I broke the tight embrace and slid on a condom. Rebecca had never been fucked before so being gentle I moved her on her side. I placed my hard rubber coated cock to her oiled tight hole. I whispered in her ear to move at her own pace. I laid there letting her take the time she needed as she slowly worked my cock into her ass, stopping to wince and to protest that she may not be able to do it. Slowly she would let my cock move forward, stop, protest and work on it again. Just when I thought her virgin ass may not be ready I felt the tightness give as she let out a moan of pain. I held her tight as we lay there with my cock deep inside her. After a few moments I gently and very slowly pull my cock out a little and push it back in, I continued to gently fuck her as she started to moan. I start pulling out and pushing in farther as her fear and pain turn to pleasure. I wrap my had around her cock as my lips taste her neck and ears while I slowly move in and out of her tight ass. As I. Hershey dropped her head down and her long black silky curls tickled the top of Nathan's head and neck. He then reached out gripping her sides and pushed his face between her large mounds. His face was buried between her breasts as she moaned out, “Oh, Mr. O’Reilly.”“Pul-please call me Nathan,” he mumbled from between her plump melons.She rubbed the back of his head and smiled as she pushed her breasts tighter against his face. “Oh, Nathan.”Hershey grabbed Nathan by the tie, pulling him up from his chair and led him to the office couch. “Come here, naughty boy.”She stopped him and together they pulled his suit jacket off before she pulled his tie from around his collar and tossed it aside. Nathan hurriedly removed his shirt and trousers and kicked his shoes off, leaving him standing in only his boxers and black socks. He watched as Hershey quickly shimmied out of her skirt and stood in front of him in only her red lacy panties and black heels. Nathan was feeling almost numb all over.
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