Ask a Man 14 Oct 2025
Ask a Man 13 Oct '25: "Am I too much for him?'
Anonymous got back together with her ex recently after they broke up back in 2018 after he said to her that he didn’t feel like he was emotionally available. Things initially went well after they rekindled their relationship but then he started pulling away from her. She thinks he’s feeling pressure and emasculated by her because she’s doing better than him financially and in her career.
Ask a Man 10 Oct '25: 'Should I change my vagina in order to please my partner?'
Anonymous feels like she’s not satisfying her partner sexually, and thinks the reason is because his previous partner had stretched her labia. She’s now thinking of stretching hers as well so she can satisfy him, but she’s not sure. She also thinks this is the reason why he’s cheating on her.
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Ask a Man 07 Oct '25: 'I'm in love with my friend but she's a bit messy'
Anonymous has known his friend and colleague for about three years now and says when they initially met they were both in relationships. Their friendship has grown a lot over the last couple of years and he has realised in recent months that he has romantic feelings for her. They are now both single and he adds that she is struggling to let go of her abusive ex, and she’s also currently engaging with other potentials sexually. He doesn’t want to jeopardise their friendship by revealing his feelings for her.
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Ask a Man 30 Sep '25: 'My older partner is hiding me from her kids.'
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 accusing him of cheating on her, because she’s struggling to believe that a guy as good looking as anonymous would be with her.
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Ask a Man 25 Sep '25: 'Can I make it work with my ex?'
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 struggling with the fact that anonymous has a child with another guy.
Ask a Man 23 Sep '25: 'Struggling to leave my married boyfriend for a new guy.'
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.'
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 only reason he entwined this affair is because the sex between him and his partner has become dull.
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