" He probed in with a finger, and I jumped when it entered. Though Carolyn probed me to show me about my prostate, I'd never stuck a finger up my butt...to jack off. I got used to Tyler’s, though. It wasn't bad, and I was hard. I would learn that it was easier for me to take Tyler if I was hard.Two fingers went okay, and soon, the thickness of Tyler's crown pressed between my butt cheeks once again. I concentrated on relaxing, and felt that thickness enter me. It wasn't bad, filling me up, Tyler. “Um, I don’t think I’m up to it,” I said softly. “This is so sudden.”Michael spoke up. “Jessie, remember what I said about Claire always pushing me out of my comfort zone? And how glad I was that she did that? Why not push your own comfort zone a little? Sleep with us? We won’t bite!”“I’ve never had sex with a lady, Claire. I’m pretty straight.”“We won’t be just having sex,” she said. “We’ll be making love.”“What’s the difference?”“Let me show you,” she said. And then she drew me close to her.. More

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