I was kicking myself on the inside for being such an idiot, for being so shy. I convinced myself that I had just ruined a chance, and felt like crap. ... tried to focus on my computer and get back to what I was doing. I didn’t get a chance to wallow in my self-pity, because just as I began to type again, I felt a presence nearby. I turned to my right, and there she was, stand just couple of feet away, looking down at me, a smile on her face. My eyes started with a view of her slightly freckled. I told him no condom no ass, he agreed to it, for extra protection I put 2 condoms on him and lubed it with KY Jelly and lubed my ass, I bought out my dildo and asked him to insert that 1st so my ass would be well lubed before he puts it in and it would increase excitement for him if he had to wait, so I put a condom on the dildo and then put some lube on it and asked him to be gentle. He inserts the dildo 1 lil by little and I mourn with excitement and pain, the pain subsides after some time. More

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