#AskAMan

Ask a Man 30 Sep '25: 'My older partner is hiding me from her kids.' 30.09.2025 28:56 ↓

Anonymous has been with his partner for over a year now after they met on social media. They have a big age gap between them, he’s in his 30s and she’s in her 50s. Their relationship is generally fine but she has two children in their twenties, and she’s always hiding anonymous from her children and other people in her life.  She’s also very paranoid and is always accu...

Ask a Man 25 Sep '25: 'Can I make it work with my ex?' 25.09.2025 26:31 ↓

Anonymous was with her baby daddy for about 11 years, and they currently have one child together, after losing their first child.  The father of her child was constantly cheating on her and it all became too much for anonymous, so she broke up with him, especially because she wa now rekindling things with her ex partner.  Anonymous is now back together with that ex partner but he is stru...

Ask a Man 23 Sep '25: 'Struggling to leave my married boyfriend for a new guy.' 25.09.2025 31:05 ↓

Anonymous has been in a relationship with a married man for the last three years and says it’s been a rollercoaster. She has now met a new man, who’s single, seems great, and ticks a lot of boxes. She would like to pursue something with this new guy but says she’s struggling to let go of her married boyfriend.

Ask a Man 22 Sep '25: My married side wants things to get serious.' 22.09.2025 26:06 ↓

Anonymous has been with his partner for about 10 years now and says their relationship has been generally good. A few weeks ago, while at a party, he met another lady, they hit it off, and he started having an affair with this lady. While he is just having a fun sexual relationship, this lady, who is married, wants things to get more serious between them. Anonymous is not sure what to do as the on...

Ask a Man 28 Aug '25: 'I'm pregnant with my boss and lover's child.' 29.08.2025 26:32 ↓

Anonymous and her partner have been married for three years now and they’ve been together for 5 years overall.  She lost her job about a year ago and has been struggling to get something new, leaving her partner to be the sole breadwinner.  Her problem is that she feels like he’s not financially ambitious enough, and when she suggests businesses they can get into to improve t...

Ask a Man 27 Aug '25: 'My partner is not ambitious' 27.08.2025 27:26 ↓

Anonymous and her partner have been married for three years now and they’ve been together for 5 years overall.  She lost her job about a year ago and has been struggling to get something new, leaving her partner to be the sole breadwinner.  Her problem is that she feels like he’s not financially ambitious enough, and when she suggests businesses they can get into to improve t...

Ask a Man 21 Aug '25: 'My side is pregnant & I'm struggling to conceive with my partner.' 21.08.2025 27:01 ↓

Anonymous has been with his partner for about 6 years now after knowing each other at work for about 3 years as friends, as she was in a relationship at the time. They started dating well after she broke up with the father of her child. They agreed to have a child together from the beginning of their relationship, but they’ve struggled to conceive.  He cheated on her with another lady s...