The Trouble With Mom

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Man who dates older women upsets his mom.
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JakeZ
JakeZ
76 Followers

The Trouble with Mom

Part 1

I suppose I'm responsible. It started a few years ago when I was killing time on my computer. I found a couple of sites that I liked and downloaded some pictures and few short videos. For some reason, I really don't know why, I developed a preference for older women. So in time my personal porn collection grew a lot of it of mature ladies.

I won't say that my fantasy expanded into real life, but I did eventually date a few older women. Just seemed natural to me. I'll never forget Arlene. We saw each other a few times and I really enjoyed being with her. And yes, we did have sex. There is no, let me repeat that, no comparison between older women and younger ones when it comes to sex.

Arlene was twenty-five years older that I was. She remarked several times that she was old enough to be my mother. Maybe that's what did it. And so my personal porn collection grew again. This time with real women. Mature women that could hold up a conversation and weren't afraid to tell you exactly what they thought or wanted.

One day last year, I don't remember the date, I came home and mom was sitting in the living room. She was furious. I should mention that after dad passed, I moved back into our house to help mom. At least that's what I told myself at the time.

"Mom. What's wrong." I asked as I sat down next to her.

"You left your computer on. I didn't mean to snoop, but it was making beeping sounds. I saw some of your pictures." Mom said.

"I'll be more careful." I promised.

"Older women? My age? What's wrong with you?" Mom asked, on the verge of crying.

"I like older women." I confessed to mom.

"So you collect pictures. What if one of my friends came over and saw the." Mom asked, her voice not so harsh.

"I told you that I'll be more careful. But as long as we are talking, you should know I've gone out with quite a few older ladies." I said.

"You mean like on a date?" Mom asked.

"Yes." I answered.

"And?" Mom was calmer now.

"You want to know if sex was involved? It generally is." I answered honestly.

"You sleep with these women?" Mom kept pushing.

"Yes mom." I said keeping my answer short.

We went on for another half-hour with like that. Mom would get quiet then start up with more questions. Finally I had enough.

"Look mom. This didn't happen over night. I like older women. I like dating them. I like having sex with them. And I do it regularly. I'm proud to say my girl friends are mature, older women. Now it's been a long hard day. And the last hour hasn't made it and easier. I'm going to make a sandwich and go to bed." I said.

It was several days until mom started asking more questions. At first I was a bit puzzled but I soon found out mom had been thinking a lot.

"Do you think anyone would want to take me on a date?" Mom asked very quietly. So quietly that I had to ask her to what she said.

How do you answer a question like that? Mom was still reasonably attractive although with a few extra inches here and there.

"Ah, sure mom." I said. "Tell you what. I'll take you to dinner and show you off. Just dinner I stressed."

The next Friday evening Mom and I went to one of the better restaurants in town. Mom was dressed very respectfully and we kept the conversation light. I think she had a pleasant time. I was a complete gentleman. Complimenting her clothes, opening doors etc. The evening ended uneventfully and mom went to her room while I watched television and had a beer.

The next day I had a real date with a charming lady named Gloria. We had dinner and wound up back at her condo. I'd been out with Gloria before so it wasn't odd or awkward to wind up in bed. Gloria had medium size breasts, a little saggy but not at all unappealing. Her nipples were very sensitive and got hard the moment I started sucking on them. She held my head with both of her hands and guided my mouth on her breasts and neck. When she pushed my head down I knew what she wanted. I moved down between her legs, which she spread out.

When we first started dating, Gloria had shaved to pussy clean. Since then she had been letting her pubic hair grow. which is what I prefer. When I lowered my face, the aroma was almost over powering. Musky and sweet. Her pussy lips were pink and swollen. I could see her clit like a little dark pink bud, peeking out. I lowered my head and tenderly ran my tongue between her pussy lips and I heard Gloria moan. I found her clitty and started playing with it with my tongue. I felt hands on my head as Gloria put my eager mouth where she wanted it. She didn't make much noise, but when she relaxed on the bed I knew she had been satisfied.

I lifted up and stretched out next to her. She pulled the sheet up over us and wiggled into my arms. Maybe a half-hour later I felt her move. She inched her way on top of me and our mouths did the rest. I enjoy kissing and I really enjoy it with Gloria. But eventually even that had to end. Gloria pushed back the sheet and sat up.

