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

I (M43) did this almost 10 years ago. It was wildly irresponsible, manipulative, and occurred during a time of rampant self destructiveness for me following a nasty divorce.<br><br>My children were still young (5&8) and being taken care of by my ex-wife while I was at work. In the evening, I'd log onto Craigslist with the sole intention of meeting a woman for a hookup. <br><br>On this particular night, I connected with a woman claiming to be in her early 30s who was just looking for a place to stay for the night in exchange for sex. She was homeless, and in a shelter with her infant son. Every night, the shelter would 'kick out' its residents until they reopened the following evening. So she was just looking for any man to take her in and have a comfortable night's sleep for her and her child in exchange for sex, multiple nights a week.<br><br>I was floored that such an arrangement existed. Who wouldn't want a 'guaranteed' hookup? She'd contact me several times over the next few weeks, but I always backed out at the last minute after sending her money via PayPal or through a PayPal card.<br><br>One night, while working late at the office and still messaging her, I decided to take the plunge. I told her I was only 10 minutes away from her location, but in reality, I was over 45 minutes away. About 13 minutes later, she responded with "You're here? I didn't think you were serious" because she could see I had lied about where I was. I panicked when I realized my mistake, so I agreed to meet her at the gas station just down the street from where she was.<br><br>When she walked in, she was holding a baby, dressed in a black skirt, red top, and wearing those Uggs that were so popular among women at the time. Honestly, she looked like your typical girl you'd meet at your neighborhood bar. The baby was probably 4-6 months old, but she never let him out of her sight. I offered to buy her something to eat and she said, "make sure it's something with meat please." So I bought her a couple of beef sandwiches.<br><br>The first thing I remember her saying to me was that I looked nothing like my profile picture. She joked, "you're much better looking than your picture," in a way that just seemed odd to me. So I just thanked her and said, "you look nothing like your picture either," and just kind of brushed it off not thinking too much of it at that time.<br><br>So, I walked back to my car, with her holding her baby, and just kind of rubbed the back of her head, as if to say, "yeah I'm the guy, and you're the homeless chick, so let's just get on with it." All while trying to fight back a bit of guilt that was beginning to set in.<br><br>During our conversation, she seemed bubbly and energetic with a hint of skittishness. I learned that her and her baby were in a shelter for abused women. She had zero contact with her baby's father, who was well-known in their neighborhood to be a meth-head. She had grown tired of him abusing her and her family, and just up and left. The only thing she had was a few clothes, her baby, and some documents.<br><br>She said she was job hunting, but finding it difficult to find work because hiring managers were skeptical of her situation, and she didn't have a car due to her ex boyfriend smashing her vehicle up when he suspected her of cheating on him.<br><br>I remember asking her how difficult it must be to have a baby, be in a shelter, and work a full-time job. She said she was managing, but it was exhausting. During the car ride to my house, she talked about her childhood, and how she didn't have the greatest of lives growing up, but she had accepting parents, even though her father was a bit of a drinker. She seemed generally happy though.<br><br>At one point, she asked me about my children. I talked about their ages, and she said she was surprised I had such young kids given my age. All I remember thinking about was that I had to get her away from me. I needed her gone.<br><br>When we got to my place, she made herself comfortable and began opening cabinets looking for something to eat. She was absolutely starving, and I felt terrible watching her shove food into her mouth. She'd never had such an opportunity, since her shelter provided most of her meals, and she said she'd rather starve than eat that kind of food. I gave her $50 after she'd finished eating, but told her it was $100, and handed her five $20 bills.<br><br>Before I knew it, she'd passed out on the couch with her baby in his car seat just laying on the floor next to her. I had no idea what to do. I didn't know if I should inconvenience her and try to 'collect' on my 'arrangement'. She looked so peaceful, and in that moment, she didn't look like a homeless person, just a person. I slept in my bed and let her sleep.<br><br>The next morning, she woke up around 6am with a panic in her eyes. She'd overslept, and her shelter opened at 7am. I offered to drive her back, and she didn't seem surprised. She was probably used to men taking pity on her, because she was a young woman with a baby doing her best to provide for her family.<br><br>She never expected to be treated like a human being. I remember the car ride was silent, until she turned to me and said, "I really think you're a nice guy. I hope we can do this again sometime. But next time, I want you to understand that you're not just helping me and my baby, I'm also here to please you." I felt a tinge of guilt and responded with, "Maybe sometime soon."<br><br>When we got to the corner where I'd first met her, she just looked at me with a smile and said, "Thank you," then she walked away with her baby, never looking back.<br><br>A few weeks later, I got a call from a number I didn't know while driving home from the gym. It was her. She'd lost my phone number, but tracked me down using the phone number I used to send her money.<br><br>I'll never forget her saying, "I think we could really get along, and I believe we could have something special." She'd found a job working in a hair salon, and was expecting to be off the streets in a month or two, and was wondering if I'd be willing to wait until she got back on her feet.<br><br>I keep in mind that I was still using Craigslist on-and-off during this time, and this was the ONLY woman that didn't seem too weird, or kooky, or just outright strange. She seemed like a perfectly sane woman whose circumstances had led her down this path. I was already in a weird depression-funk following my divorce, and the last thing I needed was to develop feelings for someone who was obviously in need of help, and who I'd met under the circumstances that I met her.<br><br>I just remember her saying, "I can tell you're a good person, and I think we'd be good for each other. I'm looking for a friend, first and foremost." I told her I'd call her later, but never did.<br><br>I've often wondered over the years what became of her, and all I can hope for her and her child is that they're healthy, happy, and better off than they were when I met her.<br><br>&#x200B;