Local News

Man freed of strangling woman he knew

07 June 2026
This content originally appeared on Trinidad Guardian.
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Se­nior Re­porter

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A man has been ac­quit­ted of stran­gling a woman with whom he had been pre­vi­ous­ly in­ti­mate. 

Ste­fan O’Brien was found not guilty by a nine-mem­ber ju­ry be­fore High Court Judge Sherene Mur­ray-Bai­ley at the end of his tri­al at the Hall of Jus­tice in Port-of-Spain last Wednes­day. 

O’Brien was ac­cused of caus­ing griev­ous bod­i­ly harm to Za­kiya Penn in an al­leged in­ci­dent at his home on Ju­ly 13, 2019. 

Pros­e­cu­tors claimed that O’Brien and Penn knew each oth­er and met at Ari­api­ta Av­enue in Wood­brook hours be­fore the al­leged at­tack. 

Penn re­port­ed­ly ac­com­pa­nied him to a bar and asked if he could drop her home af­ter they limed. 

When they en­tered O’Brien’s car, Penn claimed that he at­tempt­ed to kiss her, but she re­sist­ed as she had a boyfriend. 

She claimed that al­though she was un­com­fort­able with the kiss, she still agreed to be dropped off by O’Brien, as she did not have al­ter­na­tive trans­port. 

Penn claimed that he re­peat­ed­ly dozed off while en route and sug­gest­ed that they go to his apart­ment in Aranguez to sleep be­fore fin­ish­ing the jour­ney. 

She claimed that she sat on his couch eat­ing a hot dog while he went in­to the bed­room. She said he re­turned to the liv­ing room in his un­der­wear, sat next to her and rubbed her thigh. She claimed that he at­tempt­ed to lift her top and take a pho­to­graph with his phone but she re­sist­ed. 

Penn claimed that O’Brien re­peat­ed­ly de­mand­ed that she join him in the bed­room. She claimed that she even­tu­al­ly re­lent­ed and de­cid­ed to lie down on the edge of the bed. She said O’Brien at­tempt­ed to cud­dle her and placed a pil­low over her head af­ter she re­sist­ed. 

She claimed that he at­tempt­ed to suf­fo­cate her for ap­prox­i­mate­ly 15 to 20 min­utes be­fore she man­aged to slide her­self from un­der him.

She said that he then dragged her to the liv­ing room where he at­tempt­ed to stran­gle her with his hands. 

She claimed that he even­tu­al­ly stopped, got off her and told her to leave. 

She said she then walked to a friend’s apart­ment, where she con­tact­ed her boyfriend, who col­lect­ed her. 

She and her boyfriend re­port­ed­ly went back to O’Brien’s house to see if he was home be­fore go­ing to the St James Med­ical Fa­cil­i­ty. 

Pros­e­cu­tors pre­sent­ed a med­ical re­port from a doc­tor at the fa­cil­i­ty, who ob­served that Penn had sub­con­junc­ti­val haem­or­rhag­ing in her eyes and red­ness and bruis­ing around her neck. They claimed that the doc­tor’s ob­ser­va­tions were con­sis­tent with the at­tack claimed by Penn. 

In de­fence of the case, O’Brien, through his lawyers Ayan­na Norville-Mod­este and Janeil Chuck, of the Pub­lic De­fend­ers’ De­part­ment (PDD), claimed that Penn fab­ri­cat­ed the al­le­ga­tions against him. 

While cross-ex­am­in­ing Penn, they sug­gest­ed that she per­formed oral sex on him dur­ing a pre­vi­ous meet­ing and she be­came an­gry af­ter he re­fused to en­gage in fur­ther sex­u­al ac­tiv­i­ty and stopped con­tact­ing her. They claimed that Penn framed O’Brien, as she was an­gry over be­ing re­ject­ed by him. 

Penn de­nied that O’Brien had re­ject­ed her pre­vi­ous­ly and claimed that they had sex. 

O’Brien’s lawyers raised nu­mer­ous in­con­sis­ten­cies be­tween Penn’s wit­ness state­ment and her tes­ti­mo­ny in court.

They claimed that the med­ical re­port was in­con­sis­tent with the ex­tent of the al­leged at­tack and Penn’s claims over her in­juries, in­clud­ing bleed­ing from her nose and ears. 

They al­so claimed that a video record­ing of Penn, pur­port­ed­ly tak­en by her boyfriend af­ter he met her, which was used in ev­i­dence, should not be re­lied on as it did not con­tain a time stamp.

They al­so ques­tioned why it was not ini­tial­ly dis­closed to the po­lice of­fi­cer tasked with in­ves­ti­gat­ing her re­port. They al­so took is­sue with the qual­i­ty of the in­ves­ti­ga­tion un­der­tak­en by the of­fi­cer, as they ques­tioned his fail­ure to se­cure fin­ger­print, CCTV or DNA ev­i­dence. 

O’Brien’s lawyers al­so ref­er­enced a post she made on Twit­ter months af­ter the al­leged at­tack. Penn ad­mit­ted that she made the post but de­nied that she in­tend­ed to smear O’Brien’s name. 

The case was pros­e­cut­ed by Chanelle Moe and Roger Hinds.