Roleplay - Sex Stories

Roleplay

... decided to spice things up a bit and asked, “So, are you going fuck my tight ass, fast and deep, baby?”

She looked back at him and smiled when she asked. He smiled back and said, “You better believe it, baby.”

He then gave Jen's ass a hard slap with his hand and said, “Stay right there. Don't move.”

He then walked over to her closet and opened it and found the belt to her bathrobe, got on the bed behind her and roughly pulled her hands behind her and tied them with the belt. They had never done bondage before, but hey, she wasn't going to complain.

With her hands tied behind her, Jen's face and upper body was now laying flat on the bed, her ass sticking up in the air. She begged him, “Please, use lube when you fuck my ass!”

He gave each of her ass cheeks a hard slap with his hand and said, “Ohhh, no. Every woman's first time getting fucked in the ass should be raw and bareback. But hey, I promise, if you are a good girl I'll be gentle.”

Jen couldn't believe what had come over Bill. They hadtalked about anal once before, but she told him that she wasn't interested. He hadsaidhe was ok with it, and he wouldn't bring it up again. She felt him place a kiss on each of her ass cheeks. She loved the feel of his lips on her ass. She then felt him move up behind her and felt him slap her ass with his cock.

Billsaidhe'd be gentle. But after the way he was acting tonight, she didn't know what to expect. He again slid his finger in her asshole and slowly fucked ...

... her. His finger didn't feel too bad, but his cock was a lot bigger than his finger. He pushed his finger deep, and she moaned. Everytime he pushed his finger in deep she would moan. After about a half dozen times, he said, “Ok, I think you're ready. Are you ready?”

When Jen just moaned, he said, “Yeah, you're ready.”

She felt the head of his cock at her virgin hole. Bill was gentle. He pushed the head of his cock into her, then he reached up and put his hands on her shoulders and gently and slowly pushed himself in until he was balls deep. The pain was more intense than anything Jen had ever felt. It took everything she had not to cry out and beg him to stop.

He must have been able to tell she was in a lot of pain, because once he was in he stopped and planted kisses on her back and whispered, “Ok, baby. The worst is over.”

Bill started to back out but Jen said, “W-wait…p-please…n-n-not…y-yet…”

Bill told her, “Ok, ok. I'll give you a minute.”

He waited and then said, “Man, I'm glad your hubby didn't fuck your ass. Or it wouldn't be tight for me. And I looove fucking a tight ass.”

Without asking her if she was ready for him to start fucking her, he slowly pulled his cock from her ass. Leaving just the head in before shoving it back in her. It didn't hurt as bad the second time, but it still hurt. This time he didn't wait before pulling out. Almost as soon as she felt his balls on her ass he pulled out again, faster than the first time. He didn't wait before ...