Sinful Sunday: Two Pairs

Jack slid my blouse and my bra over my shoulders, freeing my breasts.  He leaned down to suck one of them, beckoning our friend over to have a taste of the other.  After a few glorious moments with two mouths on my nipples, he stopped, and suggested that he and I have some fun with her instead.  He threw off her top, and I unhooked her bra.  While I stroked and kissed her magnificent breasts, he kissed her neck and her shoulders.  My hands wrapped around her body, kneading her soft, supple ass with eager fingers.

We moved her to the bed and began to caress her through her remaining articles of clothing.  Then Jack turned her onto her back, and as I kissed and touched her, he stripped her to her sheer black panties.  He climbed onto the bed and we ensconced her between our bodies, our mouths traveling along her sweet flesh as our fingers came together inside her.  We had fun tantalizing her warm, wet pussy, but it wasn’t long before the panties simply had to go.  As I undressed I looked up and saw Jack stepping out of his boxers.

He settled between her legs and began to devour her.  I was really turned on as I watched him lick her lips and suck her clit, knowing the overwhelming sensations of pleasure she was experiencing.  And while I wish I could remember every lick, every stroke, every orgasm that happened over the next two and a half hours, the simple fact is that for a number of reasons including a pervading air of unbearable excitement, threesomes are often a blur once they’re over.

However, I do vividly and fondly recall a number of hot details from that evening:  Kissing our friend on the lips for the first time, tasting her tongue against my own.  Jack fingering her and then bringing his hand up to my mouth so I could enjoy a taste.  Our friend brushing the hair out of my eyes as I sucked her breasts.  She and I sucking Jack’s cock together.  Watching her legs wrap around his head as his skilled tongue brought her to a powerful climax.  The wonderful, intense sounds she made as she came.

We even got a picture, hence the title of this post.

For our friend’s very erotic recollections of the evening, please check out her awesome blog!
Sinful Sunday

Formspring Friday: Sexual Healing

Jill- you’ve spoken more than once of your abusive past. What is it about JACK that has enabled you to heal in ways you couldn’t on your own? I’m sure you did a certain amount of work on your own. All survivors must, but what about Jack?

(Submitted by Pagan Princess)
For those not in the know, the abusive past referred to in the question involves an incident of forced anal sex by a boyfriend when I was much younger.  It’s an unfortunate episode that could have negatively colored my sex life for years thereafter.  Fortunately I met and married the man I did, and he helped me to overcome it to the extent that anal sex is currently an aspect of our sexual life that I really enjoy.
So how did Jack help me get through this?  Or more accurately, how did we get through this together?  Well, first of all he made me so comfortable that I wanted to open up to him and actually talk about the experience.  I’m pretty sure I had never told anyone about what had happened, but with Jack there was no hesitation.  We discussed it fairly early in our relationship because I realized that I wanted to give anal another shot, and it was important that I make him aware of what had happened beforehand.
Jack is the best lover I’ve ever had, and that’s not just because of the strong emotional connection that I feel with him.  No matter what we’re doing, whether he’s fisting me or fucking my ass, he is sure to proceed very slowly and make sure that I am enjoying it.  He never takes for granted that the sounds I’m making are sounds of pleasure, as they could easily be a reaction to pain.  Ever since our relationship was new, he’s proven himself loving, caring, and very concerned with my feelings.  He has never and will never put his own wants and needs above my pleasure and comfort.  He doesn’t just want me to be comfortable with whatever we are doing, he wants me to be actively enjoying it, and he does whatever he can to ensure that I am. 
Even while he is pushing my sexual boundaries and encouraging me to step outside of my comfort zone, Jack is dilligent about checking in with me to make sure I’m still okay and having a good time.  Although I am generally aware of what I like and dislike in the bedroom, Jack realizes that just because I enjoyed a particular experience one day doesn’t mean that I will always enjoy it.  He reminds me that I can back out at any time without fear of judgment or resentment.  He makes me feel like I can be honest, and he validates me for doing so.  With him, I know that I am safe and able to express my feelings.
The kind of hand-holding I describe in the previous paragraph may seem cloying, but sometimes it’s necessary.  Obviously I am not a sexual novice and it takes a very extreme situation to cause me any sort of psychological trauma.  But the fact that Jack is so aware of my needs and my feelings, and that despite his more dominant nature he is able to demonstrate his caring and gentle side when I need him to, is wonderful and shows just what a perfect match we are.
I need to point out that Jack’s softer side probably has nothing to do with my past.  I believe that, deep down, this is simply who he is, and I am confident that he would be this way regardless.  At the time that we were newly dating, Jack was still close friends with one of his exes.  Though she was quick to sing his praises as a loyal friend, a devoted boyfriend, and an amazing lover, she didn’t have to.  The fact that they had remained in touch after their breakup, with no apparent acrimony, told me a lot about the quality of Jack’s character.  This, in part, made me realize that I could open up to him, and that he would treat me gently unless I wanted him to treat me rough.
– Jill
If you want to ask us a sexy question, drop us a line on Formspring, or use the handy Formspring widget on the right-hand side of our blog.  To see who else participated this week, search #FormspringFriday on Twitter!  If you have a Formspring account and you aren’t already participating, feel free to join in the Formspring Friday fun!

