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  • He knows you have freedom while he does not and being in prison is a difficult place to be. He has lots of time to let his imagination run away with him and may think you are dating other men. If you live near enough to the prison you must have visiting rights and if this is the case then go and see him and ask him what he is asking of you. If you do not live near the prison then write him and simply ask if he does not trust you or he wants to split up with you. The other problem is the length of his sentence. If he is just in prison for a year or two and you love him then you can decide whether to wait for him or not, but if he is serving a longer sentence he knows eventually you will get tired of waiting for him.
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Q: Why does my boyfriend keep asking if I still want him while he is in prison is it insecurity or does he want me to split up with him?
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Why does your boyfriend keep asking if you still want him while he is prison is it insecurity or does he want you to split with him?

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