It only took a few seconds for my cock to find it's way into her pussy. She looked down at me and stared rocking her hips. She stared into my eyes while she moved. Her pussy was hot and considering her age, pretty tight. I wondered for a quick moment if she ever tried anal sex. I made a mess when I erupted in her pussy. Cum drip down on her legs and mine and left a puddle on the bed sheets. We kissed again and got up to take a quick shower together.

A bit later as she walked me to the door, she kissed me and whispered in my ear. "How come you've never tried to get your cock in my ass?"

Part 2

Scary when two people start thinking alike.

Sunday morning I was in the kitchen working on my second cup of coffee when mom came in.

"How was you date?" Mom asked as she poured a cup for herself.

"Fine mom. How was your night?" I asked.

"How old is she?" Mom persisted.

"Seventy three I think." I answered.

"And you had sex?" Mom asked.

"Yes mom. Now no more questions please. We went through this the other day." I said.

"I know." Mom said softly. "I guess I'm just a little jealous."

"Of the women in your life." Mom added.

"Ok. Enough is enough. Would you like to go on a date with me Friday night?" I asked, know that sooner or later this would happen.

"You mean a real date, like your other ladies?" Mom asked.

"Yes." I said.

"But I'm your mother, we can't do everything." Mom said.

"Everything. Yes or no?" I asked.

"Do you know what you're suggesting?" Mom asked, her face pink and alive.

"You've wanted to know what it was like since you found out who I was dating. For one night you won't be my mother. Yes or no?" I asked again.

There was a long pause.

"Ok. Damn it, yes." Mom finally said.

Part 3

I didn't see much of mom those last couple of days before Friday. When she came downstairs she looked pretty damn good. Her hair was fixed up and she must have gone shopping. Below the knee skirt and soft looking tallish boots. She had a vest like top on that matched the skirt and a very sheet ivory colored blouse. The vest was hanging loose, not buttoned up. When mom moved I could get peeks of her breasts. She wasn't wearing a bra.

We had a nice dinner, a couple of cocktails and pleasant conversation.

It was quiet in the car on the way home. I think we were both nervous. I walked her to the front door and took her hands in mine. I bent my head to kiss her and she hesitated for a second or two.

"Just like my other dates. And by the way, I don't care if anyone sees me kissing you." I whispered.

"Just like your other dates she repeated." And lifted her head.

I kissed her. I felt her trembling. I put my arms around her and pull her close.

We finally went inside and I followed her to her bedroom.

I waited until she turned towards her mirror and I walked up behind her. I moved her hair to the side and kissed her neck. I thought I heard a moan but I couldn't be sure. I started licking mom's ear and put my hands on her hips. Then I was sure I heard her moan. I turned her around to face me and looked into eyes. I lowered my head. I thought she might pull away, but she met my lips with her own. That was one of the sweetest kisses I've ever had. We must have stood there for hours, well, ten minutes anyway. Mom surprised me when she opened her mouth and her tongue started dancing with mine.

When I heard mom start to breathe harder, I raised my head and broke the kiss. *I remember looking down. Mom's breasts were clearly visible through the thin material of her blouse. Her breasts were large but not over large. The sagged. Her nipples were large and erect, pressing against her blouse.

I sat down on the edge of mom's bed and watched as she took the blouse off. I think we both realized that was the turning point in our relationship. Until then, mom and son, but after that night, lovers. I knew we could never stop now, and I told her that. Mom undid the small clasp on her skirt and let it fall to the floor. No slip and no panties, just a garterbelt and stockings. I managed to get my shirt and pants off without looking too foolish. Mom's eyes focused on my cock. I've always been proud of those ten inches.

Mom just stood there staring.

"This is all yours tonight if you want it." I said softly.

"It's been a long time." Mom said sitting down next to me on her bed. "A long time since I've touched a cock, a long time since I had a man in my bed, and a long time since I've been fucked."

Mom's words almost sounded foreign o me. I've never heard her say things like that. I took her hand and guided to my cock. I think we both gasped a little as gripped my shaft. She started sliding her hand up and down. I reluctantly pushed her hand away. I turned and climbed onto the center of mom's bed. Mom followed me. She knelt between my legs and started pumping my cock again.

I very gently pushed mom's head down just a little. I held my breath as mom got the head of my cock into her mouth. She managed a few inched and that was all. Bit it was enough. I didn't say anything. I didn't warn her. I just unloaded. I filled her mouth. Cum dribbled down my cock. For a second I was afraid I might have frightened her. A watch as she lifted her head, cum dripping out of the corners of her mouth. She made a show of swallowing.

