Helping miss Denise part 1

So to give a little background. My mom’s house was originally my grandparents house. When my dad left my mom I was 5 and my sister was 3. We had to move in with our grandparents. When my grandfather retired he gave the house to my mom and my grandparents moved to Texas. Across the street from us lived Mr Frank and miss Denise. They moved in when my mom was a teenager. So we always knew them and they always treated us like family. We would exchange Christmas presents and they were always at mine and my sister birthday parties. So at the time I was 15 my mom was 36 and mr Frank and miss Denise were in their 50’s.
One morning I’m getting ready for school and the phone rings. My mom answered it and I heard her say, oh my god. I come out of my room and my mom said. Yes I still have the key and we will take care of Pearl. Pearl is their dog. My mom hung up the phone and I could tell she’s upset. She told me that Mr Frank had a stroke at work and in in the ICU. She went to the kitchen drawer and gave me the key to their house and said that I need to take care of pearl. She said that she’s been fed and walked this morning but needs to be fed and walked after you get off of school. She said she’s going to the ICU to be with miss Denise.
Pearl was truly Mr Frank’s dog. He fed her, walked her and spoiled her. So after school I went and took care of Pearl. I also went back at 10pm to take her for a walk because that’s what Mr Frank would do.
So I decided that I would take care of Pearl every day until Mr Frank was back home.
Couple mornings later I went to take care of Pearl and miss Denise was home. I fed Pearl and as I was about to walk her miss Denise came up and tried to give me money. I told her that I wouldn’t take the money. I said that neighbors help neighbors. Her eyes started to water up and i hugged her. She cried on my shoulder for about 10 minutes. When she was done I looked at her and said, I can’t imagine what you’re going through, so I don’t know what to say. But if you need someone to hold while you cry, I can do that. She gave me a big hug and said thank you.
That night when my mom got home she came into my room and told me that miss Denise called her at work and told her what I did. Tears started coming down my mom’s face and I asked her what’s wrong. She looked at me and said, nothing wrong, matter of fact I have the greatest son in the world. She gave me a hug and thanked me for helping out. As she was leaving my room I said, can you make grandma’s brownies for miss Denise. My mom thought that was a great idea.
So the next day after school I dropped my books off at my house. I saw the brownies my mom made and grabbed them and when across the street. I went inside and miss Denise and standing there with no shirt or bra on. I quickly covered my eyes and said that I was sorry. Miss Denise went to her room, put a shirt on and came back out. She said that it’s not my fault and then said that she should be the one to apologize. I said that I’m a 15 year old boy. You don’t have to apologize for showing your boobs. We both started laughing and I then gave her the brownies and said that they were my grandma brownies. Miss Denise gave me a big hug. I took care of Pearl and went home.
Mr Frank was moved to a rehabilitation center after his stroke and I kept taking care of Pearl. Weeks went by and on a Friday after school I went across the street and when I went in the house miss Denise was there and after I took care of Pearl I was about to leave. Miss Denise took me by the hand and took me to the kitchen. There on the table was two steak and potato dishes. Miss Denise gave me a kiss on the cheek and said, since you won’t take money for all the help you been, I can at least make a meal for you. I thanked her and we sat down and ate. We talked for a while and we were joking about how I saw her boobs. She made the comment that she wasn’t sure if she should make me dinner or let me fondle her boobs. I laughed and made a sad face and said, so yo chose a steak dinner. She laughed and said well you actually deserve both. She stood up and did that woman thing where she took off her bra without taking off her shirt. She came up to me and I stood up. She said well go ahead and fondle me. I said over the shirt or under the shirt. She said the choice is mine.
I slid my hands up her shirt and started playing with her tits. I took my fingers and was playing with her nipples. I told her that I’ll stop when she says to. She moaned a little and said, I don’t think I want you to stop. She then leaned forward and kissed me. I took her shirt off of her and for a 54 year old woman she had beautiful boobs. By this time we had are arms wrapped around each other kissing. She had a pair of sweatpants on and I put my hands down the back and had my hands on her ass. She looked at me and said, let’s go to the guest room.
I followed her to the room and when we got in there I put my hands on her hips and kissed her neck. I then pulled her sweatpants and panties down. I turned her to face me and kissed her. She laid on the bed and I took my clothes off. I got in bed and we kissed and felt each other up for a while. I then moved down her body and spread her legs and went down on her. She was moaning and I looked up at her and she was squeezing her tits. It didn’t take long for her to have an orgasm. I then moved back up on her I moved her legs up and slid my cock in her. I started stroking her slowly and leaned down and kissed her. She wrapped her arms around my back. I started pumping her faster and she started to have another orgasm. At this time her fingernails went into my back and she scratched me up. By this time I was in full throttle pumping her pussy. She held me tight to her and was having orgasms after orgasms. I &told her that I’m about to cum and she held me tighter to her. We both nutted at the same time. We held each other until our bodies stopped shaking. We held each other for a while and then we got up. I got dressed and was about to leave. She walked me to the door and we kissed and she said, thank you mother for me.
I walked into my house around 9. My sister was sleeping so I cleaned up and was watching tv when my mom got home. My mom came in around 11:30 , went to the kitchen got herself a drink and came to the couch and sat next to me. She asked how was dinner with Denise and I said, mom I got to tell you something but you got to swear not to get mad. She said it’s ok you can tell me. I then went on and told her everything that happened at miss Denise’s house. My mom smiled and said she knew. I looked at her and she said Dennis called her at work and told her. She then said that Denise told her that I’m a great lover. Then my mom said that Denise came over to the house the other day when I was at school and asked her if she could have sex with me. Denise told her that it’s been a while and she was really needed some. I looked at my mom and said, is that why she told me to thank you. My mom laughed her ass off. My mom then said, do you realize that you made love to a woman who is almost 40 years older than you. My mom then stood up and grabbed my hand and said, come to my room and show me how you satisfied a 54 year old woman.
We went to the bedroom room and I pulled my mom’s shirt off and unhooked her bra. I then pulled her pants and panties down. She crawled into bed and I took my clothes off. Just like I did with Denise, I went down on my mom. But what was different was after she had an orgasm I then pinned her knees to her shoulders and fucked the shit out of her. I fucked her for an half hour and she couldn’t take anymore. I asked if I was gonna cum. Said yes but it’s gonna be in your ass. She looked at me and rolled over and got on all fours. I grabbed her lube and skirted her asshole with it. I took the head off my cock and started to work it in. This was the first time I ever did my mom anal without her being drunk. She jumped at first and said it hurts baby. I said mom I want to cum and I shove my whole cock in her ass. She had her face buried in a pillow screaming. I could feel her tensing up and that made her asshole that much tighter and I kept pounding away on it. She was grabbing the sheets and screaming into the pillow as I came in her. When I pulled out she fell to the bed. I went and cleaned up and came back in the room. I crawled into bed with her. She looked at me and said, I don’t recall Denise saying that you fucked her ass. I laughed and said, I gave you the bonus. She shook her head and rolled over and we went to sleep.

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