An older woman gives [M]e a lesson.

How a dominant older woman broke down all my sexual boundaries.

As a 35yo with almost no sexual limits I can’t thank this woman enough. But as a inexperienced early 20 something year old it was quite the shock.

I was just out of a long term high school relationship and had only slept with 2 women. One was a one night stand, the other a long term girlfriend who was just as inexperienced as I was. We would give each other oral but we didn’t like to kiss afterwards.

We were pretty open to trying out positions but for the most of it we were rather vanilla. We had a lot of things we wouldn’t do and a few thinks we’d only half try and never pursue like butt stuff, bondage or spanking. We’d occasionally get into a bit of playing in public but mostly from outside the cloths. We did have a lot of sex so I thought we were pretty hardcore.

After about 6 months of being single and having very little luck with picking up women. Mostly due to no confidence and no idea how to talk to strangers especially women. I met the woman that would pretty much change my life for the better.

I’ll make a long story short of how I ended up going home with her.
Basically she was third wheeling with another couple and the guy of the couple told her to take me home. He worked out I had no idea how to “pick her up” so he done all the hard work for me. Thanks mate.
I saw them talking and then she walks over to me grabs my hand and says “let’s go to my place”.

We go outside get a cab and head to her place. We’re kissing and she’s rubbing my cock in the back of the cab. Both drunk and horny we didn’t really care about the driver but he didn’t seem to mind especially when I had her top half off and her skirt hiked up exposing her bra and panties.

She was at a guess late 40s early 50s I never asked her, she was short at about 5’3 a little chubby with small tits and that’s exactly my type. She had a landing strip shaved above her pussy and to top it off was the bright red lipstick. To this day red lips are enough to make me hard.

We get back to her place and she’s definitely in control of the situation.
She led me to the bedroom pushed me onto the bed ripped my pants off and took my cock in her hand then wrapped her lips around it and started sucking. It was the best headjob I’d ever had. I’d always liked getting my cock sucked but this was a whole new experience. While she was sucking me she was undressing and I could see she started fingering herself. It was only a couple minutes and I told her I was getting close. She stopped and climbs up grabs my head and starts kissing me.

This was something I wasn’t really into but in the moment I wasn’t about to stop her doing whatever she wanted to do with me or to me.

After kissing for a bit she climbs up and while kneeling above my face she grabs I handful of my hair with one hand and spreads her pussy lips with the other. I could see how wet and creamy she was and I couldn’t wait to taste her I raised my head up and started licking. But yet again she was in control. She sinks down onto my face and I was no longer eating her out as she was fucking my face while rubbing her clit. I could hear her moaning picking up and her thighs started gripping my head. I could tell she was about to cum. She grinds hard into my face and her first orgasm hits. Once she calmed down and got her breath back she kissed me and made sure she licked my face clean tasting herself from my mouth.

Again this was something I wasn’t used to but I thought it was incredibly sexy.
She then lowers herself back down and takes my cock back in her mouth. I felt like I was going to explode as soon as she starts sucking and moaning. I tell her again I’m getting close and she starts sucking harder and deeper. That was it for me I explode and she takes it all deep in her mouth. Not taking her mouth away until my cock stops pulsing inside her. She then sits up showing me my cum in her mouth before swallowing and then licking her lips.

She then comes strait to my face kissing me. I just let it happen but my thoughts were mixed between the best blowjob I’ve ever had and the fact that I’m kissing a mouth that’s just been filled with cum. The fact that she was so dominate just made me love whatever she did.

After the cum kiss we just laid down beside each other and had a little rest. Giving me time to get hard again. She was softly playing with her clit and stroking me with her other hand. Once I was fully erect again she pulls me on top of her and guides my cock inside her warm wet pussy. It felt amazing and I was just slowly fucking her not wanting to cum. I wanted this to last for as long as I possibly could.

She then pushed me off reached over to her bedside table and pulls out a rather large vibrator and a tube of lube. She gets onto her knees and says to me “fuck me from behind”. I guide my cock inside her and she puts the vibrator onto her clit. I’m holding onto her hips and she says “spank me” between moans. I give her a spank and she just responds with “harder”. I hit again and I get the same response “harder”. Then I give her one that I thought would hurt and she just responds with a deep moan and the word “again”.

The sight and the sound was something burned in my memory. My cock buried deep inside her pussy the buzz or the vibrator the sound of my hand slapping her ass and topped off with her sensual moaning. I didn’t think it could get any better.

Then another first for me. She falls to the bed grabs the lube covers my cock with it squirts another load onto her fingers gets back on all fours and starts to rub it into her asshole. She then tells me to fuck her in the ass. This was going to be my first anal experience and all I knew about anal was to go slow.

I position myself behind her and start to press my cock inside her arse. Again she takes control she starts rocking against my cock so I just hold her hips and let her set the pace. It felt much tighter and the feel was just different to her pussy. It didn’t take long until I was balls deep inside her arse and I started fucking her faster and harder. She then grabs the vibrator turns it on full blast and stuffs it deep inside her pussy.

Now I considered this vibrator rather large but she starts fucking herself with it like it was the perfect fit for her. The sensation of the vibrator inside her pussy was to much for my cock. It’s the best feeling imaginable. Inside her tight asshole and the vibrations from her pussy I moan and thrust into her pumping cum deep inside. She continues to fuck herself with the vibrator so I have to pull out. I couldn’t take the feeling anymore I was far to sensitive. I just sit back and enjoy the show. Im watching her hips rocking as she’s fucking herself with the vibrator. As she begins to cum the moaning turns into screaming.

After we have a shower and get back into bed we talk about my previous sexual experiences. She just responds with “I’ve got a lot to teach you”.
And she did teach me much much more. Over the next couple months she broke down all my boundaries.

This being my first attempt at this, any advice will be much appreciated.

Source: reddit.com/r/gonewildstories/comments/ccobim/an_older_woman_gives_me_a_lesson

5 comments

  1. It’s a good start… more description would be nice… all we can picture of her is she is small has small tits and wears red lipstick…. would like to be able to picture her. For example… she has an oval shape head with the most fierce green eyes. Her hair was straight black and fell around her shoulders. But the most memorable was her full lips with the most beautiful shade of red that will be burned in my memory forever.

    Something like that. I’m no author but know that I like to be able to visualize who someone is talking about. Great story and can’t wait to read more!

  2. I’m a bot, *bleep*, *bloop*. Someone has linked to this thread from another place on reddit:

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  3. Great story, and the previous guy is right on details, literally the only problem, I cant as much give you an example as him, but the base of your story was strong, and from the way you put things just get better, so cant wait to read that and see the improvements.

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