The Naughty Hangout: Click!

For the first time ever, we lost track of time this week and completely forgot to do something for The Naughty Hangout.  You’re probably saying, “But Jack!  Quite a few of your previous TNH offerings have been so half-assed that there’s no way you planned them very far in advance.”  But nothing could be further from the truth.  Most weeks, we have our post ready to go at least a few hours ahead of time.  Just not this week.
“Zoo” is this week’s main theme, with the backup themes of “Plants” and “Tourist”.  As I’m writing this post at nearly 4:00 AM, the zoo is unfortunately closed.  We have no potted plants in the house, nor have we a garden, and we doubt that the stoners across the hall will let us take a picture of their stash at this early hour.  That leaves “Tourist” as the only possible option.  And since we really can’t go on a sightseeing junket for the purposes of a naughty photo shoot, we thought we’d do the next best thing.

Here’s Jill with my Canon PowerShot Pro.  I’ve had it since 2004, and it’s accompanied us on virtually every vacation we’ve taken together.  This camera has photographed the Grand Canyon, Blarney Castle, Mendenhall Glacier, Hollywood Boulevard, Times Square, Space Needle, and Red Rocks Amphitheatre, among other noteworthy places.

See who else is being naughty this week!

Wicked Wednesday: Election Night

We’d been planning it for weeks.

Actually, that’s not true.  It had been months.  It was in summer – our anniversary, to be precise – that she sent us a message to let us know she’d be coming out to San Francisco in November and ask if we’d be interested in getting together.  We were pleased by her inquiry, so much so that we took a break from toasting to our marriage and wrote back to let her know that, yes, we were definitely interested.

Three weeks ago she wrote again, this time to give us her itinerary.  We had already arranged to have my parents look after our daughter for a couple days during her visit.  Leaving our child with a babysitter is always dicey.  Typically the relatives we trust to look after her are unable or unwilling to watch her past eleven PM or midnight, and while this is helpful on those occasions when we want to meet friends for drinks or perhaps see a movie, we had no intention of rushing through our evening.  So the fact that my parents were able to take her for as long as they did was quite serendipitous.

She told us that she could meet on Tuesday or Thursday evening, though Tuesday was preferable.  Of course, Tuesday was Election Day in the United States, and a flurry of thoughts ran through our heads.  We tend to follow election coverage pretty closely, moreso during a Presidential election year.  And while we were certainly excited by the prospect of finally getting together, we weren’t sure how this very important election might affect our plans for the evening.  Obviously we didn’t mind skipping the Election Night coverage for once.  Also, the overall stakes of the election had us pretty stressed out.  It would be nice, we agreed, to distract ourselves with a little adult fun.

On Tuesday night we drove out of our  suburban paradise and headed up to the City.  The traffic was considerable as expected, but we listened to the news on the way, and it kept us optimistic.  We met her outside of the bar in her hotel; she wore a black dress, boots, and a red sweater.  We’d admired her for months, quite openly, on her blog and on Twitter, but neither Jill nor I were prepared for just how stunning she was in person.  The first thoughts that crossed our minds did not involve dinner or even drinks, but rather taking this beautiful woman upstairs, stripping her clothes off of her, and having our way with her before letting her have her way with us.

It had been a long day, however, and we were all hungry.  After perusing the menu at the hotel restaurant, we decided to take a walk.  We settled on a nearby spot called John’s Grill, tempted by its promise of 63 Cocktails.  Once inside, we found a mere ten cocktails on offer – actually nine, since the one I selected was unavailable – and the waiter explained that the number 63 is the restaurant’s address on Ellis Street.  Despite the misleading come-on, the food was good.

