My No Nut November Wannabes
The four men (who will be referred to as Man#1, Man#2, Man#3 and Man#4. I will use their actual names if they earn it by impressing me) were sitting quietly outside my office. I had summoned them to join me because they had all told me their No Nut November was going very well. Whenever I hear NNN is going well I automatically assume it’s because the man in question hasn’t really faced a suitable challenge yet, and I’m always ready to remedy that.
“Anyone know why Miss Jessica has summoned us here?” asked Man#1.
“Not sure. Did she mention NNN in her invitation, and ask if it was going well?” asked Man#3.
“Yes she did,” replied Man#2.
”Shit, she asked me too,” said Man#4.
“Well now we know,” said Man#1. All four men looked a little concerned. I stood up from my desk and opened my office door. I was wearing a very sexy gothic style dress that certainly got the four men’s immediate attention.
“Man#1, step inside please,” I said with a smile.
“Yes Miss Jessica,” he said and followed me back inside. I closed the door after him.
“Pants down please, then put your hands on your head” I said as I walked around him. He immediately followed my instructions and dropped his pants and underwear to the floor. His cock was only semi hard which I was not impressed by, but as he watched me slowly walking around him his cock quickly grew big and hard.
“So NNN is going fairly easy then huh?” I asked him as I stopped in front of him.
“It’s going ok Miss Jessica…. Oooohhhh fuck,” he gasped as he felt my fingertip slowly sliding along the length of his cock. I teased him by sliding my finger back and forth along the top of his cock, barely touching him but it was enough to make his cock twitch.
”If you can hold back from cumming for 5 minutes then you will have passed my test,” I said with a smile. I ran my finger around the head continuing to tease him. Then I slid my hand down to grab his balls.
“Still doing ok? They feel so very swollen,” I said as I looked into his eyes. He was groaning with pleasure as he stared back into mine.
“Oohh yes Miss Jessica. They ache with cum so much,” he groaned as I squeezed. I held his balls tightly for a few seconds then released him, returning to teasing him with my fingertip. Feeling his hard throbbing length.
“Oh god that’s so good, so fucking good,” he moaned as I teased him. I continued gently running a fingernail over the sensitive skin along the length of his cock, and giving his balls the occasional squeeze for almost 5 minutes, and to my surprise I hadn’t broken him yet. I could tell he was riding the edge so it was time to push him over. I walked behind him and reached between his legs and slid a fingernail slowly along his perineum, my nail teasing the incredibly sensitive area of skin between his balls and his ass which made him let out a gasp of pleasure, then I gently pushed my fingertip into his asshole and as he moaned so loud his cock twitched and released a jet of cum that splattered on the floor.
”NNNGGGGHHHHH FUCKKKKKKK!” he gasped unable to hold back his orgasm. I pushed my finger a fraction deeper and another jet of cum erupted from his twitching cock.
“Oops.. my bad,” I said as I watched his streaks of cum hitting the floor.
“PLEASE MAY I JERK MYSELF OFF AND FINISH MYSELF MISS JESSICA?” he yelled in desperation as the orgasm he had built up from day after day of edging was now being ruined. His hands were still on his head.
“Absolutely NOT!” I replied sternly as I pulled my finger from his ass watching his cock twitch and drip cum but leaving the bulk of his cum still trapped in his aching balls. I told him to pull his pants back up and to get out.
“Yess Miss Jessica,” he replied. He left my office and closed the door behind him. The other men were eager to know what had happened.
“So what did she do?” asked Man#3.
“She asked me if I could hold back from cumming for 5 minutes. She then teased my cock with her fingertip for almost the full 5 minutes and I was surviving pretty well. She then shoved her finger up my ass and I lost all control. I started cumming and she turned it onto a ruin,” he said as he walked out of the waiting room.
“Oh fuck, she means business,” said Man#2 as he looked a little worried. At that moment I opened my office door and stood staring at them. I pointed at Man#2.
“You. Come with me,” I said and as he entered I closed the door behind him.
“Now be a good boy and drop your pants please,” I said as I stood in front of my desk. He immediately did as asked. “Mmmm a nice hard cock. Excellent.”
“Thank You Miss Jessica,” he said as he stood in the middle of the room. I walked up to him.
“So how is NNN going for you?” I asked.
“Pretty good Miss Jessica. Edged every day but no cums,” he said proudly.
“Glad to hear it. Show me how you’ve been edging,” I said. I watched as he grabbed his cock and started to slowly stroke himself. After a few moments I slid my hand over his as he continued stroking himself, then I said, “shall I take over?”
“Oh god yes!” he gasped as he pulled his hand away letting my own hand slide around his cock. I started stroking him as he moaned my name in pleasure.
“Do you think you can survive 5 minutes in my hand without cumming?” I asked as I jerked him off. As I was asking the question precum was already starting to ooze from the tip of his cock so I knew the poor guy had no chance of lasting 5 minutes.
