~~

A big thank you to everyone who messaged me about either being caught masturbating or catching someone else masturbating.

I am sad to report that no one admitted to either.

On the other hand, each reader who messaged me asked the same compelling question. What would I do if I caught them pleasuring themselves under various scenarios? I responded to everyone who messaged me and roll-played with a few. Which proved to be not only interesting, but also quite exciting.

This is a collage of the best parts, plus a new twist, from all of the roll play adventures I had with my UMD friends.

Keep reading and writing. I love hearing from you.

~~

What if I walked into the guest room and caught you playing with yourself? Well, I'd be more than just pleased, but I wouldn't show it to you right away. I'd first play with your emotions by pretending to be coolly surprised. Maybe it would go something like this.

Staring at you, I would ask, "What were you doing just now. You know, before you covered up?"

You'd feel your cheeks start to burn and I'd see them turning bright red.

"Where you masturbating? Right here, where I could walk in and catch you? Is that what you wanted?"

You stuttered something about like, "I thought I was alone. I...didn't I hear you leave for work?"

Which was exactly what I wanted you to think. I've lusted for this moment ever since my husband said that you had to stay with us while your apartment floors were being refinished.

"Is that who you think I am?"

You have no idea who I am on the inside. After my husband left this morning, I made myself wet thinking of ways for you to catch me naked and unaware. Now, surprise! Here you are more than ready.

"You know, I think it's dirty and wrong when men do this. You know that don't you?"

I'd watch you squirm.

"I don't ever want to catch you doing this again in my house--do you hear me!" I paused before continuing, "...without you inviting me to watch."

It filled me with wicked pleasure, watching your expression go from surprise--to panic--to shame--to disbelief.

'Did I hear her right?' I imagined you saying, in your head. 'Did she say what I thought she said?'

"You probably don't know this about me, but I have an obsession with watching men masturbate. You would be doing me a big favor if you let me stay and watch."

You didn't look convinced, so I sat down on the bed next to you and put my hand over your hidden erection.

"You have nothing to be ashamed of--Geez, you're so big. Come on, let me see it."

I tried to pull the sheet down, but with panicked look, you held on tight.

"No--I'd--you see--it's like..." you said, stuttering.

Yanking the sheet away from you, I'm surprised and dumbfounded to find you wearing a pair of white nylon panties. Not ordinary panties, mind you, but high cut panties with a waist band that rides just below your navel.

Speechless, you turned three shades of red.

With some hesitation I said, "Wow, your cock is so beautiful in those tight panties."

"Did Joel tell you I'm bi?" I asked, referring to my husband.

You noded your head yes.

"Sure, I guess it's no secret that I like girls more than guys, but every now and then I crave a sausage--like yours."

I stoked you through the nylon. "...and a hot guy wearing a woman's panties is a real turn on for me. I love lingerie. Did you know I have a fetish for panties?" It was a small lie to help you feel at ease. I have a fetish for anything that's soft and clings to my body.

This time you shook your head no, wondering where I was going with this.

"The combination of hard and soft excites me."

I traced my finger up and down your length, making your cock lurch with each downward stroke.

"You too, I see."

Next to the pull-out bed is an end table. Reaching over, I opened the drawer and I took out a jar of Vaseline and an economy size bottle of hand lotion.

"What you probably don't know is how much I want to make you messy?"

With a click, I opened the cover of the jar and cupped out a surprising amount Vaseline.

Your eyes got big and you froze.

I spread the dollop up and down your cock before smoothing the rest over the front of your panties.

"Don't you love how the oily grease turns your panties clear and hugs you like a glove?"

Your breathing became harder and all you could get out was a weak, "Yes... it's amazing."

With both hands, I pressed the sticky fabric down tight around your bulge.

"Look at this. See, how wonderfully Vaseline clings to you, but what it needs is more glide."

I took the pump cap off the bottle of lotion, grabbed the waistband of your panties and exposed you. Pointing the bottle down, I squeezed in a generous amount of lotion and let your waistband go closed with a snap.

Holding the bottle even higher, I squeezed out two more squooshes of cream colored lotion, allowing to splatter over you.

I smeared the lotion with the Vaseline on the outside before reaching though each leg hole and mixed the mess around you. Taking you in my hands, I comment on how stiff and hot you are.

"There is more thing."

"What?" you said, not wanting to be bothered with talking anymore.

"What you also don't know is how much it excites me to get messy."

With that I rolled my face repeatedly, one side and to the other, over your crotch using your panties like wash cloth.

Looking up, I could barley see you through the lotion and Vaseline hanging from my face in sagging ripples.

You stared back at me, amazed and overwhelmed by my performance.

Not looking away, I pulled your cock trough a leg hole and pointed it straight up, I'd squeezed it until the head became purple and unbearably tight.

"What I'm wondering is, are you a shooter or a gusher?"

I saw your confused look.

"Some men, when they ejaculate, are so powerful they can hit their own face with cum. They're shooters. Other men, don't ejaculate with power, they gush out an amazing amount of cum. Like a thoroughbred. So, are you a shooter or a gusher?"

Leaning over, I give you a long lick, with the flat of my tongue. Drooling lotion, I take you in and out of my mouth.

"My, look how hard you are. Here, take your fingers and touch yourself--just the tip--like this."

With my free hand, I showed you how to surround your cock from above and slide your fingers tips up and down over the head.

"Doesn't that feel amazing? Like no pussy you've ever had--right?"

You sighed and closed your eyes to better savor the enjoyment of each rhythmic pulse.

Draping myself over your leg, I placed my elbow on the bed and slipped a finger inside you. Milking your prostate and holding your cock just inches from my face, I paid close attention to your breathing and expression.

"Don't go any faster than this," I command. "That's right--slow and steady. Remember the little tug on the way back up."

Several minutes of continuous coaching has brought you a place of mind numbing pleasure. Your legs were restless. You rolled from side to side and arched your back. Each breath you released came out as a cry, a moan or a deep sigh.

My cheeks were hot and my pussy was dripping. Filled with the anticipation of your explosive release, I had to remind myself to breath.

"You are so close," I said. "I can feel it. Whatever you do, don't stop."

I leaned forward and flickered the tip of my tongue on the underside of your cock.

I heard your deep grown and saw your arched back.

Time stopped.

Feeling the first convulsion, I released my grip and slid my hand up the shaft, holding the head of your cock barely inside my open mouth.

Torrents of hot cum splashed across my nose, cheeks and mouth. Five, six, seven... I lost count. My lips and tongue were heavy and slick with your cum.

You collapsed back into the bed and I covered you with my mouth and swirled my tongue through all of your goo.

Swallowing, I looked at you with my glazed face and said, "That was remarkable."

You had only had enough strength left to nod.

I crawled up your spent body and gave you a sticky kiss.

"You were very close to the place where pain and pleasure meets," I said. "This ends your first lesson."

I kissed you again.

"If anyone asks, you're a gusher."