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The morning after my “sixtynine” lesson, Mom told me she was feeling guilty.
“Honey, I don’t know what got into me. Masturbating is one thing. Even doing it together. Maybe not every mother does it with her son. But, my goodness, I never dreamed my son would be licking my vagina while I sucked on his penis. That’s just wrong. I’m a terrible mother.”
She dropped her head.
“Mom, please don’t feel that way. You’re a wonderful mother. And as far as I’m concerned, what we did was beautiful. You are a beautiful, vivacious woman who happens to enjoy .”
“Of course I enjoy . At my age, my hormones are raging. But I shouldn’t use my son to satisfy my needs.”
“You are not using me. We are consenting adults. No one forced anything. Just because society frowns upon something, doesn’t mean it’s wrong. I completely disagree.”
She looked at me and smiled.
“Mom, you are still a young woman, who has needs. When we did that, I was thinking of you as a young, incredibly y woman. I’m in love with that woman. I know it sounds crazy, but that’s how I feel.”
“Tim, you know how to make me feel better.”
“You know how people have thought you’re my girlfriend when we’ve been out together?”
“Yeah, that’s funny. It does happen a lot,” Mom said, smiling.
“Yes. Even though I’m your son, people think I’m older than you. There was even that time a couple thought you were my wife.”
“Yes, that was fun. We went along with it. You do make me feel young, Tim.”
“So, Mom, can we just get over this guilt thing? There is nothing wrong with what we’ve done.”
“Thanks, Tim. I feel better.”
“So you have a date with Karen this Friday? Do you plan on using what I’ve taught you?”
“I do have a date with her. We’ll see. Can I be honest with you, Mom?
“Of course you can.”
“Well, Mom,” I hesitated.
“What, Tim? You can tell me anything.”
“Okay. I love being with you. I’ve dated several women, but when I’m on a date, I think of you. I know it’s crazy. But I’m always comparing my date to you. You are prettier and more mature than any girls I have dated. When I kiss a girl, I can’t help but think of kissing you. I love the intimacy we have.”
“Oh, Tim. I don’t know what to say.”
“How about this? I’d like to try an experiment.”
“I’m not sure I understand, Honey.”
“I want you to be my girlfriend. I don’t want to be with any other woman.”
“That’s crazy, Tim. I’m your mother.”
“I know it sounds crazy. But I think there is something very special between us. You have to agree, we don’t have the usual motherson relationship. I believe you have felt it. Please just keep an open mind until after my date, okay?”
“I agree that we do have an unusual, and close relationship. And obviously, it’s not been a typical one.”
She giggled, “Okay, I will try to be openminded. But try to have a nice time with Karen.”
“I will, Mom. I promise.”
The morning after my date, Mom was anxious to know how it went.
“It started okay. We went to dinner. Then we went back to her house. We made out for a while.”
“Okay. That sounds like fun.”
“It was, for a while. When we kissed, all I thought about was kissing you. She isn’t nearly as good a kisser as you. We got naked, but it was awkward. When she went to suck on me, she was really bad at it. Mom, I couldn’t even maintain an erection. We agreed it just wasn’t working.”
“I’m sorry, Honey. So you broke up with her?”
“Yes, Mom. I tried. I hope you’re not disappointed.”
Mom came over and hugged me. Then she kissed her on the lips.
“Can we go out to dinner tonight?”
“Are you asking me out on a date?” She asked, smiling coyly.
“What do you think?”
“I’m certainly willing to go to dinner. But what about this girlfriend talk?”
“Let’s just take things slowly. We can pretend we just met, and this is our first date. Would you do that?”
“Okay. I’ll do that. Where should we go?”
“How about we just go out for pizza? Just a simple first date. It’s not like we need to tell anyone you’re my mother.”
“That sounds perfect.”
“Just one thing, Mom.”
“What’s that?”
“May I call you Jennifer, at least when we’re out?”
“I suppose that’s okay, especially if I’m supposed to be your date.” She giggled.
We went out and had a nice time. When we left, I put my arm around her waist and went for a walk. We got to a park and sat on a bench and talked.
“Since it’s our first date, may I kiss you, Jennifer?” I asked.
“I think that is appropriate for a first date.” I leaned over and kissed my mother on the lips. She opened her mouth. We made out for a minute.
“Okay. That’s enough.” Mom said with a smile. “I will say, you’ve become a great kisser.”
When we got home, Mom asked if I wanted to watch a little TV.
We cuddled. I got an erection. I started masturbating. Mom joined me.
After we both had an orgasm, Mom asked, “So, was I a good date?”
“You were great, Mom. I mean Jennifer. I hope we do it again.”
A week later, I asked Mom if we could go on a fancier date.
“Okay. I’m glad you’re not pushing this too hard.”
We got dressed up and went to a nice jazz club. Again, we had a nice time. We kissed like boyfriend and girlfriend.
When we got home, we relaxed and Mom was more willing to make out while we cuddled.
We started having one or two “dates” a week. She admitted that I was a fun “boyfriend.”
After dinner at a restaurant one night, I asked her, “Did you ever park on Campground Road when you were younger?”
