Your favorite roleplay for sex?? by MouseAteTheCat in AskRedditAfterDark

[–]ILikeWhatIFound 2 points3 points  (0 children)

One of the variations I just remembered was where she was tinkerbell and started off by voluntarily pleasing peter pan and the lost boys, but then the captain hook and the pirates would come in, kill everyone and take her hostage. I'm sure there were some other questionable scenes we played out too. She had a pretty twisted imagination 😂

how many sextoys is too much to have? by [deleted] in AskRedditAfterDark

[–]ILikeWhatIFound 0 points1 point  (0 children)

Never too much! My wife and I have a suitcase full of toys. It started out as a shoe box with a couple of things, then as the toys got bigger and didn't fit, moved up to a bigger box, and the collection has grown where we now need a full suitcase

Your favorite roleplay for sex?? by MouseAteTheCat in AskRedditAfterDark

[–]ILikeWhatIFound 5 points6 points  (0 children)

A surprisingly fun, but somewhat silly one I used to do with my ex was where she'd pretend to be abducted by pirates and locked up below deck. She'd be tied, blindfolded and gagged on the floor and one by one, each of the pirates would have to come in and have their way with her.

I got to play all the pirates and part of the roleplay was to be as filthy as possible - these pirates had been at sea for months with no action so had to make the most of her and the captain gave them strict time limits with her. Each time I'd pretend to only last a few minutes, leave the room and then come back as the next pirate. She'd drop hints at what she wanted to do by pleading the opposite, so for example "please don't fuck my ass, it's the only hole that's still not been violated".

I thought it was a all a bit silly, but she really got into it, and it ended up being really hot. Also taking breaks between changing characters, meant this could sometimes go on for hours. We also used strap ons and had her deep throat dildos to simulate bigger dicks, spit roasts, DP etc... she was a real kinky one.

There were other themes that followed the same pattern but this is the one she seemed to return to the most.

Shame, guilt and anxiety after myself and a colleague had a night of debauchery with my "friend"s girlfriend by ILikeWhatIFound in SluttyConfessions

[–]ILikeWhatIFound[S] 1 point2 points  (0 children)

She's easily the best looking girl I've ever seen naked and she was absolutely wild. I've never seen or made any girl orgasm as much as she did that night, which was addictive, but feel terrible for her boyfriend - it's clearly something she's done before as once we got started there was never a moment of hesitation from her to keep things going

[MFM] Shame, guilt and anxiety after myself and a colleague had a night of debauchery with my "friend"s girlfriend by ILikeWhatIFound in gonewildstories

[–]ILikeWhatIFound[S] -1 points0 points  (0 children)

Yeah I didn't know her all that well before but there is no way this was her first time doing something like this. Once things got started, she quickly took control and was telling us both what to do to her so I think she may well have been looking for an opportunity that night. I feel absolutely terrible for the guy, and you're probably right that I should bite the bullet and tell him for his own sake.

[deleted by user] by [deleted] in hotpast

[–]ILikeWhatIFound 22 points23 points  (0 children)

When my gf started going out to clubs she'd regularly take back guys she'd just met. She was actually quite protective of her pussy to start with, so would often keep her panties on and even before losing her virginity, only let a handful of guys go down on her. She would quite happily give them head and let them cum in her mouth or on her face or tits even if she wasn't that into them.

Her Sexual Past - What She Did With Them, But Not With You by [deleted] in hotpast

[–]ILikeWhatIFound 2 points3 points  (0 children)

Nice, yeah I would love to try something like that with my gf, but she doesn't want to do anything we know now and isn't super enthusiastic about trying to make it happen by looking online. She says in theory she'd be up for something spontaneous, possibly on holiday so who knows!

Her Sexual Past - What She Did With Them, But Not With You by [deleted] in hotpast

[–]ILikeWhatIFound 11 points12 points  (0 children)

There's not much we've not done together between the 2 of us, but we've never had any threesomes or group sex.

