Lori Lux Pt. 04: Sissy and the City

Following my encounter with Jerry I spent my private time dressed fully. I would go to my college classes with girly underwear and with that pink buttplug in.

I started feeling more comfortable being a sissy while I was in the city for school. I was taking more risks dressing under my street clothes more often. Going out and hoping to be caught more often. I wanted to run into David again. He was very sensual while being dominant and that turned me on.

Not having much luck getting caught I decided I needed to explore new opportunities. I posted a personal ad of me wearing black panties with pink lace. I got a lot of attention.

A man named Bob had asked me to come visit him. He lived close to the college dorms. I went to his house in broad daylight. Wearing my black and pink panties under my clothes. Bob was waiting for me, watching me walk up as he stood behind his screen door. Bob was about 35, fat and with a big beard. He had a big smile that was beaming when he seen me.

Bob brought me to his bedroom. He took my clothes off. I was standing with just panties on in front of him. He rubbed his hands all over my smooth body and said, "wow, those panties are really something".

Bob removed his pants and underwear. I could instantly smell his sweaty balls. He then laid down onto his bed. I could see his cock now he was on his back. He was very hard. It was cut, about 3", average thickness and with huge balls. "I haven't cum in two weeks, so my load will be huge", he said proudly.

I crawled onto the bed, hands and knees ass in the air putting my head towards his cock. I kissed the tip of his cock and the sweaty odour from his balls was intense. He said, "bring your ass towards me".

I rotated myself around almost 180 degrees so now my ass was right beside his face. Now my nose would make contact with his balls as I gave him head. I continued to kiss and lick around the head of his cock. I felt his hands rubbing my ass. Feeling it through my panties. I thought to myself, "good girls deep throat". I put his entire cock in my mouth. My nose getting buried in his big ball sack. The smell that bothered me before was now turning me on. The smell, his big hands rubbing my ass and the taste of his cock was blissful.

He pulled my panties down and started rubbing his hands between my cheeks, poking at my sissy hole. I continued to suck his cock the entire time. I felt him pull my panties off completely and then he grabbed one of my legs and lifted it over his chest. I could feel his beard hair on my sissy balls. I felt his hands on my ass cheeks again. He pulled them apart and I felt his tongue on my sissy hole. I moaned with pleasure as he danced around my hole with his tongue. I never had a man lick my ass yet. It was blissful. I enjoyed his scent and his cock in my mouth while I felt like I was melting with pleasure. Bob asked, "Can you ride me, baby?"

"Yes, daddy", I replied. I got off of Bob. He put on a condom and I straddled his hips. I had never been on top yet. Getting his cock into my ass was easy, but finding a way to ride without his smaller member falling out was difficult. Bob didn't seem to mind this though. He had a big smile and was very giggly about it. I started to figure out a technique that felt good for both of us. Bob was squeezing my nipples and rubbing his hands on my thighs and ass. I could tell bob was getting close and remembered him mentioning a big load. "Want to cum on my face?" I asked.

Bob giggled and said, "yes sweetie", I got off of him. He took off his condom. "Lay on your back", he instructed. He straddled his knees around my chest. I could really smell him. He pushed his cock into my mouth. His gut hitting my head. He fucked my mouth for a while and then pulled out. He started twitching and then I felt warm spots all over my face. On my forehead, on my eyelashes, on my cheeks, nose, and lips. Bob giggled. He was clearly proud of himself. I went to the bathroom to clean my face. I took a good long look at it covered in Bob's cum. It felt so great, I looked so good. I put my panties and clothes on and returned to my dorm room.

Bob was great but something about it left me wanting more. I checked my emails and a gay couple had asked if I wanted to join them. I was intrigued by what I could possibly learn so I agreed to visit them.

They had a hotel room. They left the deadbolt out and instructed me to just come in and get naked. I walked in and heard a friendly, "come in and meet us when you're ready". I took my clothes off in the vanity area by the door. I walked into the main room naked and seen two naked men both on a bed jerking off.

They appeared to be in their early 30s. One guy was a thin native with 7" uncut cock, thick and smooth. The other guy was a chubby white guy with a 5" cut cock, thick and with trimmed pubes. "Come lay with us", the native guy instructed.

I got down in the bed between the two of them. They began sucking on my nipples. The native guy asked, "So you like being a slut?"

"Yes", I replied

"Show me how good you can suck his cock", he ordered.

I slid down in the bed and rested my head on his stomach and began kissing and licking his 5" white cock. The native guy got on his knees and was watching over me. Jerking his cock right above my head. I continued sucking while being watched. The native guy slapped his cock against my cheek, "get up on your knees and look him in the eyes" he demanded. I lifted my head and rotated my body around so my knees straddled his legs and continued to suck while looking up at the white guy. While I was sucking the white guys cock the native guy started rubbing his hands all over my body. Pushing and pulling to make slight adjustments to my positioning, "good sluts keep their ass high in the air he said".

"Yes sir", I answered with my eyes locked forward looking up at the white guy still. He hadn't said a word at all this entire time. He seemed content to get his cock sucked and just watch as I was instructed and humiliated. I felt two hands grab my face and pull it up. The native guys cock was right in my face. Before I could open my mouth he thrusted his cock into my lips. Then he slapped me hard across the cheek with his cock, "good sluts keep their mouth open!"

