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Dating a Homeless Man

Miss Tiff understands that having a homeless boyfriend can be quite challenging.

How I met my homeless boyfriend and why it's been a challenging but rewarding experience

How I met my homeless boyfriend and why it's been a challenging but rewarding experience

My Boyfriend Is Homeless

When I first met my boyfriend, we had an instant connection. We enjoyed spending time together, and we were always laughing. Soon after meeting him, I found out he was unemployed and had been homeless for about nine months; it completely shocked me.

My first instinct was to run; with no income and no home, I thought it would be very hard to have a relationship. But I was very interested in him and hadn't been around someone that made me feel that great in a long time. So we kept spending time together, and eventually, we began a relationship.

His story intrigued me. He was adopted into a wealthy family as a baby but was kicked out on his 18th birthday. He lived in his car, but unfortunately, he got in a crash and totaled the car. He stayed with many different friends who provided him with enough food to get by. In the nine months since he had been kicked out, he had lost 40 pounds.

Of course, this was alarming to me, and I immediately started giving him food and helping him with other things. One day, he met a very nice older lady who somehow knew of his story and told him she wanted to help him. She started letting him stay with her if he had nowhere to go, but she soon took him in. She wasn't very well off herself, but she treated him like her own son, working two jobs to provide food and keep the home she had.

Between staying at her house and mine, his life seemed to be turning around. He knew he had a warm place to sleep every night and food to eat. His family saw him every once in a while but still offered him no help. Still, with him being unemployed, our relationship hit some very tough spots.

I had a job, but between paying for my needs and his, I began facing money troubles myself. But in a small town and in this economy, it was very hard for him to find a job. Even though I had to support him, I felt it was worth it because of the feelings I felt for him. He made me happy and treated me better than anyone ever has. He still hasn't found a job, but he is looking for one. With much help, he is still getting by. He is very determined to pay back everyone who has helped him through his rough times.

Before this relationship, I will admit I was pretty shallow. I wanted the dream guy that would support me, take care of me, and shower me with gifts. But meeting my boyfriend showed me that material objects really aren't the most important things in life. I learned having a wonderful relationship can make a person much happier than money can buy.


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Nikki on January 18, 2019:

I would never

CagedBird725 on January 17, 2019:

Thank you tor this. I recently met someone who I fell for, and he told me afterwardd that he is homeless. I met him while I was on vacation, we live about 4 to 5 hours away and neither has a car. I was thinking about moving there before I met him, am still considering it. I created a resume for him and have been emailing him jobs and places to stay, he recently got a job and is working to get out of the shelter. He claims he wants to be together, but it is hard for me to fully believe that. He was very affectionate and verbal about his dreams for us until last week when he asked if we could just be friends until he gets his life together. He said he didn't feel right claiming to be my man but not being able to take care of nor be here for me. I was very hurt, and we spent a couple days going back and forth about it. So now I don't know what the situation is. I am trying to understand where he is coming from. But does his situation negate my needs in a relationship? I don't look at his situation determining whether or not he can love me right or not. I didn't see his situation when I met him...I just saw him...Or maybe I just saw who he wants me to see...I have been taken advantage of by people in similar situations, and sort of know the difference between someone who wants to change and who just wants to make it seem like they do. But it's all frustrating and I don't know what to do either way anymore. I understand that he has to worry about where he is going to sleep at night. But he doesn't seem to want to move here, and I wouldn't move for at least a year. In my mind, love and his situation are two separate things. But he doesn't see that, so I am left to figure out what is the best thing for me. So we shall see I guess.

OMG on July 06, 2018:

Wishing all of you women well, as myself, may God bless us tremendously!!

Theresa on April 23, 2013:

I met my boyfriend at a local rescue mission where he was a client, and he's moved up the ladder to working for them. Though he has no source of income now, I know with his discipline and strong work ethic he will succeed in life. He's gone through some hard stuff and... he's really turned his life around. I can't imagine being with anyone else and our paths never would've crossed if he hadn't been in that life circumstance. Don't be the girl that judges a guy by their wallet and guys, don't judge girls by their looks. Both can change very quickly.

Wintermyst on January 22, 2011:

I wish you and your boyfriend all the best. I wish him luck in finding a job.

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