How long should an ex-con wait to tell the person that they are dating that they have a criminal past or criminal record? In some cases the other person may know and has accepted you and moved on and that is great and wonderful. However for most of us we struggle with that question. On one hand we don't want to be dishonest as we are now trying to live a new life, and on the other we have quickly learned people seem to avoid us once they find out. There are some things you need to be aware of, if the other person asks you upfront (trust me some do this) and I mean like right away. I have learned in my situation anyways, woman who ask right away are asking for a reason, they have had a bad experience by a past ex-con, or have an ex-con in the family, or are a victim, etc. The best answer to that question is, "Why would you ask me that?" If there answer is, "I just want to know", that is simply untrue no one just wants to know there is always a reason behind this question. However the question will present a dilemma, if you say yes the other person will bug you to death till you tell them, and if you say you are not comfortable talking about it this early, you will get a host of questions as to what is was not. If you answer no and lie and he/she finds out later, they are not going to trust you when they find out later, and they will find out. The answer to this really depends upon you and what you want, if you do not think this is a person you are going to want a relationship with or just not sure about as it is too early, or you really didn't want to go out on another date anyways, then just tell him/her you do not have a criminal past and discontinue the dating with them. If this is someone you want to get to know and interested in them and want to see them more, answer them with the truth, the whole truth and nothing but the truth. It will be hard for them to handle it, but if they can get past it they will come out with the feeling that you are honest and they can trust you. In the end that is a win-win situation for both of you; not saying it won't take some work. Just incase you didn't get the point yet, dating for an ex-con sucks, everything is a lot of work for us now. Please keep in mind this is only if they ask the question upfront, and ask a specific question about you having a criminal past or convictions, prison, jail, etc.
For the most part the relationship at first will be normal and you will just get to know each other as normal people do. He/she is just getting to know who you are and as chemistry and feelings start to progress it feels nice to have someone getting to know you for you, and not based upon your past offence. However for me it is always in the back of mind and often dreading the fact I have to tell them someday. What I have learned over time is that most relationship may end for various reasons within the first 3-4 months anyways, regardless of them knowing about your past or not. This is a dating period where you are just getting to know each other and both of you are just not sure, no matter what and how you feel the first couple months. I think we all had those relationships that started out like rocket only do go down like a crashing plane. We may think this is the one, only to be later disappointed. This is also the period of time you need to get smart and proactive about understanding if the person will be able to handle your past, you must watch listen and learn. Especially, if he/she is asked about something related to crime, present offences reported in the news, or if they have someone in the family who was in prison, jail, or maybe they have a brother or relative that is a police officer. Warning there is something you need to be aware of, if you are dating someone that has a police officer in the immediate family, you can rest assure that they will do a back ground check on you (yes I know you are going to tell me that is illegal and their not allowed to do it, well suck it up princess because it will happen like it or not). In these cases you may need to tell them a little earlier then what you want, I will leave that to your discretion. So do not be in a rush to meet the family, let him/her tell you about their family as they will, and you will tell them about yours that is normal when getting to know someone.
Other circumstances you need to take in consideration when looking for a dating prospect. Make sure that there type of employment doesn't require a higher level of security clearance, high profile position or they are in the media a lot. I think most of you can clue in as to why. I will say this, it really depends on your offence, but if it is the least bit serious dating someone like that will not be a good idea to date. Avoid it at all cost, unless it is a minor offence or something very small and even then you need to tell them right away, think about them and not yourself here. Also be aware if they are a victim of crime or a family member was, etc, most men or woman will tell you very early in the dating scene, especially in cases of rape, physical spousal abuse, etc. It would be wise to be able to recognize that if you are in for beating your wife, perhaps someone who just came out of relationship where she was victimized would not be the best choice. In any of those cases do not tell them about your past, just move on. I often find that persons of criminal past seem to choose someone of like mind or with criminal past as well. In most cases this is bad mistake, and in some cases it is a nightmare. There are always exceptions to this rule, and I understand that. Most of these types of relationships are neither healthy nor beneficial to your growth. However some exceptions to this do apply especially if you have both been out of prison for awhile or if it is someone who works with ex-cons, each case is unique. I do understand it is easier to have someone of like mind as acceptance and having the similarity. What often starts out as easy and wonderful at first, becomes less attractive later and soon just a daily reminder of the past.