I opened my mouth wide and he rammed his cock in hard to my throat. It took everything I had not to gag and puke. "Good", he said seeming satisfied and pushed my head back down towards the white cock. I continued sucking. Feeling the native guy grope and spank my ass as I did my best to stay focused. I felt hands lift my head again, this time I was ready with an open mouth. I looked up at the native guy as he rammed his big cock in and out of my mouth. He was smiling. This time he just let go and I continued to sucking the white guy.

"Im going to go to the bathroom quick for a drink of water", said the native guy and he left. I continued sucking the white guy who finally spoke, "let me know if he gets to rough", he said quietly. I didn't say anything I just kept sucking and keeping my eyes forward.

I heard the native guy leave the bathroom and could hear him moving around behind me, but I did not look. It felt like he was standing right over my arched ass. It sounded like he was jerking off over me. I continued sucking looking ahead.

Then I felt something wet and warm run down between my cheeks and across my sissy hole. He did just cum on my ass I thought. Then I felt a cock slide right into my ass. He didn't go for a drink of water. He went to get lube. What I heard was him rubbing it on his cock and what I felt was him dripping it on my ass. I moaned loudly. I couldn't believe I had a cock in both of my holes. The native guy was crouched on his feet fucking me doggy style and was jack hammering my hole. I had never been fucked so hard before. I lost concentration and stopped sucking cock. I felt hands on my head again. "Get up Jimmy", said the native guy. Jimmy got up and onto his knees. I felt my head get pushed down onto Jimmy's white cock. Jimmy began to fuck my face and the native guy went back to jack hammering my sissy pussy. Now I was stuck on my hands and knees with both of them pushing into me from opposite sides. It went on for what felt like hours and suddenly I felt something strange. I was having an orgasm. No one was touching my penis, but I felt this warmth radiating from my ass to my balls and thick liquid leaking out of my cock. They didn't even seem to notice or did not care. Their cocks both still sliding in and out of me. I felt like my ass was completely open. His big cock entering and exiting smoothly, gliding in and out with no resistance. My mouth and breathing finding a natural rhythm taking the continuous face fucking at the same time. Their stamina was incredible. How they had not cum yet I didn't understand.

"I think the whore is ready, Jimmy", the native guy said. I felt both of them pull out of me. I felt like I could collapse. My ass was gaping and I was exhausted, but soon I felt Jimmy behind me. I felt his cock slap against my ass cheeks. Then I was greeted by the native guys cock in my face. I opened my mouth and felt both men enter me again. Jimmy didn't fuck as hard. He had a slower more consistent pace. My sissy pussy was relieved for the break. However my mouth was not getting a break. Jimmy's 5 inches were a lot easier to swallow than the 7 now ramming into my mouth. I was gagging a lot, drool was every where and then I heard Jimmy speak, "Oliver, I'm going to cum."

"Let the slut have it", Oliver replied while pulling out of my mouth. I buried my face in the bed and arched my back up. I felt someone pull my cheeks apart while Jimmy continued to fuck me, now pulling his cock out completely and sliding back into my gaping sissy hole. "Oh, fuck", he moaned and pulled out. I felt hot cum erupt onto my ass, running down my crack and into my open pussy. Jimmy left from behind me but I still felt the hands holding my ass apart. It was Oliver. He didn't hesitate to take his turn. I felt Jimmy lay down beside me. Rubbing my head and stroking my hair while Oliver jackhammered me again. Pushing Jimmy's cum even deeper into my ass. I felt so amazing my ass felt really warm and wet inside. I had another orgasm, a big load leaked out my limp penis. I didn't even realize I had went limp. Is this how sissies cum? Jimmy noticed this time. "Oh my god, Oliver look how much cum the slut leaked out".

The jackhammering stopped. Oliver laughed, "The faggot should clean his mess". I didn't even think. I turned around and there was a huge puddle of cum on the bed. The most I've ever seen. I started to lick it up and felt Oliver slide back into my sissy hole. He pushed down on my head. My head was completely buried in the cum soaked sheet. I could feel him still ramming in and out of me. This act of humiliating me must have done the trick though, his cock erupted shortly after. Balls deep I felt his trembling cock unload in me. He pulled out slowly, slapped my ass and said, "Yeah, you are a good slut".

I collapsed onto the bed onto my stomach. Covered in drool, my own cum and feeling their two loads leak out my ass down onto my balls. I felt my cheeks get pulled apart. Oliver watched as his and Jimmy's cum leaked out of me. He let go of my ass and put his hands under my stomach and pulled me back up into a doggy style position. I felt him pull my ass apart again and he continued to watch. I felt like my ass was hanging open gaped and leaking with everything breath I took. Oliver took a picture with his phone and showed me. My ass was hanging open and a stream of cum ran from it to my balls.

Jimmy handed me a wet towel, I cleaned my face, but nothing else. I felt like my legs both had massive charlie horses. I dressed myself the best I could and stumbled home.

3 cocks in one day. Instead of feeling ashamed I felt excited. I was starting to like the city a lot more.