Sex and Crime: Oliver's Strange Journey

by Oliver Markus

  2) getting mail (Only postcards are allowed.)

  3) being able to call someone on the outside

  4) getting canteen money from someone, so you can buy snacks (The food in jail is terrible.)

  Kayla's dad sent her money, so I didn't have to. But I opened a prepaid account with Global Tel, so she could call me collect. And I visited her regularly. Inmates in Lee County Jail are allowed to have 2 one-hour-long visits per week. The inmate sits at a video screen in jail, while the visitor sits at a video screen in the visitation building.

  And I sent her postcards. Since I had a background in newspaper publishing, I printed my postcards with a tiny font, so I could fit a lot more text on a card than if it was handwritten, and I made them look like newspaper pages, with funny little pictures. Kayla loved my postcards. They always cheered her up, and she showed them to all her friends in jail. They said that my cards were the best jail mail ever. It made me feel good when she told me that.

  One day Kayla was all excited, because she had found out that there was a book called "Sex, Drugs and Taxi Cabs" written by some guy who had sex with a bunch of streetwalking hookers, who walked past his insurance office on Pondella Road. He called himself Captain Save-A-Ho. All the inmates were talking about his book, because he mentioned Lee County Jail in it. Kayla talked me into getting the book. It was poorly written, and painfully awkward to read. He bragged about humiliating these girls, because to him they were all just a bunch of worthless whores anyway. He sounded like a sleazy douchebag.

  Kayla sent me a bunch of really sweet love letters. She wrote she couldn't wait to get out and have a life with me. She never wanted to touch drugs again, and she wanted to finish college. It all sounded oddly familiar.

  Meanwhile her best friend Morgan kept texting and calling me all the time. She said we should hang out, and that I shouldn't feel guilty about having sex with her, because Kayla was going to be in jail for almost a year, and because Kayla had called me her sugar daddy, not her boyfriend, before she went to jail. Morgan said Kayla was just calling me her boyfriend now, because she needed to have someone to think about while she was in jail.

  The way Kayla's best friend Morgan was moving in on me reminded me of the way Alice's best friend Kat had made a move on me, back in New York. The more I hung out with drug addicts, the more situations kept repeating themselves. Only the names changed.

  Morgan was 25. She was much shorter than Kayla, had freckles and red hair. She wasn't beautiful in the classical sense, but she was cute in her own way. And she had a great sense of humor. She cracked me up with all her cocky little comments. She had a young daughter, and she told me her baby daddy said that without make-up Morgan looked like a hamster with down syndrome. I could see the resemblance.

  Morgan lived with friends in San Carlos Park, between Fort Myers and Bonita Springs. She slept on the couch in the living room. It was a very uncomfortable situation for her. She fought with her roommates all the time, and one day, after yet another big fight, Morgan asked if she could stay with me.

  Morgan was quiet whenever Kayla called me from jail, so that Kayla wouldn't find out about Morgan living with me. Then one day Morgan started telling me that she loved me, and asked me what was going to happen to her when Kayla gets out of jail. Would I kick Morgan out? I told her Kayla's release date was still months away, so we didn't have to worry about any of that yet. Morgan suggested that she and Kayla could both live with me and both be my girlfriends.

  "Really? You would be ok with me having two girlfriends, and me having sex with another girl besides you?" I asked.

  "Well, if it was any other girl, I would bite your dick off. But I love Kayla. She's awesome. I think the three of us could have a lot of fun together. So, yeah, I would be ok with you fucking me and her," she replied with a smirk.

  Wow. Cool! Now I was really gonna live the rockstar life! Before, when I was seeing Haley, Crystal, Kayla and Manuela, all at the same time, they didn't know about each other. But now I was gonna be living with two girls who both knew that I was fucking both of them, and having threesomes was going to be the new normal. As you know by now, I was never really into threesomes, because I'm just too damn shy to be naked in front of not just one but two girls. But I already had lots of sex with Kayla and Morgan individually, so they both knew what to expect. And I was comfortable with each one of them, so I could see myself having sex with both of them at the same time.

  Remember when Patty had asked me to try anal? I really didn't want to with her. But when Morgan asked me to try it with her, I did. And I kinda liked it, although I could not even get it half way in, even with lots of lube, because my dick was too big for her, and she was in too much pain. But she seemed to like the pain and asked me to do it a few more times. She wanted to see if she could manage to take me all the way inside of her. Patty was a crazy freak, while Morgan was just the right kind of kinky. But at the same time she felt so self-concious, whenever she gave me a blowjob, she would only do it while she was hiding her head under the blanket. How adorable is that?

  Now we just needed to find out if Kayla was on board with the Mormon lifestyle and having a sister wife.

  At the next viso, I was going to test the waters. But that didn't go so well. As soon as I mentioned that I talked to Morgan recently, Kayla got this annoyed look on her face and asked: "Why are you talking to Morgan? Did that bitch try to get with you?"

