THE INTERNET
One evening while Jennifer was fixing dinner and I was working at my computer I went on the Internet to do a search for 'Pantine' products but thanks to a typo I ended up with search results for 'Panties.' I saw my mistake and was about to correct it when one of the search results caught my eye. It said 'Upskirt photos of unsuspecting women.'
This may seem unlikely, but up until that time I had never gone to any pornographic sites on the Internet. I clicked on the Upskirt' topic with no idea of what to expect. The web page that came up had several thumbnail pictures of woman sitting in parks, at tables and some I couldn't make out because the picture was too small. When I clicked on the pictures to enlarge them I found that in each picture you were able to see the woman's panties under her dress or skirt. The pictures that I couldn't make out because they were too small turned out to be pictures taken on an escalator looking up the skirt of a woman above the camera.
I had never seen anything like these pictures and I had an instant erection. As I was looking at more of the pictures on the site Jennifer appeared behind me. "What are you looking at?"
I was embarrassed that she caught me in such a compromising position but she was laughing at me, not angry. Before I could formulate any kind of an answer Jennifer reached her hand into my crotch and squeezed my hard member through my pants. Jennifer said, "And what's this? I hope this is for me and not for one of them." Jennifer was pointing at the screen as she spoke.
Seeing that Jennifer wasn't upset I explained how I had stumbled on the site. We both had a laugh then Jennifer said, "Well you'll have to put your toy away for now it's time for dinner. Maybe after dinner we can do some exploring together to see what's out there of sexual interest."
That night we were on the Internet surfing the pornographic sites until after 1:00 AM then we went to bed and made love. The next night we were on the web again. We decided to join one of the pay sites and we downloaded some video clips. There was one video of a woman sucking on a monster cock. There was sound with this video and you could hear the slurping noises as the woman licked and sucked on the huge cock. The video clip lasted four minutes and before it was over Jennifer was between my legs with my cock in her mouth. After she made me come in her mouth she said she wanted to watch the video again. Afterward I copied the video to my hard drive.
That Saturday, after Jennifer and I had finished doing all of the little chores that collected all week I asked Jennifer what she wanted to do that night. I suggested going out for a quick dinner and then a movie or maybe get a pizza and rent a movie to watch at home. Jennifer said, "Let's get a pizza and rent a movie."
I asked what movie she wanted to see and she named a chic flick that was popular at the time. Then she gave me one of her devilish smiles and said, "Why don't you also rent an X-rated movie."
We had never done that before so the idea excited me. So that night after watching Jennifer's chic flick I loaded up the porno movie I rented. The movie had very little story but a lot of sex. There were scenes of a couple making love, there were scenes of several couples making love. There were scenes with two guys and one girl and scenes with two girls and one guy and there was a scene with two woman making love. That last was my favorite but I didn't mention that to Jennifer. I suspected that she liked the two guys and one girl scenes. I believe that because during that scene Jennifer slipped her hand between her legs and was clearly playing with herself.
Watching her do that made me so hot I went over to her and pulled her pants off and buried my face in her pussy and brought her to orgasm. Afterward she sucked me to climax.
That night Jennifer asked me to enter her anus for the first time. I had never had anal sex before so I wasn't sure how to go about it. I put some saliva on the head of my cock then rubbed my cock over Jennifer tightly puckered hole. As much as Jennifer tried to relax she just couldn't seem to unclench her sphincter muscle. I kept pressing my cock against her anus until suddenly the muscle relented and my cock began to slide inside. I took it very slowly and didn't try to go all of the way in on the first stroke. Jennifer was making small whimpering noises which I couldn't tell if they were from pleasure or pain. Jennifer didn't stop me so I continued to stroke in and out of her tight anal passage penetrating deeper on each forward thrust. When I was fully inside her I stopped for a moment. My cock was being squeezed so incredibly that I was feeling both pleasure and pain at the same time. As I began moving again the sensations became all pleasure. During this time Jennifer didn't say a word. She moved with me as I pumped my cock into her ass. As I pushed in she pushed back and as I pulled back she moved forward. Working together like that brought me to climax quickly and I shot my whole load deep inside Jennifer's anal passage.
When I pulled my cock out, Jennifer's anus was opened wide and I could see my load of semen deep inside her . As her sphincter began to close it forced some of the semen out and I watched as it ran down over Jennifer's pussy lips.
A moment later Jennifer collapsed on the bed and lay quietly for quite a while. I was beginning to fear that I had hurt her. I lay next to her and cuddled her to me and kissed her on the cheek. I asked if she was all right and she said, "I'm fine," then she was silent again.
I rolled over on my back and lay quietly waiting for Jennifer to say or do something. Finally she reached over and ran her hand through my hair, then she got up on her elbows and leaned over and kissed me.
I said, "Did I hurt you?"
She said, "A little at first, but it got better as we went along."
I asked, "Did you enjoy it?"
"Yes, but not as much as having you in my pussy. This was enjoyable but not something that I would want to do all of the time."
I said, "If and when we do it again will be up to you."
After that we continued our searches of the internet for new and interesting sexual content. We also rented a lot of movies.
THE BEACH
The following year in October Jennifer and I went to the Virgin Islands on a vacation. It was off season at the resort we stayed at but we didn't care. The weather was great and the beaches were beautiful.
When we decided we were going to the islands, I researched them on the internet and found out that there was a clothing optional beach on our island. I didn't mention this to Jennifer until our second day at the hotel. I said, "How would you like to go to a clothing optional beach today?"
Jennifer said, "Are you serious?"
"Yes. I'm very serious."
Jennifer was quiet for a moment then said, "What the hell. I guess I can go topless if other women on the beach are topless."