September 1, 2018

I am Dating a Man Who Cheated In His Previous Relationship: What Should I Do?


Q. I have been dating a man for 4 months and I really like him. However there is one thing that bothers me. When we talked about our past relationships, I asked him why he broke up with his ex. He said that his ex broke up with him because he cheated on her. He reassured me immediately that he would never do something like that to me. While I appreciate his honesty, the fact that he cheated on her really bothers me. He said that it was a stupid mistake and that he had too many drinks.  

I have always doubted someone who uses excessive alcohol as a poor excuse for their behavior. There have been times where I have had one too many drinks, but I have never cheated because I always knew I was in a relationship no matter how drunk I was.   I have to admit ever since he confessed, I have not been able to see him the way I used to before. I am starting to judge him and I am afraid to completely trust him because I feel he would do the same to me one day.  

Should I stop being judgmental about him and forget his past? What can I do to trust him and strengthen our relationship?

A. Your concerns are of course, warranted.

One incidence of cheating can certainly represent the capability for more.

However, it can also create a profound shake up and teach someone where their boundaries are in order to never cross them again.

Unfortunately in relationships (as in most things in life) there are no guarantees. All we have are our hopes, best intentions, faith and most importantly our instincts.

Ask yourself if you have witnessed or sense anything that would concern you, indicating that this singular indiscretion would signal more of the same.

If it’s just your (very human) fears, it would be unfair to judge him by this one (albeit significant) mistake. As humans we are all flawed, we all fall down and we all have the capability to pick ourselves up, learn from our mistakes and do better in the future.

The only question is whether or not your boyfriend is the type of person that wants to improve and do everything under the sun to make that happen.  Listen to your instincts and you’ll most likely have your answer.

Best of luck!

About Allison Cohen

Allison Cohen

Allison Cohen, M.A., MFT is a licensed, private practice psychotherapist, with 11 years experience in individual and couples therapy.

With offices in Beverly Hills and Tarzana, CA, Allison specializes in aiding clients that struggle with life issues including self esteem, partner dynamics, family of origin conflict, identity formation, communication skills, intuitive eating, anxiety and depression.

She uses a kind but direct approach to provide concrete tools for life long change.  She believes that the client is the expert on themselves and through an eclectic combination of orientations, she works to bring out the best version of the client that they can be.

She is a member of the California Association of Marriage Family Therapists, Divorce Transition Professionals and Psi Chi (the International Honor Society of Psychology).

To know more about Allison Cohen, visit

You can find her on Facebook at

Related Posts

Can I Connect With an Emotionally Unavailable Man? An Expert Shares Powerful Insights on Exactly What You Should Know

My Boyfriend Likes Public Display Of Affection But I am Shy: What Should I Do?

I Think My Best Friend Is Interested In My Boyfriend: What Should I Do?

I Have Concerns About My Boyfriend’s Family: What Should I Do?

I am Getting Cold Feet About My Marriage: What Should I Do?

My Boyfriend’s Family Doesn’t Like Me: What Should I Do?

I am Dating a Former Player and Have My Doubts On Whether Our Relationship Can Succeed Long Term: What Should I Do?

I Have Feelings For My Ex Boyfriend But He Isn’t So Sure: What Should I Do?

He Broke Up With Me Because He Lost His Job But I Still Want To Be With Him – What Should I Do?

I am Bored in My Relationship With My Boyfriend: What Should I Do?

My Boyfriend Gives Me the Silent Treatment: What Should I Do?

He Lives With an Attractive Female Roommate and this Bothers Me: What Should I Do?

I am Not Able To Forget My Ex Boyfriend and Move On: What Should I Do?

I am Ambitious and Financially Successful But He Is Not: What Should I Do?

How To Set Boundaries and Not Take Things Personally

He Spends More Time With His Friend and Prioritizes Him Over Me – What Should I Do?

My Boyfriend Buys Me Gifts All The Time And I Feel Awkward About It: What Should I Do?

I am a Single Mom Dating a Man Much Younger Than Me & He Wants To Have a Long Term Committed Relationship: What Should I Do?

I Feel Uncomfortable With My Boyfriend’s Relationship With His Female Friend: What Should I Do?

I am a Successful, Independent Woman and I Drive Men Away: What Should I Do?

I Fear Being Single and Lonely Forever: What Should I Do?

I am Dating a Man Separated From His Wife and She Is Trying To Woo Him Back: What Should I Do?

I Like a Guy Who Doesn’t Believe In Marriage: What Should I Do?

I am Dating a Man Who Is Out Of My League and I am Not Sure the Relationship Will Last: What Should I Do?

My Boyfriend is a Natural Flirt and Checks Out Other Women: What Should I Do?

I Tend To Fall In Love Too Quickly; Too Hard And Drive Men Away: What Should I Do?

I Want To Cuddle With My Boyfriend Sometimes, But He Prefers To Have Sex: What Should I Do?

I Want My Boyfriend To Propose But I am Not Sure He Will Do It Anytime Soon: What Should I Do?

I am Falling For My Boyfriend’s Friend: What Should I Do?

I Would Like To Have a Prenuptial Agreement But He Doesn’t: What Should I Do?

Exposed: The Magical Text That Makes Almost Any Man Psychologically Addicted to You…