I Lured a Homeless Woman to My House, Hoping To Fuck Her

I (M43) have never been good at dating. I'm average looking at best, not in the best shape. I have a hard time connecting with people I find attractive. I'm also incredibly insecure. I've had a few one night stands but the few times I dated a women it never lasted long.<br><br>About 6 years ago, I got really lonely. I was regularly going to a couple fast food places to eat. I saw a lot of the same people, including a few homeless folks. There was one woman (F35?) in particular. She was regularly in there with a couple kids. I'd see her in there late at night as well. <br><br>Initially I felt sorry for her and started giving her a dollar or my change when ever I saw her. She always thanked me and seemed very nice. <br><br>It didn't take long for me to develop a huge crush on her. I'd look for her every time I went in, hoping she was there. I started eating there more often just to see her. I'd sometimes give her a couple dollars or buy her food. Eventually she started calling me "friend" when she took my money. <br><br>One night I asked her kids how old they were. She had three with her, all boys. One was 8, one 3, and the youngest was maybe 6mo. She told me her husband died a year ago and she lost their house. I felt horrible for her. Even more so because she was so nice and the kids were well behaved despite their circumstances. <br><br>That night, she asked me if I could get her some food. She said she hadn't eaten in a couple days. I said I'd get her something from the next place over. I went and got 3 burgers and fries, thinking she could eat some and save some for later. When I brought it back she cried and hugged me. She told me that meant a lot since she hadn't eaten in a long time. <br><br>I started getting her food every time I saw her. Sometimes I'd buy her food even if I wasn't going to eat there, just because I knew she was there and could eat it later. I'd sometimes give her $10 or $20 here and there. She always thanked me and hug me and told me I was doing her a huge favor.<br><br>It didn't take me long to think about more than just being a nice guy. I'd think about her when I was in bed. I'd think about her when I was at work. I couldn't stop thinking about her. One night as I was leaving the folks I told her how sad it made me that she had to live like this. She cried again and thanked me for caring. <br><br>I told her I wanted to help her more. I told her that if she came to my house I could cook for her and her kids (I don't really know how to cook but I could at least give her real food) and she could have a warm place to sleep. She could shower, let her kids play around in my yard. I told her she deserved better than this. <br><br>She started crying harder. She hugged me again, telling me it meant so much to her. She told me she never knew there were still people like me in the world. I gave her directions to my house, even though she was out of town a bit. Told her how to get there, to just look for my car in the driveway. <br><br>She didn't show up that night. I stayed up almost all night waiting. In the morning I went back to the fast food place. She was there, but didn't have her kids with her. She said they were with her sister. I was a bit confused, I didn't remember her mentioning a sister but I figured there's a lot I didn't know about her. <br><br>I took her back to my house. She looked around, amazed at how big it was. I told her to go shower, she eagerly agreed. I grabbed her a towel. While she was in the shower, I changed the sheets for her. When she came out she was wearing a towel. She sat on the bed and asked if I wanted to lay down next to her. I told her yes. I laid down, she moved closer and put her hand on my dick. I came in my pants. <br><br>After a while she got up and put her clothes back on. Before she left, she told me she'd see me later "friend".<br><br>Over the next few weeks I took her back to my house several times. Sometimes her kids would be with her but most of the time it was just her. She always told me the kids were with her sister. I always gave her some money too. Sometimes I took care of her parking tickets. She always thanked me, telling me I changed her life. <br><br>Looking back, I was blinded by what I wanted and what I was getting. A woman was showing me attention and affection. I didn't think about anything else. I didn't think about her "sister" having to watch her kids all the time. <br><br>One of the times I took her back, she asked about my job. I work in IT. She wanted to know more about what that meant. I told her I was just a guy they paid to look at computer records and make sure everything was fine. I was significantly exaggerating my importance. She was impressed. She told me she didn't know how she'd ever be able to pay me back for all I'd done for her and her kids. I joked "Well, you're doing it now". She told me that wasn't enough. I jokingly said I guess I'd just have to let her and her kids live with me. <br><br>The rest is kind of a blur but the next thing I know she's telling me she found a place for her and the kids. I asked who was helping her get the house. She told me it was some other guy. I was immediately upset. I asked if it was the guy she worked for. She looked at me funny and told me she didn't work for him. I asked her what she meant. <br><br>There was a long pause and she kinda snickered. She told me she'd been playing me since the beginning. She'd noticed me giving her money and started working me for more. When I started taking her to my house, her and her boyfriend figured they could get a lot more out of me. So they sent her to get more money and she said she wouldn't stop until I stopped giving. <br><br>I was in a daze. She didn't have kids. She never lost a house. None if it was true. I asked who the kids belonged to. She told me they were her boyfriends kids, but only the youngest was hers. She told me she didn't know or care who the older 2 wereenths fathers. I asked why she used them so much. She told me that as long as she had them with her, men gave her more. <br><br>I was just so angry and dumbfounded and hurt. I told her I'd done so much for her and her kids. She corrected me again that those weren't her kids and I'd done nothing for them. I asked her to leave. She asked if I was going to still give her money. I laughed out loud at her question. She left and that was it. <br><br>A few days later I saw her at the fast food place again. She was back to her old routine. I didn't talk to her, just hid from her. I couldn't stand to look at her again. She was back to what she did before, scrounging for food and money. I couldn't bear to think about what she was using those kids for. It's been years but I still think about it. I hope she got out of that situation. <br><br>This is probably the most shameful thing I've ever done. I'm not a bad person but I was selfish and asinine. I got played and I don't feel bad that I was taken advantage of. I could have helped someone in need. I could have made a real difference in some kids lives. I could have been a good person. But I wasn't. I was selfish. <br><br>I've never told anyone about this. This is the first time I've said it out loud.<br><br>Edit - Thank you everyone. You've given me a lot to think about. Sorry if I didn't respond, it's hard to reply without being defensive. I appreciate all feedback.