Pointing out that both Olding and Jackson were professional rugby players who used their skills and strength to overpower opponents on the field, Hedworth asked Olding "what match, Mr Olding, is a 19-year old young woman going to be for the pair of you, if she chose to try and resist what you were doing?"
Ulster and Ireland rugby player Stuart Olding said on Thursday he was "embarrassed" about messages he posted in a WhatsApp group, saying it was "immature boasting" to friends.
Teammate Stuart Olding, 24, from Belfast, is also charged with raping the same woman who had been in the VIP area of a Belfast nightclub and went to an after-party at Jackson's home in June 2016.
Paddy Jackson, 26, who plays for Ulster, took the stand at Belfast Crown Court as his defence team opened their case in which he denies rape and sexual assault.
Hedworth then asked "this brotherhood with your friends don't seem to be looking after you very well, do they?", to which he replied "No they didn't tell me".
The prosecution said: "when you entered that bedroom that young woman looked at you and said to Paddy Jackson "please, no, not him too".
Olding answered: "No, that's completely untrue".
"If I had thought that, nothing would have happened, nothing would have started and nothing would have continued".
He said they then started kissing and he claimed she then performed the sex act on him.
He could not see what, if anything, Jackson was doing.
When asked what his reaction had been, he said: "I had just intruded in two people kissing on the bed". My heart sank. I didn't know what was going on.
Mr Hedworth's cross examination of Mr Olding resumes this afternoon.
"You thought she was a bit of a tease?" added Mr Hedworth.
Stuart Olding arrives at Belfast Crown Court
Olding, 24, told the court he was "pretty drunk but still coherent".
"On your account, that did not happen", the barrister suggested. Counsel said it was "fanciful" that Mr Olding would kiss the woman in such a way "after she had just had your friend's penis in her mouth".
Olding said the sex act came to an end when he ejaculated, and at that point he left the room, went to a bathroom to clean himself up, then slept in another room.
Olding replied: "I don't remember any of that happening".
The lawyer put it to him: "But they are your words?" She was kneeling over me.
Meanwhile, it emerged that Olding had been angered when he learnt that friends Rory Harrison, 25, and Blane McIlroy, 26 - who are also contesting charges connected to the alleged attack, had not disclosed the complainant was distressed or had said what happened was not consensual when they met for lunch the following day.
"Furious", the lawyer probed further.
He was arrested shortly after arriving at Musgrave Street PSNI (Police Service of Northern Ireland) station in Belfast city centre on June 30, 2016.
Mr Olding repeated that no one said anything.
While he was being questioned, police officers searched his home and seized clothing - but not the shirt, jeans, shoes and boxers he had been wearing on the night in question.
Olding replied: "I wouldn't agree with that".
Olding also referred to a "spit-roast", something he understood was a slang reference for a threesome or sexual activity involving a woman "in between" two men.More news: Chatham Capital Group Inc. Has $7.51 Million Holdings in Johnson & Johnson (JNJ)