I met her in Second Life, a virtual reality game. My avatar was a woman, and she appeared to be a lesbian. I fell in love with her but couldn’t reveal my secret to her. I pretended to be a woman for a few months before she asked to meet with me. I wasn’t sure how to approach this situation, but I knew she’d find out eventually. I didn’t want to break her heart, but there was no other option. That’s when I told her the truth: I was only pretending to be a woman named “Caroline” in order to win her love. She told me after a few seconds of silence that she still expects to see “Caroline,” and we exchanged addresses. The following day, a box containing makeup, jewellery, a pink skirt, a black wig, and some accessories is delivered.
Even after learning the truth, she agreed to meet me if I dressed up in drag. I accepted the challenge and tried my hardest to pass for a woman. Some YouTube make-up tutorials assisted me in looking the part. I was terrified, but when she arrived in her stunning purple gown and blonde hair, all my fears turned to ecstasy. We were ready for the next step after a nice dinner and some flirting.
“My god Caroline, you look so sexy for your first time. With my expertise, I can turn you into the hottest of girls in the town”
“Thank you, babe, but nothing compares to you. I could never have imagined hooking up with a woman as attractive as you.”
She stroked my cock over my dress gently. I was left in a state of extreme pleasure…and I returned the favour by attempting to touch her vagina, but I was stunned when I got hold of her big cock and she replied,
“Did you imagine this?”
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