohibited her from entering the adult male victim’s residence. The filing identifies two juvenile protected parties in the order, whose names are not being published. Dalrymple was arrested at 9:22 a.m. and taken to the Calvert County Detention Center. In that case, she was ordered held without bond after an initial appearance.
Court documents show the Calvert County Public Defender entered an appearance for Dalrymple on May 6, 2026, in the latest case. The State’s Attorney for Calvert County also entered an appearance that day. The docket includes a motion for speedy trial and a demand for discovery and inspection filed on May 6, 2026.
