Fear me for I am SheilaStretch: Destroyer of Holes

May 17

[video]

Speculum play & pee hole orgasms

A treat for those of you up late: uploaded seconds ago, my latest video. I’ll share it around elsewhere tomorrow (and probably repost it from as an embedded video after it’s uploaded somewhere that supports it), but until there, here’s the very first link:

I filled my pee hole for the first time in a little over a year, and decided to use a speculum at the same time to hold me open, nice and wide. It turns out I can sound deeper without the speculum, but I still had a purely urethral orgasm or two :D

http://www.eroprofile.com/m/videos/view/Speculum-and-Sounding-Rod

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May 15

Anyone can have what we have: How I got my kinks, and how an absolute honesty policy led to the best sex of our lives

You also keep saying over and over again “we have by far the best sex of anyone we know… (We talk about this sort of things with our friends openly…)” . Who in the fuck are you trying to fool? Or are you trying to convince yourself of this?

I claim to “know” we have better sex based on the questions we’re asked when people ask us for advice. In our circle of friends, we’re very open with the things we’re into. We’re specifically known for not mincing words out of embarrassment or “awkwardness,” and that is by intention.

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Mr. S and I both grew up in sexually conservative households where ‘sex’ was a dirty word and masturbation was ‘gross’ and ‘wrong.’ If it weren’t for the internet, we probably would have stayed that way- but we’re both kind of big online nerds, and so we ended up exploring the depths of internet fetishes together- including a bunch of stuff that we were (at first) both far too ashamed of being aroused by to even consider admitting to one another. There was once a time where I felt ashamed about the stuff I had orgasms to- and if I felt bad for even thinking about that stuff in the privacy of my own mind, you’d better believe I was afraid to talk about it out loud!

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A few years ago, after an empathogen experience we had together, Mr. S and I were able to ‘clear the skeletons out of our closets’ in the course of an evening, and from there, we began to experiment with a policy of “absolute honesty.” We’d already swept all the dust from under the rug, so to speak, so after that, it was just a matter of keeping what we already had going by actively trying to  always stay honest with one another. 

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Now, this “100% honesty” policy of ours doesn’t mean that we just say anything to each other that comes to mind as soon as it comes to mind (“You dumb asshole! That was such a stupid idea!” - no.), what it means is that we don’t lie to one another, even when the truth is awkward, or painful, or it’s something we know the other doesn’t want to hear. This includes lies of omission. With our policy, if we think of something, then find ourselves dwelling on why we don’t want to bring up a subject with the other, then it means we *need* to bring it up at an appropriate time. 

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That’s how I found out about Mr. S’s fat girl fetish (he used to be *really* embarrassed about that), that’s how Mr. S found out about my feeding fetish (something I used to feel *really* weird for being aroused by)… there’s plenty of other examples too (pretty much the revelation of every ‘extreme’ fetish we share is a direct result of this policy), but those are two ‘major’ kinks of ours that we were too ashamed to talk about before our policy came into effect.

It’s not a path of least resistance, and it’s hard at times (especially when you’re voluntarily admitting to something you’re sure won’t get a good response!), but it’s worked for nearly 10 years for us, and it’s directly resulted in us having the most amazing orgasms of our lives on a regular basis since we adopted it.

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We discovered that once we were able to talk about a fetish we were embarrassed about with one another, suddenly it didn’t seem so weird or embarrassing at all, and it just became easier and easier.

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Anyways- we both started out almost totally afraid to even talk about sex, but after poking around on the internet and meeting people and reading people’s stories (long before I was anywhere near taking up the name SheilaStretch), we came to realize that a *lot* of people, even adults, are absolutely too embarrassed to talk openly about something as ‘dirty’ as sex. A lot of people won’t even talk about sex period, much less get into talking about embarrassing kinks with their partners, especially when they’re afraid it’s a weird kink no one else could ever share! 

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After we realized that *everyone* has a bit of kink, and that *everyone* has kinks they’re embarrassed about, we kind of made it our mission to act as un-embarrassed about sex and our ‘weird’ fetishes as possible with our circle of friends- maybe in hopes of trying to make it to feel like less of a taboo topic.

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When you’re at a drinking party and the mood is right, if an adult couple starts a confident sounding conversation about “embarrassing” fetishes, you’d be surprised at how many people will chime in and ‘casually’ ask questions they might never ask otherwise- and all it takes is one or two people sounding confident enough to make people feel like they should be embarrassed about being too embarrassed to talk about sex like adults (which can lead to them making an attempt to be more confident when talking about the subject to try to fit in with the mood). It works surprisingly well. You’d be astonished at the number of people who’d admit to being into the idea of something even as taboo as bestiality at a random party if the subject is broached the right way…

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Anyways, we were doing this long before we started posting online, but after we did start posting, we met some really interesting people- for example, a friend who’s been married for 60 years. He’s been a cross dresser for most of that, but because he was ashamed of it, he hid it from his wife almost the entire time- keeping it as a secret part of himself he shared with no one. That sucks!