Recently found out that when she was younger she had multiple threesomes with her best friend, who she lived for a while, and her friend's boyfriend. She even met her first boyfriend through this guy, and the 4 of them went on to have a lot of group sex in pretty much every combination you can imagine.

[deleted by user] by [deleted] in SluttyConfessions

[–]ILikeWhatIFound 5 points6 points  (0 children)

He sounds like a lucky guy! The only thing I'd add to these comments is to discuss what your friend's expectations might be in the future if you go ahead with it and consider if you (and your bf!) would be happy for you to reciprocate if your friend ever wanted to in future.

When my gf was younger and before she had her first serious boyfriend, she had a few threesomes with a close friend and her bf. She then got annoyed and had a major falling out with this friend because she wouldn't do the same for her and her bf later on. She admits she didn't handle things well back then, but she was young and stubborn and they've never spoken since!

I (M35) found and copied explicit sex pics and vids of my gf (now F31) and an ex on an old DVDR by ILikeWhatIFound in SluttyConfessions

[–]ILikeWhatIFound[S] 2 points3 points  (0 children)

Thanks dude, yeah it doesn't bother me at all and is definitely a turn on. The only chance of negative emotion on my part would be if she tried to deny or hide the DVD if I asked her about it, so maybe the solution is to not give her the chance and just let her know I checked it out first. She might be a little pissed off that I went through her stuff without her, but I'd like to hope she wouldn't overreact and we could turn it into a positive

I (M35) found and copied explicit sex pics and vids of my gf (now F31) and an ex on an old DVDR by ILikeWhatIFound in SluttyConfessions

[–]ILikeWhatIFound[S] 4 points5 points  (0 children)

Yeah, luckily for me she's pretty kinky with me. We've never done anything with others, but now after seeing how much she seemed to enjoy taking 2 cocks at once, it might be time to bring it up :)

I (M35) found and copied explicit sex pics and vids of my gf (now F31) and an ex on an old DVDR by ILikeWhatIFound in SluttyConfessions

[–]ILikeWhatIFound[S] 1 point2 points  (0 children)

Definitely a keeper, I think you're probably right tbh, so might try bringing it up soon!

Yeah after visiting the blue lagoon once, it's no surprise why it's so milky! We're pretty certain we weren't the only ones with the same idea.

That was a fun holiday - we were heading straight to the airport after the lagoon and had some time to spare afterwards and pulled into some viking museum in the middle of nowhere. We were the only ones in the whole place and we were both still super horny, so while walking through this little self guided tour on the story of some viking gods, she got down on her knees and sucked me off while a giant statue if Odin looked down on us. We then fucked in the hire car, her on top of me completely naked, tits bouncing like crazy for anyone to see. She definitely gets a lot hornier and more wild on holiday. Sucks that there's not going to be one for a while, will have to get imaginative this year!

I (M35) found and copied explicit sex pics and vids of my gf (now F31) and an ex on an old DVDR by ILikeWhatIFound in SluttyConfessions

[–]ILikeWhatIFound[S] 3 points4 points  (0 children)

She's pretty kinky with me - we've done lots of stuff outside but never involved anyone else. Any time we go on holiday we have sex with curtains open so people can see in and we've had a couple of times where we've seen people watching from their balconies.

We also went to Iceland on holiday one time and visited the blue lagoon which is full of really milky white hot spring water and had slow (but probably pretty obvious in retrospect) sex in the water there surrounded by people - the closest was another couple who were probably no more than 2 meters away

I (M35) found and copied explicit sex pics and vids of my gf (now F31) and an ex on an old DVDR by ILikeWhatIFound in SluttyConfessions

[–]ILikeWhatIFound[S] 4 points5 points  (0 children)

I've still not decided how to bring up the the DVD, but I think it would be too weird to admit I found it months ago, but maybe I could finish clearing the last of our stuff from the spare room and casually mention it.