#sissy lover

I went on a date with an old man I met when I first started going to a crossdresser community salon. He was staring at me so intently that I got embarrassed and asked, "Why are you staring?" He smiled and said, "You look boyish today, you look young." I replied, "Oh, I'm sorry, I'm not wearing much makeup…" He said, "No, no, excuse me, you're not a boy, you're a tomboy… what a strange girl."

"Why? What do you mean?" I asked. He said, "Your age is hard to guess, and you're androgynous… and…" And… what? He paused for a moment before saying, "You still seem just as innocent as when we first met; you don't look like slutty bastard girl at all.… You must have had quite a bit of experience by now, right? Have you tasted the dicks of around 1000 people?" I panicked and said, "Not at all! Um… maybe around 200 or 300? In terms of number of times, maybe around that… no, not that many…" As I was trying my best to remember and calculate, he laughed and said, "Hahaha, you're trying to answer seriously, that's what's so honest and cute about you."

I sulked, thinking he was making fun of me, and he laughed at me again. We finished lunch and went into the hotel. When I said, "We're like grandpa and granddaughter," he said, "I'll have to punish you thoroughly." He's an expert, so he made me moan with pleasure in a short amount of time. "I want it quickly! Let me cum…please!" He teased me, saying, "Oh my, what? Tell me where you want it!" How mean!

I cried out in pain as his dick entered me. "Haven't you had sex in a while?" He continued to ask me questions calmly, moving his hips. "When was the last time you had sex?" "How many guys did you have then?" He tried to get me to answer, but didn't stop penetrating me. "Uh! Uh! Two weeks ago... Ah! Aaah! Three... Aaah! I'm cuming!" I was writhing in agony from the intense pleasure, but he continued to speak calmly. "Hmm... You're really strange, you're incredibly slutty and have taken so many dicks, so why is your assholl still so tight? Answer me? Come on."

"Ugh! Ah! I don't know! No, I'm coming! I'm coming!! I'm coming!! Aaaah!!" He continued without stopping. "Hey, hey, you're clenching so tightly. Why won't this hole loosen? How many dicks do you need?" Why would you say something like that... "Aaaah! I'm coming! Stop! I'm coming! Ah! I can't... I can't!" "Whoa! What a naughty girl! You're clenching so tightly, I'll have to scold you more severely!" "No! Please, I can't, I can't stop coming!" ...

Finally, he ejaculated and said: "Well, well... what a terribly lewd girl, to squeeze so much out of an old man like me."

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