BDSM

I Watch Tracy and Ron Ch. 04

We go shopping and I get pegged.

Spankmasters
Jun 28, 2024
9 min read
peggingfdomanalanal sexI Watch Tracy and Ron Ch. 04
I Watch Tracy and Ron Ch. 04
I Watch Tracy and Ron Ch. 04

I Watch Tracy and Ron Ch. 04

On Thursday I received great news. I had been awarded a fifteen thousand dollar grant to continue my research. Since I was on a full scholarship this was basically free money. I called Tracy to tell her my good news. She was happy for me then said.

"We should do some shopping, there are some things I want you to buy."

In my euphoric haze from the grant news I replied.

"When and where?"

"How about Friday, pick me up around 7 for dinner."

I made reservations at a swanky restaurant and pulled into her driveway to pick her up.

She came out wearing a slinky black dress with a plunging neckline that showed off her assets in a most complimentary way. We ate and exchanged small talk over dinner.

Back in my car after dinner she directed me to an adult superstore. I was very nervous as we entered the store. A young girl greeted us and asked if she could be of any assistance.She had long black hair with a streak of baby blue running through it. Short black skirt and loose white tank top. Her large breasts were very visible as she wore no bra and her nipples were prominent against the fabric of her top. Tracy told her we were looking for a beginners strap on. The clerk explained that they had two types, one that required a harness and a double ended one that included a vibrator so both parties could experience the event. I found myself getting hard as Tracy handled the various devices. She decided on both an insertable with a business end that looked enormous but was probably only five inches and one with a harness. She told the clerk that she would be trying it out tonight on me. I blushed with extreme embarrassment. We went around the store and looked at the various toys and devices.

Tracy picked up a spiked penis cage. Each spike was threaded with a small hex head so it could be tighter if desired.

"What do you think of this? She asked.

"Diabolical." I replied, "Could hurt a lot."

"That's the point." She put it in her shopping basket as we continued around the store.

We walked with the clerk into the BDSM section. Lots of crops, floggers and paddles.

"I have a nice collection of impact toys," Tracy remarked. She picked up a curvy wooden set of two pieces.

"What is this?" Tracy asked the clerk.

"That is a humbler" The clerk replied. "You have your boy kneel down. This closes around his balls and he can no longer stand up without serious damage to his balls.'

"Looks interesting, can we try it out?" Tracy asked.

"Here?" II replied incredulously.

"Sure, there is a party room in the back." The clerk replied. The clerk led us to a door in the back of the store. It opened up into a large room. There was a large bed in the room, A few leather chairs and soft carpeting.

"Take off your clothes." Tracy commanded.

Reluctantly I removed my shirt, undid my belt and took down my pants.

"Underwear also."

I kicked off my shoes and removed my boxers. I was mortified and embarrassed as I stood naked in front of the two girls. My cock was at half mast as I was very nervous to be naked in the store.

"What happened to his hair?" the clerk asked.

"I had him waxed." Tracy replied.

"He looks like a little boy except for his large equipment."

"I like my boys sans hair."

"Let me show you how to use this." the clerk replied. "Kneel down here."

I knelt and the two women squatted behind me. Tracy grabbed my scrotum sack and stretched it back. The clerk maneuvered the humbler so that it entrapped my balls. They each tightened one of the wing nuts and the two arms pressed against my thighs. My balls were sticking out tight behind me as they examined their handiwork.

Tracy reached down and slapped my balls with her hand. Although it wasn't the hardest slap I collapsed in extreme pain as my balls had no escape from her hand. She had struck my balls before but when she did my sack was loose and the balls could recoil away. I groaned in pain and tried without success to stand.

"It looks great, we'll take it."

"I'm getting horny." the clerk replied. "Is he very good with his tongue?"

"Very, do you want to try him out?"

The clerk walked over to a leather chair and sat down. She lifted her skirt pulled off her panties and spread her legs.

"Go to it sport." Tracy commanded.

Tracy grabbed me by the hair and started to drag me over to the chair where the clerk sat waiting. I crawled over to where the clerk was sitting, trying to keep my balls intact. Her clit was the most prominent clit I had ever seen. It was at least a centimeter long and stuck up out of her pussy lips. I started kissing her inner thighs and worked my way up to her pussy. She had small line of black hair above her lips but her pussy was bare. I licked along the length of her opening, When I reached her huge clit I put my mouth over it and sucked. My ears popped as she clamped her thighs down on each side of my head. She began to moan and whimper as I gave her clit butterfly kisses. She grabbed the back of my head and pushed it into her cunt. I recognized that as an indication that she wanted harder contact so I started to roughly suck her clit. I took my right hand and pushed two fingers into her opening and began to finger fuck her. Her moans became louder as she approached release. Finally she shook all over and let out a loud grunt as she reached orgasm.

I changed my approach and began licking along the lips of her pussy, I fucked her with my tongue as she recovered from her orgasm. Slowly she began to respond again and I licked all around her clit, avoiding direct contact. She began to squirm and I began to lightly lick her prominent clit. Light kisses. She began to moan softly and tried to push my head into more direct contact with her clit. I resisted and continued to use very light pressure on her clit. She began to squirm as her orgasm approached. She let out a huge scream as she shook all over with release.

