Is It Time To Kick Him To The Curb?

After 5 yrs of knowing each other and 3 yrs of off and on again dating, should I just let him go?

Pro: 

1.) Before we were together he was my bestfriend, and Im sure it would still be the same if we never gotten intimate

2.) I can tell he truly loves me

3.) Everynow and then he does something really sweet that makes me reconsider staying with him

4.) He fights for me and stands up for me

5.) Whenever I am broke he tries to help me the bestw way he can

6.) He will support whatever dream I have no matter how crazy it is

7.) The sex for the most part is great

8.) He is super intelligent in math

9.) Very resourceful

Con: 

Long list so be prepared........

1.) His family has got to be the most dysfunctional family ever. His mom and I dont get along too much and she smokes weed 24-7 and has been to jail, had her kids taken away from her.

2,) He grew up as a foster child and bounced from family to family, which isnt his fault but he feels the world owes him something and is always bitter.

3.) I have grudges and have not forgiven to him for somethings he has done in the past that were really hurtful

4.) Although he hasnt technically cheated on me, he is still known to be a hoe

5.) He was kicked out of college for drug possession and refuses to go back and get any type of degree

6.) He has fooled around with a married woman which is a HUGE no, no in my book and had unprotected sex with her and dint tell me until after we had sex.

7.) He dresses horrible! He tries so hard to be a thug and he's not (pants hanging under his ass....)

8.) Still selling drugs even though he has a felony

9.) Been to jail 3 times.

10.) We used to to be physically rough with each other but not anymore

11.) He isnt romantic

12.) His hair is a mess and one day im going to cut it in his sleep

13.) He just all around isnt very mature and I feel like Im babysitting a kid

14.) It is awkward to go out with him because we dont have anything to talk about

15.) He says he will support my dreams (Im a theatre actress) but I dont feel like I can talk to him about the arts and Im embarassed for him to attend one of my events and meet my friends because he is so childish and unpresentable.

Please, I could use any advice, harsh or not. Thanks in advance!

Con arguments

The Time has Come

Sorry to say it, but he's not worth it. He sounds nice, but it's not good to invest in someone engaged in illegal activity, especially if he's cheated. If he's cheated, it's kind of hard to be SURE he loves you. If he's childish, he's not exactly marriage material. On-again-off-again is usually a bad sign. Hope I helped.

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