My name is James Spenser. Eight years ago, when I was 32, I was made the youngest regional manager in our company. I had my choice of three secretaries. Two were experienced in their fifties who said they thought it would be fun to work for a boss the same age as their son. Katrina Herrlich was the only secretary who had a plan of action on how she would run the office as the woman in charge of the three other secretaries. She was only 23, a mother of two children whose husband had passed away. Her mother was her nanny and Katrina assured me she was serious about making this a career to care for her children.
I selected her and my immediate superior tried to change my mind. I stuck with Katrina because of her assured manner, her plan and willingness to work hard. I know what you’re thinking; she’s a beautiful redhead, with long sexy legs, pert breasts and lips you’d kiss all night. My company had strict HR rules if a superior is caught having sex with a subordinate, he or she will be fired. I wanted her business sense and I made the correct choice.
I let Katrina hire her secretaries and within six months, my district was the top district in the company. In two more years, I had my bosses position, and in eight years, I was a VP in charge of sales. I made sure Katrina moved along with me. Other guys tried to offer her more money, but where I went Katrina went. I never tried anything with Katrina and she never made any suggestion our relationship was anything other than business.
My company had a promotion where the district with the highest sales would be treated to a Halloween getaway all expenses paid at some posh spa/resort. My team won and as boss, I was expected to go along. Great! I hated the idea of being around my subordinates; they’d never have fun. I tried getting out of it, but my boss told me I had to go. I was in my office pretty angry when Katrina came in with a ream of papers that needed my signature. As usual she’s all business, “Tell me who I have to kill Mr. Spenser and they’ll never find the body.”
That made me laugh. “It’s the weekend party. The team won’t have any fun with me around. I’m not a party guy and I hate dressing up in costumes.”
Katrina shrugged. “Don’t worry about a thing. I’ll watch over everything. Nothing will get out of hand. I have seven executive assistants under my authority. Nothing will get out of hand. Your only task is to judge the costume party. You hand out the best costume awards and you can retire to your hot tub in your suite. I promise, okay?”
“Okay Katrina; I’ll leave it all to you.” It turned out, to be better than okay. As the boss, I had to be there a day early to go over final plans with the events manager. He had prizes set up for the costumes, they had a dee jay for the halloween party, and the food was delicious. I was treated like royalty and having a hot tub in my room was sweet. By the time the twenty members of my team arrived, everything was set.
Katrina came in in her usual black business suit with white silk blouse with her ledger pad all ready to take notes. I was all prepared for her with printed copies. “Since you always take such good care of me, I thought I’d take care of you for once. Your is your itinerary Ms. Herrlich. You’ll notice I’ve scheduled you for your massage, manicure and pedicure at 11:00am. Lunch features a selection of your favorites followed by a special beauty treatment.”
Katrina blushed pretty deeply. “You really shouldn’t Mr. Spenser. Everyone will talk about how you’re spoiling me.”
I shook my head. “They had this all set up for me but I don’t need any of this and it’s the same way everyone will be treated. You’re off duty until 7:00pm for dinner. The rest of your night is free.” Katrina was still blushing, so I continued. “Tomorrow they have all kinds of outdoor activities scheduled so I don’t think we’ll need to worry about any problems. Meals are all taken care of and everyone will be bushed. That takes us to Friday. The morning is kind of a free-for-all-with people being allowed to pick and choose what they’d like to do.”
Katrina looked over the list. “This looks like so much fun. You really went all out.”
I waved her off. “Nah; the resort set this all up. I just get the credit. Now for the Halloween party, that’s when you and your assistants will have to watch things. I will be present for the costume party and the prizes. There will be an open bar with a DJ so make sure nothing gets out of hand. I have just one more surprise for you. I hope you don’t mind, but there was a job opening at work and I put your name forward. You’d be on my level and we’d be working closely together but it would mean a huge pay raise.”
Katrina just broke down and sobbed. “Oh that’s why I had the interviews yesterday. I was going to turn them down. You gave me my opportunity and I can’t leave you. I owe everything to you. I’m loyal to people. You have no idea hope much I owe you.”
