I suppose if you obsess about something long enough, there’s only one way to get the thoughts out of your mind. Kind of like that song that gets in your head and won’t go away until you find it and listen to it. I’m not sure when my obsession started, but I think I know how it started. After you have sex over and over with a person, one needs to keep stepping it up so that things are constantly better and better. One of the best tools is talking in bed; revealing your inner thoughts and fantasies to the other person as you engage in a two-hour sex session. Sometimes we would watch porn and combine the things I see with my own ideas.
My creative sexual mind really kicked off in high school and I remember what kicked it into high gear. It was when I found that old box of books left over from a neighborhood street sale. It was a whole box of paperbacks. I saw some adventure novels and some sci-fi and decided that I’ll pay the three bucks for that box and take it home with me. I was sixteen, so probably in tenth grade at the time, and living with mom and dad.
I placed the box in my room and forgot about it for a while. Then one night around ten o’clock on a warm summer night I pulled the box out from under the bed and decided to find a good one to read. I started rummaging through the books one by one and just checking out the titles, when I froze on one that immediately stunned me, for lack of a better word. It was a paperback by Marilyn Chambers and tales of her work when she filmed “Behind the Green Door.” It even had a few pictures in the center. This was just what I needed for inspiration.
I started reading it. It started out slow, but then began to talk about specific sex scenes that she filmed in the movie. I was hooked. It flat out made my dick hard. I had seen porn before, but something about reading others' words and experiences was far more exciting to me. It seemed to go straight into my soul like an open window. Marilyn wrote of a scene at the end of the movie where all these guys would cum on her face. I had never imagined such a thing, but I read the passages over and over. One of the guys came right in her mouth. I must have masturbated to that thought a thousand times.
Fast forward a couple more years and I had just started college. I met Cheryl. It was at a party. It seems we had mutual friends and we kind of hit it off. Of course, when I first arrived at the party I walked in to see her sucking face with one of my friends, so I assumed she was with him. She wasn’t, so he left, and Cheryl and I started talking. I got her number. I called her. We went out and ended up doing sixty-nine in the back of my parent’s car. She was totally hot, willing, and I had the sex drive of, well, a teenager.
We became boyfriend and girlfriend. She had my class ring which she wore as a necklace. Cheryl was two years younger than me at sixteen, and it made me her college boyfriend. We became inseparable. Our dates often ended up with us parking in some secluded spot and getting naked in the back seat. I would occasionally sneak into her room after school before her parents got home from work and we would fool around on her bed. It was then that I found something that I should have ignored, but didn’t have the sense to at the time. It was her diary.
I picked it up and looked at Cheryl.
Cheryl put her hand on the book and said to me. “You can read it if you want to. I’m yours now and I have nothing to hide. But you might not like what you find out.”
She removed her hand and allowed me to open the book. I turned to the first page. It was boring as hell. Some guy that she would gawk at in class that never noticed her. Some crap about what this girl said about that girl. So I turned the pages to some dates that were closer to our time now. I found the day that she met me. She had written about me asking her number. How she thought I was cute. It was cool.
I turned to the next page. The heading next to the date said “Gangbang.” She saw me read the heading and then turned away from me and placed both hands over her eyes. She turned her head and then buried her face in her pillow.
She rose back up and reached out to shut the book from the page it was on. “I want you to know, that this is my past life now. I was just saying goodbye to my old life, and ending it that day. You see, B.J. is a friend of mine that lives down the road from me. Every once in a while, I would walk down to his house and we would fool around in the afternoons. He would finger me on the couch and I would jack him off with hand cream. I’m telling you this because I want you to know that it's all over now, and I love you.”
That was a great deal to take in when you’re eighteen. But I suppose it was harmless enough I mean he didn’t fuck her. She reached over and opened the book back opened back up to the page I was on. She again grabbed her pillow and lay on the bed beside me. I read it carefully.
AUG 12th – Today I went down to B.J.’s house again. When I got to the door, Eric was there. I really don’t care for him, but he’s B.J.'s friend and I figured what the heck. We were all sitting around the den in B.J.'s basement listening to music. B.J. started reaching over and squeezing my boobs. He looked over at Eric and said, “Dude, check this out,” and he put both hands on my boobs. I let him do it and Eric reached out and started doing the same thing. At first, I tried to stop them, but after a while, I just sat back and let them squeeze them.
B.J. lifted up my shirt and within minutes I was topless and they were all over my tits. B.J. unzipped his pants and pulled his dick out. He grabbed my hand and placed it on his cock. I tried to act shy, but he made me start jacking him off. Eric took this as a signal and started pulling off my pants. I started to stop him, but then B.J. started kissing me. I guess I sort of lost myself in the kisses and really ignored what Eric was doing. Before I knew it Eric was trying to fuck me, so I said no and grabbed my clothes, quickly put them on, and ran home.
I closed to book. She was crying. I was stupid and naïve. My level of maturity was subpar at best. I told her that I wanted her to tear out the pages and throw them away. I wanted to pretend it had never happened. I was mad, totally unjustly so. I was wrong, completely wrong to have ever demanded that.