I pulled her back down on top of me. I pressed my mouth on hers. I didn't care that my cum was still in her mouth. I held her in my arms. When she finally pushed herself up she was smiling. No. She was grinning.

"I've wanted to do that for a long time." Mom said. "But you still owe me a good fuck."

"The night is young mom." I said, and pulled her mouth back down on mine.

Part 4

We went down to the kitchen and made a sandwich, which we shared. We didn't even bother to get dressed. Back in mom's bedroom I got her to lie next to me in bed. With one hand I slowly caressed her body. I fondled her breasts, which were still pretty firm and gently pinched her nipples. When I heard mom start to breathe deeper, I ran my finger down her tummy until I reached the top of her pussy. I pushed one finger between her pussy lips, looking for her clit. I barely touched it but mom twitched. I touched it a few more times until mom's ass settled down on the bed again. I went slow. When mom spread her legs to give me more room, I mover between her legs and pushed then as far apart as I could. I saw mom raise her head. I lowered mine until my mouth covered her pussy. I heard her moan. I licked the insides of her pussy and gently licked her clit.

I got on my knees and put a small pillow under mom's butt. The aroma coming from her pussy was intoxicating. I don't have the words to describe that odor if I could have bottled it; I could have made a fortune. I looked up at mom. She was watching me. I buried my face in her pussy, licking, sucking and nibbling everything. I sucked on her clit, rubbing it with my tongue. Mom was twisting around on the bed, panting.

I lifted myself up and grabbed my cock. I rubbed it up and down mom's pussy slit. I got the head into position and I just let my body weight take over. I went slowly. Giving mom as much time as she needed to feel comfortable. Mom's eyes were wide open as I pushed in further. Her pussy was tight. I stopped and started but to be honest I was getting close.

"I'm gonna cum mom. I'm gonna cum in your pussy." I said hoarsely.

And I did.

Part 5

Several days later, having coffee with mom, I remembered a phone call I should make.

"Hello" a female voice said.

"Hi Gloria. I'd like to get together and discuss the last question you asked me." I said.

"Where have you been the last week?" Gloria asked.

"Dealing with a mommy issue." I answered.

"Knowing you, I'll bet she's one of us now." Gloria said, a hint of laughter in her voice.

"Yes she is. Now about getting into your ass." I said.

"Give me an hour and come over." Gloria said.

The Trouble with Mom

Part 1

I suppose I'm responsible. It started a few years ago when I was killing time on my computer. I found a couple of sites that I liked and downloaded some pictures and few short videos. For some reason, I really don't know why, I developed a preference for older women. So in time my personal porn collection grew a lot of it of mature ladies.

I won't say that my fantasy expanded into real life, but I did eventually date a few older women. Just seemed natural to me. I'll never forget Arlene. We saw each other a few times and I really enjoyed being with her. And yes, we did have sex. There is no, let me repeat that, no comparison between older women and younger ones when it comes to sex.

Arlene was twenty-five years older that I was. She remarked several times that she was old enough to be my mother. Maybe that's what did it. And so my personal porn collection grew again. This time with real women. Mature women that could hold up a conversation and weren't afraid to tell you exactly what they thought or wanted.

One day last year, I don'I remember the date, I came home and mom was sitting in the living room. She was furious. I should mention that after dad passed, I moved back into our house to help mom. At least that's what I told myself at the time.

"Mom. What's wrong." I asked as I sat down next to her.

"You left your computer on. I didn't mean to snoop, but it was making beeping sounds. I saw some of your pictures." Mom said.

"I'll be more careful." I promised.

"Older women? My age? What's wrong with you?" Mom asked, on the verge of crying.

"I like older women." I confessed to mom.

"So you collect pictures. What if one of my friends came over and saw the." Mom asked, her voice not so harsh.

"I told you that I'll be more careful. But as long as we are talking, you should know I've gone out with quite a few older ladies." I said.

"You mean like on a date?" Mom asked.

"Yes." I answered.

"And?" Mom was calmer now.

"You want to know if sex was involved? It generally is." I answered honestly.

"You sleep with these women?" Mom kept pushing.

"Yes mom." I said keeping my answer short.

