This week in Savage Love: Sissy that talk

My boyfriend and I met online to explore our kinks. We’d both been in relationships with kink-shaming people who screwed with our heads. Since we weren’t thinking it was more than a hookup, we put all our baggage on the table early and wound up becoming friends. Eventually we realized we had a real connection and started a relationship where we supported our desire to explore. I’ve never been happier. The only issue is how he gets down on himself if I get more attention than he does. After the first kink party we went to, he would not stop trying to convince me that no one looked at him all evening. I tried to boost his confidence, and I also brought up things like “You were on a leash, so maybe people assumed you were off-limits.” No dice. I couldn’t get him to even entertain the notion that anyone even looked at him. He’s a cross-dressing sissy who loves to be used by men—heterosuckual—and he has a lot of baggage with every last one of his exes citing his cross-dressing as a reason to leave him for a “real” man. To make things worse, we have had issues with guys coming over for him, finding out there’s a domme female in the picture, and switching focus to me. I feel like I wind up avoiding kinky sexual situations (which I love!) because I’m so concerned about protecting his ego. I’ve tried using my words and we generally communicate well, but he is unwilling to entertain any interpretations that don’t mesh with his theory that he’s obviously undesirable. The breaking point for me was this past weekend. He encouraged me to go to a swingers party with a friend, and I had a blast. It was super-empowering, and all I wanted to do was tell him every detail—the way he will when he services cock—and he was so jealous that I was able to effortlessly get so much attention, he wasn’t ready to hear it. It made me feel the same sex shame I felt with my ex. It also made me feel like he was insinuating how could I get so lucky, which hit all my chubby girl self-conscious places hard. Any advice you have would be greatly appreciated!
Seeking Insightful Stress Solution, Yup
Tell that sissy to get over herself.
Your boyfriend is making you feel guilty about something you have no control over: Women get more attention at mixed-gender sex/play parties than men do. And as far as your respective kinks go, SISSY, there are always going to be more people out there who want to get with domme women than guys who want to get with/be serviced by submissive heterosuckual cross-dressers. Your boyfriend will always attract less interest than you do at a kink party, just as someone who goes to a BDSM play party hoping to do a little knife play will attract less interest than someone who’s looking for a little light bondage. Instead of counting the number of guys who approach you at a party and then trying to ruin your night for getting more attention than he does, your boyfriend has to make the most of every opportunity that comes his way.
And if some guy approaches him at a play party only to realize he’s on a leash, SISSY, isn’t that guy supposed to turn his attention to the dominant partner? If your boyfriend could resist the urge to spiral down at those moments—if he could resist the urge to make himself the center of negative attention—those men would probably turn their attention back to him at some point, particularly if you encouraged/gave them permission to do so. (You could and perhaps should also make it clear to anyone who approaches you at some-if-not-all kink parties that you’re a package deal: You play together or you don’t play at all. But even then, your boyfriend has to accept that you’ll be leveraging your desirability on both your behalves and be at peace with it.)