![Simon Cowell cuts a casual figure during dinner with girlfriend Lauren Silverman | Daily Mail Online Simon Cowell cuts a casual figure during dinner with girlfriend Lauren Silverman | Daily Mail Online](https://i.dailymail.co.uk/1s/2021/09/10/13/47747881-9977683-image-a-72_1631278318897.jpg)
Simon Cowell cuts a casual figure during dinner with girlfriend Lauren Silverman | Daily Mail Online
![Michael M on Twitter: "Put together this comprehensive gallery of simon cowell's weird long boot cut jeans and tiny feet. https://t.co/4pCYpVPojF" / Twitter Michael M on Twitter: "Put together this comprehensive gallery of simon cowell's weird long boot cut jeans and tiny feet. https://t.co/4pCYpVPojF" / Twitter](https://pbs.twimg.com/media/DIy1JpnXkAAOlX4.jpg)
Michael M on Twitter: "Put together this comprehensive gallery of simon cowell's weird long boot cut jeans and tiny feet. https://t.co/4pCYpVPojF" / Twitter
![X Factor 2015: Simon Cowell insists that he's 'going back to his roots' as he debuts scruffy new beard at launch | London Evening Standard | Evening Standard X Factor 2015: Simon Cowell insists that he's 'going back to his roots' as he debuts scruffy new beard at launch | London Evening Standard | Evening Standard](https://static.standard.co.uk/s3fs-public/thumbnails/image/2015/08/27/08/xfactorpress2708j.jpg?width=1200)
X Factor 2015: Simon Cowell insists that he's 'going back to his roots' as he debuts scruffy new beard at launch | London Evening Standard | Evening Standard
![Michael M on Twitter: "Put together this comprehensive gallery of simon cowell's weird long boot cut jeans and tiny feet. https://t.co/4pCYpVPojF" / Twitter Michael M on Twitter: "Put together this comprehensive gallery of simon cowell's weird long boot cut jeans and tiny feet. https://t.co/4pCYpVPojF" / Twitter](https://pbs.twimg.com/media/DIy1JXsXUAA2m04.jpg)
Michael M on Twitter: "Put together this comprehensive gallery of simon cowell's weird long boot cut jeans and tiny feet. https://t.co/4pCYpVPojF" / Twitter
![Barstool Radio on Twitter: "Simon Cowell BEEN on that bootcut life #BigIfTrue https://t.co/93mPdgsmhB" / Twitter Barstool Radio on Twitter: "Simon Cowell BEEN on that bootcut life #BigIfTrue https://t.co/93mPdgsmhB" / Twitter](https://pbs.twimg.com/media/Dtv0aTWW0AAqFvc.jpg)
Barstool Radio on Twitter: "Simon Cowell BEEN on that bootcut life #BigIfTrue https://t.co/93mPdgsmhB" / Twitter
![Simon Cowell looks slimmer than ever as he takes son Eric, 7, on shopping trip with girlfriend Lauren Silverman | The US Sun Simon Cowell looks slimmer than ever as he takes son Eric, 7, on shopping trip with girlfriend Lauren Silverman | The US Sun](https://www.thesun.co.uk/wp-content/uploads/2021/05/NINTCHDBPICT000653013426.jpg)
Simon Cowell looks slimmer than ever as he takes son Eric, 7, on shopping trip with girlfriend Lauren Silverman | The US Sun
![Simon Cowell & His Son Are a Perfect Pouting Match in This Adorable New Photo: Photo 3283043 | Simon Cowell Pictures | Just Jared Simon Cowell & His Son Are a Perfect Pouting Match in This Adorable New Photo: Photo 3283043 | Simon Cowell Pictures | Just Jared](https://cdn.justjared.com/wp-content/uploads/2015/01/cowell-pout/simon-cowell-pouts-with-son-07.jpg)
Simon Cowell & His Son Are a Perfect Pouting Match in This Adorable New Photo: Photo 3283043 | Simon Cowell Pictures | Just Jared
![George Clooney spotted wearing dodgy dad jeans - here's the styles he should be wearing - Mirror Online George Clooney spotted wearing dodgy dad jeans - here's the styles he should be wearing - Mirror Online](https://i2-prod.mirror.co.uk/incoming/article8363462.ece/ALTERNATES/n310p/Jeremy-Clarkson.jpg)
George Clooney spotted wearing dodgy dad jeans - here's the styles he should be wearing - Mirror Online
![Stephen Carroll on Twitter: "Simon Cowell fell down the stairs? Boot cut jeans, mate. #XFactor #Bootcuts https://t.co/1NGL4j9Yv2" / Twitter Stephen Carroll on Twitter: "Simon Cowell fell down the stairs? Boot cut jeans, mate. #XFactor #Bootcuts https://t.co/1NGL4j9Yv2" / Twitter](https://pbs.twimg.com/media/DNP6PH4X4AEHjQD.jpg)
Stephen Carroll on Twitter: "Simon Cowell fell down the stairs? Boot cut jeans, mate. #XFactor #Bootcuts https://t.co/1NGL4j9Yv2" / Twitter
![Simon Cowell Forgets His Shirt And Wears The Naffest Jeans We've Ever Seen For An Evening Stroll In Miami With Lauren Silverman And Their New-Born Son Eric (PICS) | HuffPost UK Entertainment Simon Cowell Forgets His Shirt And Wears The Naffest Jeans We've Ever Seen For An Evening Stroll In Miami With Lauren Silverman And Their New-Born Son Eric (PICS) | HuffPost UK Entertainment](https://img.huffingtonpost.com/asset/5d023e922500004e12e4387f.jpeg?ops=scalefit_720_noupscale)
Simon Cowell Forgets His Shirt And Wears The Naffest Jeans We've Ever Seen For An Evening Stroll In Miami With Lauren Silverman And Their New-Born Son Eric (PICS) | HuffPost UK Entertainment
![Simon Cowell looks slimmer than ever as he takes son Eric, 7, on shopping trip with girlfriend Lauren Silverman | The US Sun Simon Cowell looks slimmer than ever as he takes son Eric, 7, on shopping trip with girlfriend Lauren Silverman | The US Sun](https://www.thesun.co.uk/wp-content/uploads/2021/05/NINTCHDBPICT000653013418.jpg)