“Oh fuck…. so good….. Jess I would love to say in 5 minutes NNN will still be a going concern but your hand feels too good. I can’t survive. Holy fuck! Jess! Ooh FUUCKKKKK!” he gasped as he moaned harder as his cock oozed even more precum.
“Well I do appreciate a man who can recognize his limits,” I said and as my hand pumped his cock back and forth he gasped in ecstasy and started spraying streaks of cum onto the floor. I pumped his cock hard as I smiled to myself, making sure to empty his balls as efficiently as I could.
“Oh fuck, I had no chance once you took me in your hand Miss Jessica,” he said with a goofy looking grin on his face. The floor in front of him was now very much plastered in streaks of cum. I released him and told him to dress.
“Now get out,” I said and watched him almost stumble to the door on still trembly legs. He walked into the waiting room as the last two men stared at him.
“What happened?” asked Man#4.
“I failed her test. She gave me a handjob and I just couldn’t last out. Her hand felt too good. I broke on 3 minutes,” said Man#2 as he left the waiting room in shame. His NNN adventure was over. After a few moments I opened my office door again and stood staring at the two remaining men.
”You. Follow me,” I said to Man #3.
“Yes Miss Jessica,” he replied and followed me inside.
“Stand in the middle of the room please and take down your pants,” I said.
“Yes Miss Jessica,” he said as he slid down his pants and his undies along with them leaving him standing there with his already hard cock standing to attention.
“How have you been handling NNN so far?” I asked him as I stood with my hands on my hips. His eyes were focused directly on my chest.
“So far so good Miss Jessica,” he replied, his eyes now wandering down to catch a glimpse of my thighs through the slits in my dress.
“That’s exactly what the previous two men told me. As you know they both failed my test. Will you prove a more difficult nut to crack, so to speak,” I said with a sly smile. I knew the previous two men had disclosed how they had failed as they left the waiting room in shame, so I assumed the man standing in front of me was expecting to face similar challenges. If he was then he was wrong.
“I hope to impress you with my determination to withstand and succeed,” he said in a confident tone.
“This isn’t a job interview honey,” I said with a smile. “I want you to show me how you’ve been stroking and edging since NNN started.”
“Yes Miss Jessica,” he said as he grabbed hold of his hard cock and started to stroke himself. I watched as he masturbated while looking directly into my eyes. He was certainly the most confident so far. I walked up to him but instead of teasing his cock with my hand I slowly sank to my knees while looking up at him.
“Fuck,” he said as he stroked himself.
“Do you think you can stroke yourself for 5 minutes while I kneel in front of you and not cum?” I asked as I slowly licked my lips.
“Yes Miss Jessica, I think I can,” he said as he stared at my lips. The 5 minute timer started and he continued to stroke as I moved closer until my mouth was within a couple inches from the head of his cock.
“Have you ever wondered how it would feel to fuck my mouth while you’ve been jerking off reading the stories on my blog?” I asked as I licked my lips once again.
“Oh god yes! So many times Miss Jessica. Your lips are so sexy,” he said as he continued stroking himself inches from my mouth.
“And you must know for sure just how much I adore having a big sexy cock in my mouth from how many times I’ve written about sucking cock?” I said as I could hear his breathing getting a little faster.
“Oh yes Miss Jessica. It’s so damn not knowing how much you love to suck cock,” he said as he stared down at me. I could see the first drop of precum forming on the tip of his throbbing cock.
“So what would you say to any man that was in a position to experience my mouth but didn’t take that chance?” I said as I looked up at him. I opened my mouth as if I was about to accept a cock between my lips.
“Oh god! What would I say? That he was a complete idiot,” he said as he continued to stroke himself. The drop of precum had become big enough to drip from his cock and he watched as I caught it on my tongue. 4 mins had gone by as he stared down at me on my knees.
“So are you that idiot?” I asked him as I stuck out my tongue and playfully flicked it up and down. He stared down at me as he stroked and I could tell he was close to breaking point. There was about 30 seconds left for him to fight his urges and to pass my test.
“Oh fuck fuck fuck!” he gasped, and was almost panting as he stroked.
“You will never get chance at Miss Jessica’s mouth ever again!” I said and that’s when he broke. He moaned hard as he pushed forwards and allowed his cock to slowly slide between my lips. His moans as he felt my mouth enveloping his throbbing cock were simply epic.
That’s when I took over and sucked his cock like it was my last ever meal making sure to give him an experience worthy of giving up on his NNN challenge. I bobbed my head back and forth sucking on his full length, taking him into my throat, using my tongue to stimulate the head every time he sank deep.
“OH MY FUCKING GOD! FUCK FUCK FUCK YESSSS!” he yelled with pure pleasure as I took care of him. I grabbed his hands and put them on my head and he took the hint, grabbing my red hair and thrusting down my throat as his orgasm tore through his body. His legs trembling as he exploded into my mouth and pumped cum down my throat, jet after jet of cum, emptying his aching swollen balls.
