Over the years I've dated a lot of women. One of the things I've found interesting about them is the many secrets they have. Some share them, some don't. It is just a matter of getting them to come out of their shell.
This rings most true in the bedroom. When you take a woman to bed, you really don't know who you are taking the first time. Even then, you really don't know who you are in bed with. The sluttiest of women can be rather reserved in the bedroom and the most straight-laced women can turn into sluts. In my 20s, I prided myself on the fact that women would say to me, "I've never done that before."
I've been burned, of course. I dated a woman for a long time and she was amazing in bed. Blow jobs at the drop of a hat, anal sex, we acted out porn movies, etc. Later on, I discovered she had many personal issues and suddenly a blow job was sexual abuse. There is nothing worse than being with a woman who used to go down on you in a second to feeling like you are a sex fiend if you want one.
As I said, for the most part, I could peel their layers and open them up to the things I enjoyed. The one exception I had in my 20s was one Annette Bishop. I was in the army and traveled around quite a bit. For about 3 years I was stationed at Fort Leonard Wood in Missouri and made my way through the bars. A few years older than me, Annette could have easily been in the army. Yeah, there were all types of women in the army, but she fit the profile of the army wanted in a female: very slender, breast cup size A or B, short black hair and arms that looked like she could keep pace with the boys on the army PT test. Don't get me wrong, she was very attractive, and when she dressed up, she looked like a knockout. At the same time, though, she also looked like she could handle a 26 mile road march and not think anything of it. I guess the way I could describe her is an attractive version of Demi Moore in the movie G.I. Jane (but with hair) - which is fitting because it came out around the time I first got stationed there (late 90s).
While I met a lot of ladies in bars, I met Annette at the gym. I hated working out at the gym on the base and honestly didn't pay much attention to the ladies there. I would get in my zone and wouldn't notice them. Yeah, when I was done with my workout I would see the ladies in the tight shorts, etc., but I didn't notice Annette, she noticed me. It wasn't like we hit it off right away, though we did poke fun at each other and even got into a competition on the stationary bikes. What I really liked about her is that she would sweat just enough that when she began to cool down, her nipples would poke through her tank top like pencil erasures. I had been working out there in the summer of 2001 and eventually I figured out her schedule. After weeks of timing my work out to be at the gym the same time as her, I finally got up the nerve to ask her out.
We went out a couple of times before we had sex the first time and bluntly put, it was rather vanilla. I am not saying she sucked at it, only that she didn't make a lot of noise and outside of the warm-up BJ, it was pretty normal stuff. In fact, I was worried that she didn't enjoy herself at all and had doubts that she would want to go out with me again. I stayed the night, but I had to be at morning formation at 5 am the next day, so I didn't wake her when I left. I did leave a note and was happy when she texted me asking if I was going to be at the gym that day.
At the gym she asked if we were going out again and didn't say anything negative about the sex. In reality, it was killing me. I always felt good about my ability to please a woman and for the first time, I felt like I hadn't. A few nights later we went out and I was happy that she invited me back to her place again (I lived on base and it wasn't much of a place). I was bound and determined to make her feel like I was the best lover ever and spent a lot of time going down on her. The sex was passionate, but I still felt I let her down. As time went on we had sex a few more times, but never had those fireworks. Worst of all, I was not in the typical position of getting her to explore my kinks. Usually by the 3rd or 4th time in bed, the ladies I would be dating would start talking about things I enjoyed and more often than not, the women would try to follow through to make me happy. In her case, none of this happened. Oh, she was good to me, great at giving head and things, but I tried different avenues to really get her off without much success.
One day, I had a little alcohol and shared my fears with her. I guess she had a little more alcohol than usual, too, because she opened up as well - started playfully saying that she needed another man to show me how to do things. We even talked about her making me watch her get fucked and as we had sex scenario-playing like that, the sex got hotter and hotter.
Some of the times it would involve her masturbating with a large dildo while I would tell her how hot it was watching her get fucked. Sometimes she would make me masturbate myself and sometimes she would have me get on her and take "sloppy seconds." As time went on, the scenario set up would get more and more detailed. One time she tied me in a chair and made me watch as she used one dildo on her pussy and slid a smaller one in her ass. She talked about making me watch her service two guys. The saving grace of that situation was that when she was done, she came over and gave me a blowjob (while I was still tied up). She talked dirty through the whole thing and said things like, "I want your load so I can have cum in all three holes." She swallowed it down with a smile and it was by far the best blowjob I ever had. As she untied me, she winked at me and said, "We need to make it happen."
During the next few weeks, it got dirtier still and I was willing to do whatever it took to make her happy. So long as she was happy, I had incredible orgasms. There was never a night of plain sex or lovemaking. It always involved talk about bringing others into the bedroom. Then one day I texted her and asked, "What would you like me to do for you tonight?"
She texted back, "Bring a friend with you and make sure he is hung."
I laughed it off, but showed a buddy of mine who was intrigued by her dirty talk. I showed up at her place that night and she was dressed in a corset, thigh highs and had her makeup done up. I had wood the second she answered the door, but a few moments later, I could see she was upset. She playfully asked, "No friend?" and I laughingly apologized. She followed up with, "Well, I will make due, but you will be punished."
I wasn't sure if she was serious or not, but when we got to the bedroom she tied me up again. She pulled out the two dildos and played with herself, talking about as nasty as ever. She looked so hot in the outfit that I almost came without being able to touch myself. I was so happy when she was done and came over to me. Instead of the blowjob, however, she only freed up one hand and arm. She stood in front of me seductively and said, "You didn't give me what I want so now you don't get what you want. Take care of yourself, but don't make a mess." While I did this, she belittled me and said things like, "you think I would let you stick that little thing in me after not giving me what I want? You need to bring a MAN over to really make me cum." I eventually came (she DID look hot in that outfit). When I was done, she untied me and told me to get out.
What got into her? Roleplay was one thing, but did she really want me to bring a guy home to fuck her? Was I really that bad in bed?
I didn't call her after that, but one day when I left the base, she followed me to a bar. She sat down next to me and asked why I hadn't called her. When I gave her the reason, she frowned. "I guess I thought you were different," she said. "I thought you wanted to please me. I guess that isn't the case. The sex could have been really good, but apparently not with you. I thought we were doing a good job of pleasing each other, but I was wrong."
"Of course I want to please you," I begged, letting my other head do the talking. "If that is what you really want, I will make it happen. If you want to fuck me and another guy, I'll find someone."
"Did I say that?" she replied. "No, I want you to WATCH me fuck another man."
"What, do you want me to find some guy on line or something?