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For Mr. S and I, we are one another’s “Catholic priests”. We do confessionals to one another without reservation- where we admit to even the things we feel ashamed for even having though of privately- and through that, we know one another better, both in and out of the bedroom.

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And that has led to *amazing* sex for us. 

I feel like any couple can have what we have if they’re open enough with one another. I feel like if you’re in a relationship with someone you feel you can’t share *everything* about yourself with (even the really dark shit you’re ashamed of yourself for even considering), then maybe you’re not in the right relationship. 

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Maybe it sounds stuck up, but I don’t think we have a patent on communication. I think every couple can and should have what we have (maybe not our specific kinks, but the level of honest communication), and that’s a big part of why I put so much effort into spreading my kinks around for free like I do.

(The above from a post I replied to on RoganBoard. It seemed worth reposting here.)

May 14

Google Glass and the future of porn

After seeing some videos of Goolge Glass in action, Mr. S and I think that something like that could *totally* change the way we record porn.

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We already try to keep our videos as true to what we do together with no camera around as possible, but we feel like Glass could completely change the way we record our stuff, whether it be first-person video of Mr. S double fisting me, or jerking off inside of me with full hand+cock in me, or even casually pumping an inflatable pump connected to a dildo burried in me in public…

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(Imagine if we could get video like this in first person!)

No more awkward, jumpy camera being held at weird angles- just real legitimate documenting of the stuff we actually do with each other on a regular basis with no bulky hand-held camera to get in the way of trying to capture the moment. 

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We’re thinking what we’ll do is set up a site after I hit 10,000 online friends/followers (probably in the next month or so at the current rate), then put any money we make from straight into a fund for buying Glass when it’s released.

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After that… we’ll see where things go after that, I guess?

Anonymous asked: Do you do any actual porn, specifically gangbangs with DP? Triple penetration? Ever do anything with DenniO or Amazing Ty - I've seen huge toys up their cunts.

Do you make money doing this? 

From a comment I replied to in this thread:

As dumb as it probably sounds, even after more than a year of posting, the answer to this question is still no. I do have a plan, though!

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I’ve decided that after I hit a combined 10,000 friends/followers on FetlifeTumblr, Twitter, xHamster, SoundCloudxTube, ect, I’ll use that as my solid signal to put down my own money to build a site where I can sell HD copies of the lower resolution videos I’ve been (and will continue to) release for free on tube sites (dumbest “business plan” ever, right?). 

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I’m going to continue releasing stuff for free because I care more about meeting cool people, exploring kinks, and (my favorite) introducing people to new kinks than I do about making money, but I’m forced to build my own site because I can’t use places like Clips4Sale since a lot of my stuff like (ie fisting and choking) is banned content over there… WTF is up with that, right?

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I *am* absolutely into the idea of things like gangbangs and DP, but real world caution tells me those probably won’t happen as long as I’ve got to worry about it getting me fired IRL :(

(Oh, except for the DP part. I’ve been to parties that kind of turned into mini-orgies, but never a full-on gangbang. DP is something we’ve done before with other couples though…)

Anonymous asked: Is there a specific reason you always hide your face?

PS what would it take to convince you to show your face? What we’ve seen is pretty awesome IMO, but c’mon!

From a comment I replied to in this thread:

All the videos I’ve put out so far have digital face blurs, so if I ever ‘go pro’ (or get to the point in life where I don’t need to worry about getting fired) I can clean them up with no effort at all.

I do love the idea of being paid to fuck and to let people watch me do what I enjoy doing, but I know people who have been fired because their face showed up in places that their employers didn’t approve of. 

I’m considering putting together a site and seeing how things go with that. If that manages to come anywhere close to what we’d lose out on if the fun we have online got us fired IRL, then it’ll be a real consideration.

While “porn star by choice” is an occupation I genuinely like the sound of, I’m really only interested if I can do things the way I want to do them. 

If I’m at a gangbang with a roomfull of dudes jerking off and cumming into a funnel stuffed in my holes, I want it to be a setup that I helped put together with guys I *know* are clean, not with some random director in the corner shouting orders and telling me to fake one emotion or another because that’s what he thinks a gangbang should look like… 

One of my fantasies is that if I ever do step into ‘real’ porn, I’d like to be able to “go on tour”- not as an escort on the side like I hear some models are, but to specifically go on vacation to a place where prostitution was legal and regulated and people are tested, then maybe rent a room in a brothel, put out the word and see who shows up… Too shady? 

jetztinspace asked: Do you take requests for sessions to record/share with us?

