Dollar Bill & Madison's War of The Roses

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Dollar Bill and Madison's War of the Roses 1.28.21 Britney and Jay Jan 28, 2021

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Britney saw her boyfriend Jay's private instagram messages with another girl. From what she could tell it was just a random girl trying to scam him, but he responded and asked for pics!?!? Now Britney's worried if he would do that what ELSE would he do? Find out who he sends the roses to in War of the Roses!

Dollar Bill and Madison's War of the Roses 12.17.20 Chelsea and Matt Dec 17, 2020

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Chelsea found a text message her boyfriend Matt sent to a girl named Amy while he was in the shower. It said it was so nice to see her last night and he hoped to see her again soon! So is Matt cheating or this an innocent friend interaction?? Find out on War of the Roses!

Dollar Bill and Madison's War of the Roses 12.10.20 Bill and Christina Dec 10, 2020

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Bill has been dating Christina for 6 months... they don't live together but used to spend almost every night together. Lately Christina has been busy with friends or work at night and Bill is suspicious. Is she cheating? Find out in War of the Roses!

Dollar Bill and Madison's War of the Roses 11.12.20 Leslie and Mark Nov 12, 2020

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Leslie and Mark live in different cities but when they are together, everything is great! Mark is romantic and just the perfect guy. It's just when they are apart, he gets a little aloof. He doesn't call every night and Leslie just wants to make sure he is serious about her. Who will Mark send the roses to in War of the Roses?

Dollar Bill and Madison's War of the Roses 10.15.20 Kayla and David Oct 15, 2020

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Kayla is worried her boyfriend David might be cheating with a girl on his fantasy football league. It's not just that they talk about football, but she goes out to watch the games with him and Kayla is sure there is something "extra" between them. Find out who David sends the roses to in War of the Roses!

Dollar Bill and Madison's War of the Roses 10.01.20 Oct 01, 2020

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Trevor's girlfriend Kelsea is an English as a second language teacher and she has been spending a lot of extra time with one of her students who just happens to be a hot french guy- that Trevor met and says has a pretty good handle on the language! So what gives? Find out what happens in War of the Roses!

Dollar Bill and Madison's War of the Roses 9.24.20 Megan and Gavin Sep 24, 2020

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Megan and Gavin have been dating for 3 years but lately Gavin hasn't wanted to spend much time together. He's been taking lots of last minute business trips and doesn't want Megan going along. Is he cheating? Find out in War of the Roses!

Dollar Bill and Madison's War of the Roses 9.10.20 Sep 10, 2020

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Stacey is worried that her boyfriend Kevin may be hiding something. They have been dating for 6 months but she hasn't met his friends or family. He works in Birmingham but lives in Tennessee and goes back there every weekend. When Stacey asked about going home with him, he said he wasn't ready. Is he cheating? Find out in War of the Roses!

Dollar Bill and Madison's War of the Roses 9.3.20 Sep 03, 2020

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Lucy and David broke up about 2 years ago because he was cheating... but they really loved each other and couldn't stay apart so they got back together even though Lucy is still a little jealous. Now she thinks he might be cheating again. They don't go out as much and he's not as passionate so she wants to test him. Find out who David sends the flowers to in War of the Roses!

Dollar Bill and Madison's War of the Roses 7.30.20 Jul 30, 2020

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Isabella and Jordan met in one of their college classes and have been dating about a year. Isabella admits she wants a romantic guy and she has to "push" Jordan to be romantic sometimes but lately he has been pushing back. Something feels weird, is there someone else? Find out in War of the Roses!

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