That Asshole

I was sitting at the bar in a restaurant called Marty's in one of the many suburbs of Chicago waiting for my date, actually a blind date set up for me by a friend at work. I got there forty-five minutes early because it would have been too far to drive home to my apartment and be able to get back in time to meet my date. Another reason I was so early was that it had been years since I had been on a regular date let alone a blind date and I was a bit nervous. I wanted to have a couple of drinks to settle my nerves before my date showed up. Carla, my friend from work, gave me a brief description of my date and said I shouldn't have any trouble recognizing her. All I really got from the description was her name Mary and that she is supposed to be very attractive.

I really hated the idea of a blind date but Carla would not be talked out of fixing me up and I knew that it would probably be a long time before I got up the nerve to start asking women for dates again. It had been two months since my wife and I split up and Carla insisted it was time for me to get back in the game and I finally gave in to her.

As I sat sipping my second scotch of the evening I saw Pam come into the restaurant and sit on one of the benches in the waiting area. Her being there was going to be a problem. You see, Pam is my wife. Although we have been separated for the last two months we are still married.

Pam and I had been married for twelve years when we separated. During most of that time we had a great marriage. Our problems started about two years ago, when for some reason we just suddenly stopped talking to each other. At the time I didn't know why and I didn't know which of us started it. After a while the silence when we were together got so uncomfortable that we started avoiding each other around the house. This situation lasted for about two months and ended one night after we had been to a party. At the party I had had quite a bit to drink and as it turned out so did Pam. We were both feeling pretty good when we got home and we ended up making love. The next morning the tension was gone and we began talking to each other again.

After that things nearly got back to normal. The only thing that didn't seem to fully recover from that rough period was our sex life. We went from having sex at least twice a week to only two or three times a month. Our life continued like this for the next two years. That's when my friend Doug asked me to watch his dog for him.

Doug and I had been friends since high school and I was probably his only good friend. Doug was a very difficult person to like. He is so full of himself. Ever since I've know him he has bragged about the women he has dated and bedded, which was okay when he was twenty, but he is 36 now. He believes that most women are attracted to him when in fact most women I know think he is obnoxious.

The guys all think he is just an asshole. I guess the one character flaw that turned people off the most was the fact that Doug bragged about being a voyeur. This started in high school when Doug would sneak out behind the girl’s sorority houses and peek in windows. We loved to hear his stories then but he didn't stop that kind of behavior after high school. I remember when we were about 22 years old, a bunch of us were out drinking and Doug told us that he had a collection of pictures he had taken of unsuspecting women in compromising positions. He said, "If you always have your camera with you and are ready you can get some great pictures."

Nobody really believed him but they resented him for thinking that this of behavior would be acceptable. Gradually most people started to avoid him and began to refer to him as "That Asshole."

I remained his friend, not by choice but because I didn't have the heart to turn my back on him. He had always been there for me and had helped me on many occasions. When Pam and I first got married Doug helped us move into our first apartment and then when I bought our house from a guy who was building it himself and ran out of money, Doug helped me finish the house. The exterior of the house had been finished and the plumbing and electrical had been done but the interior walls were not finished. They needed sanding and painting and the trim work had to be done as well as hanging the kitchen cabinets. Doug helped me do all of that work and asked only that I have a cooler of cold beer handy while we worked. I would go over to the house every night after work for three or four hours and often would find Doug already there working. When we finished the house Doug helped us move in. I just couldn't turn your back on him even if he was an asshole.

Doug and I would go out drinking together whenever Pam had a committee meeting for one of the charities she for which she did volunteered work. About five years ago Doug suggested that we go out, pick up a couple of girls and get laid. I told him no. I wasn't going to cheat on Pam. After that night he would bring this up almost every time we went out. I began to think it was just a joke to him. Then about two years ago as we were sitting in a bar when Doug said, "Look what just came in the door."

I looked over to see two women standing in the entrance to the bar. One was blonde the other a redhead. Doug said, "How would you like to get a piece of that?"