That night I lay in my bed. What I wasn’t expecting was the thought of her, with them, had turned me on. I was horny as usual so I decided to please myself. My thoughts began to drift to the vision of two guys pawing all over Cheryl. They were playing with her tits, and she was touching their cocks and stroking them. She was topless in front of two horny guys, wedged in the middle of them on a couch. It was an exciting thought. I really don’t know why, but it fucking turned me on. From there on when we were in bed we would talk, and I would ask questions.
One night as we were in the midst of foreplay, she said to me. “Did I ever tell you about the second guy I ever had sex with?”
I was nibbling on her nipple and raised my mouth up for just a second. “No, I’d love to hear it”.
“Well, he had a really big dick.”
“Oh baby, you have to tell me more.” I felt the surge of my cock stiffen with those words.
“He was real big, and it actually hurt a little. We were at a party, and we ended up in one of the back bedrooms.”
“How did you find out he had a big cock?” I asked.
“I don’t really remember now, but it was probably the biggest cock I ever had.”
I didn’t realize it at the time, but this was the start of my obsession. I wanted to see her fucked by a huge cock.
“What happened to that guy?” I innocently asked.
“Oh, I’m friends with him on Facebook. I hear from him every now and then.”
I imagine days passed, weeks even. I found myself daydreaming of seeing her with a huge cock in her. He would be emptying his balls inside her and stretching her pussy all out. And her, cumming non-stop all over his big cock. What it must have been like to be fooling around with a guy and then be surprised to see and feel his huge cock. OK, maybe I had a problem here. Maybe this is something I should have tried to put out of my mind, but I couldn’t. I wish I could have gone back in time, and watched Cheryl before I ever knew her, to hook up with this guy and then fuck this huge cock.
Some time passed and one evening, I started looking over her shoulder when she was on Facebook.
“Hmmm, so who is this guy that you told me about with the big one?” I queried.
She quickly clicked a tab and there he was.
“Here he is,” she replied and she moved the mouse arrow off of his face. He was a fairly nice-looking guy. Not married and seemed to be into sports.
“So he’s single Cheryl. You could have that thing again.”
Cheryl blushed. “Honey, those days are long gone, and I don’t think of them like you do”.
Still, I didn’t let it go. I would fantasize about her with him when we made love. I would bring it up to her when we were drinking together. I would show her amateur porn with guys letting their wives fuck a guy with a real big dick. I was trying to make her want a big dick.
“Honey, would you just love to feel a huge cock inside you one more time?” I would ask.
“You’re all I want, baby.”
But it wasn’t all I wanted. I wanted to have her after a big cock had her. I wanted her used, cummed in, and filled up. I wanted to fuck her used, stretched out pussy afterward. I wanted her chewed on and tasted by another. I wanted her after she had given herself to another. We had done a few threesomes, but not quite like this. I wanted her as sloppy seconds.
Still, more time passed. I continued to be involved when she was on Facebook. I would occasionally tease her about it, and tell her how much thinking about it excited me. When we would be out drinking and having fun, I would sneak in a comment about how I’d love to have her afterward. After a while, she started bringing it up to me. So when she asked me to take a look at a post of his one day, I was intrigued.
“Hey everyone, I’m coming home to visit in about three weeks and will be staying at the Manor Hotel in town. Hope to see a few of you while I’m in town.”
Cheryl clicked the “Like” button right in front of me. The ideas instantly began pouring into my head.
“So what do you think?” I asked Cheryl.
“Think about what?” she said.
“Him… coming into town. You know….”
“Come on,” she said. “All that happened so long ago. Besides, maybe it’s not as I remembered anyway.”
Cheryl sat back in her chair. She reached out and pushed the mouse off the pad. I assumed that I had made her angry by bringing it up, even through innuendo.
Cheryl’s gaze shifted towards me. “And I suppose I should just write him a letter telling him that I want his big cock again?”
My eyes probably slightly widened. “Well, you could write him a little message asking if he would like for you to stop by and maybe have a drink while he’s in town.”
Cheryl looked at me and then looked back at the computer. “I tell you what since you want this so bad you sit down here and write to him as me.”
I must have been a little shocked. I got kind of a scared feeling inside. Was she serious? She got up from the chair and motioned with her hand for me to sit down. I can honestly say that I felt butterflies in my stomach.
“Go on,” she said.
I took the seat, and to my surprise, she started rubbing my shoulders.
“Go on!” she said again. I felt a little compelled to obey, and it was put-up or shut-up time.
I reached out to click on the message button on his profile. I clicked the button hard and assertive. I wanted her to see that I was not one to be bluffed. Now, was I going to back out, or was I going to type something that would complete my fantasy? In the end, I wanted my fantasy to come true. So, my fingers started typing.
“Hello. I just saw that you would be in town in a few weeks and thought that I might stop by and see you. I know it’s been a long time. I’m married now and probably a little older, but never really found what I had that night with you so long ago. Perhaps I might experience it, one more time. If you’re concerned with my husband, please don’t be. This is all his idea. Hope to hear from you soon.”
I looked over at Cheryl’s eyes, should I hit the reply button? She kind of rolled her eyes at me/ With that look I hit the enter key. It was done. The message was sent. When I did Cheryl squeezed my shoulders to the point of almost pinching me.
