TMI Tuesday: May 1, 2018

You all know I love “Would You Rather?” questions for TMI Tuesday. Today’s take on that is sexy with inspiration from around internet.

Just Jack today, I’m afraid…

1. Would you rather wrestle naked in a pool of Jello or chocolate pudding?
Probably Jello. For some reason the idea of sloshing around in processed animal cartilage is somehow less disgusting than sloshing around in dairy. If I had to guess, I’d say it’s because I would rather eat chocolate pudding than Jello, and since I wasn’t going to eat the Jello anyway, I have no problem wrestling in it, whereas wrestling in something I’d actually want to eat seems like a waste.

2. Would you rather have sex in your parents’ bed or at a mattress store?
Probably at a mattress store, as I’ve already had sex in my parents’ bed. (No, they weren’t present at the time.)

3. Would you rather have sex on a beach in Hawaii or behind a waterfall in Brazil?
I’m going to go with on a beach in Hawaii. Behind a waterfall would likely be more comfortable given the likely lack of sand. I’d like to experience that someday, if not necessarily in Brazil. However, sex on a beach would nicely flip my exhibitionism switch, resulting in hot sex, and a great show for any onlookers.

4. Would you rather be on top riding your lover all night or taken/taking them from behind all night long? Why?
Tough call! I like both. However, if I’m going to stick with one position all night long, I’ll go with missionary (on top, though not riding). I’m much more likely to sustain that position for several hours than doggy style, if only because I’m inherently lazy, and would like the option of lying on top of the other person when my knees give out.

5. Would you rather have sex with only one person watching but they know it’s you or with 50 people watching and have them not know it is you?
If the one person was someone to whom I was attracted, I’ll go with that option. Because she knows it’s me and is still watching, it stands to reason that the person is attracted to me as well – or at the very least not repulsed by the sight of me fucking – and might want a turn.

Bonus: Would you rather have to pay for sex or be paid to have sex? Explain.
I’d rather be paid to have sex because money is tight.

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!

Five For Five: Jill’s Spring Break

After a long period of discord between Jill and I – primarily with regard to our sex life – we seem to be reconnecting. I can’t say whether we’re out of the woods, so to speak; I acknowledge that there will likely be difficult days ahead, but lately they have been outnumbered by the good ones. She and I have reached a comfortable place wherein we are capable of laughing, holding hands, cuddling on the couch, and being happy. And yes, sex has occurred.

One weekday morning a couple weeks ago, Jill came home from the gym, got naked and joined me in bed, waking me up with oral sex. This in and of itself is significant; while we did have sex sporadically during the Dark Times*, there was no fellatio. The last time Jill went down on me for its own sake** was in June of 2016. I know what you’re thinking: Many – most? – women don’t like to suck cock, and typically stop doing so once they’re married. First off, that’s a fallacy. Maybe many women don’t like to suck cock, but most? I doubt it. At any rate, my wife loves it. Or at least, she used to. And I recognize that people change, but I like having my cock sucked so I was pleasantly surprised by the wake-up call.

*Provided we prove to be out of the proverbial woods, I think this is the descriptor I am going to apply to the year and a half between October 2016 and April 2018 in which Jill and I were almost perpetually out of sync.

**For its own sake, as in for the sheer pleasure of doing it or of provoking a reaction in me. Not, say, to receive my load after fucking.

The oral sex transitioned into penetrative sex, and although we were rushed because Jill needed to leave for work, it was still nice to share some physical intimacy, and it was even more gratifying because Jill was the one who initiated it. My wife exerting her sexual agency is a beautiful, exciting thing, and had been something I’d missed over the past year and a half.

The following night Jill and I had a babysitter, so we enjoyed an awesome night bar-hopping in our city’s Downtown area. When we returned home we had more sex before bed. It was the first time we’d had sex on two consecutive days in longer than I could remember, which is pretty sobering if you’re a longtime reader who remembers our Sunday Scoreboard feature from early 2012.

Anyway, I was optimistic about what the following week might hold, as Jill was on Spring Break and would theoretically have time for sex every day while our daughter was in school. Daily sex seemed logistically doable; other than a few obligations that would take a couple hours at most, we didn’t have any major plans during the week. And while we both wanted to do fun things together outside the house while Jill was out of work, I know sex was the first item on my to-do list.

On Monday I let Jill sleep in and dropped our daughter off at school. While I was out, I got a haircut, and on the way home I texted Jill to let her know. My hope was that she’d take that as her cue to get naked and get in bed if she wasn’t already. Sure enough, when I got home I found her in bed, masturbating. She’d undoubtedly been exchanging messages with some hot guy she’d encountered on Twitter. Hey, whatever puts her in the mood. The sex that followed was less mechanical and perfunctory than the occasional sex we’d had during the Dark Times; there was very welcome passion and connection. And beyond all of that, it was fun. It didn’t seem merely a means to an end, nor a way of killing a couple hours. A shower followed, by necessity.

