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He pushed them back in her anus along with the lube. He continued to work them in and out in small motions.Even though Gladys knew what was coming when she felt him separate her cheeks, the coolness of the lube still surprised her. Then his massaging of her anus left her softly moaning until he slid the first finger in. She had been fingered by Richard many times anally, it was still always the first entry that caused her to tense. Knowing she couldn’t stay that way, she concentrated on the sensations of his actions and was able to relax. As he continued to massage the lube into her anus, she began to moan louder as he excited her with his action.Seeing Gladys had relaxed, Richard withdrew his fingers and was satisfied to see she was gaped open slightly. He knew the first penetration always caused her some discomfort, but that never stopped him from taking what he wanted. He took the bottle of lube and squirted a generous amount right her opening. He immediately placed his cock head. And while she was showering, I was able to determine that the club was just a short Uber ride away.After her shower, she stepped out of the hotel bathroom in a nice little short black skirt, and a silvery tank top style blouse and light jacket over it. While in the Uber, she took my hand in hers, and guided my hand over between her legs to make sure that I was aware that she wasn’t wearing panties. And when we got to the club, there was a line to get in. After a short wait, we got in and went straight to the bar. As we stood there waiting to pay for our drinks, she took off her jacket, revealing that she wasn’t wearing a bra either, as her very hard, large nipples stood up against the silver material very nicely for anyone to see.I reminded myself that my goal was to make sure that she had a memorable time, and I wanted to make sure that I stuck close by her, but I wanted to let her know that lots of men were looking at her, and that she was getting all of them hard, and that I was.
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