An Awkward First Encounter

After escaping an abusive marriage, I dove into the world of online dating and it was going surprisingly well. I met some genuinely nice guys and enjoyed some sexy fun, but I found myself facing an unexpected challenge during a recent date.

A Surprising Revelation

On this particular evening, I went out with a charming, funny man who shared a shocking truth after dinner: he suffers from a medical condition that causes extremely painful erections, making intimacy difficult for him. Intrigued and empathetic, I offered to take him back to my place, hoping for a night of exploration.

An Unusual Discovery

However, when we got to the moment of truth, I was taken aback. His penis was bent into a U shape, pointing back towards his stomach. Having worked in adult retail, I pride myself on keeping a straight face during unexpected situations, but this was new territory. I quickly adjusted my approach and we managed to have some level of PIV intercourse, with him taking the lead.

Balancing Compassion with Desire

Now, I’m left pondering some difficult questions. First, how do I balance making sure he’s comfortable and not in pain while keeping the mood alive? He’s the type of guy who may not speak up even if things are uncomfortable for him, and I don't want to inadvertently hurt him. Second, I faced a moral dilemma: I love a good penis—it's something I look forward to in my post-marriage dating life. If it turns out that his condition is a dealbreaker for me, how can I communicate that without making him feel awkward about his body?

Thoughts on Communication

To address the first concern, open and honest communication is key. I need to express my need for reassurance during intimate moments, while being sensitive to his feelings. It'll be crucial to observe his body language for cues of pleasure or discomfort.

Navigating Future Decisions

As for my preference regarding physical attributes, it's essential to understand that it's not inherently selfish to have standards. However, fixating solely on his condition would overlook many other factors that contribute to a good relationship. If I decide that continuing the relationship isn't right for me, I must gently convey this without making him feel judged. There's a possible scenario where he might feel relieved if our paths diverge.

Looking Ahead with Hope

While I navigate this complex situation, I must prioritize casualness in our interactions, resisting the urge to see him too often. Overall, I remain hopeful and open to the possibilities of dating, even if this experience adds a layer of emotional depth I hadn't anticipated.