To get the real feel of my true story, read Part ! first..
OK, Here I was at 14 or 15 and now mom was dressing me up in black lace thigh highs, a black leather garter belt, black bra with silicone inserts, black leather skirt, a white silk blouse, 4" high heels, black pumps and my new blonde wig. Mom did my makeup with light blue eye shadow, false eyebrows, bright red lipstick and a light beige cover on my face. God I was hot and mom told me I looked great for Jack and that he would be really turned on. Finally I was ready to go to the next bedroom where Jack had been when waiting. When I walked in he just stared at me and I could see he was getting a huge hard-on. God, I was so hot myself and was also stiff!
Mom was so cool. She told us we could do whatever we had been already doing for the past few months. I wasn't sure if she knew I had sucked cock, but she knew we had mutually masturbated each other a number of times. Jack finally just blurted out 'Kelli', my fem name, and said , 'I can't wait for you to suck my cock', I didn't know how mom would react but she just laughed. She told us if that's what we liked, to go ahead. As I mentioned earlier, mom knew I was gay, or fast becoming so, so she, in her infinite wisdom, just encouraged me to be like whatever I wanted. Remember, this is an actual true story and my wonderful mother just made me feel as normal as possible under the circumstances. Thank God for her understanding.
Well I unzipped Jack's pants and pulled out his cock which was big and hard as a rail! Jack suggested I take off my skirt and blouse so there I was standing in front of Jack with my hand on his cock, mom watching, and in just my black bra, thigh highs, garter belt and 4" black pumps. I looked hesitantly at mom and she just said that she knew what I wanted to do and to just go ahead. So I slowly got to my knees and began pumping Jack's cock. By that time I was so horny, I would have sucked a cock in the middle of Trafalgar Square with the Queen watching. I just took jack's cock in my mouth and started sucking like crazy. I had never taken his whole cock in my mouth before, but this time I deep throat-ed all 7 inches without a problem. Jack came in about 30 seconds and shot his biggest load ever. Mom could see I was choking half to death and just laughed saying that I would get used to swallowing with practice. It didn't take long for Jack to cum again, but not as much and I swallowed it all easily. God that was hot, especially being dressed in slutty lingerie and my mom watching. I really think she was turned on. I didn't realize it at the time, but looking back, I'm sure now that mom was bi-sexual. I remember now, Evelyn Ziska, a close friend of hers and the way they always kissed when she came over and how they fooled around grabbing each other.
After finishing up Jack, mom asked how I felt and if I liked swallowing cum. I told her I felt great and loved the taste of cum.. I still do to this day. I have sucked hundreds of cocks and from that first time on, I have always swallowed every drop of cum when I sucked cock. Some were really sweet, the younger guys, some were very sour and salty, but outside of maybe a dozen or so, they all tasted great. I got to love sucking cocks so much that my friends that knew me as a girl began calling me 'Kellicocksucker' and I loved it!! I even got where when I guy came in my mouth, I would cum at almost the same time.
Well we were all sitting around the bed and mom asked me if I had ever done anal. Well I hadn't yet but really thought I would enjoy it. Mom said that eventually I would engage in anal sex and that I should prepare for it. I had no idea what she meant but when I asked, she said not to worry that she would help me . A few days later she brought home a present for me and she told me to go ahead and open it. I still remember it to this day, a fairly small, blue twist. It was about the size of a thin 5" cock and was called a twist since it had kind of a twist to the silicone, like you could screw it in your ass. Mom had also brought some K-Y jelly for me to use. Oh how I loved that twist. I would turn it and it would just go in my ass so smoothly, I could hardly feel it go in, but wow, d id it turn me on. After I few weeks, mom brought home a set of dildos, each one larger than the last one. I had one particular favorite; it was about 10" long, thick, and had a handle to push it in and out. I figured if I practiced on that one enough, I could take any cock up my ass without a problem. I even practiced sucking it and trying to deep throat it as well. I also got to where I could deep throat it as well, but still choked on it. It came in handy many hears later when I was living in Charlotte, NC. There was a drag club called Oleens, gone now, but it was my favorite. They had a big black bouncer there named Chris and we got really friendly. One night after the club closed I was sitting in my car in the parking lot waiting for some action. After the club closed, lots of guys would hook up with each other. A little later Chris came up and asked me if I would suck his cock. Hell yes, I said, love to. Well much to my surprise he leaned up against the car door, pulled out his cock and said here it is to suck. I was stunned. First because he pulled his cock out in public, second because it was massive. I had never seen anything like it, not even in the gay magazines. He just shoved it in my mouth and choked me half to death. I could only take about three quarters of it, but he shoot me the biggest and best load I have ever had to this day. Later, Chris became my boyfriend for almost a year and I got so I could deep throat his cock with ease.
After I felt like I was ready for an actual cock up the ass, I asked Jack if he ever thought he wanted to fuck me. He said he had thought about it a lot after our session at my house with mom watching. So we planned for something that weekend when I knew dad was working. Again, I told mom what we had planned and she just smiled and said that she knew it wouldn't be long after I started sucking cock to want to be fucked. She asked if I thought I was ready because she didn't want me to be hurt. I told her that I had practiced on the biggest dildo in the set she had given me and that I felt I could take just about any size cock. Later, when I was older, I took some huge cocks up my ass and loved to have the guys ram my ass as hard as they could while reaching around and grabbing my cock while wearing my black lace thigh highs, black leather garter belt, black bra and 4" black pumps, later I actually used to wear 6" heels but they were boots so it was easier to walk in them..
TO BE CONTINUED IN PART THREE. The next chapter Jack fucks me in the ass and I discover the world of adult theaters.