Ask E. Jean

Ask E. Jean

Share this post

Ask E. Jean
Ask E. Jean
Did I Mess-UP?

Did I Mess-UP?

E. Jean Carroll's avatar
E. Jean Carroll
Jun 21, 2023
∙ Paid
184

Share this post

Ask E. Jean
Ask E. Jean
Did I Mess-UP?
226
5
Share

Dear E. Jean:

Recently I met an amazing man who—I thought—reciprocated my strong feelings. On our second date, after a fabulous dinner and a ton of wine, we ended up at my house, and began making out. One thing led to another, and I pleasured him orally.

Immediately afterward, he stood up, said he had to go, and left!

The next morning he wrote me a great email thanking me for a really nice evening. A few days later I had him over to my house for dinner. Again, one thing led to another and I gave him another very long and nice oral experience. As soon as I finished, he tried to leave. This time I got mad and told him off.

But since I like him so much, the next morning I texted him apologizing. It’s been a week—and no word! I’m in agony! Please tell me what I did wrong. I thought I was pleasing him!

—Did I Mess Up?

Ms. Mess, My Luv:

With some fellows, making them happy, doesn’t make them happy. So, since we’re all busy people, and since the Mighty Conflab has more difficult quagmires to solve, I’m just gonna go ahead here and issue an Ask E. Jean Edict:

✷ ✷ ✷ ✷ ✷ ✷ ✷ ✷ ✷ ✷ ✷ ✷ ✷

No Chap (Chapette, TransChap, NonBChap) may receiveth The Big Bungee Jump until they proveth they are WORTH it.

And, since few chaps are worth the trouble of a major effort, I suggest you follow the Rule of Seven. Which means, Ms. Mess,

Keep reading with a 7-day free trial

Subscribe to Ask E. Jean to keep reading this post and get 7 days of free access to the full post archives.

Already a paid subscriber? Sign in
© 2025 E. Jean Carroll
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture

Share