Stockings and Panties: He Feels Pretty ♕

Sometimes, a man just likes to feel pretty.

Something happened the day he came to school and saw his teacher wearing green pantyhose with open-toed sandals.  For the first time, felt turned on. From then on, he was obsessed with stockings and panties. Often, he found himself stealing pantyhose and panties out of the hamper from his sisters, cousins, aunts, and mom, so he could secretly dress up.

As much as he tried, he could not forget those green pantyhose and once he got older, he would not only steal the stockings and panties, but he would sniff them and jerk off into them. He told me that he felt like a weirdo and like a pervert for doing it…until he met me. I tried to convince him that it was a common kink and there was nothing weird about it.

But, I knew that no amount of talking was going to convince him, I was going to have to show him.

I brought him to my room and told him “Confidence is a faith-based concept. You simply have to believe that you’re as cool, normal, and awesome as you think you are, without being a dick about it.”  I instructed him to dress to his liking.

He put on a pair of silk stockings and panties, then put on his best heels. I tossed a pair of green tights at him and then I told him to lie back on the bed. I took one hand and tied it to one side of the bed then I did the same with the other hand. After that, I took two stockings and tied up his feet to the other corners of the bed. I asked him how he felt and he said “I feel good.” At that point, I took another silk stocking and started lightly brushing his thighs with them as he squirmed and moaned. “Do you like the feeling of the silk on your skin?”

“Yes!” he whispered.

I took my panties off and gagged him with them.  My hands softly touched his stomach and lower abdomen, while he squirmed and twitched, breathing in my scent.

Even though I was barely touching him, he was experiencing pure ecstasy in his stockings and panties.

“Do you feel beautiful?” I asked.

“Yes,” he replied.

“Do you feel sexy?”

“Yes!” he squealed.

I whispered in his ear, “Because you ARE sexy. No one can tell you otherwise. I want you to wear panties and stockings every day, under your clothes.  You have to become your feminine self!” I took my hand that was wrapped in his stocking and gripped his hard cock, through his panties. He gasped and I said, “And I want you to feel good. You deserve to feel good, always.” As I continued to jerk him off through his panties and the stockings I had over my hand, he struggled against the stockings that restrained him.

“Tell me how sexy you are!” I yelled.

“I’m sexy. I’m so sexy!” he moaned.

“That’s right. You’re sexy and deserve to feel sexy, don’t you?”

“Yes, Holly.” I continued to jerk him off, squeezing his balls through his silk panties. “Tell me you deserve to feel sexy. I want you to mean it!!”

“I…deserve…to…feel sexy!”, he screamed as he came.

To confess your secret with no judgment…call me.