We went on for another half-hour with like that. Mom would get quiet then start up with more questions. Finally I had enough.

"Look mom. This didn't happen over night. I like older women. I like dating them. I like having sex with them. And I do it regularly. I'm proud to say my girl friends are mature, older women. Now it's been a long hard day. And the last hour hasn't made it and easier. I'm going to make a sandwich and go to bed." I said.

It was several days until mom started asking more questions. At first I was a bit puzzled but I soon found out mom had been thinking a lot.

"Do you think anyone would want to take me on a date?" Mom asked very quietly. So quietly that I had to ask her to what she said.

How do you answer a question like that? Mom was still reasonably attractive although with a few extra inches here and there.

"Ah, sure mom." I said. "Tell you what. I'll take you to dinner and show you off. Just dinner I stressed."

The next Friday evening Mom and I went to one of the better restaurants in town. Mom was dressed very respectfully and we kept the conversation light. I think she had a pleasant time. I was a complete gentleman. Complimenting her clothes, opening doors etc. The evening ended uneventfully and mom went to her room while I watched television and had a beer.

The next day I had a real date with a charming lady named Gloria. We had dinner and wound up back at her condo. I'd been out with Gloria before so it wasn't odd or awkward to wind up in bed. Gloria had medium size breasts, a little saggy but not at all unappealing. Her nipples were very sensitive and got hard the moment I started sucking on them. She held my head with both of her hands and guided my mouth on her breasts and neck. When she pushed my head down I knew what she wanted. I moved down between her legs, which she spread out.

When we first started dating, Gloria had shaved to pussy clean. Since then she had been letting her pubic hair grow. which is what I prefer. When I lowered my face, the aroma was almost over powering. Musky and sweet. Her pussy lips were pink and swollen. I could see her clit like a little dark pink bud, peeking out. I lowered my head and tenderly ran my tongue between her pussy lips and I heard Gloria moan. I found her clitty and started playing with it with my tongue. I felt hands on my head as Gloria put my eager mouth where she wanted it. She didn't make much noise, but when she relaxed on the bed I knew she had been satisfied.

I lifted up and stretched out next to her. She pulled the sheet up over us and wiggled into my arms. Maybe a half-hour later I felt her move. She inched her way on top of me and our mouths did the rest. I enjoy kissing and I really enjoy it with Gloria. But eventually even that had to end. Gloria pushed back the sheet and sat up.

It only took a few seconds for my cock to find it's way into her pussy. She looked down at me and stared rocking her hips. She stared into my eyes while she moved. Her pussy was hot and considering her age, pretty tight. I wondered for a quick moment if she ever tried anal sex. I made a mess when I erupted in her pussy. Cum drip down on her legs and mine and left a puddle on the bed sheets. We kissed again and got up to take a quick shower together.

A bit later as she walked me to the door, she kissed me and whispered in my ear. "How come you've never tried to get your cock in my ass?"

Part 2

Scary when two people start thinking alike.

Sunday morning I was in the kitchen working on my second cup of coffee when mom came in.

"How was you date?" Mom asked as she poured a cup for herself.

"Fine mom. How was your night?" I asked.

"How old is she?" Mom persisted.

"Seventy three I think." I answered.

"And you had sex?" Mom asked.

"Yes mom. Now no more questions please. We went through this the other day." I said.

"I know." Mom said softly. "I guess I'm just a little jealous."

"Of the women in your life." Mom added.

"Ok. Enough is enough. Would you like to go on a date with me Friday night?" I asked, know that sooner or later this would happen.

"You mean a real date, like your other ladies?" Mom asked.

"Yes." I said.

"But I'm your mother, we can't do everything." Mom said.

"Everything. Yes or no?" I asked.

"Do you know what you're suggesting?" Mom asked, her face pink and alive.

"You've wanted to know what it was like since you found out who I was dating. For one night you won't be my mother. Yes or no?" I asked again.

There was a long pause.

"Ok. Damn it, yes." Mom finally said.

Part 3

I didn't see much of mom those last couple of days before Friday. When she came downstairs she looked pretty damn good. Her hair was fixed up and she must have gone shopping. Below the knee skirt and soft looking tallish boots. She had a vest like top on that matched the skirt and a very sheet ivory colored blouse. The vest was hanging loose, not buttoned up. When mom moved I could get peeks of her breasts. She wasn't wearing a bra.

JakeZ
JakeZ
76 Followers
12