As we waited for our dinner, we discussed politics among other topics, and it occurred to us that given the  importance of the election our evening would have been much different had our dining companion been a staunch Republican.  In the middle of our meal, as I tried to check election results on my phone, a friend texted me that Obama had won.  I confirmed it, and we all exhaled.  The stress lifted.  We had one thing and one thing only on which to focus for the rest of the evening, and it didn’t involve politics.  Or clothes.

We found ourselves in her hotel room, sitting across from her on the sofa while eyeing the comfortable king-size bed not far away.  I started by releasing Jill’s breasts from her top, doing my best to distract the two women from their conversation.  It worked, naturally.  I asked her if she’d like to have a taste of one of Jill’s nipples, but quickly retracted the offer.  No, I didn’t want to keep both for myself, though it was tempting.  Rather, I was preoccupied with thoughts of Jill and I spoiling our lovely new friend instead.

I stood behind her, nuzzling her neck, as Jill kissed and caressed her from the front.  It didn’t take long at all before I began to undress her, revealing first the sexy black and white bra featured in her Twitter avatar, and then the full and tantalizing breasts we’d seen so often in her online self-portraiture.  They stood close, pressing their breasts together and noting similarities between their respective pairs.  My hand settled between her thighs as Jill began to lick and suck her nipples.  Eventually I suggested that we move things to the bed.  She and Jill lay on the bedspread as I removed the rest of her clothes.  Jill was next to undress, and then I.

We lay naked together, Jill and I each sucking one breast as our hands traversed her fine figure.  Her arousal was evident as we parted the lips of her pussy.  Our fingers worked together, circling her clit and feeling her orgasm build.  But I needed a taste, and I kissed my way along her body before settling between her legs and devouring.  As Jill continued to work on her breasts, I lapped as though I’d never tasted a woman before, and sated myself on her sweetness.  

The exquisite debauchery that followed was eventually cut short by our friend’s need for an early start the following morning, as well as our need to claim our car from the garage before it closed at midnight.  As Jill and I took our leave, it occurred to us that we never would have predicted that our candidate’s victory would be only the second greatest part of Election Night.

This week’s prompt recalls Obama’s 2008 campaign slogan.

Retro HNT: Crescendo

“Crescendo”, posted December 9, 2010
In 2010 we posted fifty-two consecutive weeks of pictures at OHNT.  We’re posting them on our blog, one per week.  They can be found here, along with background information and all the comments they received.

TMI Tuesday: November 6, 2012 – Movember

During November each year, Movember is responsible for the sprouting of moustaches on thousands of men’s faces around the world. With their Mo’s, these men raise vital awareness and funds for men’s health issues, specifically prostate and testicular cancer initiatives.
Please participate in TMI Tuesday the next three Tuesdays–Nov. 6, 13 and 20 to help us raise awareness about Prostate Cancer. Come get anal as the questions will be prostate related.
Grab the TMI Tuesday button for Movember and display it with your TMI Tuesday post or for the entire month of November.

This week the questions, from heelsnstocking.blogspot.com, have a moustache theme and a request for you to join in, even if it’s just a little self checking.
Jack’s Answers
1. Ladies…Have you ever kissed a man with a moustache?
Gentlemen… Have you ever had a moustache?
Did you like it?
As a gentleman (okay, maybe not a gentleman, but a man), I take exception to this question.  For the record, I have kissed a man with a moustache – just my father, but still – and I suspect that a lot of other dudes who take part in TMI Tuesday have kissed men with moustaches, in a sexual fashion or otherwise.  However, since that was not the question that was asked of me, I’ll answer the one that was.  Yes, I have had a moustache, though only as part of a van dyke, and not on its own.  As for whether I liked it, sure.  I don’t currently have one, though, so that might tell you something.


By “van dyke” I’m referring to the beard-and-moustache combo, not these guys.

2. The say ‘putting on the beared’ means going down on a lady with a full bush. Do you prefer a bearded, trimmed or bald pussy?
Putting on the beard, huh?  I can honestly say that I’ve never heard that expression.  Normally when I want to refer to going down on someone, I simply say “going down”.  In the event that my meaning can be misconstrued for, say, use of an elevator, I have been known to favor the less ambiguous “eating pussy”.  I’ve never been a fan of “eating out”, because it sounds too much like going to a restaurant for dinner.  Anyway, I hate to say that my preference is to go down on a completely-shaven pussy, because I fear that it makes me sound shallow.  It’s not an issue of taste or even of cleanliness; it’s simply easier.  I strive to do a good job where oral sex is concerned, and it’s a bit easier when some gardening has occurred.