He held in my throat until the very last drop of cum had leaked from his twitching cock. As he pulled out he grabbed hold of the edge of the desk as his legs almost give way. I took a big breath of air then finished swallowing the last bit of cum in my mouth. I stood up and sat down at my desk.
“Get dressed and get out,” I said and he somehow managed to pull his pants back up and stumble out of my office. The last man remaining in the waiting room watched as Man#3 stumbled out without saying a word.
“Did you survive?” asked Man#4. He saw Man#3 just shake his head and leave the waiting room.
“3 down and 1 to go, but she’s about to meet her match,” he said to himself confidently as he watched my door open and saw me standing there looking at him. I lifted my hands over my head and stretched as Man#4 sat staring at me.
”Come and join me,” I said as I stepped back inviting him into my office.
“Of course Miss Jessica,” he replied as he walked past me. I followed him closing the door behind me. I told him to stand in the middle of the room and to drop his pants, which he did without hesitation.
“How have you been coping with NNN?” I asked as I looked down at his cock pleased that he was already fully erect.
“I’ve been having an amazing time Miss Jessica. Edging until I’m almost losing my mind then somehow stopping without cumming. My balls have been aching but I love it,” he said. This guy obviously loved edging and denial so I knew this one would be the biggest challenge.
I walked over to my desk and pulled out a black silk scarf. I walked behind him and slid it around his head covering his eyes before tying it tight.
“Do not remove the blindfold until I give you permission,” I said to him.
“Yes Miss Jessica,” he replied.
I walked back behind my desk and quietly slipped off my dress. I then pulled out my wheely office chair from behind my desk and positioned it about six feet in front of him. I quietly sat down in the chair and lifted one leg over one of the arms which spread my legs open.
“Ok you can take off the blindfold,” I said. As he pulled the scarf away he saw me naked in the chair and gasped out loud. I was staring at him as I playfully ran a fingertip around one of my nipples.
“HOLY FUCK!” he almost yelled as I noticed his cock twitch up and down. “You’re a goddess!”
I smiled as I felt my nipple harden beneath my fingertip.
“I want you to show me how you’ve been edging during NNN and while you do that I’m going to let you watch me touch myself. You have 5 minutes to hold off from an orgasm. Think you can complete my challenge?” I asked him as I slowly slid my other hand between my legs as I stated to slide a finger along my pussy lips.
“Honestly I have no god damn idea Miss Jessica. I was quite confident until the blindfold came off,” he said and I was pleased to hear an honest response. I watched as he grabbed his hard cock and started stroking as he stared at my body.
“Your 5 minutes have started,” I said in a soft and breathless voice as I gently rubbed my clit. My pussy was getting wetter by the second. He was already stroking hard and he was looking at me like I was the hottest thing he had ever seen, which of course turned me on even more and my nipples were achingly hard as I played with my clit. I wanted to make myself cum quickly as I was pretty sure that seeing and hearing me orgasm would tip him over the edge.
“Miss Jessica you’re so fucking sexy,” he moaned as he stroked himself hard.
“Mmm and I just know you need to cum so badly while you stare at my body and watch me pleasuring myself,” I said as I moaned, squeezing my left nipple as I slid two fingers into my wet slit. 3 minutes had elapsed. I moaned harder as I fingered myself, breathing hard as I stared at him.
I could see precum dripping from his cock as he stroked and groaned with pleasure. I was so close to my own orgasm and I knew I was moments away from screaming in ecstasy. 4 minutes had now elapsed. My orgasm was about to blow my mind but I still needed to break him. He was so close to the edge of his own orgasm. I had to tip him over the edge.
“I want you to spray your cum all over me while you watch me orgasm!” I screamed and as I pinched my nipple hard my pussy spasmed on my fingers and I screamed in ecstasy, my pussy gushing as I came. Suddenly I felt streaks of cum splashing onto my tits, spraying over my tummy and thighs, a jet spraying against my mouth and my cheeks. He had run over to me and exploded in orgasm jerking off so hard and spraying my body with his creamy seed. My legs were shaking from my orgasm and I was dripping with cum, but I had wrecked his NNN before 5 minutes had elapsed.
“Oh my god, Miss Jessica I fucking love you! That was the biggest cum of my life!” he gasped as he collapsed onto his knees. I smiled at him happy that I had broken yet another NNN wannabe.
“Of course you do, and of course it was. Now get out,” I said. He held onto the edge of the desk to help himself stand up then tugged up his pants.
“Yes Miss Jessica,” he said as he left my office closing the door behind him. I let out a big sigh and my head fell back against the seat still partly coming down from my orgasm.
“Fuck No Nut November!” I said to myself as I laughed 💋
