Something you never thought you would try...

karateman

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What is the one, or more things sexually that you never thought you would try, but did? Was it a one time thing, or continuing thing? Biggest surprise you took from an encounter?
 
Two things come to mind straight away.

1. Receiving anal sex. Was put off by it, but eventually tried it with boyfriend #1 - hated it. Promised myself I will never try it again. Then along came boyfriend #2 and somehow ended up trying it again - still hated it. Promised myself (again) that I will never go back to it. Now I'm married with boyfriend #3 and so far so good, my rectum has stayed untouched.

2. Vaginal fisting. As long as I've known what it is, I've never been even slightly interested. Then sometime during 2015 the thought started creeping up, became arousing and I brought it up. A couple of weeks later we started exploring around it and whoopsie, here we are. After three tries he managed to get his hand in, I loved it and will most definitely try again when the mood is right. It's not a thing for every Saturday night, but it sure has it's charm and I'm certain the need for it will return.
 
I never thought i would try

Having my wife orgasm with another man while I was watching. Our first encounter with a man on SLS, we had decided we would have sex in front of him while he masturbated. After opening pleasentries, we started playing around and he asked if he could perform oral on my wife. She felt comfortable with it so I watched while he went to town. She is a screamer and a squirter. I watched as he slowly sucked that swollen clit. He began to lick with quick strokes and would go back to sucking. At last, he stuck two fingers deep into her cunt rubbing the upper wall of her vagina while sucking her clit. In no time, she burst with a gusher of pussy juice and he willingly lapped it all up. She said it was the best oral sex she had ever had and I was fine with that!
 
Two things come to mind straight away.

1. Receiving anal sex. Was put off by it, but eventually tried it with boyfriend #1 - hated it. Promised myself I will never try it again. Then along came boyfriend #2 and somehow ended up trying it again - still hated it. Promised myself (again) that I will never go back to it. Now I'm married with boyfriend #3 and so far so good, my rectum has stayed untouched.

2. Vaginal fisting. As long as I've known what it is, I've never been even slightly interested. Then sometime during 2015 the thought started creeping up, became arousing and I brought it up. A couple of weeks later we started exploring around it and whoopsie, here we are. After three tries he managed to get his hand in, I loved it and will most definitely try again when the mood is right. It's not a thing for every Saturday night, but it sure has it's charm and I'm certain the need for it will return.

i have also fisted her, at the time, she seemed to like it, never asked me to stop.

she also used to love anal, would even text me at times to say she wanted to be fucked in the ass. as our relationship has matured, she isnt into it like she used to be. says my cock is too big. i call bullshit as she used to have very powerful orgasms from it while playing with her clit. she loves my finger in her ass during foreplay, and cums endlessly from it, but will not let me stick my cock in her anymore. claims it is too big, to which i reply, it has not gotten any bigger... lol

love to hear more from you all!
 
Having my wife orgasm with another man while I was watching. Our first encounter with a man on SLS, we had decided we would have sex in front of him while he masturbated. After opening pleasentries, we started playing around and he asked if he could perform oral on my wife. She felt comfortable with it so I watched while he went to town. She is a screamer and a squirter. I watched as he slowly sucked that swollen clit. He began to lick with quick strokes and would go back to sucking. At last, he stuck two fingers deep into her cunt rubbing the upper wall of her vagina while sucking her clit. In no time, she burst with a gusher of pussy juice and he willingly lapped it all up. She said it was the best oral sex she had ever had and I was fine with that!

we have also discussed having sex in front of another, or a couple. i think it would be very hot to be watched, she will agree at times, but i seem to be a little more risque' where this is concerned. i would love to have sex in front of another single, or couple, ideally a couple who would find this as hot as we do. will see what the future holds for us both.
 
Teasing, flirting & sometimes more with clients and telling my boss (not my husband) about it. Thought it was crazy at first but ive never seen anyone get off from words as much as him in my life. It has become incredibly arousing.
 
Teasing, flirting & sometimes more with clients and telling my boss (not my husband) about it. Thought it was crazy at first but ive never seen anyone get off from words as much as him in my life. It has become incredibly arousing.

Interesting - I would love to be your boss...or your client for that matter!
 
Two things come to mind straight away.

1. Receiving anal sex. Was put off by it, but eventually tried it with boyfriend #1 - hated it. Promised myself I will never try it again. Then along came boyfriend #2 and somehow ended up trying it again - still hated it. Promised myself (again) that I will never go back to it. Now I'm married with boyfriend #3 and so far so good, my rectum has stayed untouched.

2. Vaginal fisting. As long as I've known what it is, I've never been even slightly interested. Then sometime during 2015 the thought started creeping up, became arousing and I brought it up. A couple of weeks later we started exploring around it and whoopsie, here we are. After three tries he managed to get his hand in, I loved it and will most definitely try again when the mood is right. It's not a thing for every Saturday night, but it sure has it's charm and I'm certain the need for it will return.

Hi Ms JW...I was on the giving ends of both above - and both were requested by the lady I was with at that time. Both are something I never thought I would try.

