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I grew up with a loving and affectionate mother, but an absentee father. Dad worked all the time, and most of it involved travel. I didn’t learn that he had cancer until after he died. I was eighteen years old at the time. Fortunately, he had a very good life insurance policy and had invested wisely. He left Mom and me independently wealthy.
My mother was thirty-six, twenty years younger than my father when he passed. Because she was only eighteen when she had me, I was closer in age to her than she was to Dad. She was a doting and affectionate mother. That attention and affection only increased after his death.
As an only child, with a missing father, my mother filled both roles. She made sure I had what I needed. She loved hugging and was very affectionate. For as long as I could remember, we had a tradition of snuggling on our couch while we watched TV. We did this at least twice a week. I loved these times with Mom. As I grew into puberty, the cuddling with Mom changed for me. It was no accident that I occasionally touched her large breasts. In turn, I was often aroused. I would take a break to go to the bathroom. While I told Mom I had to pee, I masturbated,
At some point, after my nineteenth birthday, Mom told me, “We need to talk.” After dinner that evening, she sat me on the couch and faced me. “First of all, just relax. You haven’t done anything wrong. But there is something we should deal with.” She smiled at me.
“What’s that, Mom?” I asked.
“Please don’t be embarrassed, but first of all, I’m not naive. I couldn’t help but notice that you frequently have an erection when we are cuddling.”
“Oh Mom, I’m sorry,” I plead. “I’ve been busted,” I thought.
“No, no, sweetie. I’m not upset. It’s normal for a guy your age to get aroused, especially around a woman. And I just happen to be the woman. Please don’t be embarrassed.” She smiled. “And I want you to know that if you get an erection when we are cuddling, it’s no big deal.”
“Okay, I admit that I do get aroused by you. I’m not ashamed of it, Mom. You are beautiful and have a great body.”
Mom smiled. “Actually, I’m flattered. When you get an erection, I have noticed that you get up and leave the room for a while, telling me you have to go to the bathroom. I assume you go masturbate because you don’t seem to have an erection at any time when you return.”
I smiled guiltily.
“Again, Honey, that’s normal. All boys masturbate. I don’t want you to be embarrassed about it.”
“Thanks, Mom. I appreciate your openness. I love cuddling with you. I’m glad I don’t have to be embarrassed if I get a hard-on.”
“Exactly, dear. I don’t care. I love our cuddling. It’s a very important part of our relationship. I don’t want it to end because you happen to get aroused. So don’t worry about it.”
After that, Mom seemed to cuddle closer than she did before. She seemed to be moving more. It didn’t seem like an accident that her large breasts were always rubbing against me. When I got an erection, Mom would just smile when I took my “bathroom break.” I started to believe that she was trying to get me aroused.
On this particular evening, snuggling as usual, she pressed her large breasts against my ribs. I began to get hard, and my loose sweatpants began to look like a tent being erected.
“Oh, Timmy.” Mom giggled. “You better take care of that.”
“You’re right, Mom.” I went to get up.
Mom grabbed my hand. “I hate that this keeps interrupting our cuddling. If you want, you can just take care of it.”
“You mean here?” I asked, incredulously.
“Yes, Honey. If it doesn’t bother you, it’s okay with me. It’s not like I don’t know what you’re doing in the bathroom. Go ahead. I’ll pause the movie.”
Mom snuggled up as close as she could get, her breasts virtually enveloping my left arm. My cock throbbed. I slowly pulled down my sweatpants. Out popped my throbbing boner.
“Oh, my goodness dear. That’s big.” Mom remarked as she smiled, staring intently at my erection.
I nervously began stroking my cock.
“Don’t be nervous, Honey. It’s okay. Just do it like you normally do ”
The fact that my mother was watching, her eyes only inches away, was an incredible turn-on. It was apparent that there was something sexual going on between us. I felt she knew it as well.
“Hold on, sweetie. I’ll get a towel.” She ran to the kitchen and came back with a towel which she carefully placed just below my testicles. As she did, her hand brushed across my erect penis. “Was that accidental?” I thought. I knew I was going to cum soon.
I stroked hard and launched a stream of semen onto the towel. A few more spurts and I was finished. Mom took the towel and carefully folded it. Then, surprisingly, she used it to wipe my penis clean.
“Feel better?” She asked with a smile.
“Yes, Mom. Much better.”
“Good. I want you to feel free to do that whenever you need to.”
Due to her acceptance, every time I got an erection (Which was almost every time we cuddled.), I’d just take it out and jerk off. I loved doing it with her there. My orgasms were spectacular.
One evening, Mom came into the living room wearing a pink negligee. Her large breasts were very almost visible through the soft fabric.
She stood before me. “Do you mind me wearing this, Tim?” She smiled.
“Not at all, Mom. You look very sexy. You know I love your body.”
She smiled and modeled before me. I got hard watching her.
“Ooh, I see I am affecting you.” She giggled and twirled.
“Go ahead, Honey. Getting you aroused makes me feel young.”
I pulled my throbbing cock out and jerked it while staring at my mother in her sexy negligee.