"You are right, he is cracking good with his tongue." The clerk remarked.

"That's enough." Tracy said, "I want to get home to try on this strapon." They undid the humbler allowing me to stand again. I quickly dressed and followed them out of the back room.

As we walked back into the main part of the store the clerk whispered to me that if I ever found myself horny and alone to look her up.

I drove home and we quickly entered Tracy's domicile.

She led me upstairs, ordered my to strip and kneel before her. As quickly as I could I complied with her order. I felt my cock begin to respond to being naked in front of her. She removed her dress, panties and stockings and took the strap on sets out of the shopping bag. I watched her as she inserted the double ended one into her pussy. She walked around the room.

"This is a little loose." She remarked as she picked up the harness and put it on.

'This is great, I am really going to enjoy being the fucker instead of the fuckee."

I stared at her as she walked up to me and pointed her cock at me. Tracy felt a surge of power as she approached.

"Suck it" she commanded.

I put my lips over the tip and began to suck the silicone cock. I could feel the veins of the realistic cock on my tongue as I administered to her. She led me to the bed and had me lay on my back with legs spread as far as I could. She went to her nightstand and took out a tube of lube.

"You can be restrained or cooperate with what I am about to do to you. Which shall it be?" Tracy asked.

"I will try to cooperate."

"Then lift your legs." I pulled up my legs exposing my ass to her. Tracy spread the lube over "her" cock and approached me. I felt something nudging against my puckered opening.

"Relax," she commanded. I focused on relaxing as best i could as the tip of her cock entered my ass. She went slow and gentle and rocked back and forth entering my ass and gently going further in with each rock of her body. I felt a little discomfort as she invaded my ass. Eventually the pain was replaced with a feeling of fullness as she continued to insert more and more of her strap on into me. She grabbed a remote and suddenly I felt my ass buzzing from the vibrations. The vibrations focused on my prostate and I responded with my cock coming to full attention.

"Seems like part of you really likes this." Tracy remarked as she began to fuck me in earnest. She reached down and began to stroke my cock.

"Oh this feels good." Tracy remarked as the vibrator did its best on her clit and pussy.

I tried to hold back as much as possible, enjoying the full feeling and vibrations on my p spot. She went balls deep then curled over as an orgasm washed over her body. She reached out and turned off the vibrator.

"That was lovely." she remarked as she slowly removed her cock from my ass.

"Hmmm, what shall we do with this." She grabbed my erection and stroked it up and down. She then sat on the edge of the bed and wiggled out of the strap on harness. As she walked to her dresser I stared at her narrow hips and wonderful ass. She came back with some clothes and pulled on a garter belt. Black stocking followed and she carefully attached the stockings to the garters. She completed the outfit with a pair of 3 inch black heels.

"Come lay on the floor." She commanded.

I layed down on the floor, my cock sticking up at a 45 degree angle from my body. She reached under the bed and took out a small platform. She placed it over my midsection. There was a hole in the middle. She knelt down next to me and fished my scrotum through the hole, then one testicle, the other and finally my cock. She stood up and admired her handiwork.

"This will be a foot job you will never forget."

She placed her stiletto heel against the loose skin of my scrotum and pushed down until I moaned in pain. She then pressed her sole against my cock and rubbed it back and forth. She continued to press on my cock with her shoe as I looked up at her fabulous pussy and ass. She alternated lightly rubbing my cock with harder presses with her sole on my cock and scrotum and occasional hard pressure from her sharp heel. I alternated between excitement and pain as she pressed on my cock with her sole or pressed her heel into my scrotum or on my cock. My hands bundled into fists along the side of the platform. I thought about grabbing her feet but knew that she was in control. My excitement grew as the pressure from her shoes worked its magic on my cock.

"I'm going to cum." She put one foot in front of my cock as my jizz erupted from my cock. My load splashed on her toe as I shook with release. She took her cum covered toe and forced it into my mouth. I sucked up my sperm in appreciation for what she had done for me.

She squatted down and grabbed my cock. "Look at how bruised it is." as she stroked my now flaccid member.

I sat up and looked at my poor penis. It was pretty black and blue from her foot work.

"I think it will take a few days for you to recover."

"Probably, but it was worth it if you enjoyed it." I responded.

"I particularly liked fucking you." she said as she gently held my spent member in her hand.

"I planned on putting the spiked cage on you before you went home but now I will just let you go. Plan on having your cock trapped in a spiked cage later."

She rolled off me and I lifted the platform off my midsection and stood up. I got dressed, kissed her goodbye and left for my house.

The next day, filled with anticipation, I messaged Tracy, suggesting a role-play scenario based on the femdom theme we had explored during our shopping trip. She agreed and suggested 'pegging' as our activity for the night.

That evening, we settled into a comfortable position. With a mixture of nervousness and excitement, I allowed Tracy to strap on the 'anal sex' device, ready to experience the unique sensation of being the 'fuckee' rather than the 'fucker'. The overwhelming sensation of 'anal' penetration was unexpected yet exhilarating, further amplified by the added vibrations from the 'anal sex' device.

Read also: