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First Mature Encounter

9:29 am Monday, 6th June, 2016

At the apartment building I used to live in while studying in NY, there was a women who worked in the leasing office. Her name is Debby and she was in her mid 50s, but looked younger then her age. I remember her hair as a shoulder length, very light brown-ish red. She was five one and was a skinny, one-hundred pounds. Her skin was fair with just a few freckles on her chest, and other places that I soon found. Her breast was a small B cup and hes but is small but round. I would go down to the office on my days off during the noon hour to keep her company. I never thought about her in any sexual way although I would complement Debby when she would where a nice dress or skirt. I didn't think she ever thought of me (a just over six black guy) that way either. We became good friends and would talk about many things relating to life and such. One day I cam into the office and Debby was just sitting at her desk just staring at her computer screen. I found that odd because when ever anyone enters the office a bell would ring. I got all the way to her desk and sat in front of her and had to get Debby's attention. When Debby snapped out of it I asked her if she was OK. 'I'm OK....... Well to be honest, I'm not. I just found out some bad news this morning' Debby said. I asked 'Whats going on? I'm here to lend and ear or hand if need be'. Debby took a deep breath and told me about how she found out her husband of 30 years has been cheating on her. She found some emails because he forgot to log out. I consoled her and told asked her if I could help. 'I don't know. I know I should confront him, but I so mad I want revenge.' said Debby. 'Don't be too hasty. You may want revenge now, but you really should thin k about it before doing so.' I advised. Debby said 'You know your right, besides how could I get back at him, ha ha ha ha.' We both laughed and started to joke about things she could do. Debby brought up maybe I should cheat on him. I jokingly said if you do make sure its with some one you know. Debby added that she would pick me and have me do things to her that her husband would never do. I smiled and said to stop by any time. We both laughed, and with her in a better mood I left and went back to my apartment. Later that night around ten o'clock there was a knock on my door. I looked through the peep hole and seen Debby. I let here in and asked her whats going on. 'Surprised?' Debby asked as she walked in. I closed the door, forgetting what we had talked about, 'Did you talk to your husband? What did he say? Are you OK?' I asked. 'I'm fine calm down. I told him I was going out with my friends and I wont be home tonight.' Debby said. 'I came here because I thought about it and I wanted to have sex with you before I talked to my husband. I felt It would give me an upper hand.' I asked here if she was sure, I didn't want to be responsible for a ruined marriage. Debby let me know that this wouldn't have any negative effect on her marriage or how she felt about her husband. 'I just want to do this just to feel like I have an upper hand.' Debby said. I smiled and nodded. How could I turn this opportunity down. She was wearing a dark green tight dress that came down just above her knees, with a deep plunge neck. Debby pulled me in close and kissed me, then pushed me down on the couch. Debby got on her knees in front of me, undid my jeans, and pulled my cock out. At time my cock wasn't hard yet but it still had its thickness. 'Nice, I was to feel it grow in my mouth.' Debby said. She took me into her mouth and began to suck on my cock. Then my cock stiffened to its full length and grith. I felt the tip go into the back of Debby's mouth. Then she pulled back so she wouldn't choke, Then she started to lick my balls as she stroked my cock with both hands. Then she lifted my balls and licked between my ball and ass. I scooted down and grabbed her head. Debby took her hands off my cock and pushed my legs up. and started to lick my ass. I have never felt something that felt that good in my life. Then she licked back up to my balls and started to jack me off again. Some precum cam out and rolled down my cock and onto her hand. Debby stopped jacking my and licking me and licked the precum off her hand, then let it trail down to my balls. with no hands Debby started where the precum stopped and took one long lick all the way up to the head of my cock. 'I always wondered what that tasted like, ass and pre cum. I hope cum taste just as good.' Debby said ' but I don't want the cum out of your cock. I want you to put it in one of my holes and I'll finger it out and eat it.' I said 'Wow, I never knew you did this.' 'I don't do this with my husband. Like I said, I want you to do to me what my husband wont do, I used to watch porn In my younger days.' Debby said with a smile. So I took her into my room and bent her over the bed. I pulled her panties off and grabbed the lube out of my side table. 'I will be using this later.' I said showing her the lube. I stuck my cock into her pussy and she let out a moan. I reached down and rubbed her hairy pussy to find her clit. As I was fucking her I rubbed her clit until she exploded and squirted on my bed. I pulled out of her pussy and put the started putting the head of my cock in her tight ass hole. Debby reached back to me to make sure it was only the head to go in, for now. 'Remember, that hole has never been entered.' Debby said. I let her know that I will take it easy, but I would like to go balls deep if she could handle it. I reached down and put one hand on her hip and the other held my cock. Debby moved her hands and grabbed my pillow and started biting on it. 'This feels good, please give me more of your cock in me.' Debby said. With every trust I put half an inch of my black cock into Debby's tight milky white ass. I couldn't believe that Debby's small frame was taking all that inches into her ass, and taking it well. I had both my hands on her hips. Debby was biting my pillow letting out moans of passion with every thrust. As I started to get closer to cumming Debby could feel my cock starting to pulse in side her asshole. 'I want to feel your cum deep in my ass' Debby said. I pulled her into me as I thrust and pumped two months worth of cum into Debby ass. I slowly pulled my cock out, and her ass was gaped. To my surprise Debby turned around and put my cock into her mouth, gagged a little, then started cleaning my cock. As Debby was cleaning my cock she had on hand fingering her ass and the other catching the cum that was dribbling out. After pulling about three table spoons of um out her ass she looked at it, smiled, and licked it all up. After getting it all in her mouth she gagged some but swallowed it all. 'That was a lot of cum. Next time I want it strait from your cock. I'm not a big fan of the taste of ass with cum.' Debby said. 'Now lets get cleaned up and sleep in each other arms



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