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Well first times may be a lil rough for a lay man's perpective like me in the past. My suggestion is to use YOUR hand to guide it in after you have relaxed yourself entirely, and stay relaxed throughout the whole process of making out - this helps both of you before and after his dicky is inserted (he might feel his dicky too pressured after inserted, and you might feel pain due to the intensed muscles inside your vagina). There's this product called Durex Pleasure Enhancing Lubricant you can try. Maybe you were not wet enough. That's why things gets rough. Cheers!
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