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  • Brett's Transformation to Brenda Ch. 02

Brett's Transformation to Brenda Ch. 02

I opened my eyes slowly and yawn after a long sleep. I tried to move my feet to get up, but they are still tied to the bed posts. I tried moving my arms and I noticed they are tied to the headboard posts. My eyes widen as I feel my naked body underneath the bed sheets remembering the night before. I tried to wiggle loose, but there is no use as I am completely secured to the bed. I can feel a light pain in my ass. It doesn't sting, but tender as I recall my orgasmic night with Amber.

My heart beats faster knowing I allowed her to not only buy me panties, but use her dildo on me. I'm not gay by any means, but I felt so sexy and loved being held by Amber as she made love to me.

"Good morning sleepy head!" Amber said as she opened her bedroom door.

"Good morning babe!" I respond.

"I thought we established that you are to refer to me as Ms. Amber last night sweetie! Was there anything unclear about that brenda?" She asks.

I couldn't believe it. I thought it was all her kinky side while we had sex. Does she really want me to call her that all the time. I open my mouth to respond, but think better of it. I mean I'm naked on her bed and tied down.

"You were very clear Ms. Amber" I said.

I watched as she was standing in front of me wearing just her robe. I could see the bumps of her nipples through her tight thin satin robe. I kept thinking to myself how lucky I was. I'm in a gorgeous woman's bed, naked, tied up, and just had the most amazing sex of my life.

Amber walked seductively the the bed. She grabbed my cock through the sheets and leaned her head on my chest. Slowly stroking my tiny penis causing me to twitch knowing I couldn't deny her. She looked up at my face smiling at me. She had the look of conquest as she knew I was her property. Even if I wanted to leave she knew I wouldn't.

She stopped touching my cock as she leaned in and kissed me. I felt her warm lips caress mine. Her wet warm tongue dove into my mouth as she continued kissing me even further showing her dominance over me. She broke off the kiss as she caressed my chest.

"Did you enjoy yourself last night brenda?" She asked.

"Ye... Yes Ms. Amber." I moaned.

"Does your little pee pee want to feel my hot, wet, tight pussy?" She asked.

"Ughh! Yes Ms. Amber. I will do anything to feel your pussy!" I said.

She sinfully smiles at me. She pulled the sheets away from my trembling penis. She took my penis in her small sexy hands which engulfed it. I couldn't see any part of my penis as she began stroking it slowly causing every nerve in my body to twitch.

"You must beg me to fuck you. I want to hear you say, please Ms. Amber, fuck brenda's ass with your dildo. I want to feel your dildo in my ass and know what it is like to be fucked like a girl!" She said.

Without thinking of any consequences I repeated what she wanted. I begged like a slut to be fucked in my ass. I had no idea what was going to happen or if I would ever be released. I pondered how I got into this kinky situation.

Amber continued to massage my penis. Pinching my nipple with one hand and slowing massaging my penis inching me closer to orgasm. I closed my eyes feeling pleasure from the tips of my toes to my head. I had the butterfly orgasmic feeling in my stomach as Amber bent down and kissed my forehead.

She released my nipple and penis. She walked over to her nightstand and removed a buttplug. On the end of the buttplug was a pink medallion with the word "sissy" engraved in it. She walked over and lifted the buttplug next to my mouth.

"Moisturize it for you butt baby." She said.

I opened my mouth and she lowered it into my mouth. I began sucking on the plug slowly wanting to ensure it would slide daily in my butt. Amber took my penis and engulfed it in her warm saliva filled mouth. She cupped my tiny balls as she sucked my tiny penis slowly milking it.

I sucked harder feeling my sperm start to boil in my balls. Amber continued on my penis and squeezed my balls harder which tipped me over the limit. My hips bucked as I shot load after load into Amber's luscious hot mouth.

"Ugh!" I moaned, feeling the most pleasure in the two days with Amber than ever before in my pathetic sex life.

My hips started to relax as my orgasm subsided. My breathing slowed. My penis slowly shrunk inside Amber's mouth.

Amber released my penis from her mouth as she turned to my face. Her devilish eyes and sexy smile made me feel more love and passion than I could have ever dreamed. She bent down and placed her lips on mine. She kissed me with passion and love. I opened my mouth and accepted her kiss. I felt her tongue on mine and the hot salty liquid moved onto my tongue slowly sliding towards the back of my mouth. She held her mouth to mine as I knew she was forcing my sperm into my mouth. It had a salty taste. My own sperm being transferred from Amber's mouth to mine. I knew what she wanted me to do so I swallowed my own sperm.

Amber released her mouth from mine after I swallowed all of my sperm. She smiled at me and said, "I'm so proud of you brenda!"

She took the buttplug and moved towards my butt. She spread my cheeks apart as she placed it at the entrance of my anus. She pushed slow and moderately, inch by inch until it was buried deep inside. She held it in place as it filled me completely. She slowly retracted it from my anus and pushed and pushed it back in. I started to moan as it didn't hurt. It gave me pleasure as she started fucking me with her buttplug causing my penis to rise again.

She continued fucking me as I noticed her other hand reached for her nightstand. She pulled out a cream and placed it on the bed. My eyes were full of haze from the pleasure and couldn't read what the cream was. She lifted the cream to my penis and squeezed causing a think white cream to land on my penis. She began rubbing the cream all over my penis. I wasn't sure what it was at first, but I soon discovered it was a numbing cream. She stopped toying with the buttplug and left it deep in my now sissy butt. She took a condom and rubber band from her nightstand and slowly placed it over my penis. She took the rubber band and wrapped it tight at the base of my penis to ensure the big loose condom would stay on my little penis.

