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I (31m) am having extreme experimental sex with my friend (39f)
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I'm married. I love my wife, but our sex is vanilla and we don't have sex all that often. She's either not in a mood, or I'm too tired, or it just isn't the right time.

I've always been into older women, and my friend is a busty, sexy, 39 year old divorced woman. She's in a romantic LDR, but still playing the field. The first time we hooked up it was about 3 years ago, and since then it happens on a rare occasion where after a party, everyone has gone home and it's just us.

The sex is wild, animalistic. To begin with, she loves having her tits squeezed and sucked on. Lightly massaging the base of her tits, and slowly licking her nipples up to where I'm grabbing them and sucking on her nipple as hard as I can. She can cum just from that.

What she really loves though is when I add my fingers into her pussy while I'm sucking on her tits. She's got a great pussy. It's not super tight (probably from all the guys she's fucked - she is a very easy girl, but who am I to judge), it's quite meaty with big lips, which I absolutely love. It gets SO wet, and she's very g-spot sensitive. When I introduce 1, 2, 3 fingers and massage her g-spot she is squirting within minutes. It's not a porno style squirt where it shoots out, but just a squirt that floods out of her pussy.

Recently, we've gone wild on each other and have started pushing our boundaries. We have x-rated GIF wars stuff like hentai, squirting, anal, etc. and it's been driving us wild to the point where we have gotten together twice in a week - usually it's only a couple times a year.

This is where she and I have opened up with each other in the middle of passion to try something new. The first time we met last week she was really into me licking her ass, fingering it, and wanted me to try and fit my dick in her ass. We didn't have any lube and so we stopped. It drove me wild the next day, the thought of fucking her ass. The same night, I asked her how many fingers does she think I can fit in her pussy. I started with 1, 2, 3, 4, and asked her if she thinks I could fit my fist in her. She almost nonchalantly responded 'hey, if it fits, go for it'. So I tried. I could get all 5 fingers in, but the thickest part at the base of my hand was too much. She was enthralled.

I really like watersports, fisting, squirting, anal all of that stuff so the day after this I was absolutely floored she is into trying this kind of stuff with me.

We ended up meeting in a group just a few days later - same thing happened. People left and we got right into it. Except this time when told her how badly I wanted her ass, but we don't have any lube, she busted out the vaseline. Not only did she want my dick in her ass, but she wanted me to tongue fuck her hole, I did one better and sucked on her asshole while playing with her clit. I told her I want her to squirt in my mouth, and hearing her tell me to open my mouth and get ready was just so fucking hot. The vaseline came out and a few fingers up her ass. Then she tells me try my dick. It was a struggle also to get fully hard, because we were very, very drunk. I'm not the most happy about that because I just wanted give her the hardest dick I could give her. We tried, and there was entry, but she didn't want to go further than that. Then she said, try putting your hand inside me. We were really close to fully inserting my hand, but we were respectful of each other and listened and had patience, it wasn't going to work that night, but it sure was fun.

We met for a drink the next day. Discussed how we enjoy and value each other's friendship, and that while we are not romantically attached to each other, sex is part of our friendship and that we are happy we can be open with each other about trying new things that we normally wouldn't open up to someone about for fear of judgement. We agreed that we are okay to push each other's boundaries to see what works and what doesn't. An experimental sex club between friends.

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4 years ago