What's the biggest sexual related risk you've ever taken?

[wildxchild78]

I've met a lot of different people online and have always hosted. That's always a risk since I don't know them. I've also fucked a lot of guys bareback.

I've also had sex in public with a stranger behind an apartment building. A few people ended up watching.

[whalee1]

.................

[HotHelen]

Originally Posted by blue80driver

Yes I think you do need to add to it Leo. As I need to add to mine.

if your lists start to look the same, we'll know you two decided to get together and collaborate!

[blue80driver]

Originally Posted by HotHelen

if your lists start to look the same, we'll know you two decided to get together and collaborate!

That could be quite a long list then

[CuriousKittyJen]

I've met some guys from online over the last few years and hosted. I also prefer to have sex without a condom. Since I'm non on the pill this is very risky.

[SgtSpiderMan]

Originally Posted by CuriousKittyJen

I've met some guys from online over the last few years and hosted. I also prefer to have sex without a condom. Since I'm non on the pill this is very risky.

That's pretty risky.

[jhuson]

Went to Haiti in the late 80s and had lots of unprotected gay sex with the locals.

[NYTimesBest]

fucking a woman I'd just met and known for maybe 1 hr and not wearing a condom, and also cumming inside her when she asked me to.

yes, it was dumb. and I

A: later found out she couldn't get pregnant due to one of those operations

and

B: went to the clinic and got tested and luckily all was well.

So I learned valuable life lessons.

[Hans101]

Made love to my sister and came inside her without any kind of birth control.

Only happened a few times, and then only because we didn't have condoms but just couldn't stop ourselves.

[IARainman]

Originally Posted by CuriousKittyJen

I've met some guys from online over the last few years and hosted. I also prefer to have sex without a condom. Since I'm non on the pill this is very risky.

i'm fixed, want a load of my unleaded seed?

[r_mck]

I had unprotected sex with a girl shortly after she'd just had unprotected sex with another guy ...

[Bad_Old_Man]

Riskiest was probably assuming my aunt was too old to get pregnant

[soflabbwlvr]

I've engaged in a lot of risky behaviors--too many to count. But I would say the riskiest was having sex while driving. I was young and stupid, and my girlfriend and I had sex every chance we could. One night we were driving home from a drive-in theater. She was naked and laying across the front seat of the car. I was driving and sliding a dildo in and out of her pussy. She got so horny that she pulled down my shorts, climbed onto my lap, and slid down my pole. I could barely see over her shoulder while she bounced up and down on my cock. After about two minutes I came, and she finally crawled off me. I was doing 20 mph on the interstate at that point. Luckily, we were the only car on the road and there were no cops in the vicinity.

[Killjoy24]

Originally Posted by soflabbwlvr

I've engaged in a lot of risky behaviors--too many to count. But I would say the riskiest was having sex while driving. I was young and stupid, and my girlfriend and I had sex every chance we could. One night we were driving home from a drive-in theater. She was naked and laying across the front seat of the car. I was driving and sliding a dildo in and out of her pussy. She got so horny that she pulled down my shorts, climbed onto my lap, and slid down my pole. I could barely see over her shoulder while she bounced up and down on my cock. After about two minutes I came, and she finally crawled off me. I was doing 20 mph on the interstate at that point. Luckily, we were the only car on the road and there were no cops in the vicinity.

Now THAT could get you killed! I heard a story once (not sure if its true) but a girl was giving her BF a BJ while he was driving and they found his severed penis in her mouth. Don't know if they survived.

[desiresmore]

Took my wife to an office complex parking lot over a weekend. We parked under a tree and had sex in the car. There is a thrill in the possibility of being caught...

[HeyAll]

I had oral sex on a staircase late at night in an area surrounded by trees. It was a one time thing and I barely knew the person. Just as we finished up, a light was coming up the stairs and I thought someone called the cops on us, but it turned out to be another couple.

I once saw two people having sex in a car, in that same area by the trees) in the late afternoon. I watched for a while and I literally went up to the window to ask if I could watch, don't know why, but I was so aroused I couldn't think straight. They were pretty freaked out about it, and I really regretted doing that.

[jasonmason]

Fucking my stepmom, way back when, while my dad was asleep upstairs.

[samanthaswitch]

Originally Posted by HeyAll

I had oral sex on a staircase late at night in an area surrounded by trees. It was a one time thing and I barely knew the person. Just as we finished up, a light was coming up the stairs and I thought someone called the cops on us, but it turned out to be another couple.

I once saw two people having sex in a car, in that same area by the trees) in the late afternoon. I watched for a while and I literally went up to the window to ask if I could watch, don't know why, but I was so aroused I couldn't think straight. They were pretty freaked out about it, and I really regretted doing that.

What a dull couple. If I'd been there I'd have let you watch... maybe more.

[widow132]

When I was in college 20 years ago I worked as a dancer for about a year and then added escort to my title. I had lots of sex with many men and a few women as an escort. A few times with regulars and for more money I did it without protection. Some of the places I was taken to for sex were scary, usually shabby out of the way motels. I watch shows now where the woman victim killed in one of these places and I count my lucky stars.
There was also a time where my husband and I were playing me as the hooker and him and his friends as the johns and I was on the street with the pros and he failed to pick me up and I was at the mercy of a pimp for two nights while my husband was in jail. That was scary yet now it turns me on thinking of that episode in my life.

[eliasroticatwo]

Riskiest thing I think I've ever done is confess to my girlfriends that yes, I wanted to wear her panties, and yes, I was a sissy. Sometimes led to quick ends to the relationship, other times led to wonderful blossoming of the relationship.

[desiresmore]

Does this count? When I was a dumb kid, I used to find big whisky jugs with a wide mouth out in the woods near where I lived. I'd masturbate with the bottles and sometimes it was quite a tight fit. Thats kinda risky! Glass, tight holes, masturbating outdoors...

[southern_gal]

I have not really taken even one risk in my life sexually. I have never had sex without the man using a condom before I was married. Nothing ever in public and nothing really risque. That is downright sad and simply must change. I am working on that.

[desiresmore]

Originally Posted by southern_gal

I have not really taken even one risk in my life sexually. I have never had sex without the man using a condom before I was married. Nothing ever in public and nothing really risque. That is downright sad and simply must change. I am working on that.

Just be careful! I hope you have a great time and come here and share all the stories with us about how it went. Don't forget your camera :-)

[southern_gal]

Originally Posted by desiresmore

Just be careful! I hope you have a great time and come here and share all the stories with us about how it went. Don't forget your camera :-)

Don't hold your breath - knowing me. My idea of risky is tucking my hand between my husband's legs close to his crotch when we sit side by side in a restaurant. That is sad huh?

[desiresmore]

Originally Posted by southern_gal

Don't hold your breath - knowing me. My idea of risky is tucking my hand between my husband's legs close to his crotch when we sit side by side in a restaurant. That is sad huh?

Oh I believe you can do it! Once you try a little bit and gain more courage - you might be surprised at what you'd be up for. You just need a few successes under your belt.

Practicing online doesn't hurt either. I'm sure many of us would love to give you ideas or help out!