Obeying the Bosses Rules

By Stephen

Published on Feb 21, 2022

Gay

Obeying the Bosses Rules Chapter 03-04

The story is copyrighted by me in 2022 as the owner of it and all legal rights pertaining to it.

(1) If you are not of legal age where you live, do not read this story!

(2) This is an fictional story based on real life experience, a fantasy if you will, some the sex is bareback. In real life, BE CAREFUL and BE PROTECTED and DON'T DO ANYTHING YOU DON'T WANT TO DO.

Nifty is a wonderful free service that depends on your donations to stay up and running.

Give it a try at http://donate.nifty.org/donate.html or click on "Donate" on your screen ---------------------------------------------------------------- Here are my stories ---------------------------------------------------------------- https://www.nifty.org/nifty/gay/young-friends/my-hero https://www.nifty.org/nifty/gay/adult-youth/my-new-doctor https://www.nifty.org/nifty/gay/adult-youth/elite-swim-squad/ https://www.nifty.org/nifty/gay/authoritarian/obeying-the-bosses-rules ---------------------------------------------------------------- I should tell you this is a continuation years later of Stevie in ELITE SWIM SQUAD ---------------------------------------------------------------- WHO'S WHO ----------------------------------------------------------------

Let me tell you who's who.

My Boss is

Richard Stensen He tall 6' tall with broad shoulders and well built probably in his late 30's early 40's Strawberry Blond Hair Blue Eyes with Freckles 9.5" Uncut 3" around a truly well sculpted manhood

the other 3 VP's in the DP department are

Carl Johnson 6"3" tall slender body Blond Hair and Blue Eyes, 8" by 5" wonder wand and uncut Yikes!

Andrew Shin Liu 5'8" tall with a muscular tight body Jet Black Hair 7" uncut curved up very dark shaft with a gentle disposition

Virendra Sumathra 5'11" thin body Brown Hair and Dark Green Eyes, 11" by 2" slender schwantz also uncut very soft spoken with an accent that pierces you right to the core almost hypnotizing

The 4 interns are

Stephen Siano I was 23 yo tiny kid 5'4" Tight Swimmers Body Sandy Brown Hair Hazel Green Eyes and 5.5" Cut bushy and Gynacomastia ( enlarged male breasts )

Jerry Ryan 21 5'8" tall Soft Curly Brown Hair Crystal Blue Eyes, 7" straight poker and cut and SHAVED. He becomes my office mentor and shows me the ropes. He says he is hetro trying to climb the corporate ladder

Julio Vasquez 24 yo 5' 6" Dark Complexion Brown Hair and Brown Eyes. he's well built, 8" 6" uncut always pulsing Mega-Pinga with manicured pube balls shaved. He is homo-flirtatious because a lot of the boys just want to see it.

Alan Cohen 21 yo 5'10" Black hair Blue Eyes Milky White Complexion. He is 8"3" standard sthcrungool. He is and easy going kid

---------------------------------------------------------------- end of chapter 02 ----------------------------------------------------------------

Tomorrow morning I will give you an enema to clean you out for the day and you will be on a special diet that will slow down the accumulation of waste in your bowls. I will reinsert the device in you then when we meet with Mr. Stensen I will give him the key.

He stood me up and said "You are such GOOD BOY and so adorable". I felt awkwardly proud and noticed I my willy was sticking out and dripping and then I thought why did I think the word 'willy' that was strange. Jerry said "Okay we have to milk you now before we go back to work" and started massaging my pube squeezing my balls making me wince.

Jerry said these seem a little sensitive for a MAN. My mind when back and forth to memories of being a boy and now grown up looking down at Jerry now rubbing my glans making me squirm. He tapped my device into my sacred gateway again why was I thinking like this.

Jerry said "notice the way you are thinking, when I kissed you before I had some drug on my lips making you pliable and easy to surrender. It's okay it will not hurt you it triggers boyhood in your brain so you will feel like one for 24 hours.

He put his lips on my willy and slurped hard tapping my device and soon my balls pull back into my body and I began to explode into his mouth squirting shot after shot of sperm into his mouth. I noticed I wasn't tired from this orgasm. He stood up grabbed my head and planted his lips on mine sharing my sperm with me. Our tongues mingled until he shared all that was in my mouth.