  And just like that, my career as Mormon MacDaddy ended before it even started. Bummer. I never did get to have a threesome with Kayla and Morgan.

  At the next viso with Kayla, I tried to bring up the topic one more time. I pretended to be joking around when I asked her: "Wouldn't it be cool if you and Morgan both lived with me, and we all had sex together?"

  Kayla looked at me like I had lost my mind. She crunched up her eyebrows and the expression on her face said: "What the fuck are you thinking, asshole?"

  When I told Morgan that Kayla was not a fan of our awesome plan, Morgan realized that sooner or later I was going to have to make a choice, whether I wanted to be with Morgan or with Kayla. Suddenly Morgan started making snide remarks about Kayla whenever she got a chance. And now she purposely made noise whenever Kayla called me from jail. She wanted Kayla to know that Morgan was living with me, and she wanted Kayla and me to break up.

  Morgan kept telling me she loved me, and she told me that she was worried that I was going to kick her to the curb as soon as Kayla got out of jail. I really liked Morgan at this point, and although I had explored the rockstar lifestyle for a bit, I really am a one woman kind of guy, so I stopped talking to Kayla.

  Having lots of sex with a bunch of beautiful girls is a lot of fun for a little while, but then it gets old. It leaves you empty inside. It doesn't even come close to the feeling you get when you are in a serious relationship with one special someone.

  From that point on I just ignored Kayla whenever she called me from jail, and I didn't answer her letters anymore. I felt really guilty, but I figured things with Morgan were going really well, and she was right here with me. Who knew what would happen with Kayla once she gets out, and whether she was really going to come live with me, or go back to Sayville or what.

  Morgan had lost custody of her little daughter while she was in jail. Her daughter was now living at the house where her baby daddy and his parents lived. His mother had custody of the child. Whenever Morgan wanted to see her daughter, she had to go to their house. She said she hated her baby daddy, and luckily he was never home when she went there to see her kid. Morgan and her baby daddy used to do drugs together, and he was a total loser with mental problems, she said.

  My mother was going to come visit me for two weeks from Germany. I didn't want Morgan to stay with me while my mother was here, because I didn't want to officially introduce her to my mother as my girlfriend yet. And I wasn't going to be able to explain to my mother why this girl was living with me, and sleeping in bed with me, if she wasn't officially my girlfriend. />
  So to avoid all that awkwardness, I decided it would be better if Morgan stayed somewhere else for those two weeks. Morgan wasn't happy about that. She had nowhere else to go. She burned her bridges with her previous roommates. My mother's arrival was imminent, but Morgan kept procrastinating. I think she thought I was lying about my mother coming to visit, and she was worried that I was really just trying to kick her out and get back together with Kayla. At the last minute I rented a hotel room for Morgan for a few days, until she could find a place to stay until my mother left.

  While my mother was here, Morgan and I texted each other on Facebook every day. And at night, after my mother went to bed, I snuck out a few times, to meet Morgan. She told me that her little daughter was staying with her at the hotel room, so we had sex in my SUV. The back of it was large enough so that we could lie down flat, as if it were a bed.

  Suddenly I found out that Morgan's baby daddy was staying at the hotel with her. I flipped out. What the hell was going on? Morgan said he was only supposed to drop their daughter off, but then he refused to leave. I called the hotel and told them to cancel the room. Now Morgan and her baby daddy were standing outside the hotel, with nowhere to go.

  Morgan did find a place to stay after all. Then she and I made up. She told me her loser baby daddy had relapsed yet again and that he offered her heroin at the hotel, if she would have sex with him. She swore she said no.

  She ended up staying with some friends for a few days. We planned that as soon as my mother left, Morgan would be allowed to come back and continue to live with me. Her friends were a couple. Both of them were drug addicts, and both had HIV. I did not like the idea at all, that the girl I have unprotected sex with was staying with people who have HIV. I told her to stay as far away from them as possible while she was there: "Don't do drugs with them! Don't share needles with them! Don't use one of their toothbrushes! Don't use their razors!"

  She told me that I didn't have to worry, that I knew very well that she was on probation and that she wasn't doing drugs anymore, that she had no interest in drugs, and that not even those two people she was staying with for a few days could make her relapse, even if they were doing drugs right in front of her.

  But a day or two later, when I called the place where she was staying and I asked to speak to her, they told me that she had gone to see her daughter at her baby daddy's parents' house the previous day and never came back. She had spent the night with him. I knew exactly what that meant. He offered her heroin for sex, and she agreed, and she relapsed and cheated on me with her ex.

  I was done with her. I packed up all her things, put them in a garbage bag, and dropped off the bag in front of the door of the house where she was staying. She called me and texted me and swore that they were lying, that she had not spent the night with her ex, that she didn't need to have sex with guys for them to give her drugs, that she couldn't continue to stay at her friends' house, that she loved me and that she wanted to come back to live with me. I told her to go fuck herself and that I never wanted to see her again.