I admitted that they were attractive and that it might be fun to get them into bed. Then before I could say another word Doug was waving to the two women and they started coming over to our table. I said, "What are you doing?"

Doug said, "I am doing you a favor. Getting into a redhead every once in a while is good for you."

I didn't have a chance to say anything more because the women had already arrived at our table. The blonde kissed Doug then Doug said, "Ken meet Kim and Brenda." Kim was the blonde and Brenda the redhead.

I was uncomfortable for a little while but Brenda was easy to talk to and after a couple more drinks I relaxed. After a couple rounds of drinks Kim suggested that we all go over to her place. It turned out that Kim and Brenda were roommates and they shared a very nice two bedroom apartment. When we got there Kim and Brenda fixed drinks for everyone and we settled in front of the television. After a while I was talking to Brenda about something and suddenly realized that Doug and Kim were gone. When I looked around for them Brenda said, "If you're looking for Doug, he and Kim went into the bedroom."

When I turned to look at Brenda she kissed me. I knew I should leave right then but I didn't move. Then Brenda said, "Would you like to see my room?"

I knew it was definitely time to leave as Brenda led me by the hand into her room. I was searching for the words to explain that I had to go home as Brenda kissed me again and flicked her tongue across my lips. I immediately felt myself becoming aroused and when she kissed me again it was all over. I kissed her back and we dropped down onto the bed. Part of my mind kept telling me to get out of there and go home but the powerful little brain in my little head told me I needed a redhead.

I pulled Brenda's top off and soon had her soft breasts in my hands and mouth. As I sucked on her nipples, Brenda made little mewing sounds in her throat. As her breathing intensified I started to open her pants. Brenda helped me get her pants off leaving her on the bed in just her black panties. I kissed my way up her inner thighs until I reached her panties then I pulled the gusset aside to discover that Brenda was a natural redhead. She had a large triangle of soft fluffy red hair. I pressed my face into her hair and inhaled her scent. I ran my tongue over her vulva causing Brenda's hips to jump just a little. As I began to probe Brenda's pussy with my tongue she took my head in her hands and pulled me tighter against her. I wasn't sure if she was having an orgasm or not because Brenda didn't make any noises but she was humping my mouth and her juices seemed to be flowing heavily.

I work her pussy over so hard that my mouth actually got tired, and then I got up and removed my clothes. As I came back to the bed, Brenda took my cock in her hand and pulled it toward her face. I move in the direction she was pulling, like I had a choice, and Brenda took me into her mouth. I stood there looking down on her red hair as she worked my cock in and out of her mouth and I momentarily thought of Pam and felt a pang of guilt but then I look at the downy red hair between Brenda's legs and all I wanted to do was get my cock inside her.

I climbed onto the bed and began kissing Brenda as my cock searched for her opening. It didn't take long for me to find her warm wet hole and slid my cock deep inside her. We bounced around the bed, slowing and then speeding up, trying to prolong the pleasure as long as we could until I finally exploded inside Brenda's pussy, spewing my seed deep inside her.

Afterward I felt great for about five minutes, and then the guilt started. I didn't want to be an asshole and just get up and leave but all I wanted to do was get out of there. I stay for half an hour then said that I had to leave. Brenda didn't seem to be upset. She walked me to the door and said, "Let me know if you want to get together again." Then she kissed me and I left. Apparently Doug and Kim were still going at it in the other room when I left.

Looking back on it now, I suppose that my guilt from that affair was one of the reasons that I found it difficult to talk to Pam during that two-month period of time because that is about the time the problem started.

After that Doug would occasionally bring up my night with Brenda and ask if I wanted to do it again. I gave him an emphatic no. I told him I wasn't going to cheat on Pam again.