On Tuesday, Jill handled the school dropoff duties and went to a hair appointment. Likewise, I had a morning obligation that kept me out of the house almost until noon. When I returned home, Jill was watching television, and I coaxed her into the bedroom. Actually it didn’t take much coaxing, but I had been hoping – especially with the relative lack of time once I got in – that she’d be in place when I arrived, legs spread, Eroscillator in hand. Despite the lack of time – about two hours from when we began until when my daughter’s class was dismissed – we had a very satisfying quickie (relatively speaking) before heading out to run an errand and then claim our offspring.

Wednesday is our daughter’s short day. Each week, for reasons unbeknownst to us, her school is dismissed early. I knew we’d be pressed for time, though likely not as much as we were on Tuesday. Jill volunteered to take our daughter to school as she had breakfast plans with a friend and I had no compelling reason to leave the house. When she returned, I initiated sex on the living room floor. It was slow and leisurely, exciting and fire-hot, and it culminated in simultaneous orgasm in doggy position. We managed to leave the house with plenty of time.

The following day, I once again left Jill in bed and made the school run myself. When I returned I found her still asleep, and got into bed and read until she awoke. The sex did not disappoint, although afterwards as we prepared to shower together, I sensed her mood had shifted. She was clearly feeling down; in the shower she cried. I held her, and although she didn’t tell me what was troubling her, I suspected it had to do with being open: A twinge of envy or insecurity over something I’d said on Twitter, or a messenger interaction that had gone poorly. She assured me that wasn’t it and simply said she’d had a difficult morning. I held her tighter, and then we went out to lunch.

On the last day of her break, Jill dropped our daughter off at school. I had a doctor’s appointment, then came home to find my wife waiting for me in bed. I joined her and we lounged around for a bit, then had sex. She was plugged, and very wet and wanting; I assumed she spent the time waiting for me to return home getting herself in the mood. We took our time with each other, and as with Wednesday we finished up with me fucking her furiously from behind as she bucked vigorously up against me. Despite the impersonal nature of the position, the connection between us felt particularly gratifying. Maybe it was the knowledge that this was the last day of her break; we really gave it our all.

This week, Jill is back at work, and I’m out of town for a few days. As of this writing, we haven’t had sex since Friday, and while I was impressed and reassured that we managed five times in five days, I am wary of falling back into old patterns. I knew that our tendency to not have sex – something I’m actively trying to fight off – coupled by the sense of accomplishment that comes with going five for five might lull us into a sense of complacency and then before either of us knows it three weeks have gone by without any sex or other physical connection

The weekend was sexless, unfortunately; it was admittedly a busier weekend than we’ve had of late, though when my daughter is playing team sports all of our weekends are busier than I’d like. We have no privacy, and once our kid has fallen asleep for the night Jill is invariably too exhausted to stay up for sex. It’s certainly understandable. Reliable babysitters who’ll watch our daughter off-site are scarce, and while we could conceivably count on her to keep herself busy for an hour or even two hours in the middle of the day – it’s happened before – there are too many variables, and at any rate the opportunity simply didn’t present itself this weekend.

Our last chance was Monday, as I departed late that night. I’d requested sex as I wanted to leave for my trip feeling renewed connection to Jill. But for a multitude of reasons that are nobody’s fault, it simply didn’t happen. I’ll be back home tomorrow night, likely too late to remedy the situation. But Jill is off work Friday. I’ve got my fingers crossed.

TMI Tuesday: April 24, 2018

One, two, three, four, five things is what we are playing this TMI Tuesday.

Tell us…

Jack’s Answers

1. The problem with you in 5 words.
Way too good at sex.

2. 5 things you want in life.
Sexual harmony including but not limited to physical satisfaction and compersion
To feel valued
Comfort
Civility in public discourse
Donald Trump and his cabinet, enablers, and supporters in a maximum security prison

3. 5 things you need to quit.
Subjugating my needs to those of others
Expecting most friends and relatives to reach out to me rather than making me initiate contact
Exoecting most friends and relatives to be available when I do reach out
Being wary of certain new experiences, especially those that take me out of my comfort zone
Living beyond my means

4. 5 things you require in a lover.
Consent
Confidence
An open mind
A voracious appetite
Socioeconomically liberal politics

5. 5 things you are tired of.
Seeing my country fall deeper under the control of the lunatic fringe and its bought-off Congress
Feeling forced to live my life based on the expectations of others so as not to make waves.
My current low-carb, low-sugar diet
Hearing Trump referred to by his name as opposed to his inmate number
People being assholes to other people because their lives didn’t turn out as they hoped

Bonus: What 5 things will you never share on social media?
My face (on Twitter)
My real name (on Twitter)
My cock (on Facebook)
My cock (on Twitter, unless requested and then only via DM)
The URL to our blog (on Facebook)

Jill’s Answers

1. The problem with you in 5 words.
I care way too much.

2. 5 things you want in life.
Travel
Laughter
Companionship
Sex
Security

3. 5 things you need to quit.
Taking on too much
Worrying about things I can’t change
Feeling guilty for putting my needs first
Dwelling on my faults
Putting myself down

4. 5 things you require in a lover.
Attentiveness
Playfulness
Passion
Support
Adventure

5. 5 things you are tired of.
Trying too hard
Laundry
Clutter
Work
Not traveling

Bonus: What 5 things will you never share on social media?
Things that would hurt someone else
Secrets
My fears
My insecurities
My weight

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!

TMI Tuesday: April 17, 2018

TMI Tuesday this week is all about YOUR sexual guide.

Lovers Guide

Jack’s Answers

1. Write your 3 sexual commandments and share them here at TMI Tuesday.
1. Thou shalt not lose sight of thy own pleasure while trying to please thy partner(s).
2. Thou shalt communicate with thy partner(s) in a fashion commensurate with the nature of the relationship.
3. Thou shalt be open to the sexual interests of thy partner(s).
EDIT:  I feel like a bit of an idiot for not referencing consent here.  It’s pretty much the most important sexual commandment.  In my defense, consent is always so paramount in my mind that I went with the commandments of which I often have to remind myself during sex.  Especially the first one.

2. Tell us your 3 D’s of relationship destruction.
1. Disrespect
2. Deception
3. Dissatisfaction

3. WikiHow lists several steps to seduce someone. What are your top 3 moves of seduction?
1. Eye contact
2. Validation
3. Intelligent conversation

4. What is your sexual healing?
I like intimacy and tenderness, but I also like to be given control, sometimes including rough play. I like to feel validated sexually, in particular knowing that I give my partner pleasure (but only if I really do – please don’t fake it). All of these things are incredibly healing and cathartic for me.

5. Would you attend a class that taught you how to have an orgasm?
Sure, if I wasn’t sure how to go about having one or was otherwise having difficulty. I’m guessing there are things about my own sexual response and orgasm that I don’t know, but after more about thirty years of deliberate experimentation and practice, I’m probably good.

Bonus: In which areas of your life are you overly confident?
Parenting. Cooking. Sex.

Jill’s Answers

1. Write your 3 sexual commandments and share them here at TMI Tuesday.
1. Thou shalt have fun.
2. Thou shalt be open to trying new things.
3. Thou shalt be attentive to your partner’s needs.

2. Tell us your 3 D’s of relationship destruction.
1. Don’t feel like a priority.
2. Don’t be honest.
3. Don’t feel a connection.

3. WikiHow lists several steps to seduce someone. What are your top 3 moves of seduction?
1. Smiling
2. Touching
3. Expressing interest

4. What is your sexual healing?
1. Cuddling
2. Massaging
3. Kissing

5. Would you attend a class that taught you how to have an orgasm?
I feel like I’m pretty good at orgasming, but I’m all for exploring new ways to achieve climax, and if that involves having orgasms in public, even better!

Bonus: In which areas of your life are you overly confident?
My ability to cook is definitely something in which I have confidence, as is my job, my ability to take care of my family, and while we’re on the subject, my ability to have orgasms.

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: The Return

This is Jill’s first Sinful Sunday since December.  With the exception of that and the previous year‘s Christmas tree photos, this is the first Sinful Sunday in more than eighteen months featuring Jill that was less than two months old at the time of posting.  Needless to say, I’m optimistic about what the future holds.

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

 

Sinful Sunday

TMI Tuesday: March 27, 2018

Are you ready? Get set…Go do TMI Tuesday! 🙂

Jack’s Answers

1. If a crystal ball could tell you the truth about yourself, your life, your future, what would you want to know?
I don’t think I’d truly want to know anything. While I am definitely curious about my future, and the true purpose of this practical-joke-on-the-world that is my existence, I would hate to learn details about what is to come for me up to and including my ultimate fate and have it shape or influence my actions.

2. What do you value most in your sex life?
The fact that it allows me to connect and experience intimacy and pleasure with more than one person. Sex with Jill is great – the current lull in our sex life notwithstanding – but I’m not the sort of person who can be happy with just one partner.

3. What, if anything, is too serious to be joked about?
Things that will or even might result in loss of human life. Note my use of present tense; I’m not necessarily saying that one absolutely cannot joke about past tragedies or loss of human life, though without significant passage of time such jokes are less likely to be smiled upon by one’s audience. No, I refer to joking about one’s intention to carry out such an atrocity. Case in point: Recently a man – likely a transient – walked into a place of business in our city and told staff he was planning to carry out a shooting at a local school. And while there was no reason to believe this person was serious or – for lack of a better word – sane, the matter was obviously taken very seriously. As of this writing the individual has not been apprehended, and local schools remain on heightened alert.

4. If you had to move to a state or country besides the one in which you currently live, where would you move and why?
I like Oregon. There’s no sales tax.

5. Are you too nice?
Yes. Way too nice. I’m not sure why, though I’m thinking my tendency toward extreme empathy for others has something to do with it. Lately I’ve been trying to balance my instinct to be helpful and to give disproportionately of myself with my introversion, laziness, and self-interest.

Bonus: Falling in love is _____ . (one word only)
So hard on the knees. Sorry, too many words. The best thing ever. Damn it, did it again. Exciting as hell. No, that won’t work. Fucking great. Whoops! Fantastic.

Jill’s Answers

1. If a crystal ball could tell you the truth about yourself, your life, your future, what would you want to know?
I would definitely be curious and want to know, although I don’t think I’d actually find out. I like the surprise and making my own choices for the path ahead.

2. What do you value most in your sex life?
I value the sense of connection and intimacy. Feeling safe and secure to be myself and enjoy myself without being judged.

3. What, if anything, is too serious to be joked about?
Disasters and other tragedies that result in the loss of human life.

4. If you had to move to a state or country besides the one in which you currently live, where would you move and why?
Ireland, Italy, and most other places in Europe. I’ve been to many of them, and I’m familiar with the customs and way of life there.

5. Are you too nice?
I’m definitely too nice, but I’m working on that.

Bonus: Falling in love is _____ . (one word only)
Wonderful!

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!

TMI Tuesday: March 13, 2018

TMI Tuesday, let’s get real.

Sexy Secrets

Jack’s Answers

1. Do you have a special place you like to have sex regularly?
I don’t have sex regularly.

2. What’s the hardest thing you’ve ever done? The scariest?
The hardest thing has been living day-to-day for the last year and a half, pretending everything is fine with my marriage. The scariest is happening right now, i.e. continuing to persevere not knowing what my life will look like in a year, or even six months.

3. Are you annoying?
Probably. Who am I kidding? Yes.

4. A person whom you’ve had “the hots” for a very long time tells you they are super attracted to you. You spend a few hours together and the sexual attraction is overwhelming. You are dying to have this person as your lover. At the moment you are highly aroused, and he/she wants to have sex with you in a church, would you do it?
I’d like to think I wouldn’t; after all, I absolutely do not want to be the subject of the sort of scandal that might result from being arrested for public indecency. But I’ve never been one to decline sex, especially not now that I’m getting laid maybe a dozen times a year.

5. While in the middle of the best lovemaking of your life, if your lover asked you to squeal like a dolphin, would you?
To the extent that I have the slightest idea what the squeals of a dolphin sound like and could imitate that sound on demand, yes. I wouldn’t hesitate if it excited my partner.

Bonus: Are you good in bed?
When it comes to many aspects of my life – parenting, cooking, writing, professional acumen, organization, and various other skills – I come off as self-effacing or even self-deprecating. But one thing of which I am certain is that for many of the women with whom I’ve had sex I am one of the greatest lovers they’ve ever had, if not the greatest. I’m modest about a lot of things, but never that.

Jill’s Answers

1. Do you have a special place you like to have sex regularly?
I enjoy having sex outside, typically on our balcony on a warm night. I have also had sex in a public park (after dark, with no one around), and it was exhilarating. I love feeling the night air on my naked body.

2. What’s the hardest thing you’ve ever done? The scariest?
The hardest was probably giving birth. There was a period of thirty minutes when I thought, “I just can’t do this.” But then it occurred to me that no one could do it for me and I did it. The scariest was taking my two-year-old daughter to the emergency room when she fell and hit her head, cutting her eyebrow open. While there, Jack and I had to hold her down as they stitched her up. It was scary and awful.

3. Are you annoying?
I’m sure I have my moments. But I always try to be friendly, helpful, giving, and loving. I hope most people think of me as a good friend.

4. A person whom you’ve had “the hots” for a very long time tells you they are super attracted to you. You spend a few hours together and the sexual attraction is overwhelming. You are dying to have this person as your lover. At the moment you are highly aroused, and he/she wants to have sex with you in a church, would you do it?
I probably would if the church was empty.

5. While in the middle of the best lovemaking of your life, if your lover asked you to squeal like a dolphin, would you?
I’m not sure I could do that on demand. But at the height of orgasm I have been known to make some interesting sounds. I’ve even surprised myself!

Bonus: Are you good in bed?
Yes. I focus on pleasing my partner, and I can usually let go and just enjoy the moment.

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!