BigM
Really Experienced
- Joined
- Jul 18, 2003
- Posts
- 154
I know many folks on this board are very prickly about the topic of philandering, but please hear me out on this question. I’ll try to be brief:
About a year ago, my wife and I (after a bottle of red wine) decided we needed some adventure in our lives. We agreed to explore sex with others, outside of our marriage. (It was her idea, though I was happy to go along.)
We had a few ground rules. These trysts would be “just sex;” we wouldn’t let our hearts stray from our family and home. Also, we would be discreet and follow a “don’t ask, don’t tell” sort of existence when one of us went out for the evening with friends.
Amazingly, incredibly, everything has been wonderful between us ever since we started this agreement. It’s almost as if a burden has been lifted from our relationship. We talk more, share more secrets and fantasies. And our own sex life (at home) has been hot and frequent. (We’ve been married for more than 10 years, in case you’re wondering.)
So… here’s my dilemma: As a married man, I need advice on how to, um, “broach the subject” with another woman. You read that right. While my dear wife – a trim, beautiful executive who has her pick of hunky men at the office – has straggled home at 3 in the morning on several occasions, I’ve yet to consummate my end of the agreement.
Truth is, there are several attractive female friends at work and in our social network, and I flirt casually with a few of them, but damn if I can bring myself to actually cross the line and make a full-court come-on. Done wrong and it’ll lead to a slap or, worse, a reputation among friends and coworkers as “one of those guys.”
(By the way, my wife and I aren’t into swinger parties. And regarding online services: I signed up at Ashley Madison, the site where married people hook up for affairs. I’ve done a little chatting there but suspect the odds of finding someone I’m attracted to are remote. Call me picky.)
Which (finally) brings me to my question: Can any of you women, married or single, tell me of situations where a married man has hit on you in a way that wasn’t . . . offensive? What did he say, and how did he say it? Married guys, please chime in, too.
About a year ago, my wife and I (after a bottle of red wine) decided we needed some adventure in our lives. We agreed to explore sex with others, outside of our marriage. (It was her idea, though I was happy to go along.)
We had a few ground rules. These trysts would be “just sex;” we wouldn’t let our hearts stray from our family and home. Also, we would be discreet and follow a “don’t ask, don’t tell” sort of existence when one of us went out for the evening with friends.
Amazingly, incredibly, everything has been wonderful between us ever since we started this agreement. It’s almost as if a burden has been lifted from our relationship. We talk more, share more secrets and fantasies. And our own sex life (at home) has been hot and frequent. (We’ve been married for more than 10 years, in case you’re wondering.)
So… here’s my dilemma: As a married man, I need advice on how to, um, “broach the subject” with another woman. You read that right. While my dear wife – a trim, beautiful executive who has her pick of hunky men at the office – has straggled home at 3 in the morning on several occasions, I’ve yet to consummate my end of the agreement.
Truth is, there are several attractive female friends at work and in our social network, and I flirt casually with a few of them, but damn if I can bring myself to actually cross the line and make a full-court come-on. Done wrong and it’ll lead to a slap or, worse, a reputation among friends and coworkers as “one of those guys.”
(By the way, my wife and I aren’t into swinger parties. And regarding online services: I signed up at Ashley Madison, the site where married people hook up for affairs. I’ve done a little chatting there but suspect the odds of finding someone I’m attracted to are remote. Call me picky.)
Which (finally) brings me to my question: Can any of you women, married or single, tell me of situations where a married man has hit on you in a way that wasn’t . . . offensive? What did he say, and how did he say it? Married guys, please chime in, too.