3. What’s your preferred style of ‘tashing on’? (snogging)
This question came close to breaking my brain.  While I’ve heard the expression “snogging”, “tashing on” was a new one for me.  I did a Google search, which returned among other results the following, from Urban Dictionary:  “Local Geordie dialogue for getting off with, ‘pulling’ or ‘Snogging’ with another person”.  Needless to say this didn’t clarify anything.  I understood “snogging” to mean kissing, but decided to do a search in order to not sound completely out of my depth.  One site likened the term to what others call “making out”, i.e. kissing, caressing, fondling, etc.  So essentially this question seems to be asking for my favorite way to make out.  I wanted to give an answer along the lines of “while bending Jill over the sofa and fucking her from behind”.  While I do enjoy this sort of makeout session, it’s not my favorite.  I tend to prefer one of those ridiculously-sexy standing-up-face-to-face snogs, complete with hands fumbling at belt buckles and shirt buttons.

4. When was the last time you cupped yours or anyone else’s testicles?
I’ve never cupped anyone else’s, but I cup my own from time to time.  Not as often as a Major League Baseball player, certainly, but probably more than the average thirty-six-year-old who is aware of his testicles and has no cause to believe that they’ve run away.  Why do I do it?  I’m not sure.  For the record I don’t do it in public as I’m pretty sure no one wants to see me “adjusting”, but for instance if I’ve just gotten dressed and I want to make sure they’re properly centered within my pants I might give them a little lift.
5. If you had a moustache what style would you be and why?
Images for styles here. 
I’d probably go with The Regent, as it’s vaguely Harry Reems-ish. 

You know, the guy from Deep Throat.
Jill’s Answers
1. Ladies…Have you ever kissed a man with a moustache?
Gentlemen… Have you ever had a moustache?
Did you like it?
Yes, I have kissed a man with a moustache.  It wasn’t anyone I dated seriously, just a casual hookup.  I didn’t like it because it just felt weird to me, plus it tickled too much when he went down on me.  I am not against the idea of kissing men with moustaches although it is not my preference.  Fortunately, Jack isn’t very fond of having one, so it’s never a concern.
2. The say ‘putting on the beared’ means going down on a lady with a full bush. Do you prefer a bearded, trimmed or bald pussy?
I prefered to shave or wax my pussy.  I like it completely smooth.  It doesn’t really matter to me from an aesthetic perspective since I am generally unable to see it, but a totally bald pussy really feels great on my fingers when I am masturbating.  Plus, even though I can’t imagine Jack doing a bad job eating pussy under any circumstances, I’m sure that he does his best work when there’s no hair to get in the way.  With that in mind, why wouldn’t I keep it hairless?

Not the kind of hairless pussy I meant.
3. What’s your preferred style of ‘tashing on’? (snogging)
I’m not sure if this just means kissing, or if it means heavy petting type activities as well.  But I like slow, gentle kissing that eventually turns very hot and heavy.  I love kisses that trail all over my body, especially when they land on my neck, stomach, and pussy.
4. When was the last time you cupped yours or anyone else’s testicles?
I cupped Jack’s last night, and I plan to do it again tonight after this is posted.  Also, does “cup” mean “suck”?
5. If you had a moustache what style would you be and why?
Images for styles here.
If I was going to have a moustache, I would definitely have a handlebar moustache.  If you’re going to have one, you may as well go big, and given that Jack likes to pull my hair when he’s fucking me from behind, a long handlebar moustache would give him some options.

Separated at birth?

 If you want to get involved and raise awareness more on your blog or twitter join in here and win a gift set of prostate toys and accessories and £100 shopping voucher!

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How to play TMI Tuesday: Copy the above TMI Tuesday questions to your webspace (i.e., a blog). Answer the questions there, then leave a comment below, on this blog post, so we’ll all know where to read your responses. Please don’t forget to link to tmituesdayblog from your website!

Sinful Sunday: Happy Halloween!

Here I am in my sexy orange and black Halloween tights…

…here is Jack in his scary ghost costume…

…and here is a devil to whom you would happily sell your soul.

