The First Videos
After the hot tub adventure, and over the next few weeks, we had a couple more hot tub adventures, and finally one Saturday we were talking about what to do that night. We had been sitting on the patio having cocktails when Ann surprised me.
"You know," she said, "I've been thinking about what you said a few weeks ago and it might be fun for us to watch a few videos together. I know it would get you off wouldn't it?"
"Well, yeah!" I replied, totally shocked. "But are you sure about this? I know you said you didn't like videos, so I don't want you to do something you really don't want to do."
"Well, let's start with some 'lighter' stuff and see what I like and don't like," She replied.
"OK, well, what do you mean by 'light' stuff?" Curious now.
"Well, you mentioned women using toys, hand jobs, and cumming on tits...Maybe we start with those?"
"Yeah, we could do that" I replied, now getting excited by the minute. "Do you want to watch on the TV or in the office on the computer? Or, I could send it to the bedroom TV?"
"Let's watch on the bedroom TV where we can be more comfortable," she cooed. "You can set the TV up while I get ready."
I could tell she was getting turned on and a little apprehensive at the same time.
"Sounds good," I replied. "And look, if at any time you don't like it, just let me know and there's no harm OK?" I wanted to make sure she understood that so she didn't feel like she had to do anything.
"Thanks honey. I'll let you know if anything bothers me." Relieved, she went in to get ready.
Now to Ann, 'getting ready' means shaving everything, applying moisturizer so her skin is soft and smooth, and dressing in whatever she thinks will turn me on.
I set up the bedroom TV for surfing the web and went to my favorite site. I entered 'hand job compilation' in the search field and was immediately presented with screens of hand job compilation videos. I found one that I had seen before and queued it up for viewing.
Ann emerged from the bathroom in one of my favorite outfits, a black lace bra that showed of her gorgeous tits and a matching pair of crotchless panties.
She was so sexy. She had also set up a couple of her toys on her nightstand; the finger vibrator, and her smaller vibrating dildo. She didn't go in for the larger, realistic dildo's, probably because she didn't want to feel like she was cheating when she used them. I on the other hand wanted her to use a more realistic dildo for the fantasy of her servicing another cock. I was in a pair of linen shorts with an open fly for easy access.
We sat on the bed against the headboard with pillows behind us.
"Now," I said, "before we begin, I want to warn you that these are compilation videos, which means that they are just scenes from other videos stitched together."
"OK," Ann replied. I could tell she was a little apprehensive, but also very excited.
"Well, what I mean here is that you will see many different sizes and colors of cock, so just go with it. It's the jacking that to me is the turn on." I clarified.
"OK," She confirmed.
"I picked one that I like. It's about eight minutes long. Again, tell me if you get uncomfortable OK?"
"Baby, don't worry so much! I wouldn't be doing this if I wasn't curious and didn't want to see if it would be a turn on for both of us. Roll it!" She said, giggling. "You just act like I'm not here and do what you do when you watch them alone." She added, looking at my crotch.
I hit play and the video began. I could tell she was a little embarrassed as the first few hand jobs went by. One of them ended in a huge cumshot that ran down the shaft and all over the hand jacking it.
"Wow!" Ann exclaimed. "That's a huge load!"
"Yep," I replied. "There's a few like that in here"
A few more and then the video hit a patch of hand jobs on tits. Ann began to shift a little. I pulled out my cock and began stroking it. She glanced over at my hand moving up and down my shaft, then back to the video.
"You like this huh baby?" She asked.
"Yeah, I like to watch cocks getting jacked off," I replied.
"Do you think of me when you watch these?" She pressed.
"Yes" I said, now jacking my cock faster.