I felt so satisfied and relieved. He said "your sperm is very sweet just like my sweet boy charge"

---------------------------------------------------------------- Chapter 03 ----------------------------------------------------------------

Jerry said okay let's clean up and get you presentable and go back to work. We arrived at my cubicle and just about to sit down when Mr. S poked his head and asked us to step into his office. We followed him and stepped he said "close and lock the door". We did and he said "gentlemen, have a seat"

Jerry sat right down and I sat hesitantly and winced. Mr S. said "Jerry, filled him in and see he is secured?" Jerry responded "Yes Sir" Mr. S. said "good job boy".

Mr. S. motioned me with his pointer and middle finger to step forward, as I did he twirled his hand around motioning me to turn around. He said "undo his trousers" and I started to do it but Jerry slapped my hands and told me he meant him. Jerry undid the and let them fall to my ankles. I went to pick my shirt up to lower my underpants and agan Jerry slapped my hands away and said "Stephen, Boi, you have not been asked or told to do anything, just stand still.

Mr. S. said "sweetie please bend over and lower the back of your undies" I though wow he is being sweet to me I felt so good. I did as I was told looking at Jerry and he winked and blew a kiss to me.

I felt Mr. Stensen' gently place his warm and smooth hands on my exposed cheeks and said "sweetie take a deep breath and relax" I did just that and felt him flick his finger on my device and quietly moaned. Mr. S. asked Jerry to let him know what was happening to my penis. Jerry stuck his thumb up motioning with his hand and then playfully tapped my nose and winked and whispered "you're doing so good"

I was beaming again not feeling humiliated or embarrassed. Mr. S. pressed his finger on the device and shock it and pressed it in hard sending messages to my brain of pleasure and excitement, my penis started throbbing and leaking pre-come. I started to apologize. Mr. S. smacked my ass so hard that sent another jolt through my pubic area, they both said "SWEETIE NO" Jerry kept shaking his thumb upward and reached over and rubbed my glans making me shiver.

He had me lift my pants up and walk around the desk to him by patting on his lap. As I walked passed Jerry he gently fondled me. I thought to myself what am I doing - why won't they let me talk and in a flash I felt like I came to from something. I thought the drug on his lips is wearing off I have to speak up and say NO. Just then Jerry pulled my head down and our lips met and he push his in my mouth.

I zoned out and felt like a boy. Jerry said quietly "may need a strong dose". I looked at him and said in a boyish voice "why doesn't this affect you" He told me when I grow up I'll understand but not yet.

Mr. S. said "sweetie come sit on my lap" I did as he asked and felt his very warm hands slide up my shirt and cup my breasts while breathing onto my neck. I surrendered to his touch and melted into lap and strong arms feeling safe and secure. He rocked me some then let one hand find it's way to my exposed pubic area. I was so content. I looked at Jerry to see him winking and blowing kisses and mouthing "love you baby"

Mr S. humped up gently moving my device and asked me if that felt good. I didn't really verbally respond and he asked "What Feels So Good" and I mumbled "the doorway to my sacred intimacy"

He said "That's Right ! and I will open that doorway when you are old enough to make love again" I meekly said "yes daddy only you". He said "that everyone in our group will help protect your chastity and raise you to be a strong man okay sweetie" I sighed "mhuh"

He then asked me if I would cum for him like a good little boy then pressed his hardness into my device and fondled me. He turned my head putting his lips over mine and told me to talk into his mouth when he asked me a question.

He said "what does my little boy want what do you need from Daddy" I spoke and breathed my words into his mouth "dwaddy pwease let me cum daddy, I love you daddy" He rubbed my chest with one hand and gently rubbed my willy, shooting jolts of pleasure making me wiggle and twist then came. I thought I came but nothing came out. I was confused that hadn't happened since I was a boy. I was so tired I rubbed my eyes with my fists and fell into a daze but not asleep

Mr S. started whispering to Jerry "have you any idea what this sweet boy has been through in his 1st 13 years of life, when i found out my heart broke for him. We all have to be gentle with him yet strong"

Jerry said " what about the orgasm what happened just now - just an hour ago he gush sperm all over the place" Daddy said "the his brain is focused on the boyhood functions, he is in that place so his brain provided dry orgasm 'boygasm' you had them, we all did"

