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Welcome Cynthia, the 57 year old MILF from Champaign, IL.
She lives as the only female in a boarding house full of college age guys, who lust after her. She also has a boyfriend in Chicago (he found some of our pictures after Cynthia was in a car accident and hospitalized... seems some family went to her place to let the dog out and found the pictures in her bedroom).
Anyway, these are the second go-round. They were my first on-camera sex shots and with a couple of guys and Scarlett wandering around us, distracting us, I couldn't get off.
Aside: I'm sure most of you haven't been on a porn shoot or quasi-shoot. There's people walking around, sometimes getting close, to take pictures or shoot video. The lights flash as they take pictures and the studio lights also "pop" when they discharge. Lights are very bright and people are talking while you're trying to get your groove on. It was my first time and I found it distracting as hell.
So, anyway, everytime I was getting my groove on and feeling my arousal building to something approaching a climax, someone would want us to change positions or move to get a better shot. Fucking assholes.
Anyway, I wore Cynthia's ass out during the first batch. We had sex for just shy of an hour. She got off I don't know how many times. I lost count, in fact.
So we rested for a while and Dan downloaded the pictures off the memory cards. Twenty minutes later, I was feeling frisky, so we moved to the hot tub.
"You want to skip the condom?" she asked me.
"Sure," I said, hoping bareback would help me get off. It wasn't like I was going to get this nearly 60-year-old woman preggo!
She slips into the tub. I'm already half primed, but after pawing on her for a little bit I was really ready.
Cynthia climbed on and straddled me, easing herself down on my shaft. She felt wonderful.
She rode me long enough to get herself off then Dan had us switch directions.
Cynthia asked me how I was coming and I told her I was getting there.
She leaned forward and kissed me softly on my cheek. "You just go ahead and come when you're ready, okay?"
I smiled.
"Fill me up," she whispered in my ear.
I was excited with that.
Cynthia sat up and began riding me feverishly and I could feel my orgasm beginning to build.
I groaned. "Oh, baby, it's not going to be long now!"
She rode me like a good little cowgirl and I felt my load start to come.
"Oh yes!" I grunted as I began to erupt inside her sugar walls.
Cynthia just leaned back a little, closed her eyes and moaned.
It felt good.
She just leaned forward and hugged me.
"We're going to have to do this again," she whispered in my ear. "Only next time, don't make me have to work so hard for it!"
I laughed. "I promise."
We got out of the tub and got dressed.
Cynthia put on some tight jeans and later, before leaving, I hugged her from behind. Her ass felt good against my cock and balls. I fondled her tits too. "Damn, you feel good," I said.
She just smiled and told me I had a nice cock.
She was going to call a friend to come get her but I offered to take her home.
I took her home after we packed up all the gear and she asked me to tag along while she walked her dog.
When we got back to the apartment she asked me if I thought we could do a shoot in there. I told her it might be a little cramped.
She asked me to check out her bedroom and I was pretty sure where that was headed. She pulled back the bedspread and the covers and asked me to try out her bed. I climbed on and she said, "no, I mean without clothes."
I stripped down and she did the same before climbing in beside me. She knew what she wanted, no doubt.
"Make love to me this time," she said. "Nice and slow."
I rolled on top of her and we began making out. She adjusted my cock and I began to make love to her nice and slow. It was pretty good and she was very nicely lubricated. I'm sure part of it was my semen from earlier. I recall thinking how well lubricated she was in the hot tub, but I just chalked that up to the water. (I had always read that older women usually need artificial lubricant and Cynthia was far and away the oldest lady I'd had sex with). Anyway, the lights were down low, and there were no distractions this time. Cynthia came after about five minutes. I wanted to pick up the pace, but she kept telling me to go slow. A few minutes later, Cynthia climaxed again and this time I joined her.
"Good boy!" she said before giggling.
That was the beginning of a fun period. She accompanied me to a couple of swingers' parties and I even brought over a friend who hadn't gotten laid by his wife in probably five years to get some of that. Cynthia was my "friend with benefits" and was up for about anything, anytime.
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