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Looking Into It

Author: @Asinine TG Captions • Published: 2026-09-28 • Length: 386 words • ♥ 0 likes
Looking Into It

Shane's heart was beating so fast. This was actually going to happen. A girl was leading him to a private room with the intent to have sex. And it was Molly of all people. He had a crush on her for over two years now, since they first started high school together, but she recently came out as a lesbian. His heart sank when he found out. But now thanks to swap class, he was able to take his shot with her, and he scored.

"Come on," Molly she told him through a giddy smile. Sit down over here," It was clear she had just as many butterflies as he did. She was wearing a frilly white dress, and Shane couldn't wait to see her take it off. As he sat in the pink armchair, she began lifting up his own floral sundress. As she saw his yellow panties, her smile widened even further. A hunger grew within her eyes, eager to continue.


Molly leaned over and began to plant kisses around his groin. Shane felt sensations of pleasure he couldn't imagine as a boy. A feeling of electricity spread through his body from his crotch, and he could tell he was getting very wet under his panties. If he still had a penis, it would be rock hard by now. He put his hand on Molly's head, slowly stroking his fingers through her hair. After a few minutes, she leaned back up and met his gaze. She put her hands on the brim of his panties and waited for a signal to continue. Shane nodded excitedly.


"Look what we have here," Molly giggled as she pulled his panties down, revealing a perfectly shaved pussy. "Wow, so smooth. Are you ready to not be a virgin anymore?"

"I... I'm ready," Shane replied. He was so pent up, he felt like he was about to explode. At the same time, however, he had no idea what to do next. How did lesbian sex even work? He saw no toys around. Were they just supposed to rub their parts together? Without a male orgasm in the mix, when would he know it was over? His worries immediately went away as Molly stood up and took off her dress. He relished in seeing her naked for the first time.