Sunday, March 23, 2014

Sinful Sunday: Tight Squeeze

We like anal sex.  We find it to be intense and pleasurable, with just the right amount of taboo to give it a slight edge over vaginal sex.  But we don't have it as often as either of us would like, because as we frequently say, when you're pressed for time you tend to fuck the orifice that lubricates itself.  However, while enjoying a couple days without our usual responsibilities (read: while childless and holed up in a hotel room), we broke out the lube and had some fun.  It bears noting that Jill's first experience with anal sex, long before she and I met, was far from a positive one, venturing instead into the realm of sexual assault.  Therefore her comfort is of the utmost importance to me - in all things, not just when I'm fucking her ass - and I do my best to make sure that she enjoys herself as much as I do.  



Sinful Sunday

18 comments:

Anonymous said...

This image is wonderful for so many reasons. It's a still of an incredibly intimate moment, it is highly erotic, it shows the level of trust that Jill has that, after such a traumatic experience with anal sex, she trust you enough to allow you to take her that way....and it makes me crave anal sex for myself.

I cannot tell you just ho wmuch I love this image

Flip xx

Unknown said...

Wonderful image!
I am still a virgin in that regard; if the day ever comes that that will change I hope for as much regard :)

~Kazi xxx

Marie Rebelle said...

This is a incredible erotic shot. Love the position you both are in and just the thought of anal sex going on... mmmmm

Rebel xox

Molly said...

So, so happy to see you back at Sinful Sunday again, your images are always so good.

Like you, we enjoy anal but, having limited time does mean that we don't get to have it often but the benefit to that is that when we do it is very special

Anonymous said...

That is a very wonderful picture and it sounds as though you made good use of your time.

cammies on the floor said...

Love the angle of this, I wonder who took the picture or if you placed a timer.

Unknown said...

Such a great image, classic. Anal can be great fun, good to hear you all enjoy it too.

SassyCat3000 said...

This is a fucking hot picture. Everything about it is hot. Perfect in everyway. You really did an excellent job on this photo ;)

Silverdom said...

Wow wow wow. Hot and very intimate. We also love anal but have yet to get a pic this good.

Scarlett Dubois said...

This photo is just wonderful. Highly erotic in extremely good taste. Is it wrong to want this image hung on my wall? xxx

Anonymous said...

inspiring *bites lip*

Unknown said...

I have missed your pictures as much as I have missed ya'll. Beautiful shot and like Jill I had a rough experience the first time but when it happens now it is nice and enjoyable. I think a woman really has to be in the mood for that..

Anonymous said...

Good fucking god. hummina. (pun intended)

Anonymous said...

Yes, children and time restraints do intrude on a couples abilities to take advantage of some anal play. Love the pose and how you spread her cheeks apart to squeeze in there.

Jack and Jill said...

Thanks everybody! We weren't sure we would get such a universally positive response to this shot, and we appreciate the thoughtful feedback. I am very honored to have my wife's trust on this level.

cammies: Definitely a timer. On the one hand we'd love to have someone photographing us (it's happened once before), but on the other we'd just ask him/her to put the camera on a tripod and come join us.

Scarlett: Not at all! That's very flattering!

Great Love Toys: Believe it or not, those are Jill's hands spreading her cheeks apart. Mine were busy pulling her hair or grabbing her shoulders or something.

Thanks again, everyone!

- Jack

JustLikeHeaven said...

What a lovely image indeed and glad to see you around again.

Unknown said...

HOT AS HELL. Anal is the best experience sometimes.

Unknown said...

Wonderful, sexy image.

Camera timers are great, aren't they! ;-)

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