Ask A Man 13 March '26: 'Entangled with my ex-best friend and his brother.'

Anonymous called us last year and told us that he was secretly dating his best friend’s younger brother, and didn’t know whether he should tell his friend.  In any case, the brother found out, broke off their friendship, and the family kicked the little brother out of the house because he wanted to continue dating anonymous.  Months went by and while he was at a party in another city he ran into his ex friend and partner’s brother, they reconciled, ended up partying together, and shared a bed, at which point they had a sexual engagement.

Ask A Man 12 March '26: 'Is the money he's giving his ex really for their kids?'

Anonymous is a widow, and after grieving her late husband she met someone else and she’s now in a relationship with. He came into their relationship with two children, she had one child, and they now have two children together.  Her problem is how her husband seems to be going out of his way to give the mother of his children money. She says he claims the money is for the children but she’s struggling to believe him and thinks there might be something untoward happening between him and the mother of his other children. 

Ask A Man 11 March '26: 'My married ex wants his gifts back.'

Anonymous has been dating a married for about two years and says their side relationship was going well and the man was also taking care of her and her child financially.  Late last year, she met a single man, they hit it off and started dating. She broke up with the married man, he got upset at her and now wants her to pay him back all the money he spent on her. 

Ask A Man 10 March '26: 'Is my infidelity the end of us?'

Anonymous is a foreign national and says that actually caused issues in his relationship when he wanted to marry his South African partner, as her family were xenophobic towards him.  They eventually got married, and had a child together. After getting a new job, he met a lady at the workplace who he got involved with and even sponsored her life. 

Ask A Man 09 March '26: 'Am I asking him for too much?'

Anonymous has been with his partner for over 6 years now and says their relationship was really great in the beginning despite facing challenges of being a same-sex couple. They also faced financial challenges as his partner was still in school when they started dating, he even ended up moving in with anonymous during the COVID pandemic….

Ask A Man 06 March '26: 'Is she cheating because I've lost my job?'

Anonymous has been with his partner for five years. He supported her financially as she was unemployed when they met.  She eventually found a job in another province and moved there. He then lost his job and decided to move in with her but when he got there he realised she was cheating on him.  He forgave her and they moved on but she continued to cheat on him. He wants to leave her, but he’s financially reliant on her and he’s not sure if he can break things off with her. 

Ask A Man 05 March '26: 'He still works with his "ex" mistress.'

Anonymous and her husband have been together for 19 years and married for 17 of those years.  Her husband cheated on her twice with the same woman from work, and he wasn’t very remorseful at the time, but they eventually reconciled due to his change in attitude and behaviour.  He then moved to another company, however, that lady now also works at that same company and this is giving her a lot of anxiety, as she wonders if he’s still in a relationship with that other woman.

Ask A Man 04 March '26: 'My wife is upset about the discovery of my long lost daughter.'

Anonymous has been married for 5 years to his current wife, they have one child together and he has one other child he had many years ago. Yesterday he found out that he has a 16-year-old daughter he didn’t know about.  He revealed this to his wife and she’s upset about this development, to a point of wanting to break up. Anonymous is confused by her behaviour and adds that his wife has been unfaithful multiple times in the past. 

Ask A Man 03 March '26: 'Im struggling to leave my toxic husband'

Anonymous has been married for about three years now but she’s not happy in this marriage. She’s attempted to leave, but didn’t go through with it.  She’s been feeling this way since she caught him cheating on her. They moved on from this infidelity but she feels like he’s probably going to cheat again based on how terribly he treats her now.

Ask A Man 02 March '26: 'I pay for everything in this relationship.'

Anonymous and her partner have been together for almost 9 years now.  She says in the early years of their relationship she ended up getting a loan for him to be able to purchase a car, on his request. He had said he’d pay it off, but he had financial struggles and she needed up paying off the loan.  They eventually got married and decided to get a house together but he didn’t qualify for a mortgage so she ended up getting the house under her name. They are married in community of property…

Ask A Man: 27 February 2026

ASK A MAN: 26 February 2026

Anonymous has been in a relationship with his partner for four years, and they share a child together. While their relationship has been stable, everything changed when he discovered that his close friend had slept with his partner before they started dating—and that she never told him. Now, he’s struggling to process the betrayal, the secrecy, and whether he can truly move forward. The team unpacks trust, honesty, and whether the past should define the present.

ASK A MAN: 25 February 2026

An anonymous listener reconnects with his high school love, but trust is broken after repeated cheating. Now, despite the pain, he’s struggling to move on from someone he still deeply loves, raising questions about closure, loyalty, and letting go.

ASK A MAN: 24 February 2026

An anonymous listener shares her story of helping build a church alongside its leader, forming a close bond that later became complicated when his wife arrived and tensions grew. Years later, distance changed their connection — raising questions about loyalty, boundaries, and emotional attachment.

Ask A Man - 23 Feb 2026: 'Cheating on my partner with my ex'

Anonymous has been with his partner for four years now. This relationship started as a result of him cheating on his previous partner.  He had a child with the ex he cheated on and they’ve been co-parenting well this whole time, they got closer again, which led to him sleeping with this ex on more than one occasion.  The ex caught feelings and wanted them to get back together, but he’s happy with his current partner and ended the affair with his ex.  The ex got angry and sent his current partner evidence of their affair. 

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