- I never understood the appeal of anal sex - exit only. She asked me by first asking me to do it with a toy to her...then asked me for the real deal. I was very aroused initially so I thought - what the heck, will try once. I must have been too aroused because once I was mostly inside she started to move and I thought she would snap my penis off! Not really enjoyable.

- Fisting. A different girlfriend asked me to do this after she had an orgasm from my oral performance...it was interesting at first, then I felt like I was fishing for a lost item or something from behind couch cushions...she came again anyway. As long as that will make her cum I would do it but I don't understand the appeal either....
 
Teasing, flirting & sometimes more with clients and telling my boss (not my husband) about it. Thought it was crazy at first but ive never seen anyone get off from words as much as him in my life. It has become incredibly arousing.

Hi Secret Wife....can you expand upon this a bit more? Teasing, flirting, and more? Is your boss visibly aroused with flushed face, heavy breathing, etc....or does he actually stroke his cock at work listening to your naughty tales?
 
I grew up in a fairly sheltered / religious environment so there are way too many to go through here, but at the top of list is:

1. Rimming - giving & receiving - the first time a girl rimmed me was a complete surprise and when she started my mind went into overdrive - I thought I'd gone to sexual heaven.

The first time I rimmed a girl was before anal sex. She presented her ass and I figured if she's going to let me fuck it then the least I could do was loosen her up - so to speak. The sounds she made while being tongue fucked were so primal.

These days I'll gladly do it (as long as she's properly prepared).

2. MMF - There was a time when I didn't want anything to do with another guy in the bedroom - but that changed and then having a MMF was totally mind blowing. No egos... just pure raw pleasure.

What's I learn? Don't knock something until you've tried it - you just might like it.
 
I never thought I'd like a golden shower. Turns out I fucking love them!

Ken asked me a week ago to think of something different I wanted to try. So when we got home and in the shower I got on my knees and told him to piss on my face

Also never thought I could admit that I wanted to be with another woman until last year. I was relieved when Ken was very accepting of my wants and desires. Now I really want a girlfriend to share with him
 
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Two things come to mind straight away.

1. Receiving anal sex. Was put off by it, but eventually tried it with boyfriend

2. Vaginal fisting. As long as I've known what it is, I've never been even slightly interested. Then sometime during 2015 the thought started creeping up, became arousing and I brought it up. A couple of weeks later we started exploring around it and whoopsie, here we are. After three tries he managed to get his hand in, I loved it and will most definitely try again when the mood is right. It's not a thing for every Saturday night, but it sure has it's charm and I'm certain the need for it will return.

I am in the same boat as you. Even as far as the thought process went for me. It's one of the hottest things watching a woman be fisted and loving it with her juices glistening all over a wrist and watching her eyes roll back. It makes me wet to just think of it and I love to tell my hubby how much I want his fist inside me one day. Always amps things up in the bedroom for us.
 
surprise

I would not have predicted that in one of my first cuckold situations I would love having the cuck husband there, watching and helping and being talked to. I thought I would want him to know about the "date," and get reports, maybe be on the phone, but it took a completely different direction and it worked very well.
 
Never thought I'd be with a married man. It was a continuous thing, not a relationship, but if I was with another man, I'd be cheating... Kind of ironic.
 
I never thought I would enjoy drinking pee. I was always turned on by watching others pee and I even enjoyed watching videos of men and women drinking pee. I tried my own once and hated it - it was the first piss of the morning and I found it undrinkable. I discovered later that it tasted much better if it was a little watered down.

After my divorce, I moved in with my long time secretary who had also been recently divorced and we discovered we had a lot of things in common. We were both interested in golden showers and would occasionally pee on each other. One thing led to another and one day she peed in my mouth. I absolutely loved it. She loved drinking my pee as well and we continued doing it all through our nearly six years together. It wasn't a regular thing, but whenever either of us got in the mood we didn't hesitate.

One very memorable experience came at a swinger's party we attended in Las Vegas. The hostess would go around the room gathering cum from a number of men - she would either give the guy a blow job or have the partner blow them and then spit the cum into a wine glass. Once she had several guys cum she would piss in the glass and offer it to a lucky guest. I was the lucky recipient on one occasion and loved the whole experience.

My current girlfriend is in the very early stages of her male to female transition. She's Chinese, petite and beautiful. I drink her pee about once a week and have convinced her to try water sports as well. She loves being peed on, but so far has not been willing to drink.
 
I tried cum eating on my wife one night, she usually has to get up and pee after we have sex this night she didn't get up right away she was laying there, I was getting my second go I started sucking on one of her tits and worked my way down push my way in between her legs. At first she was pushing me away but then she just opened up so I could get more. In just a short while she was Cumming the mix of both of us was great. Now it happens a lot.
 
Webcam sex... I just thought no way would I ever play on an open cam. It came up in discussion one day and we tried it and it is so hot to know others are watching and giving feedback.

I think it's the knowledge of the fact that anyone can watch...
 
Webcam sex... I just thought no way would I ever play on an open cam. It came up in discussion one day and we tried it and it is so hot to know others are watching and giving feedback.

I think it's the knowledge of the fact that anyone can watch...

Do you think you will do it again? Love to be included on a list or at least know the time and place? Thanks....Joe
 
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