"What the heck is this?" Asked Linda turning round with my light purple dilator in her hand.
"It's my dilator." I told her matter of factly. Linda was my BFF we often hung out after school. We were like sisters in a lot of ways, Linda was more popular than I was and she'd had a proper boyfriend and gone all the way with him.
We'd come straight over to my place to work on another dull school project together.
"It looks like a vibrator!" She snorted. "I didn't know you had one! Where did you get it from?"
"It's not, it's a dilator, and it's for my treatment. Mr. Reed gave it to me."
Linda looked absolutely stunned. I knew she had a bit of a thing for Mr. Reed too. She stood there with my dilator in her hand her eyes bulging.
"Mr. Reed gave you this?"
"Yes."
"What do you do with it?"
"Heck Linda, you can be so nosy. Look, I have a condition and I have to use that on myself."
I sat down on the bed in a huff, I was so upset by my friend's reaction, and surely, she'd had a similar examination? Mr. Reed told me it was normal and now she was acting all weird. I guess Linda realised she'd upset me she sat down next to me and put her arm round my shoulder.
"It's ok, we're cool. I'm just a bit freaked out to hear you say Mr. Reed gave this to you. Seriously what do you do with it?"
"Fuck, Linda, Ok, I have to masturbate with it, happy now?"
"Really? Why do you have to do that?"
"Because I have a condition, I need desensitisation training and the dilator is one of the tools they use to stop me having orgasms all over the place, Ok? I'm a freak; do you want to tell everyone?"
"How often do you have to do it?"
"I have to do it at least once a day, and more if I need to."
"Have you done it today?"
I shook my head; I'd decided to wait until Linda went home before I pleasured myself. She held the dilator out to me.
"Show me what you have to do."
I don't know why but I took it from her hand, I reached across her, picked up the tube of peach flavoured lube, and started rubbing onto the dilator. Linda watched me fascinated as I worked the lube onto the shaft. I crawled up the bed behind her and sat with my back against the headboard of the bed. I drew my legs up and let them fall open exposing my smooth shaven pussy to Linda's gaze.
"Where are your panties?" She gasped.
"I don't wear any." I glared at her defiantly.
I started to rub the dilator along my slit as I watched Linda, she didn't take her eyes of my pussy for a second. I slid my free hand down and opened my self up. Linda sat there squirming slightly as I ran the tip of the dilator along my soft wet inner lips. She seemed to be enjoying my little show. I ran the tip of the dilator around and around my hot little clit. I could feel my wetness starting to ooze out of me.
I pushed my fingers down knowing it would make my hole open up slightly. Linda put her hand to her mouth as she watched me. Slowly, painfully slowly, so she could see everything I pushed the dilator into my wet little pussy. I began pumping the dilator in and out of my sopping, wet hole.
Linda seemed transfixed by the sight of me. Her silence was making me feel even more aroused. I could see she was becoming increasingly horny by the way she rubbed her thighs together. I let go of the dilator, leaving it half in my pussy and slid my hand under my thigh so I could work the dilator from there and let Linda see everything.
I changed the position of my fingers, spreading my outer lips wide with my first and middle fingers letting my second finger stimulate my clitty as she watched in silence. I started to moan as my orgasm approached. Being watched was such a turn on, I almost wished Linda would touch me, as I worked the slim purple dilator in and out of my pussy.
"Are you going to cum?" She whispered.
My only answer was to thrust the dilator deep in my sodden pussy and flick my finger rapidly across my hot clit as my orgasm swept over me.
"Oh shit Jenny, that was so hot!"
"I'm not finished yet." I said as Linda sat there rubbing her thighs together.
I pulled the dilator slowly out of my wet pussy and rubbed the tip on my asshole. Linda sat there wide-eyed not believing I was going to masturbate my ass. I relaxed as Mr. Reed told me and slowly started to work the tip of my dilator up my asshole. I kept my pussy spread and continued to use my finger on my clit as the shaft of the dilator slid slowly up into my relaxing asshole.
The feeling was completely different and always made me feel so dirty to be stimulating myself that way. Linda seemed totally stunned, she may have had a proper boyfriend but I was showing her something she'd never dreamed about. The dilator felt wonderful stretching me out as I worked it gently in and out of my puckered ass. Again I could feel the tension in my stomach as my climax approached, I kept stimulating my clit as I worked the dilator in and out of my ass, suddenly hard and fast I came as Linda sat watching me. I sat there in the after glow, slid the dilator out of my ass, and pulled down my skirt.
"And Mr. Reed told you to do this did he?"