Alan Ryan, the swaggering tough guy shot dead by a masked gunman in Dublin on Monday, was an accomplished womanizer with a long line of female conquests who fell for his good looks.

According to The Sun, the 32 year old, who was under police investigation on both sides of the border for serious crimes, had a way with women. 

Ryan's death notice this week paid tribute to his girlfriend Stacey and his ex-girlfriend Emma Maher, the mother of his four-year-old daughter Alannah, but many more women are reportedly inconsolable after the man who liked to call himself 'The Model' was assassinated on Monday.

Last year some of Ryan's conquests reportedly wrote to Emma, still his girlfriend at the time, to inform her of his late-night antics.

The letter read: 'Alan is in the pub every Friday, Saturday and Sunday night and every night he is there he leaves with another girl. He loves himself and knows how to pull the women.'

Soon after receiving this, Ryan and Emma split up and he began dating his new girlfriend, Stacey. Neither woman has any connection to crime, the Sun reported.

Although they parted ways, Ryan still stayed friends with his longtime ex. Mother-of-three Emma, 29, is reportedly devastated by the news of his death and is being comforted by close friends at the home she once shared with him in Ballon, County Carlow.

Ryan was ambushed and shot in the head by a masked man in Clongriffin, north Dublin, on Monday afternoon.

On Wednesday his death notice read: 'Alan beloved son of Marion and the late Peter. Dear brother of Anthony, Niamh, Dermot, Eoin and Vincent, devoted dad to Alannah. Sadly missed by his partner Stacey, sister-in-law, Alannah's mother Emma, his loving family and a large circle of friends.'