Now we get back to Doug asking me to watch his dog. About a week before that sexual encounter with Brenda two years ago Doug had bought a dog. He had gotten a small poodle because he thought it would help him pick up girls. Two months ago Doug told me that he was taking his current girlfriend on a island cruise and would be gone for a week and asked me if I would watch his dog while they were gone. I liked Nero but he was a very hyper dog and I told Doug that I knew Pam wouldn't want him running around in our house. Doug said, "You don’t have to take Nero to your house, he’ll be fine staying alone. All I need you to do is stop by in the morning and give him fresh water and let him out in the back yard to relieve himself then stop by in the evening to feed him, give him fresh water again and let him outside again.”

I agreed to do it and Doug gave me his spare keys. Doug said, "I leave Saturday afternoon so you need to feed Nero Saturday night, and I'll be home the following Saturday afternoon. "

I talked this over with Pam and she agreed to help. Saturday and Sunday I would take care of Nero but during the week Pam agreed to take care of Nero in the mornings, because she passed within a block of Doug's house on her way to work, and I would handle the evenings.

Monday evening when I went into Doug's house Nero wasn't jumping at the door waiting for me like he usually is. When I called him I heard him upstairs. When I looked up the stairs Nero was looking down at me and pacing behind the gate that Doug put up to keep Nero form going upstairs in the first place. It looked as thought Nero had knocked the gate part way over and was able to get past it but he couldn't figure out how to get back down the stairs. I went up and got Nero and fixed the gate. Then I looked to see if Nero left any messes and found that he had peed in Doug's study. I went down stairs and got a sponge and the spray cleaner for cleaning up pet stains and took them upstairs. As I was cleaning up Nero's mess it occurred to me that I had never been on the second floor in Doug's house before. When I finished my task I snooped around a bit.

Doug's study was actually a bedroom that he converted to a study. He had a large roll top desk with his computer on it and a small file cabinet next to the desk. I peeked into his closet and found that he had another file cabinet. This was a four-drawer cabinet, which was locked. On top of the cabinet were three shoe boxes. I opened one of the boxes and saw that it was nearly full of photographs. White cards that were marked with year and month on them divided the photos.

I pulled out the pictures from January of 1999. There where five of them. The first looked like it was taken in a restaurant and the photo was of woman sitting at a table with a small child.
What struck me about this picture was that under the table you could see that the woman's legs were spread just enough that you could see up her skirt all the way to the crotch of her pantyhose and you could see her panties through them. The next picture was taken at a basketball game and the woman in the picture was sitting on the opposite side of the arena from whoever took the picture. The photographer must have used a powerful telephoto lens because the picture very clearly showed the woman's panties. The other three pictures were all shots of women in similar situations that didn't seem to know that they were exposing themselves or that they were being photographed.

I took the box over to Doug's desk, sat down and began looking through his collection. The photographs were of excellent quality. Someone who knew what they were doing took these pictures. I wondered if Doug these were Doug’s work. As I said, the pictures were divided into months. Some months had only one or two pictures and some had a dozen or more. The summer months seemed to have the most. I was about half way through the box when I noticed a label on top of the box. It read "Up Skirts 1999 - 2000." That made me curious about the other two boxes, so I went back and got those boxes from closet. They had similar labels. One box said "Up Skirts 2001 -" and the other said "Down Blouse 1999- " Neither of these boxes was full. I sat down and began to look through the pictures in the box marked "Down Blouse." The photographs were just what I expected. They were of women's breasts captured when the woman was bending over and her breasts were visible through the top of her blouse or dress or were shots where the breast was visible through the arm hole of the woman's blouse or dress. These photographs must have been much harder to get because there weren't nearly as many and they weren't as clear as the up skirt photographs.