“I don’t think so. What is it?” She asked.
“It’s a place where guys take their dates to park and make out. Want to go? It’s just up ahead.”
“Oh geez, Tim. Really?”
“Come on, Jen. Be adventurous.”
“You know, Tim. You do have a knack for making me feel like a teenage girl. Okay, I want to see this place.”
In a bit, I took a left turn down a dark road. We went about a mile, then turned onto a gravel road along the river. There were quite a few cars parked along the road, facing the river. As we slowly drove past the cars, many of the windows were steamed up. In others, you could see two people kissing. In some, you could see only a male in the driver’s seat.
“It’s pretty obvious what’s going on there,” Mom laughed.
We pulled into an open spot. I shut off the engine.
“This is an interesting place. Looks like a lot going on here,” she said with a smile.
“How about we pretend we’re in high school?”
“I must admit, Tim. You are very creative. You are more fun than any boyfriend I ever had.”
She leaned over and kissed me. We moved closer. We kissed passionately.
Jen pulled back and looked me directly in the eyes.
“Tim, how do you do this? You make me feel like a teenager. I give in. I’ll be your girlfriend. At least for now.”
We made out for a while. I reached over and felt her full right breast. She didn’t resist. Then, without a word, she reached down and unzipped my pants. She pulled back my Jockeys and pulled out my boner.
“Isn’t this what every guy here wants?” With those words, she leaned down and took me in her mouth. She sucked voraciously.
It didn’t take long before I exploded in her mouth. She kept her lips adjoined to my cock until I stopped ejaculating. Then she came up and looked at me. She opened her mouth, showing me a mouthful of my semen. She swallowed, licked her lips, and smiled.
“Tim?”
“Yes?”
“I bet you got the best blow job here tonight.” She smiled.
“I am sure of that. I’d bet it’s not even close.”
“And I can guarantee something else.” She giggled loudly.
“What’s that?”:
“Not one guy here got sucked off by his mother.”
We both started laughing. “Stop it. You’re my girlfriend.”
We drove home. When we got in the house I turned to her.
“So, Jennifer. I think I owe you. Would you like me to lick your pussy?”
She giggled. “Oh, Tim. You bad boy. But you probably do need a little practice.”
We sat on the couch. I leaned over and we began kissing. I reached down, sliding my hand under the elastic waist of her skirt. I found the top of her panties and slid my hand inside. I inserted a finger in her pussy. She was very wet. A good sign. I fingered her for a while. I pulled my hand out and licked my fingers.
I moved down to my knees, between her legs, pushing her skirt up. I pulled her panties down, and she lifted her legs so I could remove them. I moved up and she willingly spread her legs. I took my time, as she had instructed. First, I began licking the inside of her inner thighs. Then I moved my tongue up and down between her labia.
“Oh, Tim, you are getting very good at this.”
I stuck my tongue out as far as I could, pushing it in and out of her moist hole. She writhed, clearly enjoying it. I then began softly sucking her clitoris, occasionally flicking it with my tongue. This went on for at least ten minutes.
“Oh, Timmy. I taught you well. Keep doing that. I’m going to have an orgasm.”
She did. She pressed the back of my head so that my mouth enveloped her entire vagina. I could hardly breathe. Her body shook, and she released my head.
I took a deep breath. “Should I continue?”
“Oh god. You are so good. Do you mind?”
“Are you kidding? I love eating your pussy.” I dove back in.
I sucked on her clitoris. She writhed until she had another orgasm, and I moved up next to her.
“Did you enjoy that, Jennifer?”
“You know I did.”
“Oh my god. Are you getting hard again?”
“I’m sorry. You do that to me, Jen.”
“Do you want me to suck you again?”
“Only if you want to, Jen.”
She unzipped my pants and took out my throbbing rod.
“Jennifer?”
“Yes, Tim?”
“Would you suck on my balls again?”
She smiled. Then she licked my shaft until she got to my testicles. She continued licking. Then she opened her mouth and took both in. I felt her tongue playing with them while she stroked my cock. I was in heaven.
I don’t think I had ever been so aroused. She seemed to realize my state. She continued to suck on my balls while she stroked my cock. I couldn’t hold it and released an arcing stream of cum. Mom let my testicles fall from her mouth. Then she licked up my cum. .
“Jen, you are amazing.”
“You’re not bad yourself, Tim. I think I like this. A part of me tells me this is so wrong. But I’m starting to ignore that voice.”
As time went on, Mom seemed to be adjusting to a change in our relationship. It wasn’t completely boyfriend and girlfriend, but it certainly wasn’t mother and son either. I began referring to her only as Jennifer, or Jen. She stopped calling me Timmy. Our dates became more romantic, but while oral replaced mutual masturbation, she was clear we weren’t going to sleep together.
“Tim, I have to say, it’s fun dating. Let’s be real. It’s not often that a mother starts dating her son. I’m still getting accustomed to it. I think I’m doing pretty well, though.”
“Oh my god, Jen. You certainly are. I love you. I’m happy with the way things are.”
