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The true story of my mother’s love

2990 words | 10 |4.55
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This is the beginnings of how my Mother and I fell in love.

Before I begin, I will say that this is indeed a true story. My mother and I did in fact carry on in this manner all the time knowing that it was socially inappropriate. It wasn’t planned by any means but nonetheless, it happened.

I learned about sex at a very early age. The first time I heard my mom and dad having sex I was seven, standing outside their bedroom door listening to them. I had no clue what they were doing and when I entered the room, my mom popped up startled and it was the first time I saw her breasts.

I’m not good with remembering exact ages but shortly after that, approximately age nine I started hanging out with Jason. Jason was a year older than me and seemed to know everything about everything. He taught me everything about sex. Not long after that we started showing each other our dicks, then progressed to masturbating with each other and so on and so on. He was one of the only 2 males I’ve ever had sex with but that’s a different story for different time.

My dad moved out when I was 8 and it was just mom and me now. Despite him leaving, he would return every few months, stay a few days and they would talk about getting back together, and never did. What it really was was a booty call. Mom’s self esteem wasn’t too high and she would let him over and let him fuck her whenever he wanted. I hated him so much for leaving and I always told him never to come back. As much as I hated him, it gave me an opportunity to spy on them having sex. I was learning more every time and the more I watched, the more turned on I would get.

By the time I was 11 dad left and never did come back. In fact I never saw him again. Mom was lonely and I knew it. By now Jason and I had gotten as far as doing what we called “leg humping”. We would get naked and just kind of rub up against each other until we both came. He had an older brother and a gay dad so we had access to tons of porn mags and videos of all genres. We would snoop around their rooms and steal and watch them and act them out all the time.

A few years went on and my mom had been noticeably lonely and sad. She had put on some weight, and was now on the small side of being a big girl, if that makes sense. Jason and I were now 14 and had gone as far as sucking each other’s cocks. Once that started, the flood gates opened. We would blow each other 2 or 3 times a day sometimes. At the same time I was starting to snoop around my moms room while she was at work. I found all kinds of interesting things. First and foremost was her dildos. She had 3. The first was huge! It was at least 12” and had a strap that could fit a strap on. Obviously I didn’t know what that was all about at 14. The other two were about 7 or 8” and one vibrated and the other didn’t. I had never seen a dildo before and it intrigued me quite a bit. Further snooping led me to her underwear drawer and her closet where she had a few pieces of lingerie.

One day I pulled out this blue silk nightgown she had. It had lace around the neck and the few times I saw her wearing it, it only went down to her upper thigh. The silk felt great! So great that I got naked and put it on. I crawled into her bed and pulled the blankets over me. It was the most comfortable I’ve ever been in my life. It became something I did on a daily basis. I would put on her bra, panties and her silk lingerie and lay in her bed. I had to go further with it. I got some water balloons and stuffed one inside another to make them stronger. I’d fill them with water and put them in the bra. Then I’d put her make up on as well. I grew my hair long so that I’d feel more like a woman when I did it too.

One day when mom was at work I invited Jason over. I put a note on the door with instructions for him to come in and go to my room. While he was walking over I started getting ready. I put the bra and panties on. I pulled out that soft blue silk nightgown. I put some red lipstick on and pulled my hair back in a ponytail. I found some nylons and high heels in her closet that I had been experimenting with and put them on. I felt so sexy.

When I went in my room Jason’s jaw dropped. I sat on his lap and started kissing him. He felt my fake water balloon tits, and eventually I pulled out his dick and sucked it. The entire time, getting dressed, all the way up until he came in my mouth I wasn’t just pretending to be a woman, I was pretending to be my mom. I was wearing her clothes and her lipstick. I was her. I would do this for Jason all the time but it was more for me than it was for him. I was obsessed with my mom.

I did this for a few years. Almost everyday I was doing some sort of dress up. Sometimes I would do it for Jason. And sometimes I would just masturbate. I would put her dildos, the smaller ones, in my ass and dream of being her.