She stepped on the bed and wrapped her legs around my waist. She grabbed my penis and aimed it at the entrance of her silky wet shaved pussy. I watched as she lowered herself on my penis barely feeling anything from the cream and condom.

Amber slowly began riding my penis. She held onto my thighs as she moved up and down. I watched in displeasure knowing I couldn't feel a thing wishing I could touch her. Her pace picked up as she vigorously began riding me. The bed was squeaking and shaking as she began to moan. She used her hand and rubbed her clit. Her big beautiful milky breasts were bouncing in every direction. Her eyes closed and looked to be having fun and filled with pleasure. She remained on my penis and rubbed her clit as her breathing increased. Her moans were louder as she approached an orgasm. I felt her legs tense around me and squeeze as she let out one last scream. Her upper body fell lifelessly on my chest as she just enjoyed an orgasm.

I felt like a stallion knowing my penis was part of the cause which made her orgasm.

"Ms. Amber, thank you for allowing me to be in your pussy!" I said.

She didn't respond. I looked at her and could feel her breathes were long and deep. She orgasmed so hard she fell asleep. I smiled and kissed her head as I closed my eyes and fell asleep with a beautiful naked woman lying on top of me.

I woke up later that day and found Amber next to me still naked. She was staring at me. I felt my arms were in a different position and noticed she had removed the bonds. I rolled over towards her and kissed her beautiful pink lips.

She smiled at me and said, "I have to go visit a friend. Would you like to come?"

"Yes Ms. Amber." I said.

She stood up from the bed and told me to get dressed. I stood up and walked with her to her closet. I grabbed a pair of my panties from the bag and began sliding them up my legs. I pulled them up and could feel the electricity they gave me knowing how cute she thought I would look. Once in place I saw my little penis stretch the front of the panties a bit. Amber walked up to me and said I needed to readjust. She took my penis in her hand and slid it under between my legs and pulled my panties back up. I looked and saw how feminine it made me look, but I couldn't help but leave it as I saw the twinkle in Amber's eyes.

After getting dressed we got in her car and drove to her friend Trish's house. While in the car she was explaining to me about the relationship between Trish and her husband. She had said Trish cheats with her boyfriend even though her husband is clueless. She had said that is how she became interested in cuckolding.

When we arrived, I finally met Trish. She was just as beautiful as Amber, but had dirty blonde hair and blue eyes. Their bodies were similar with the exception she had much smaller breasts than Amber.

As we walked upstairs to Trish's room, I couldn't help but stare at her cute little butt. It was wiggling in my face and caused my penis to stir. I felt movement between my legs which caused discomfort with the way my penis was positioned. When we entered her room, she looked at Amber and said, "ok, I just have to see it now!"

Amber smiled and turned to me and said, "drop your pants baby."

My heart began beating fast. I was so scared because I wasn't sure what she had told her. Did she know of my panties or my penis. What if she knew both I thought to myself.

I said, "Um, babe. You know that.."

She interrupted me and said, "She knows about us. She is my best friend and I tell her everything. Baby my family knows you wear panties. Now show her!" She demanded.

My hands began to tremble as I slowly unbuttoned my pants. I pulled my zipper down and slowly started pulling my jeans down revealing my white cotton bikini style panties with black lace. I could feel my penis begin to stiffen between my legs.

I saw Tracy smile and start giggling outloud. I could feel the heat in my cheeks and knew I was blushing as I stood with my jeans at my ankles. Here I was standing in front of these sexy beautiful girls with a tiny penis hidden in panties. Tracy grabbed the front of my panties and felt nothing there. She took her forger tips and lightly scratched the panties directly over my penis causing my legs to tremble.

"I would like to see the little guy." Tracy said.

I couldn't deny Tracy's request after looking at Amber and seeing her facial expression. My heart was throbbing and my mind was racing. My thumbs clasped the lace waistband and I slowly started pulling the panties down. I felt my hands shaking as I look towards Tracy. I continued pushing the panties down watching as Tracy's hand went to her mouth. He eyes widened as she began giggling as my penis dropped between my legs.

I let go of the panties as they dropped to the floor. I kept my hands still even though I wanted to cover myself. Tracy moved closer to me to examine what she was seeing. I looked down as she was now inches from my penis. I could feel her hot breath hitting my groin which caused me to become aroused. I felt my penis beginning to rise and become erect as this beautiful woman was close enough to lick me.

Tracy's eyes looked up at me as she gave me a devilish smile. She opened her mouth slightly and began blowing her breath on me. I was doing everything possible to ignore her, but it was impossible. I closed my eyes as I was losing control. She blew harder and my legs twitched as I felt myself losing this battle. I couldn't hold off much longer. I moaned as I began cumming. I lost control again and my penis continued to spurt after spurt until I had nothing left.

Breathing deeply as my orgasm slowed to a stop I opened my eyes and could hear Amber and Tracy laughing hysterically. I was ashamed and embarrassed that I came without even being touched. I felt so pathetic, yet so relieved from my orgasm.

"I can't believe he came! Oh my god, that is the funniest thing I have ever seen." Tracy said.

Amber giggling as she said, "I love that he is such a premature ejaculator. Its cute."

"Well he is premature, that's for sure!" Tracy said.

"Well Tracy, I promised you would see him. We are gonna leave. We are going to his parents house for dinner." Amber said.

I bent down to pick up my panties and jeans. I stood next to Amber clinging to her arm. We walked downstairs as Amber and Tracy hugged and said their goodbyes.

"It was nice to meet you brenda," Tracy said.

"You too," I replied as Amber and I left.

To be continued

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  • Brett's Transformation to Brenda Ch. 02

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