Definitely!

I can’t promise they’ll be fulfilled and posted online in any kind of reasonable amount of time (I have kind of a big backlog and only have so much free time to release face-blur & release stuff)

but I am most definitely open to taking requests!

One of my favorite things about posting is how many awesome things we’ve managed to incorporate into our sex lives since we’ve started meeting people through posting about my kinks!

So ask away!

(this picture set is the result of a request someone made, actually…)

Im21, and my boyfriend and I are going to start ruining my pussy too. Email us with any ideas for beginners. I want my pussy to be able to take big toys, fruit, fists and a few billiard balls.
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That’s great to hear! Suggestions for beginners? Maybe start out with some inflatable dildos. With those, you can start out small, then pump them up a little more each time as you get comfortable with the size :)
I highly recommend this one. We’ve had a *lot* of fun with it!
-SheilaStretch

Im21, and my boyfriend and I are going to start ruining my pussy too. Email us with any ideas for beginners. I want my pussy to be able to take big toys, fruit, fists and a few billiard balls.

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That’s great to hear! Suggestions for beginners? Maybe start out with some inflatable dildos. With those, you can start out small, then pump them up a little more each time as you get comfortable with the size :)

I highly recommend this one. We’ve had a *lot* of fun with it!

-SheilaStretch

“Object Confessions 4” was inspired by a lovely play partner who I introduced to wine bottles and other glass. You’re not the only one out there who absolutely adores being stretched and stuffed. :)
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I’ve read some of your stories before - really great stretching in a lot of them. Nice wine bottle picture, Max!
-SheilaStretch

“Object Confessions 4” was inspired by a lovely play partner who I introduced to wine bottles and other glass. You’re not the only one out there who absolutely adores being stretched and stuffed. :)

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I’ve read some of your stories before - really great stretching in a lot of them. Nice wine bottle picture, Max!

-SheilaStretch

Anonymous asked: Can you fit a fist without any warmup?

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Almost without even trying at this point :p

Anonymous asked: So how loose is your natural pussy state?

Here’s a somewhat recent picture…

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While it’s true this is a before-stretching picture, it’s still definitely nowhere loose enough yet.

When I’m done with it, this hole, it’s going to be unquestionably wrecked.

had to let you know i’ve been anon creeping you for a long time on tumblr and fetlife. I think you are sexy as all hell and love that you are putting out material that satisfies my particular fetish. there are always kinky fuckers out there, and when people lead by example, we eventually start posting pictures of our own sexual dalliances, so here’s a picture of me with two pool balls stuffed inside of me.
go SheilaStretch!
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I *love* hearing about stuff like this! Thanks for posting! :D
-SheilaStretch

had to let you know i’ve been anon creeping you for a long time on tumblr and fetlife. I think you are sexy as all hell and love that you are putting out material that satisfies my particular fetish. there are always kinky fuckers out there, and when people lead by example, we eventually start posting pictures of our own sexual dalliances, so here’s a picture of me with two pool balls stuffed inside of me.

go SheilaStretch!

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I *love* hearing about stuff like this! Thanks for posting! :D

-SheilaStretch

oknotoneword asked: Do you like the thought of me jacking off and fingering my tight asshole to your beauiful loose pussy?

You know-

some women don’t like it when you message tell them you’re jerking off to the stuff they post.

Luckily,

I have no such hangups :D

I *love* to hear about it when people get off to my stuff!

Fleshlight question

Is it possible to have sex with you, with the flesh light inside you but actually be having sex with the flesh light? I can’t tell you how turned on I am. You sound like an amazing woman and I love your stories. Please keep them coming. 

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Absolutely!

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It’s something we like to do from time to time just for the fun of it.

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We actually have more than one type of Fleshlight that we swap out from time to time.

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Each one has it’s own unique feel for both of us :)

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You can’t really tell from these pictures, but the Fleshlight was inside of me in the video these shots are from.

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After we get Google Glass, I think we’ll get some pretty amazing first person videos from Mr. S when he does stuff like jerk off inside of me :D

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Later on in the video, I rode Mr. S in reverse cowgirl position with his cock burried inside the Fleshlight in me *plus* his entire fist inside me and wrapped around it all… It was *amazing*

-SheilaStretch

Anonymous asked: Hi Sheila. I'm a big fan of your FistForum blog. Could you please post more pictures of the fleshlight in your pussy? They're such a turn on! Perhaps, even Mr. S cumming on it while it's inside you? If you're into that kind of thing? =)

Will pictures of Mr. S fisting while the Fleshlight is inside of me work for now?

(in this picture, Mr. S yanked out his fist and the entire Fleshlight in a single fluid motion. I orgasmed *HARD.* It happened a little too quickly to get a non-blurry screen shot, sadly…)

(exhaustion…)