I kept pushing, and I felt her maidenhead stretch back away from the opening, but now I was held up by the ring of muscle just behind her pussy lips. Dammit, it was enough to think that there was a conspiracy against us making this work! I kept pushing, and my helmet suddenly popped through the restricting ring, and that broke Ann's maidenhead at the same time. She screamed at that pain, and I stopped. In fact, I almost jerked out of her fuck-hole at the surprise."Ann, are you okay? I can pull out if you need me to, or I can stay where I am for a little bit to let you get used to me." NO! Don't pull out! Just wait a minute for me to catch my breath. My maidenhead surprised me when it broke. It did hurt a tiny bit, but not enough to make me want to stop what we are trying to do." Okay, I'll just stay where I am until you tell me to move."It was only a few seconds later that Ann said that she felt like she was up to more penetration. I pushed in a little farther and felt my cock hang up. Billie stayed out on the back deck of the huge yacht, soaking up the rays in her super-sexy swimsuit, while Connie told the both of us that she was going down to her cabin below-deck to read a book, which left Rick all alone with his girlfriend’s gorgeous step-mom. They made idle conversation about mutual interests and about the holiday so far for about ten minutes, then fell into an uncomfortable silence for the longest time. Rick could not get it out of his head how attractive Billie was in her sleek little bikini suit, but then he knew that he was just fancying a bit of pussy he probably wouldn’t ever be able to get, and he had already strayed once already so far on this vacation with Kimberley… once was more than enough! Deciding after a while that it was perhaps better if he just got himself out of there and went downstairs to his own cabin to rest up for a while himself, Rick excused himself politely from Billie’s company and made his way downstairs to the rooms below,.
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