Crossdressing boyfriend gets the green light from his girlfriend to explore anal play. She eagerly assists with a strap-on, leading to a steamy session of mutual pleasure and a thrilling ass-to-mouth finish.
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After a year of teasing, crossdressing hunk finally decided to try anal play with his girlfriend. She was more than eager to help him explore this new territory. They started with some gentle rimming, which made him moan in pleasure. Then, she introduced her favorite strap-on into the scene, and with some encouragement and teasing, she managed to get it inside him. The initial penetration was a bit intimidating, but soon he was enjoying the sensation. The couple continued their amateur anal escapade, with her taking control and fucking him with the dildo. Despite his initial shyness, he found himself getting off on the experience, and even finished by cumming on her ass and licking it off.
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