Katrina cried for about ten minutes and only the phone ringing stopped her. She just took the phone out of habit. “Mr. Spenser’s room; Yes Mr. Crowley we were just going over the schedule.” Katrina was silent for at least five minutes. Finally she responded. “I see; that makes all the difference. I will accept the position. Thank you sir. We’ll arrange everything on Monday.” Katrina ended the call and motioned for me to stand. When I did she jumped in my arms and wrapped her legs around me and kissed me passionately on the lips. “You are such a sweet man. I’ll repay you somehow. I’ll take care of everything. And we don’t have to worry about HR now. I’m no longer your subordinate.” Katrina hopped off me and it was a good thing she did because I had a hard-on and I thought I’d be in trouble if she felt it. Katrina went off for her spa treatment and I fell asleep.
I was having a terrific dream of someone giving me the best blowjob I’d even received. She was kissing and tonguing the entire length of my shaft. She sucked the head into her mouth and made sounds that seemed like she was going to swallow me whole. I woke up when I heard Katrina say, “Your cock is delicious. I’m climbing on board.” I opened my eyes to see Katrina shed her skirt and open her blouse. She wasn’t wearing any panties and as she moved into position to mount me, she spread her pussy lips and she was so wet she dripped on me. Katrina grunted as she rode me and her pussy was so tight it felt like I was causing her pain. “I told you I’d thank you. Now make mommy come like a good boy.” I thrust into her for all I was worth and it only took five minutes for Katrina to have an orgasm. She clamped down with her pussy so tightly, I never came.
Katrina was panting and I could see her pretty white see-through bra. “Take off my blouse and suck my nipples and please me some more. No biting; Mommy is happy you’re still hard.” As soon as I had her clothes off, Katrina pulled my face up to her breasts and moved my head as I sucked and kissed her to another orgasm. Again Katrina clamped down on me with her pussy so I didn’t cum at all. Without another word, Katrina dressed and left. She came back at 6:30 and I escorted her to dinner. It was very nice. When we walked back to our rooms, Katrina stopped me at the door to my suite. “The team is going swimming and I need something to cover me. Can I borrow a hoodie?” I’m six foot three and Katrina is a foot shorter. I went to my room and got my black hoodie and Katrina smiled and whispered, “I’ll return it later. Make sure you wait up.”
Just the thought of Katrina got me hard. I actually applied ice to my pecker to get the hard on down. I was a little before 10:00pm when there was a knock at my door. I open it up, and Katrina stepped inside wearing my hoodie. She had to roll up the sleeves half way and the thing came to her knees. Katrina jumped in my arms and put her arms around my neck. She ground her pussy on my cock and in a minute I was hard. “Oh good boy mommy is happy. Take off those trunks you won’t need them. Get in the hot tub and relax a bit.” I had my trunks off in a second and it didn’t take much longer until I was in the tub. I sat so I could keep my eyes on Katrina. She pulled off my hoodie and her pink bikini with black stars was hypnotic.
Katrina reached down and pulled some lipstick from my hoodie pocket. She applied a fresh coat and I swear my cock grew an inch. “Oh Jimmy likes mommy’s swimsuit.” Katrina caresses her body spending a lot of time on her breasts pinching her nipples until there were easily seen poking through the lycra. “Stand up and come to mommy’s side of the pool Jimmy. Mommy has to check if you obeyed orders.” I walked over to her side with my cock slapping my stomach and my eyes locked on Katrina. Her hands felt cool as she gripped the shaft with one hand and my balls with the other. “Jimmy was a very good boy. Would you like it if mommy sucked your cock jimmy?” Katrina squeezed both my cock and balls a bit harder.
“Only if mommy would likes that. Jimmy will do what mommy wants.”
Katrina smiled and ran her pink tongue over her pink lips. “Since you asked so nicely, mommy will.” Katrina clamped down on my shaft with both hands and sucked the head in her mouth as she swirled her tongue around the underside of the head. Katrina hummed and the vibrations made my cock twitch, but she had a hard grip on my dick. I heard Katrin’s mouth pop off of my dick and she giggled. “Jimmy is such a good boy, mommy is going to swim with him. Would you like that Jimmy?” I didn’t think Katrina could squeeze my cock any harder but she did. My dick hurt but Katrina did that to keep me from exploding.”
