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I spent a week caged. I only had two filled condoms. The school week made it hard to play and Tom seemed to be avoiding me. Going to my classes caged discretely also was proving challenging. I was nearly ready to remove the cage until I seen an email from Rick.
He sent me his address and told me to come over tonight after 6 pm. My sissy heart fluttered. I packed my bag with clothes and make up and waited patiently.
He lived way across the city so I got a taxi. I arrived and knocked on his door. He opened the door immediately. There he was. The chubby old man with a huge smile. "I'm glad you came, Lori." he said.
I walked in the door. He had a very modest house. It was tastefully decorated but nothing was overstated. "Why don't you go make yourself pretty." he said while pointing to the bathroom. I did as I was told.
There was a french maid lingerie set on the counter. It had garter belt stockings and lace gloves. It fit better than the school girl lingerie. It was a little awkward fitting it over my chastity cage, but once everything found its place it was perfect. I put my make up on. Trying a pink tone on my lips and a purple eye shadow. I clipped my wig on. I stared at myself in the mirror for a while. Enjoying the sight.
I stepped out of the bathroom. Rick was sitting down on his couch. He had a bottle of red wine and was pouring two glasses. "Come sit." he gestured patting his hand down on the couch cushion beside him. I walked over to the couch. He grabbed my waist before I could sit down and spun me around in a 360 then allowed me to sit. Rick was still fully clothed. Wearing jeans and a dress shirt. He grabbed a glass of wine and took a sip. "Did you get enough condoms for daddy to take your cage off?" he asked.
"No, I only got one more." I answered.
Rick chuckled to himself. I'm not sure what he found funny about it. "Take a drink sweetie." Rick said. I took a sip of the red wine. It was a little bitter. Despite being in college I didn't drink much. I spent my limited money on girly things.
Rick and I made small talk and finished our drinks. He handed me a damp rag from the coffee table and said "The floor needs to be cleaned." I grabbed the rag and got down on my hands on knees. I began rubbing the floor making sure my ass was facing him. I heard him undo his pants, but instead of looking back I continued to clean the floor with my ass facing him.
He got up, I heard his pants hit the ground. He started walking around. I stayed focused on my task. He left the room. I continued cleaning. He came back into the room. I heard him walking around behind me again. I felt his hands on my shoulders. Then my neck. He fitted a collar around my neck. I felt his hands rub my ass over the maid outfit. Pulling it up and exposing my sissy hole. I continued cleaning. "Good sissy maid!" Rick complimented. I felt him rubbing something slippery on my sissy hole. It kind of had a cool tingling feeling almost like it was numbing my ass.
Rick sat back down on the couch. "Crawl to me sissy." he demanded. I turned around and crawled hands and knees to him. His thick cock was out and it was hard. "Clean daddies dick." he said. I made my way between his legs and started kissing and licking his cock. Keeping my ass up like a good girl. His cock had a minty taste and made my mouth feel numb like my ass felt. He grabbed my head and made me look up at him. Then he took his other hand put a black frilly blindfold over my eyes. I found my way back down to his cock and began to throat him.
I don't know if it was the lack of sight and the numbing or something else, but at this point I felt pretty drunk suddenly. 1 glass of wine was a lot for me, but I shouldn't feel this loose. I felt my head get grabbed again. This time I felt something expanding in my ears. They felt like expanding foam ear plugs. I felt my head get pushed back down to daddy's cock. Now with my ears plugged the slurping noises and sound of my cock socking really reverberated in my head. This made me feel even more drunk.
I continued sucking daddy's thick cock. I felt him stroking my hair and rubbing my back as I did so. Then suddenly I felt something inside my ass, but daddy's cock was still in my mouth. I didn't even feel anything touch my hole or push against it. I only felt it once it entered.
It felt like a normal sized cock as far as I could tell with my limited feeling and impaired senses. I continued to focus on sucking cock. The sensation in my ass felt great though and was becoming distracting. I wasn't sure if it was a toy or someone else. I could only feel daddy's hands on my body still.
My head was buzzing. My senses were limited, but what I could sense was more intense. I felt cum gush out of my limp caged cock. I felt a second set of hands on my ass now. It was someone else. They had pulled out and it felt like they were playing with my garter belt. My ass felt wet again and then tingly and numb. They were inside my ass again.