  Then Morgan got all arrogant and texted me that she didn't want to be with me anyway and that she was getting back with her baby daddy, and that it was her idea to leave my house in the first place. I got really pissed at her, so I wrote a Facebook message to her baby daddy and told him that Morgan had been staying with me for the past few months and we had been fucking every day.

  The next day I got a message from Morgan's dad that said my message to her baby daddy had made him so unhinged, he went off the deep end. Her father said that this kid really was mentally unstable and may kill himself, or Morgan, or their daughter, or all three of them, because of the message I had sent him. And if anything happened, the blood would be on my hands.

  I wrote Morgan's father back that if anything like that was going to happen, it's because Morgan is a lying cheater who has sex for drugs, not because I told someone that she's a lying cheater who has sex for drugs. The problem is that she is doing these things, not that I'm talking about her doing these things, so don't try to put the blame on me.

  The next day Morgan's mother called me. She was really worried and asked me if it was true that her daughter had relapsed and was doing drugs again. I told her yes, it's true.

  I never talked to Morgan again after all that. Later I found out that she was getting worse and worse on drugs, and she ended up back in jail.

  Anyway, a few days after all that happened with Morgan, my mother returned to Germany, and I wrote Kayla a long letter in a tiny font on a postcard. I had stopped answering her calls and letters about two months earlier. In my letter, I told Kayla everything that had happened with Morgan. I figured she would find out sooner or later anyway, and I felt like I owed her an explanation and an apology.

  To me, admitting when you do something wrong is a sign of integrity. A sign of character. I try to be a good person, but I'm not perfect, and I do fucked up shit sometimes, but at least I fess up to it afterwards, apologize for it and ask for forgiveness. I try to learn from my mistakes, and be a better person going forward.

  Once Kayla got my card, she called me and we talked. She told me she understood how and why the stuff with Morgan had happened, and that even though she was really hurt, she still loved me and forgave me. She said since we really hadn't been boyfriend and girlfriend before she was arrested for beating up her boyfriend Alex, it wasn't fair to expect me to be faithful to her while she was in jail for almost a year. She told me she still wanted us to be together once she gets out. Her release date was only another week or two away at this point.

  We made plans for me to pick her up on the day she got out of jail. But then just a day or two before her release, she suddenly told me that she had changed her mind. She said her dad, who lived out of state, had come to Fort Myers to pick her up. She told me she hadn't seen her dad in forever, and he was only in town for a short while, so it would be rude not to let him pick her up.

  She promised she would only spend a day or two with him, and then I'd finally get to see her again in person, and we would live happily ever after. The first thing she wanted to do with me, after having lots of welcome home sex, was to take a road trip to Titusville together, to visit her terminally ill grandma one last time before she passed away.

  When Kayla finally got out, she spent some time with her dad. And she spent a night at her stepmom's house, with her brothers. Then her dad ended up driving her to see her dying grandma. After spending a day or two with her grandma in Titusville, she took a Greyhound bus back to Fort Myers, and I picked her up at the bus station. By the time I finally got to see her, she had been out of jail for almost a week already.

  I took her home and we had sex for the first time in almost a year. She had spent Christmas in jail, so I gave her a late Christmas present: an Android tablet. She was really happy and played around with it in bed all night, installing apps and updating her Facebook page.

  The next day she asked me to drive her to her stepmom's house again, because she hadn't seen her family in so long.

  For some reason, I got suspicious. When I first met her over a year ago, she had told me that when she moved from Sayville, NY to Florida, she stayed with her stepmom and her brothers, Francis and Josh. She told me her dad and her stepmom had a son together: Francis. Then her dad and her stepmom split up, and her stepmom married someone else and had a son with him: Josh.

  So technically Kayla and Josh were not related by blood, but she still grew up with Francis and Josh as her brothers. Josh was a drug addict too, and sold heroin. When Kayla first moved from Sayville to Florida, and lived with her stepmom, she was really badly on heroin. So bad, that she ended up having sex with her brother Josh to get drugs from him. She was actually dating her brother for a while.

  When I first met her, and she told me that story, I couldn't figure out if she was embarrassed about it, or proud of being such a free-spirited, unconventional, crazy girl.

  Anyway, now that she was out of jail, an
d wanted to go see her stepmom and brothers again, although she had just been there a few days ealier, my instincts told me something fishy was going on. So I hacked her Facebook page after I dropped her off at her stepmom's house.

  I found private messages between her and her brother Josh. Ever since she got out of jail a week earlier, they had been talking about very explicit sex letters she had written him from jail a few months ago. Josh wrote how horny those letters had made him, and Kayla wrote she couldn't wait to bend over and feel Josh fuck her from behind.