Ask Me a Question v 12.26.2021

Historically I have clearly gone for the "shy good girl" type. I have - recently - really wondered if that was a mistake. That said, it probably wasn't at the time.

Who is "the one that got away" for you?
Strangely enough she didn't get away, she's now a fun playmate just in the last month or so. There was one other, turns out her and her husband are swingers too.

What is your biggest sexual regret?
 
Strangely enough she didn't get away, she's now a fun playmate just in the last month or so. There was one other, turns out her and her husband are swingers too.

What is your biggest sexual regret?

Ooh, so many to choose from… :rolleyes:
:LOL:

One is that, although the opportunity has been offered, I’ve never had a long term boyfriend. :(

Have you run into an old crush who tells you that they were much more into you than you ever knew?
 
Ooh, so many to choose from… :rolleyes:
:LOL:

One is that, although the opportunity has been offered, I’ve never had a long term boyfriend. :(

Have you run into an old crush who tells you that they were much more into you than you ever knew?
Yeah, actually I did once. I had a kind of crush on her at one point. The actually dated her sister briefly. I found out that she would have loved to go to Senior Prom with me (although NONE of our EXTENSIVE mutual friends suggested that, even though they knew I was going through a rough time finding a date...and just in general).
Fast forward 20 years. And we are all back together having dinner at one of the friends houses and somehow this comes up. And it all comes out....and I'm sitting there like..."fucking hell." I apologized and said, "I guess I was oblivious, because I sure would have." She laughed, "it's OK, I should have asked YOU" (damn straight!!!!)


If there is someone you broke up with back in your youth, but later kind of regretted it, would you give them another chance now?
If someone dumped you - back in your youth - and now came to you regretting it, would you give them another chance now? (answer either or both).
 
Yeah, actually I did once. I had a kind of crush on her at one point. The actually dated her sister briefly. I found out that she would have loved to go to Senior Prom with me (although NONE of our EXTENSIVE mutual friends suggested that, even though they knew I was going through a rough time finding a date...and just in general).
Fast forward 20 years. And we are all back together having dinner at one of the friends houses and somehow this comes up. And it all comes out....and I'm sitting there like..."fucking hell." I apologized and said, "I guess I was oblivious, because I sure would have." She laughed, "it's OK, I should have asked YOU" (damn straight!!!!)


If there is someone you broke up with back in your youth, but later kind of regretted it, would you give them another chance now?
If someone dumped you - back in your youth - and now came to you regretting it, would you give them another chance now? (answer either or both).
The answer is no on both counts. Everyone I broke up with, I broke up with for a reason (or reasons). Same with everyone who broke up with me. Right or wrong, I am firm believer in the saying "leopards can't change their spots". By the time we're adults, we're pretty set and those core incompatibilities are what lead to break-ups. Every day spent looking back is a wasted day.

What simple thing is your everyday pleasure?
 
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Sitting outside, looking at the view...while reading...

When was the last time that someone - in real life or here - was solely interested in providing you with pleasure?
 
Sitting outside, looking at the view...while reading...

When was the last time that someone - in real life or here - was solely interested in providing you with pleasure?
This morning. (Life is good.)

What was the most inappropriate relationship you ever had (excluding age inappropriate relationships).
 
This morning. (Life is good.)

What was the most inappropriate relationship you ever had (excluding age inappropriate relationships).
So, I've waited for a couple days, hoping that someone would answer this.
Honestly, I've never had anything that would even remotely constitute an inappropriate relationship.
I did, at one point, have a crush or two on women who "worked for me" (sorta). But I kept things as cool as I could.

Where was the most romantic place you ever had sex?
 
So, I've waited for a couple days, hoping that someone would answer this.
Honestly, I've never had anything that would even remotely constitute an inappropriate relationship.
I did, at one point, have a crush or two on women who "worked for me" (sorta). But I kept things as cool as I could.

Where was the most romantic place you ever had sex?
That's a tough one, I'm not good at romance. But for me it would have been on one of our first dates. We took a day trip up the north shore of lake Superior. We stopped and picked up smoked fish and a bottle of wine and took one of the Lakeshore trails , found a fairly secluded spot and fed each other while sipping wine. One thing led to another and we made love . I think it's not really the location that makes it romantic but the person you are with and the feelings that person gives you.

What's your idea on the differences between love and lust?
 
I don't believe in love at first sight. I do believe in lust at first sight.

Where was your first date with your so?
 
I don't believe in love at first sight. I do believe in lust at first sight.

Where was your first date with your so?
Depends on what you consider our first date. Either watching TV in the dorm common room or a movie in a theatre just off campus.


What was your last "date" with your SO?
 
Depends on what you consider our first date. Either watching TV in the dorm common room or a movie in a theatre just off campus.


What was your last "date" with your SO?

We went to Tahoe for an extended weekend a few weeks ago. We hiked, took horse and buggy rides, dined, won some money gambling, shopped for things for our kids… the whole trip was a date. :)

If you had to decide what non-profit cause a million dollars would go to, what would you choose to do with it?
 
We went to Tahoe for an extended weekend a few weeks ago. We hiked, took horse and buggy rides, dined, won some money gambling, shopped for things for our kids… the whole trip was a date. :)

If you had to decide what non-profit cause a million dollars would go to, what would you choose to do with it?
Tunnel-2-Towers

What’s one sex act that took a lot of convincing before you tried it?
 
Yes, hence the name.

Where was your most exciting sexual experience?
It was in my shower for the first time I ever received a blowjob while in high school...pretty memorable for me...

What were you doing when you found out the sexual thing you were doing for your partner was the first time that was done to them?
 
It was in my shower for the first time I ever received a blowjob while in high school...pretty memorable for me...

What were you doing when you found out the sexual thing you were doing for your partner was the first time that was done to them?
Early on I was the first to preform cunnilingus (sp) on quite a few young ladies. It seems that young men didn't do that. Over the years I have also been several women's first anal experience.

Did you enjoy your first anal experience giving or receiving?
 
Early on I was the first to preform cunnilingus (sp) on quite a few young ladies. It seems that young men didn't do that. Over the years I have also been several women's first anal experience.

Did you enjoy your first anal experience giving or receiving?
It was quite pleasurable.

The first time you experienced anal sex, was it planned or did it happen spontaneously?
 
Planned. :)

Have you ever tried to talk on the phone while someone had their cock in you?
No, but I've had my cock in a number of women while I talked on the phone.

What is the first name of the last person you had sex with?
 
No, but I've had my cock in a number of women while I talked on the phone.

What is the first name of the last person you had sex with?
Anne, my wife.

What is the first name of the first person you had sex with?
 
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