When I had looked through all of the down blouse pictures I went back to the first box of up skirt pictures. I had only gotten as far as August of 1999 when I stopped to get the other boxes out so I started back in September. When I got to October I was shocked to see a picture of Pam. She was sitting on the sofa in Doug's living room talking to Carla, my friend from work. Pam was facing Carla and her legs were spread far enough apart that the white of her panties was visible.
It pissed me off to think that Doug would take a picture of Pam that way. I looked at the next picture which was the same scene only he had zoomed in much closer. Now you couldn't see the faces of the women in the picture and you could only see a little of Carla's body, but it was a great shot up between Pam's legs. This was such a sexy and I guess erotic photo that I was getting an erection from it. I couldn't take my eyes off that picture. I thought about Doug looking at this picture of my wife's exposed panties and it bothered me but I still couldn't put it down. Finally I glanced at the next picture and it was an extreme close up of Pam's panties. In this picture you could see the dark shadow of Pam's pubic hair and the outline of her vulva through her panties. This picture almost made my mouth water. Doug must have taken these three photographs in rapid succession only zooming in closer for each shot. I remembered that night. Doug had invited several people over for a party and he walked around all night taking photographs. I didn't think anything of it at the time because he was always taking photographs.

I set the three photos of Pam aside and looked through the rest of his collection. When I had seen them all I looked at Pam's pictures again. When I got ready to go home I put the pictures of Pam in my pocket and put the rest back where I had found them.

When I got home Pam asked what took me so long. I told her about Nero getting upstairs and the mess he left for me to clean up. I didn't mention the photographs.

That evening after dinner as Pam was upstairs reading so I got the photographs of Pam out and looked at them again. While I was doing this I happened to notice that something was written on the back of the extreme close photo of Pam’s panty covered pussy. I looked at the writing but Doug's penmanship wasn't very good so it took me a minute to figure out that it said, "I'll bet that's one delicious pussy."

It bothered me that Doug would have thoughts like that about my wife but rather than getting angry with Doug I got horny for Pam. I looked at the photos again and knew that I had to get my between those legs. I locked the photos in my brief case and headed up stairs. Pam was coming out of the back bedroom where she goes when she wants to read. I walked up behind her and put my arms around her. She jumped at first then said, "What do you want? As if I need to ask when I call already feel the answer."

It occurred to me then that this was the first time in a long time that I had an erection before we even started to make love. I pushed my hard cock against Pam and kissed her on the neck. Then I whispered in her ear, "Hey baby how about showing a sailor a good time?'

She said, "What did you have in mind sailor?"

I ran my hands down over her breasts, across her belly and down to her thighs. Then I pulled my hands up between her legs and pressed against her pussy. I said, "I need something sweet and juicy in my mouth and I think you have what I need right here." I pressed my hands tighter against her pussy as I spoke.

Pam turned around to face me and said, "It's been so long I don't know if I am still sweet and juicy." Then she kissed me. We continued kissing as I opened her pants and pushed then down her legs. When they fell to her ankles, Pam stepped out of them and kicked them aside. Then I picked Pam up sat her on the edge of the bed and knelt down between her knees. I was looking directly at the gusset of her panties. What I wanted was behind that white cotton strip. With both hands I began to pull Pam's panties off. She lifted herself off the bed to help. As I ran my tongue over her labia I realized that Pam was already aroused because her pussy was already starting to self lubricate in preparation for penetration. When I pushed my tongue inside Pam's pussy her juices began to run down my chin. It wasn't more than two minutes later that Pam was tensing up as her orgasm began to wash over her. After her orgasm Pam said, "That felt fantastic. I guess I needed that more than I realized."

I stood up in front of Pam and she unbuckled my belt, opened my zipper and helped me out of my pants. As I removed my shirt Pam freed my cock from my shorts and took it into her mouth. She ran her tongue around the head sever times then took me deep into her throat. I was soon building toward climax so I pulled my cock from her mouth, removed my shorts and got on the bed with her. Pam spread her legs as I climbed between them. I bent down and kissed her pussy lips once then moved my rock hard member into place at the entrance to Pam's tunnel of love. When I pushed inside her the combination of her natural lubrication and her body heat made me want to spend the rest of my life inside her. Pam rolled us onto our sides so that she could move her hips in time to my movements. We soon had a rhythm going that was giving a great deal of pleasure to both of us. When I climaxed it was the best I had had in a long time. As we lay together in the after glow I said, "We need to do this more often."