Mom seemed to love the attention. It didn’t take long before I started squirting all over the place.
“Oh my, Honey. You made a mess. Stay right there.”
Mom ran to the kitchen and soon returned with a towel and a cloth soaked with warm water. She softly cleaned up my spilled jizz and thoroughly cleaned my flaccid penis and hanging ball sac. Then she dried it all off with the towel.
“Thanks, Mom.” I smiled.
Our cuddling and masturbating became routine. We didn’t even talk about it. If I got hard, I just took it out and jerked off. Then Mom would clean me up. I loved it.
But then, after some time, I stopped getting hard every time we snuggled. Mom noticed and asked if something was wrong. I felt this confirmed my feeling that there was something sexual going on between us.
I decided to push a little. “I don’t know, Mom. I love doing it, but maybe I’m just not stimulated enough. I kind of feel bad.”
“Maybe I can help with that,” she smiled.
That evening while we were cuddling on the couch, I did start to get hard, but she reached into my sweats and softly grabbed my cock. She began stroking it and it quickly responded to her touch.
“There you go, Tim. I guess you did need a little more stimulation.”
Mom jerked it for a while. “I’m going to cum, Mom.” She stroked harder, and I shot a load all over her hand and arm.
She got up to get a towel. I noticed that as she walked away, she licked my cum off her fingers. I smiled. She returned and cleaned my penis and balls. “That was fun. Did you enjoy it, sweetie?”
“Oh, yes, Mom. That was great. You give a great hand job.”
Our routine changed. Sometimes I would masturbate, and sometimes Mom would jerk me off. Mom told me she enjoyed the fact that she could help.
I was dating occasionally. But every time I did, I thought about Mom. I realized I wanted her more than the girls I was dating. I decided that I could use my dating to further my relationship with my mother. I wanted my mother to be my lover. I wanted to keep pushing my relationship with her.
“Mom, my girlfriend told me I’m not a good kisser. I don’t know what to do differently.” I told Mom one evening.
Mom smiled. I think she knew this was a ruse. “I suppose I could teach you if you’re okay kissing your mother,” she said.
“Oh God,” I thought. “I was hoping that’s what she’d say.”
That evening, while we cuddled on the couch, Mom told me to kiss her on the lips.
“Let’s see how you are,” she said with a smile.
I leaned over and gave her a brief kiss on the lips.
“Okay, Timmy. You need to loosen up. Now, pretend I’m your date. When you kiss me, open your mouth. Let’s try it again.”
I leaned over and our lips touched. I opened my mouth, and as I did, Mom did too. I felt her tongue touch mine. She pulled me closer. We kissed passionately for a minute. Then she pulled back.
“That was much better, Honey. I think with a little more practice, you’ll have it down. Mom began kissing me again. I relaxed and began enjoying it. She pulled me closer. I felt her breasts against me. I felt my cock harden.
Mom reached down and caressed the outside of my jeans. Without hesitation, she undid my belt, opened my pants, and pulled out my rod. She began stroking it as we kissed passionately. It felt natural and wonderful.
As she stroked my cock, I instinctively moved my hand up and felt her breast. She didn’t pull away. I had never felt her breasts, and I was thrilled by it. I pulled back a little.
“Mom, I’m going to cum soon.”
“It’s okay. Enjoy the moment.”
I exploded in an incredible orgasm. We kissed deeply.
“Well, son, I think you’ve become a great kisser.”
“Thanks, Mom. You’re a great teacher.”
One night, while I was masturbating, I asked Mom if women masturbated.
“Of course we do,” she responded. “You guys don’t get all the fun.”
“I was just curious. I don’t know how that works.”
“Well, given that you are masturbating in front of me, I imagine I could do it in front of you if you want.” She smiled.
“Would you do that for me, Mom?” Once again, my dream was coming true.
“Consider it part of your ongoing sexual education.”
While I continued to stroke my cock, Mom stood up and stepped out of her slacks. She had on black lace panties, which she pulled down and stepped out of.
“Wow, Mom, I’ve never seen a woman’s vagina in person.”
She just smiled. Mom sat back down next to me and spread her legs. “Okay, Honey, get close so you understand how this works.” She pointed to her vagina, as I stared only inches away. “These are the labia,” she said, running her finger along each side of her vagina. “But the important part is the clitoris,” she said while placing her finger on hers.
“So when a woman masturbates, she will usually play with her clit like this.” She ran her finger around her clit. “And she might slide a finger or two in her vagina, like this.”
Mom began fingering herself. She leaned back. She was enjoying herself. I was stroking rapidly.
“Honey, I’m not sure this is right, but I think I need to have an orgasm. Do you mind?”
“Of course not, Mom. I’m going to have one too. This is very exciting.”
I leaned forward so I could get a close view of what she was doing. I was stroking my throbbing cock furiously. Mom leaned back, her eyes closed. She began moaning. Then, suddenly, her whole body shook, as she shoved two or three fingers into her wet vagina. She let out a soft scream. As she did, I began shooting cum all over, some of high landed near her vagina.
We sat for a few minutes. It was a little awkward. Finally, Mom said, “So now you know how a woman masturbates. I see you enjoyed it,” she said staring at my semen all over both our legs.” She giggled.