The whole obsession changed one day while in the shower. Her dildo had a suction cup and I had stuck it to the wall and bent over. As I was pushing back and forth, I started thinking about if I was mom and the dildo was me. I felt so sexy when I dressed as her that I now felt so attracted to her as well.

I now had a new obsession. I wanted to watch my mother masturbate. Mom and I were very close already and I decided to casually ask her about masturbation. She had caught me numerous times, fortunately without her clothes on, so she knew I was jacking off and I just asked if she masturbated and how and when. I did my best to make it feel like she was telling her friend and not her son but I wasn’t doing a good job. She revealed a little info but not what I was looking for. I started spying on her almost religiously. When she was in the shower, I was quietly peeking. That alone was a thrill. Seeing her naked only fueled my obsession.

I finally got my opportunity. The luckiest opportunity of my life! I was snooping in her room preparing to dress up when she came home from work early. As she walked thru the apartment she called out my name a few times and checked my room to see if I was home. We lived in a small apartment so I could hear her enter which saved me. However if I farted out of her room she’d surely see me. My only option was to hide in her closet. There was just enough room for me to curl up in a ball. She entered just as I got completely covered. She immediately started taking off her clothes. She removed her bra and her tits fell out. It was the best view I had of them since I was 7. She walked over to the dresser and pulled out the vibrating dildo she had. Pulled off her panties and laid down. I watched her pleasure herself! She was moaning and screaming. I had never heard her that loud before. She though she was alone and it was great! Curled up in a ball on the closet floor I had my hand in my pants and I came instantly.

I was now 18 and she was 50. I had been obsessed with her for years now. I wanted her so bad and I was going to take any and every opportunity to try to make love to her. My first thoughts were drugging her but that was a no. I wanted her to want me too. I couldn’t do that to someone I loved. The next best thing would be when she was drunk.

One night we were talking in the kitchen. She was making herself another drink and was pretty drunk now. I had snuck a shot when she wasn’t looking so that I wouldn’t be so nervous. The conversation turned towards how handsome I was getting and that I should have a girlfriend by now. She was really drunk now and kept repeating herself. I was so handsome and I was this and I was that. If I didn’t have an agenda, I would’ve told her to shut up and left the room. Instead I did the same thing to her. I kept telling her how beautiful she was and how she should put herself back out there and find a man. Of course I didn’t want that but it put a smile on her face. Eventually I was taking sips off her bottle of vodka with her watching me. I was drunk now too but still had my wits about me.

Mom put her hand on my shoulder and with a smile said “you’re a good looking man and if I were an 18 year old girl I’d be all over you.”

It was now or never. For a brief second I thought, what would be the consequences if I tried and she turned me down. It went away quickly though when I realized, she couldn’t really be mad. We were both drunk, and lonely. Plus she was my mom. What was she going to do?

It was now or never. I put my hand on her hip and kissed her smack on the lips. No tongue, just a quick peck that a son would give a mom. As I leaned in though she cocked her head to the side a bit like she was expecting it to be a longer kiss. I pulled away and she had a smile on her face. A quiet “thank you” escaped her mouth. She pulled her hair from her face and tucked it behind her ear exposing her cheek. Instinct took over and I put my hand on her cheek and leaned in. Our lips met again and this time it was a soft sensual kiss. I then opened my mouth and tried to slip my tongue in there. She did the same! I couldn’t believe it!

I pulled her body close to mine. I was rock hard and I wanted her to know. We were full on making out now right in the kitchen. After about 5 seconds of making out she pulled away.

“No!” She yelled. “What are you doing? We can’t do that!” She added

I had no response. I couldn’t tell her how I felt while she was drunk, she wouldn’t remember. I just looked at my feet and said nothing.

“I guess it was the booze.” She eventually said ending the awkward silence

I went to my room dejected. All my years of obsession lead up to 5 seconds of awesome and then disappointment.

About a half hour passed of me sulking in my room when there was a knock on my door. I had locked the door so she couldn’t get in. After a couple more knocks I gave in to her persistence.

“What?” I grumbled as I opened the door

“Why are you so upset about this?” She asked

“I’m not! I’m just.. I don’t know!” I said back

“You’re not the first son to kiss his mom you know.” She said. “I’m sure most guys have that fantasy.” She continued

“Yeah, sure.” I mumbled

A few quiet seconds went by before she finally spoke again.

