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After what I had read in Jen’s diary yesterday I figure she just might be. She still greeted me with a smile and the standard, “Heya Russ.”Today I knew what I had to do. Man up. “Hi Katey. I really like that shirt. It matches your eyes.” I’d never realized she’d had green eyes of course until Jen had told me, but now I couldn’t look at anything else. Even her cleavage was secondary to those piercing green eyes that looked like they stared straight into my soul.She blushed and giggled instead of answering, and Lisa turned and jibed at me, “Listen to this little snottling thinking he’s a Casanova.” Suddenly Jen gave Lisa a discrete bump with her hand and, while I couldn’t see it, I could tell she was giving Lisa the stink-eye. Lisa gave her and me a confused look, then just turned around and turned on the radio.I returned my attention to the lovely older woman next to me and whispered to her, “I… I want to ask you something.”She responded in hushed tones getting close to me. It was a big room with three single beds and a large tv in the corner so we just laid on separate beds watching tv. After some small talk there was a bit of an awkward silence when he just blurted out 'how hot was that the other night?'. I didn't know how to answer so just said 'er yeah, but you made a right mess' trying to make fun of the situation. We both laughed a bit and he apologised for leaving me to clean it up. We continued making light of the encounter until Theo said he felt guilty for not repaying the favour.As much as it had turned me on I was so nervous and don't know what to do or say. He came over to the bed I was laying on and sat on the edge next to me. He knew I hadn't done anything before so tried to help me relax by putting his hand on my stomach. Slowly he started to move his hand down the front of my shorts until he had hold of my cock. A few seconds of him massaging my cock had me erect so he started to putt down my shorts. My cock sprung out from my shorts.
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