See who else is being sinful at Molly’s Daily Kiss!

Sinful Sunday

Formspring Friday: Fisting Fiesta!

How did you get into fisting?

(Submitted by Cougar in Training)

Jack’s Answer

I’m fairly certain that the first time I fisted someone was around age twenty-one or twenty-two.  The woman was a casual fuckbuddy who sustained me through a couple otherwise dry spells during my twenties.  During a long and very exciting session of foreplay one evening we found ourselves naked and making out on her bed.  She was playing with my nipples while I fingered her pussy.  I’d slipped two fingers in, but she wanted more.  Soon I had four fingers inside her, my thumb rotating slowly on her clit.  Then she asked me, somewhat awkwardly as I recall, to give her my thumb, too.  I was aware of fisting, though I’m pretty sure I regarded it as the stuff of urban legend; still, I did as I was asked.

I didn’t get my hand all the way inside her, i.e. all the way to my wrist, but for all intents and purposes my entire fist made it in.  Having already found her G-spot I resumed stimulating it.  She climaxed almost immediately, her intense moans during the buildup the perfect encouragement for me.  When she drenched my hand and my arm I was fascinated.  I’d found a couple G-spots in my life, and I’d made a lot of women very wet in doing so.  But nothing like this!  When I’d seen women squirt in porn I wasn’t sure whether it was some sort of camera trickery, or a talent only a small number of women possessed.  And now I’d made it happen!

Being a geek, I’d read up extensively on female sexual response and was aware of the debate over whether female ejaculate was urine or something else altogether.  I was pleased to learn that it wasn’t urine.  She, on the other hand, was mortified.  She apologized profusely, insisted that she’d never done that before, and hurried to get me a towel.  I did my best to assure her that she had nothing to worry about and that I was in fact totally turned on by it.  It didn’t help.  Continuing to apologize, she tried to clean me off, not that I necessarily wanted her to.  At this point I’m pretty sure she was near tears, and I went into full-on aftecare mode.  I suggested that we take a shower together, and as we huddled close under the water she relaxed a bit.  I told her how exciting it was for me, and she admitted that it was the hardest she’d ever cum in her life.  Still, I’m not sure that I ever fisted her again.

Jill’s Answer

Jack was the first person to ever fist me.  He found my G-spot pretty early into our sexual relationship, and I loved the sensation.  It led to very intense orgasms and always resulted in me squirting.  As we continued to experiment with G-spot play, Jack would put more fingers inside me at my urging.  The first time it happened he was stimulating my G-spot with two fingers and my clit with his thumb.  I asked for more fingers, and he put in the other two, and continued to use his thumb on my clit.  Eventually he took his thumb off my clit and replaced it with his very eager tongue.  As he licked me, I could feel him slip all five fingers inside me.  I felt so full, and I knew my orgasm was near.

I loved feeling his fingers undulate against my G-spot at the same time that his tongue danced over my clit.  I knew I was going to cum very quickly, but I wasn’t prepared for just how quickly it happened, and for that matter how intense the orgasm was.  I’d never felt anything like this before.  My orgasm was earth-shaking, definitely the most profound I’d ever had.  My ejaculation was torrential as well, and I soaked Jack’s face, chest, and hand with my juices.  I wasn’t expecting it, and I worried that he was going to be turned off by what I had done, but he didn’t even slow down.  It was very enjoyable, almost too enjoyable.  Definitely not something I was used to experiencing.

G-spot orgasms are my absolute favorite kind, but I can’t always handle them, and sometimes I actually cry from the intensity.  I have to be in the right frame of mind in order to relax and get the most out of them.  If I can do that, it makes it much easier to allow Jack’s fist all the way in.  Of course, I suspect that Jack loves fisting me even more than I love being fisted (which is saying a lot), and sometimes he’ll pull it out as a party trick when we are camming or performing for a live audience.

We’re down to our last sexy question and we need more if we’re going to keep Formspring Friday going!  If you’ve got one to ask, please drop us a line on Formspring, or use the handy Formspring widget on the right-hand side of our blog.  (While you’re at it, be sure to check out Cougar in Training, and thank her for consistently providing such awesome questions!)  To see who else participated in Formspring Friday this week, search #FormspringFriday on Twitter!  If you have a Formspring account and you aren’t already participating, feel free to join in the fun!