“So, you really think that that will work? I can’t believe you actually sent it!” Cheryl went over and fell back onto the bed. “He’s going to think I’m some kind of freak. I’m so embarrassed now. I mean, what if he starts talking around? This isn’t exactly a big city here.” We didn’t hear anything back that night, or the next. I figured it was written off by the guy as some kind of bullshit, or maybe he just never got the message.
Friday came and we went out to dinner, followed by a few drinks later. Cheryl seemed very energetic, and perhaps a bit horny. She flashed her tits at me in the car. She would intentionally pull her shirt way down when playing pool to show a lot of cleavage. We headed on home from the bar and she again pulled up her shirt in the car and let her tits fall out. I was pretty sure I was going to have a little session when we got home. We did. I had Cheryl on her back and I was on my side holding her leg up. I could get my cock deep inside her this way, and it was a convenient way to pillow talk. As I remember, I was slow-fucking her which happens to be my favorite position.
“Cheryl?” I whispered.
“Yes?” she looked at me.
“I have a few questions. May I talk about it?”
“I guess” she answered.
“How was his cock the biggest… was it long or what?” As I asked her she turned her head slightly away from me and shut her eyes.
“No, I mean… kind of, it was thick, and long I guess.”
“How thick? Show me with your hand.” Cheryl used her right hand to make a half-circle.
“I could only put my hand halfway around it.” She continued to hold it in that half-circle. I tried to imagine what a cock that big around would look like in her. “It was long too.” I continued to slowly fuck her.
“How did you first find out that he had a big dick?” I asked.
“When I reached down and felt him.”
“Did you try to suck him?” I said.
“A little bit, I think I sucked on the tip of it a little.” She continued to speak with her eyes closed.
“Did it hurt when he fucked you? Was it too big?”
“No, it felt really good. He was the first guy to ever make me come.”
I couldn’t take it anymore, I increased my pace and shot my cum deep inside her pussy. The sheer thought of his big cock fucking her young, tight pussy… that same pussy I’m fucking right now. She knew it was driving me crazy, and she came as well.
The next afternoon she was sitting in her chair at the computer. She had just taken a shower and was wearing only a towel. Actually two towels as she had one wrapped around her wet hair.
“I thought you might want to see this” and she clicked on a tab that had been minimized. The web browser popped up on Facebook with the message dialog open. He had written her back!
“Ahhh Cheryl! It’s good to hear from you, and you’re right, it has been too long. If you hinting at what I think you’re hinting at, then please count me in. I have some pretty fond memories of you as well. Please stop by on my Friday night in town. I will believe that you’re serious when I see you walk into the hotel bar at 8:00pm. Do we have a deal?”
There were all these little emoticons with hearts on them at the end. My mouth was dry. I was truly speechless. I might have even turned a little white. I think I could actually feel my heart beating in my chest. I’m pretty sure that my mouth dropped open a little. There was a silence in the room. I even read it again.
“Well, what do you think?” I questioned Cheryl.
“I think you’re going to have to find me something to wear,” she said. “If… you still want me to go through with this”.
The next week was incredible. My sex drive was in high gear. Of course, you know what was dominating my thoughts. I really couldn’t concentrate, I just kept thinking about having all this come true. My wife would ask me while we were making love.
“Are you sure baby? You really want me to do this?” she would whisper to me.
“Baby I want you to have a big cock. I want you to be pleased and have you cum. I want you after he’s done, baby. I want you all used. You know it’s always been my fantasy. I want to have you after another has.”
“Will you think I’m a slut, or gross, or will you hate me?” she said.
“No baby, I’ll make love to you. I’ll know that you have been pleased and yet know that I still love you.”
“Will you eat me? Do you want to eat me afterwards?” she again whispered.
“Oh yes, baby. I will do whatever you want me to, whatever you tell me to do.” I replied.
“His cum might be in me, baby. Do you want him to cum inside me?”
“Yes, baby. I want him to use you like he did so long ago. Did he cum in you back then?”
“Yes, I could feel him cumming. It was incredible.” She arched he head back and we both came simultaneously and in complete ecstasy.
It was now a week away. Cheryl refuted my advances. She said I wasn’t allowed to have her until this was all over. She said that she wanted to be “fresh” for him. She said that I would have to wait. This was excruciatingly painful. I was so fucking horny. She showed me a few more correspondences between the two of them. It was a discussion of what he intended to do to her. And she was responding in happy faces. I wanted for her to scroll back and let me see the whole conversation that they had had, but she said no. She said that she was doing this for me, and that I would now just have to go with it, and “this is all for me”.
On Tuesday we went to Victoria’s Secret. She wanted me to pick out something, something for him. It felt a little awkward, but I was just way too excited to care. She picked out several and I had to choose from the lot. I wasn’t very conservative. It just wasn’t in my nature. So I picked blue sexy panties and a matching teddy. My thoughts would drift in and out, imagining her in this outfit in front of him. I suppose my biggest surprise was to see her commitment to it all. I was surprised and scared at the same time, but I was enjoying the ride.