I started to stir and mumble "daddy please don't spank my coolie anymore I promise to be good" I saw Jerry's eyes filling up and wiped his eyes. Daddy said "huh what is a coolie?" It's what Nonna called my bottom" He shook me hard and said "STEVE WAKE UP"

Mr. Stensen said call a company car and take him home with you and for GODSAKES don't kiss him until you wipe your fuckin lips off. Iam going to talk to the Doc Upstairs. I can't have him being like this at work, I'm paying him a lot of money for his genius data processing brain. I came to again and snapped out of it. I looked at Jerry and said "KISS MY ASS NOT MY LIPS". They both cracked up and said "good one Steve".

Mr. S. gave me a kiss on my forehead stood me up picked up my undies and trousers dressing me up and told me to go back to my cubicle and close it we'll all leave work together" I scooted out his office but didn't close the door all the way and listened.

Mr S. took the opportunity to speak with Jerry he told him there were no drugs on his lips. I told you that to see if he was receptive to Conscious Hypnotism so we know how to help him past all of this. Jerry still very young himself had no idea what Mr. S was talking about and asked what are you saying.

Mr. S. told him that because of all of the trauma I suppressed that and in doing so created/protected the little guy in my psyche and the Doc is going to help him get through that so he can move on with his life happily. Jerry said "like Cybil" He said "NO, he is not that bad no one ever hurt or abused him, it's just his painful memories that keep popping up and preventing him from being happy.

Jerry said "I'll do whatever I can for him he is such a sweetheart and I love him so much" Mr. S. said "ca-mere you softie gimme a hug"

I was so happy for Jerry he deserved it he was SO sweet to me also and I think I have a crush on him. He kinda reminds me of Freddy.

Jerry started to get up and I scoot back to my cubical and sat down really hard and yelped "FUCK the PLUG".

He came to get me saying the car is waiting downstairs let's go. Mr S. came by to say good night and said to both of us "Good Job today Men see you tomorrow" Jerry said "arncha coming" He said "I have to go up and talk to the Doc ( looking at me ) about your Physical, I want you to have it tomorrow" I rolled my eyes like a kid and he smiled at me and said "GO Already the Fuckin car is waiting and costing money!"

---------------------------------------------------------------- Chapter 04 ----------------------------------------------------------------

We ran out and got to the car and Jerry said you first and pushed me down again YIKES Jerry the fuckin " Jerry shushed me and look at the driver. I asked "where do you live" He said Brooklyn Heights" I said "who are you Patty Duke" he cracked up and said "you are adorable and funny". I looked at him then looked towards the driver.

Somewhere on the drive to his place I must have nodded off cause when we got I was asleep on his shoulder with his arm around me. He shook me and I stirred when I opened my eyes the driver turned around and said "your adorable little friend fell asleep huh" "What" I said, the driver said don't be embarrassed I'm your bosses driver he reached back put his hand under my chin looked at me then winked.

Jerry said "see there are caring people here". We got out of the car at this beautiful high rise condo building. I jus look up and said "CHEE". Jerry put his arm around me and we walked to the door. I looked up at him and said "I love you Jerry" he said "Ditto". The door man opened the door Jerry said "Hi Al" and we went to the elevator got in he pressed 25 the doors closed the Jerry wrapped his arms around and gave me a luscious kiss I hugged him back and kissed him.

I thought finally we can just relax, no questions no talks no fondling. I said "Jer can you take it out tonight Please". He said "Yup but I still have to give you your enema, you need to be clean for your physical. I thought, he said 'my enema' that must mean it will be regular thing and he is subtly conditioning me. I told my self turn your brain off for now.

I grabbed the remote picked up the TV Guide and looked for something to watch. He said "not yet let's get you cleaned up inside and out, then we'll have a snack before bed, the first door on the right is the bedroom go grt out of your clothes and wait for me". I didn't even question it - get the fuck out of my clothes and wait for fuckin YOU, who the fuck does he think he is. I did what I was told.

I was very aroused and dripping so I put my sock on my dick and laid down on his bed spreading my legs. He came in and said "don't beg I'll take it out but come lay over my lap" I said "Really" He sternly said YES!", again I did what I was told. He said "your learning" He tapped my device as I squirmed, he inserted and turned the key and told me to take a deep breath. He grasped the loop on the device and said exhale and in a swift gentle motion eased the plug out. There wasn't much of a mess.

