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As Jillian lay on the bed, she couldn’t help but feel nervous. She had agreed to try anal sex with her boyfriend, Jake, but she wasn’t sure if she was ready for it. Jake noticed her hesitation and gently stroked her hair.

“It’s okay, babe. We can take it slow and see how it feels. If you don’t like it, we can stop,” he said, trying to ease her worries.

Jillian took a deep breath and nodded. She trusted Jake and knew he wouldn’t do anything she wasn’t comfortable with. He began by kissing down her body, stopping to suckle on her nipples. As he reached her hips, he pulled her panties down and slowly teased her with his tongue.

Jillian moaned as he licked between her legs, never taking his eyes off her face. After a few minutes, he moved up to kiss her lips and whisper in her ear.

“Are you ready for this?” he asked, his voice husky with desire.

Jillian nodded, unable to form words. Jake reached for the bottle of lube on the nightstand and slowly massaged it onto her back entrance, his fingers circling around the rim. Jillian tried to relax, but she was tense with anticipation.

Jake positioned himself at her entrance and slowly pushed inside, watching her face for any signs of discomfort. Jillian gasped as he filled her up, the sensation foreign but exhilarating at the same time. He began to move in and out, slowly at first, and then picking up speed as she grew accustomed to the sensations.

Jillian found herself moaning uncontrollably as Jake hit all the right spots, his hands gripping her hips as he thrust deeper. She was surprised at how much she was enjoying this experience, a feeling of release washing over her as she surrendered to the pleasure.

Jake leaned down to kiss her back as he continued to move in and out, his movements becoming more urgent. Jillian could feel the tension building inside her, and she knew she was close to orgasm.

“Come for me, baby,” Jake whispered in her ear, his breath hot on her skin.

Jillian arched her back and cried out as she climaxed, waves of pleasure coursing through her body. Jake thrust a few more times before finally stilling, his body shuddering as he released inside her. They lay there, both spent and breathing heavily, before Jake pulled out and kissed her tenderly.

“Wow,” Jillian said, still trying to catch her breath.

“Yeah, wow is right,” Jake echoed, grinning from ear to ear.

Jillian had never felt more connected to Jake than in that moment, their shared experience unlocking a new level of intimacy between them. She knew they would explore more boundaries together in the future, but for now, they were content to bask in the afterglow of their sultry exploration of anal sex.
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