“That was fun and educational,” I said with a big smile. “I hope we can do it again.”
Mom smiled. “We’ll see. It was nice.”
That episode led to a change in our cuddling routine. The next time I got an erection and started masturbating, Mom asked if I minded if she did too.
“It’s only fair, Mom If you’re okay with me doing it, I’m fine with you doing it “
After another date with the girl I was seeing, I told Mom that she thought I was a great kisser. “You taught me well, Mom.” I confided that she had given me a hand job, and had let me finger her. “I was really glad you had shown me where to touch a woman.”
“Oh, good, Honey. Did she have an orgasm?”
“Yes, I think so. She told me that she wanted to try oral sex. I’m a little nervous about that. I have no idea what to do. Also, I felt a bit clumsy when she let me feel her breasts.”
“I thought to myself, “Am I pushing this too far? Is she going to realize that the woman I want is her?”
“Oh, Timmy. Are you asking your mother for more lessons?” She said with a huge smile.
I got the feeling that she wanted this as much as me. “Would you mind, Mom? You’re such a good teacher.”
After dinner that night, we met on the couch. We cuddled and began masturbating together.
“Okay, Timmy. It’s time for your next lesson. I’ll pretend to be your girlfriend. I assume you guys make out to start?”
“Yes, Mom.”
“Okay, let’s start there. Put your arm around me, and kiss me like you would her.”
I was now certain that we were both finding excuses to have some sort of sexual connection with each other. It was very exciting.
We began making out. I realized Mom was a much better kisser than my current girlfriend. Mom whispered in my ear.
“Tim, why don’t you unclasp my bra?”
I reached under her blouse and fumbled with the clasp. I couldn’t quite get it.
Mom pulled back. “Time out,” she giggled. “Let me show you how to do that.”
Mom unbuttoned her blouse and removed it. She was wearing a very lacy black bra. She casually reached around her back and undid the clasps on her bra. She slipped it off her shoulders, exposing her big tits. Without skipping a beat, she showed me how the clasps worked and how you could pinch them together to release the strap with one hand.
“How big are Karen’s boobs, Timmy?”
“Not nearly as big as yours, Mom. God, Mom, yours are gorgeous.”
“Thanks, sweetie. Well, I’m a 36DD, so maybe she’s a B or C cup? If so, her bra probably won’t have four hooks like mine. You shouldn’t have any trouble loosening a clasp with two hooks. Okay, why don’t you try it again?”
She put her bra back on and slipped on her blouse. We went back to making out. I reached around and this time easily opened her bra. I helped her remove it and began caressing her boobs. She slipped off her blouse and then her bra.
“That’s it, Timmy. Very softly. Then you might want to lick and kiss her nipples, so go ahead and practice on mine.”
I lowered my head a began licking my mother’s right tit.
“Ooh, you’re good at that. Now gently suck on the nipples. See how they get hard when you suck on them?”
I let her large nipple a lip out of my mouth. “Yes, Mom. That’s exciting.”
“You are good very good. Some women have very sensitive nipples like mine. Oh, that does feel good.”
“Okay, so now I guess we should move on to the next lesson. We should get naked for that. Is that okay, sweetie?”
“Sure, Mom.”
I was now sure that Mom wanted what we were doing as much as me. The teaching aspect was a wonderful excuse. I think we both knew it.
I stood up and took off my shirt, pulled off my pants, and pulled down my underpants, exposing my thoroughly erect penis. Mom smiled and took off her skirt and panties.
“Okay, Honey. Remember what I told you about the vagina. In oral sex, you are going to use your tongue, particularly on the clit, but you can also finger her while you lick and kiss her clit. I’ll lay down on the couch and you get your face down between my legs.”
“Okay, Mom. Now what?”
“You might want to explore her vagina a little with your finger first. So go ahead and softly put your index finger between Mommy’s labia. Oh, yes. Right there. Now with your finger moving in and out, lick Mommy’s clitoris. That’s it. Not too hard. There you go. Now twirl your tongue around it. Is it getting a little swollen?
I mumbled a yes while I had my mother’s clit in my mouth.
“Oh, Timmy. Yes, yes. Keep doing that. Oh God! I’m going to cum.”
Mom grabbed my head and pushed my mouth into her vagina. Her body shook. She screamed.
“Oh, Timmy. I hope that was okay.”
“Are you kidding, Mom? I loved it. Without you teaching me, I would have no idea what to do. And I enjoyed giving you an orgasm.”
“That’s great, son. I did enjoy it. It’s been a long time.”
“She may want to perform oral on you. Have you ever had a woman suck you?”
“No, Mom. I haven’t.”
“I can’t imagine you want your first blow-job from your mother.” She giggled.
“Not at all, Mom. As I said, you’re a great teacher.”
“You don’t think this is too much?”
“Not at all. We both seem to be enjoying this.”
“Okay, Tim. First of all, you have to get in the right position. It can be done standing, with the woman on her knees. Or you could sit with the woman on her knees between your legs. And I guess there’s one other position.”…