“I suppose it wouldn’t hurt anyone if we kissed some more.” She uttered as she placed her cold hand on my cheek and lifted my head a bit.

Before I could even respond or register what she just said, she leaned in and gave me another soft kiss.

“Yeah?” She said as she pulled back.

I cleared my throat and didn’t hesitate kissing her back. This time she initiated the tongue action. We stood in my doorway making out. After a good minute the mood of it changed. It started out as awkward and innocent making out and then we pressed out bodies together, and our kissing became intense. My cock was rock hard again and pressed firmly against her stomach.

We stood there making out intensely for a few minutes when I felt her hand grab mine. Her lips released mine and she started backing up, pulling my hand leading toward her bedroom next door to mine. She told me to shut the door and when I turned on the light she yelled and told me not to. Both still pretty intoxicated, we stumbled thru her dark room and she sat me on her bed.

“Take it out.” She said. “Go on, take it out.” She said again before I could respond.

I was wearing basketball shorts and no underwear so I slid them down to my ankles quite easily. Seeing none of what was going on I felt her cold had wrap around my warm cock. A chill and a shock went they my entire body. I had a few shots but I was still fully aware of what was happening. As my eyes start to adjust to the dark I could see her silhouette taking off her shirt and I eventually saw her bra hit the floor in a patch of light provided by the moon shining thru the window.

I then feel her cold hands on my thighs and one works it’s way back to my warm cock. Another chill hits me.

“Relax.” I hear her whisper

Then I feel her warm mouth wrap around the tip of my dick and slide down to my balls. I don’t have a giant cock but it’s about 8” and feeling her swallow the whole thing in one slurp definitely made me relax. In my euphoric state it felt like she was sucking my cock for hours but in reality it was only about 30 seconds.

“Lay down.” She instructed

I climbed back on the bed putting my head on her pillow. She stood up and I could feel her climb into bed with me. Little did I know she had already removed her pants and panties while my dick was in her mouth. She straddled over me and inserted my cock in her warm wet hairy pussy. I was so lost for words that I blurted out something incredibly awkward.

“Oh god, pussy!” I blurted

She giggled a little as she started grinding on my cock. I was still unbelievably shocked that I couldn’t even focus on the sexual aspect of things. In my wildest dreams I didn’t think it’d happen like this. I was beginning to snap out of it just in time to hear her start moaning a little louder and her body collapsed on mine. She buried her face in my neck and started crying.

“Oh my god I’m cumming!” She cried out

Her body tended up and her legs were kicking the bed. Her voice was cracking as she tried to utter her emotion. As far as I know this was the first sex she had had in 7 years. As she calmed, she sat up and looked me in the eyes. Even in the dark our eyes had adjusted enough that we could see each others faces now.

“I’ve never came so hard that I cried before.” She whispered. She took a deep breath and let it out. “It’s your turn.” She added

She laid on her side next to me and I spooned her. She once again assisted my cock inside her. I knew it wasn’t going to take long to cum so I wasted no time in thrusting hard and fast. She started moaning really loud. I reached around and grabbed her breast. She turned her head back and we started kissing. That sent me over the edge and I pushed my cock deep inside her and shot a fresh hot batch of cum deep inside her. Immediately I pulled out.

“Shit I shouldn’t have came inside you!” I said scared

“I think it’ll be ok, I’ve been going thru menopause for about a year and a half now. I can’t get pregnant anymore.” She said as she rolled over facing me.

She gave me a soft kiss and then rolled off the bed. She went to the bathroom for a few minutes and came back wearing just her bath robe. I was still shocked at what had happened and surprisingly had no fear of the consequences or what might change between us. She sat on the bed and removed her bath robe and pulled the blankets over her.

“You gonna sleep in here tonight?” She asked.

I didn’t even respond, I just pulled the blankets up and returned to spooning her. We fell asleep shortly after. We continued this relationship for a few more years, even after I found a girlfriend.

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10 Comments

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