Chapter I
After I turned twenty one years of age, I decided to explore my sexual life further. The awkward situation of a prying family made this difficult. I had been exploring the different ways of masturbation for some time. I decided to go to a 'toy store' to find a birthday present for myself. I was ready to try whatever interested me.
The emotions and excitement I felt when the doors opened to the shop overwhelmed me. I promised myself that I was going to let go of my inhibitions. My heart raced as I searched through the large variety of videos and literature. The sexy clothing was especially fun when the search led to the harnesses. Oh how my excitement grew. I loved to be able to brows through the store and not be concerned about enjoying myself. No prying eyes.
While I was browsing through the films again a clerk came over to me and asked if I was looking for anything specifically. My excitement must have been obvious as she discretely leaned over and whispered, "First time visits can be a little intimidating. I recommend being honest to your desires. My name is Clara. If you have any questions just ask."
She displayed some of her own merchandiseas well. She was about 5.3 and had a thin build. Her face was plain with little make up except for the ruby red lipstick. Her white face and her dark green eyes made me freeze. She had waist length jet black hair. Her tight red leather corset barely concealed her large perky breasts. The black leather lace up pants nicely rounded her bottom and ended below her knees. She completed the outfit with black leather thigh high boots.
I smiled and nervously asked for masturbation aids. She led me over to a wall with all kinds of toys. She assured she would be available if I had any questions. She left me to explore my desires. I found fleshy pussies and mechanical cunts. All of them interested me.
I came across a device that I never thought I would be holding. It was a motorized dildo that resembled a short penis. The package described it as a prostate stimulator. I remembered reading about doctors messaging the prostate and how good it felt. I felt the hairs stand up on my neck with the thought of this device penetrating my ass. Before I could put the item back, Clara seemed to come from out of nowhere.
''That would be an interesting adventure. I use one for some added thrills for some of my male partners and they can't get enough." She said taking a similar item off the shelf except it was a strap on with a much longer and thicker penis.
"Whom do you suggest for my partner as I have none yet," I asked Clara cautiously.
I felt rather stupid for saying such a desperate line. I was caught of guard with her answer.
"Nice try horny boy. You are tempting and it has been a while since I broke in a new partner. Let me make a suggestion." She said seductively.
My mind was in dream world as if I had just won the virgins sex lottery. I got my thick dick handed back to me when she led me to the silicone dolls section.
She turned and faced me and said. "I will let you become acquainted with them." She handed me the strapon and stood seductively near a stack of dolls.
I read the labels. They had different flesh tones and detailed genitals and near realistic breasts. After a long search I found the doll that Clara had her hand on. At the time I thought I had to be crazy to think of buying it but I was too horny not to and too humiliated not to.
I took the products over to the sales counter. Clara suggested some lubricant for the items. She put plenty of what she had recommended in the bag. She smiled at me and she handed me the bag and asked if she could take the bag to my car so I could escort my partner. It would have been rude not to let Clara help.
I opened the door for my partner and positioned the doll in the back seat and hid in under a blanket. I went around to the driver's side and opened the door and sat in the seat. Clara handed me the bag and leaned over like she was going to whisper to me but instead she kissed me on my lips and felt her tongue touch mine.
"Not bad even for a beginner. You come back after you get some experience with your friend," she said backing out of the car.
My heart raced as I shut the door and left for home. I made my way home with a super hard on. It was late and everyone was asleep.I was challenged to get to my bedroom with my secrets. It seemed every floorboard had a squeak in it. I made it to my room and locked the door.
I placed my partner on my bed. I called her Clara to help connect her to my fantasies. I undressed myself and whispered erotic things to Clara. I sat beside her and reached around and kissed her like the other Clara kissed me. We kissed passionately for a long time. I opened the tube of lube and put some on my two fingers. I reached between her thighs and spread her labia wide so I could access her tight vagina.
"I am going to fuck you like you have never been fucked before," I told her. I opened the harness and fastened the dido to the base. I felt so aroused after I fitted her in the leather straps. I looked at her in the dimmed light and admired her naked body. I laid beside her and caressed her breasts. I felt the urge to kiss her large breasts. I sucked her supple breasts and flicked my tongue over her perky nipples.
"You are so hot. I so want to fuck your hot body," I said to her.
I climbed on top of her and caressed her breasts with my hands. I felt ready to receive the dildo. I arched backward and positioned the tip at the base of my anus. I lubed the shaft a little more and took a deep breath. In one gentle thrust I received the entire shaft into my anus. My entire body felt waves of pleasure when the shaft rested against my prostate. I turned the device on and the shaft fucked me from deep inside me.
"Oh shit that feels so good," I told her. My cock throbbed with desire. I had never felt pleasures this extreme before. My penis twitched upward with each stroke of the cock inside me. It twisted and vibrated against my prostate forcing me to ejaculate without me touching my penis, which felt like it was being fucked from the inside. I climaxed like I never had before. I gasped and moaned and erupted large loads of cum.
"Oh Clara, I'm cumming. It is fucking making me cum, oh fuck! Augh!" I said between gasps.
I arched my pelvis and forced the undulating penis deeper into my asshole. The orgasm was long and powerful. The pleasure I felt surged from my prostate to the base of my penis to the rest of my body. The orgasm continued even though I was unable to ejaculate any more fluid. I silenced my screams so to not wake anyone. The inner stimulation sent me over the edge. My anus contracted rhythmically and my penis felt as big as my arm. I let the orgasm take over my body as I collapsed on Clara's body. My ass hole was still contracting on her shaft when I lifted myself off. The sound of the device slipping out of my anus aroused me to the point of erection. I needed to pussy fuck. I looked into Clara's green eyes and thrust deep into her tight cunt.
"You are so tight," I said to my lover.