He told me to lay down, putting a soft fleece through on me and said "lay here for a minute" He went into his bathroom that was in his Bedroom. I heard the water on and thought privately blushing 'the enema'. I was right he came back closed the bedroom door pulled a chair there hung the red enema bag up on the door hook sat down and said "sweetie come here"

I walked over rolling my eyes, He said "stop complaining and get use to it already" I thought for a sec 'this is going to be a regular event'. I obediently laid over his lap and he said "Thank You Babe" Now I'm sweetie babe, baby and boy. I know he is doing the right thing because he cares and does love me so I relaxed.

Told me he is going to insert the nozzle into my rectum, sounding so clinical. I said 'uhuh' but in a very boyish voice. He said "Stevie is that you" again in a boyish voice I said " yeaah". I felt the nozzle go in and relaxed and heard the hose clip released. It's amazing how much attention we pay to sounds and sensations when we surrender are anus to another male.

The warm water started filling me up and it really felt good. I felt safe and secure under his care. He said "how we doing over there you okay" I snapped waddyou fuckin mean WE?' He said "watch your language" He then started gently pushing the nozzle slightly in and out hitting my gland making me almost purr. He began to gently run his nails over my cheeks and that felt so soothing and calming. Freddy use to do this to me to calm me down.

I heard him re clip the hose and say "just lay on my lap for a few minutes until you feel you need to go. He said " you are so quiet, are you okay sweetie, I know this isn't easy for you no one likes enemas but for you it will be good" I thought 'it's true enemas will be part of all of this'. Boyishly I said "I'm okay I really like when you kinda tickle my coolie can you keep doing that" He said "OF COURSE I will I want you 'coolie' to always feel good"

I relaxed while he did it and kinda fell asleep. I woke to him shaking me and said "you should void your bowls now honey" There we go again add 'HONEY' to the list of names. I thought what the fuck, they are worried that I am suppressing a little boy that was traumatized and they have given me more names than CYBIL.

He stood me up, patted me on the butt and said go to the bathroom and do your business then wipe good and jump in the tub and call me when you are there. I couldn't believe it he wants me to take a bath.

I finished and got in the tub which was at the perfect temperature. I yelled "I'm in" I turned and he was there, LIKE out of nowhere. He knelt down on the bath mat and said "let me clean you sweetie" I was out of quiet thought comments so I sheepishly looked up blushed and nodded yes.

He started with my chest using soap and his hands at first then a soft cloth. It felt so good I was remembering when my mom bathed me and also when Freddy and I took our private baths together. Jerry kept giving me kisses on the forehead while working down my body. He told me to kneel up so he could clean between my legs and hole. He was not being 'fresh' at all with me just cleaning my body he did spend a lot of time on my pube but I did not get a woodie and it felt great. He found my tender hole and gently rubbed circles around it. After he finished privates he got the bottle of baby shampoo and did my hair.

He said "stand up cherub let me dry you off now". Cherub NOW I thought. I felt so relaxed and thanked him then hugged him. He let the water out stepped in and took a shower. I was mesmerized my his beautiful body watching him clean every part paying special attention to his cook and balls and then his hole. He looked at me and winked, said "Like what you see" I did blush hard and smiled. I wanted him so bad.

When we were done he handed me a bright blue satin Jock Strap to where. He put a black one on then basketball shorts. I asked "where are mine" He said "you don't have to wear one silly".

He said "you want a snack before bed" I shook my head no.

He said "Okay then lets hit the sack. I asked where will I sleep. He said "the sofa bed or mine where would you like"

I look at him with loving eyes and said "Really, Could I".

He didn't say a word he picked me up and carried me to his bed.

He pulled the covers back while still holding me and placed me down and tucked me in. He took his Shorts and Jockstrap off and got in the other side. I slipped my jockstrap of and tossed it on the floor. We faced each other and I snuggled closer to kissed and rubbed each others body and eventually fell asleep


Readers Please let me know what you think and what you'd like to happen in the up coming chapters. Thank you for reading.

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More To Come

Next: Chapter 4


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