Daddy must have sensed my distraction. He lifted my head up off his cock and slapped my face a couple times with his cock. He laid my head down on his lap and stroked my hair. I could feel his cock next to my face. I could smell his balls. I was waiting for something to happen but he just kept my head on his lap.
Now the man in my ass was really fucking me hard. Every thrust my face moved on daddy's lap and his cock gently bounced off my face. I felt more cum leak out of limp cock. My ass felt incredible like it was super lubricated and could take anything. The man pulled out again. I felt him fiddle with my garter belt again.
Daddy began slapping my lips with his cock. I would try to kiss it as it made contact. I was distracted by this until I felt something larger in my ass. Maybe a dildo? This time the pounding was slower but deeper. The feeling was starting to slowly return to my ass as well. I felt the big insertion twitch then pull out. That was definitely a cumming cock. Again I felt the strange sensation of my garter belt being played with. My head still resting on daddy's lap.
Something smaller entered my ass. This time it was very short lived. A couple thrusts and it was out. Now something bigger was in me again. Daddy grabbed my head and forced it down onto his cock. My ass felt like it was constantly getting played and probed with. I felt myself cumming again. I focused on sucking the best I could and eventually the ass play stopped. The more the feeling returned the more I could feel my ass hanging open gaped and wet and slimy strands all on my ass.
Daddy pulled my head up off his cock. He removed my blindfold. The light hurt my eyes. He removed my ear plugs. "Good work baby girl." he said with a big grin.
It was just him here. What happened? I reached back to feel my ass. He grabbed my arm and pulled it away. He grabbed me under my arm pits and lifted me up. I felt like I could barely walk. He helped me to the bathroom. I looked at myself in the mirror. My make up was a mess. My cage was wet with cum. Rick had a huge smile and spun me around.
6 filled condoms. 6 filled condoms all tied to my garter belt. "See what daddy can do for you?" Rick asked.
"Yes, thank you daddy." I answered.
"Now you have a real mess to clean up." Rick laughed. He brought me back to the living room. Pointed to a puddle of my cum on the floor. "Clean it up."
I grabbed the rag from the table. "No!" he interjected.
I got down on my hands and knees and began licking it up. Rick squatted behind me and began to fuck me during this humiliating act. I could feel the condoms bouncing off my ass while he thrusted into me. "Get ready sissy." he said. He spasmed hard and I felt his massive load fill my hole.
He pulled out, "alright sweetie lets clean you up." he said. He helped me back to the bathroom. He undressed me. He unlocked my chastity cage and removed it. He left for a minute and returned with a black sheer night gown with matching bra and panties. He helped me change into them. He also brought a pair of sweat pants and a t-shirt for himself.
He brought me back to the couch. He sat down and then pulled me onto his lap. He put a blanket over us and turned on the TV. He started making out with me while I sat on his lap. His hands caressing me under the blanket. I liked this intimacy a lot. We drank another glass of wine. Kissing and cuddling. I was super hard the entire time, but tried not to bring attention to it. I could feel him getting hard again too. I played with the buttons on his sweat pants. Opening them slowly. His cock sticking out of his pants. I positioned myself reverse cow girl, pulled my panties to the side and sat down on it. I rode slowly while we continued to watch TV. Daddy seemed content to let me take control in this situation. I continued to ride while he slapped my ass. "Oh, Lori you're going to make me cum!" he said. I didn't stop. I felt his cock get really hard and he grunted a couple times. I got off and stuck his cock in my mouth. He twitched from this.
We drank another glass of wine and cuddled on the couch. I must have passed out because I woke up in his bed with his arm around me in the morning. "Good morning, Lori." he said.
I could feel his morning wood poking into my ass. He began humping and it started to slide inside of me. He slowly worked his way deep into me while I was laying on my side. He kissed my neck while fucking me. He slowly pushed me more and more on my stomach and was getting on top of me. He put his knees over my legs and his hands pushed down on my wrists. He was so powerful. I was pinned between the bed and his cock. He fucked me like that for a couple minutes until he tensed up and buried a load in my ass.
He got up off of me. "Daddy will call you taxi." he said. I got myself ready to leave. We exchanged phone numbers deciding it was better than email.
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