May 2013
25 posts
25 tags
WatchSheilaStretch: Speculum gape play, urethral play with sounding rods, and a couple pure pee-hole-filling-only orgasms
I plan to fit an entire cock into my pee hole someday. I don’t *want* to feel a man ejaculate directly into my bladder someday- I *need* to feel it happen.
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...
30 tags
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...
30 tags
Anyone can have what we have: How I got my kinks,...
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...
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.
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...
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.
Anonymous asked: Is there a specific reason you always hide your face?
jetztinspace asked: Do you take requests for sessions to record/share with us?
Anonymous asked: Can you fit a fist without any warmup?
Anonymous asked: So how loose is your natural pussy state?
oknotoneword asked: Do you like the thought of me jacking off and fingering my tight asshole to your beauiful loose pussy?
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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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? =)
Anonymous asked: Ok, so this isn't a question but...I just wanted to say that you should be extremely proud of yourself. Why? Because I'm gay, yet find you incredibly erotic and arousing. 100% gay male, never slept with a woman, not even really into watching female bodied porn, BUT I ran across some of your videos a while back and was instantly in awe. There's nothing hotter than being stuffed full...
umbriss asked: I stumbled upon a thread about you on BBWchan and oh my goodness, this is a fetish I did not know I had. :blush: Not really interested in it for myself but I may bring it up with any future girlfriends. Much love <3
Anonymous asked: Never heard about orgasmic childbirth? What do you think about?
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Anonymous asked: Damn, i love how your tummy looks already, but i'd love to see it super swollen with 1 or maybe 2 babies. i know you just look delectable :P
big toys for you
sheila i found this web site for you , and remember that anal toys will strech your pussy to. http://www.sextoyshop.com
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Some of these toys actually look *really* fun… thanks for the link!
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Anonymous asked: Hi Sheila. :) I've always wondered if you were into any fantasies of taking a dog or horse. If it isn't your thing, do you you find it morally wrong or does it just not excite you?
Anonymous asked: After reading your story on fist forum, have you ever thought about fucking a horse? How about you doing it and then fisting yourself at the same time, then holding its cock head and letting it spunk right up your cervix?
13 tags
SheilaStretch's feeding fetish via Google Glass?
(This is another post written by Mr. S for a thread over on bbw-chan) While I do like the idea of girls gaining weight on purpose, I definitely wouldn’t say that I have a “feeding fetish,” even though I do enjoy feeding food to Sheila, who definitely is a full-on feedie. Girls eating doesn’t really do much for me, even though I’ve regged with plenty of sites that have...
15 tags
Fattening up SheilaStretch: A cool story by Mr. S
(This is a post written by Mr. S for this thread on BBW-chan)
So cool story time: I recently entered a career where we don’t really have to worry too much about the weekly food budget anymore. To you guys, that means there’s a good chance Sheila is going to be getting squishier in the future. If it happens, it happens. No promises- and it’ll only happen as long as she’s...
16 tags
On domination and intentional weight gain
So what ever happened with that intentional weight gain plan of yours? Or did you end up bailing on that when no one gave you attention for it?
I actually hit my goal on that awhile ago, but no one asked about it, and I’ve been pretty busy with school, so the target weight kind of came, then went a little past it… I actually am up to 66.7kg (~147lbs) now.
I already decided...
April 2013
12 posts
Anonymous asked: If you do become a surrogate, would you film and post the birth?
Love it,Love it,Love it!!!
Even after this long, it’s still hard to believe so many people manage to not be completely horrified by my kinks :p
viler asked: Fucking awesome snatch and belly
thetasteofawoman asked: I am really into sounding. Are your stretching efforts focussed only on vaginal/anal stretching, or areyou working your urethra too? And if so, can we see?
Anonymous asked: You should take speculum pictures so we can see deep into you.
Anonymous asked: Why do u want a big clit? I have one and I HATE it is vile I'd rather have a small one it makes me feel so self conscious :(
Anonymous asked: Pardon if this comes off as rude, but why don't you have a clitoris?
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Anonymous asked: Any chance of more period play videos?
March 2013
12 posts
17 tags
WatchI want to wreck my vagina, then fill my gaping hole with cum
This video is from about 4-5 months before I was ever convinced to post about my kinks online as SheilaStretch: Destroyer of Holes
In this one, I discussed my (then) newly discovered interest in ‘ruining’ my vagina- then I stuffed myself with a bottle and had a humping orgasm while talking about my obsession with being...
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WatchFirst off, this video *is not* the 1 year anniversary video I’ve got planned- that’s still coming later :)
[Warning: This is pretty different from my usual stuff. There’s a lot of pictures of cocks, for one thing]
This video is the result of the first joint effort between myself and a longtime fan I’ve been talking with almost since the start, Popperslut of Xtube. It took...
19 tags
Tomorrow marks a year of sharing my kinks online...
I can’t believe it’s almost been an entire year since the internet (http://bbw-chan.net/li/res/2710.html in particular) first convinced me it might be worth sharing my kinks with the world!
If things go according to plan, tomorrow there will be some new pictures, a new audio recording (key words: inflatable toy, semen inflation fantasies, anal play, some talk about my fisting...
Anonymous asked: You haven't posted in a while, we miss you!!
11 tags
WatchBirthing my favorite inflatable toy while wearing fishnets
Here’s the video from the end of my lady’s business suit & public inflatable toy adventure (http://sheilastretch.tumblr.com/post/43446807139/heres-a-couple-shots-from-the-start-of-the-day)
In this clip, I pulled my (already pumped up) inflatable out at full size and had a short, but *great* orgasm. This one was a bit...
16 tags
WatchParking lot orgasm with my favorite inflatable toy while dressed in a classy suit
This is a video from the day I dressed up in a nice lady’s business suit, stuffed in my favorite inflatable toy, and went out to run some errands for the day! This part is from where I gave myself a couple shuddering orgasms before heading into the sex shop to meet up with some friends…
I had this...
8 tags
February 2013
24 posts
9 tags
Anonymous asked: Do you ever use play needles?