“I’m not sure you are. I know you want to, shall I say, go all the way. So let me tell you what I like so far. I like making out with you. You are a great kisser. Of course, masturbating together was fun. You have spoiled me with your tongue, and I’m okay with sucking that big dick of yours. I know you love that. But we aren’t going any further. I know you don’t want to hear this, but I am still your mother.” She smiled. “You make me feel young and y.”
She was right. I knew I’d try to fuck her.
One Saturday I said to her, “Jennifer, I think we’ve been dating for six months. It’s our anniversary. Let’s go on a fancy date tonight. What do you think?”
“Sure. Where should we go?”
“Let’s go the Bistro Bar, then walk over to that little Italian place near there.”
“That sounds fun. It will give me a chance to get dressed up.”
That evening, Jen came out of her room wearing a y black dress and high heels, as well as full makeup.
“Wow, you look beautiful.”
“Thanks, Honey. You look very handsome in that sports coat.”
“I’m feeling young and ready to have a date with my handsome boyfriend.” She giggled.
We arrived at the place, where there were only two seats available at the bar. We ordered glasses of wine, talked, and occasionally kissed. Jennifer was more and more acting like my steady girlfriend. I felt that she was comfortable now that she had set the limits of our .
We were sitting next to a couple who were maybe around forty. She was very attractive with a great body. He was tall and handsome. We got talking to them and were having a good time. We introduced ourselves and as we talked, we realized they were very wealthy people. It was the first time that we were with another couple who thought we were a couple. Then the woman, Barb, said “That’s a beautiful wedding ring, Jennifer. How long have you and Tim been married?”
It hadn’t occurred to us that she still wore her wedding ring.
I didn’t know what to say, but Jen spoke up, “Oh, we were just married a few months ago.”
“I had a feeling you were newlyweds,” said Barb. “Only newlyweds kiss as much as you kids did before we started talking.” She giggled.
Jen laughed.
“Oh goodness, was it that obvious?”
“Oh yes. It’s obvious you too are crazy about each other,” Barb replied.
“I agree,” her husband said. “It’s nice to see a young couple so in love with each other.”
It turned out that Barb, and Brad, were also going to the Italian restaurant. They asked us to join them. We had laughs, and by the end of the evening, we were friends. As we were about to leave, they invited us to dinner at their house.
“We’re having a little dinner party next Saturday, and the other two couples are a little older. It would be great to have a young, fun couple like you guys.”
“What do you think, Jennifer?” I asked, giving her the out.
“That sounds like fun. My husband and I would love to come.”
It turned out that they lived in a very wealthy area on the lake. “It’s a bit of a drive, but we have a guest room, in case you don’t feel like driving back after having a few glasses of wine.”
When we got home, we both agreed that our anniversary date was fun. “So now we’re going to a dinner party as newlyweds,” Jen said with a smile. “This is crazy.”
“I like the idea of being your husband,” I said. I came over and kissed her.
“Don’t get any ideas. Just because they thought we were married, I’m not going to bed with you. But, how about a little TV before bed?” She winked.
Jen changed into a silky negligee and I slipped on some loose PJ bottoms. We ended up making out. The wine had loosened her up. While we kissed, I started fingering her. She stroked me, and we both finished the evening with pleasant orgasms.
Our week was fairly normal. We talked about the dinner party. “It is a bit of a drive, but it should be fun,” she said.
“Let’s just have a good time,” I said.
On the day of the party, we got dressed in fancier clothing. She looked ravishing.
“Jen, you are gorgeous.”
It was a long ride to their house. It was a grand house, located right on the lake.
We looked at each other. “Okay Jennifer, are you ready?”
“Yes, my handsome husband. Let’s have fun.”
We did have a great time. The other two couples were a little older and seemed to love having us younger newlyweds. The conversation was great, with lots of laughs. We made up stories of how we met, and how long we dated before getting married. It was fun.
After the other couples left, Barb said, “You need to stay. You’ve had too much wine, and we wouldn’t let you drive home at this hour. I’ll show you to the guest room.”
Barb led us to our room. She opened the door to a large, nicely decorated room. It had only a queensized bed. Jen gave me a quizzical look.
Barb showed us where everything was. “There are robes in the closet. I assume you newlyweds don’t need any sleepwear.” She smiled. “We will have breakfast at ten, so feel free to sleep in.”
After Barb left, we looked at each other. “I have to say, that was fun,” she said.
“I agree,” I replied.
It was obvious we were sleeping in the same bed for the first time. She looked at me. “I’m going to get ready for bed, Honey.”
She got her robe and went into the bathroom. I took off my clothes and put on a robe. I sat on the bed, not sure what would happen. She came out of the bath and sat next to me.
She looked at me and smiled. “It didn’t occur to me that if we stayed, we’d be sleeping in the same bed.”
“Me neither,” I replied. “I know this is crazy, but I liked being your husband tonight, Jen.”
“It’s crazy,” she responded. “I liked pretending to be your wife.” She giggled nervously.
“I don’t know why pretending we’re married would change anything, but for some reason, it seems to,” Jen said. “…