I grunted, “Mommy is too kind to me. I’d like mommy to swim with me, but only if she wants to.” Katrina gave me another squeeze and let my dick go. Her nipples were so hard I could see them clearly.
I gave Katrina a hand and as she submerged herself up to her neck, she kept her green eyes locked on mine. She reached over and pulled my cock down so she could kiss it. “Now I’ll give you your reward. You can lick mommy’s nipples and play with her pussy until she comes. But Jimmy waits to cum until tomorrow. Is that a deal?”
I nodded mutely and whispered, “Mommy is too good to her boy.”
Katrina led me to a seat and pushed me down “Suck them right through the swimsuit Jimmy. Be tender.” I did as Katrina asked and she ground her pussy into my chest. Her nipples got even more erect and Katrina moaned as me moved my mouth back and forth. She grunted, “My clit, rub mommy’s clit Jimmy until she comes all over the tub.” I slid my right hand down her body and slipped my hand under her bikini bottom and slipped my thumb between her pussy lips and rubbed her clit for all I was worth. I doubt it was five minutes before Katrina clamped her thighs on my hand so forcefully I thought she broke my thumb. Her orgasm was so violent, I could hear water splashing on the floor. I held Katrina up right until her orgasm was over. Katrina held my face in her hands and kissed me for so long I thought I passed out.
She jumped out of the tub and dried off. “You better get this water mopped up and remember, you can cum tomorrow when I say so.” Katrina slipped on my hoodie and left me trembling with desire.
I slept soundly, but woke up with such a huge hard-on I needed two hours with an ice pack to calm down. My balls were swollen twice their size. I was able to join in on the hay ride and the corn maze, but I excused myself so I could apply some more ice packs. Why you ask? Katrina was parading around in an oversized white cowl sweater with leather leggings. My poor dick had enough punishment. Katrina came by with my super hero’s costume that luckily hid my cock. We ate dinner and I was pretty sure that the woman dressed in a skin tight super hero suit was going to win until Katrina came out in a leopard catsuit with two of the team as Josie and The Pussycats. They actually sang some karaoke and the whole team awarded them first prize. I said my good nights and let them have their fun.
It was half an hour later that Katrina slipped into my room swinging the cat tail from her costume. “It’s PVC Jimmy; run your hands over mommy’s body.” I did as she ordered, but made sure I was gentle. “Oh Jimmy’s been such a good boy, mommy will let him come tonight; you’d like that, wouldn’t you Jimmy?” Katrina reached down and grabbed my balls so hard I thought I’d be bruised.
I moaned in pain and Katrina smiled. “No mommy; I only like what you want. Mommy is too kind to me just with her touch.” Katrina kind of purred and kissed me passionately on the mouth snaking her tongue half way down my throat.
Katrina laughed and said; “Mommy has been too rough with Jimmy. Tonight she will be kind and mommy wants you to cum as often as you can. Now take off all your clothes.” I did strip as quickly as I could. While I was taking my clothes off, Katrina rubbed baby oil all over the front of her catsuit. “Jimmy can rub mommy's breasts while she gives him a hand job.” The oil made her breasts too slick to hold, but I rubbed them. Katrina was enjoying herself watching my cock twitch in the air. “Jimmy, be a good boy for mommy and unzip me. It goes all the way to the back.” It was almost impossible for me to do with oil slicked hands, but I managed it. Katrina squirted something else on my cock and stroked me for a minute. She grabbed the hot tub for support and looked back at me. “Take mommy from behind and fill me with your beautiful sperm Jimmy. Hurry.”
From the first thrust my dick was twitching. Katrina was thrusting just as hard onto my cock as I was thrusting into her, I felt her first spasm, just before mine. Katrina clamped down on my dick with her pussy and milked me dry. “Oh Jimmy; that was just what mommy needed. Now hop in the shower so mommy can wash you off.” Katrina still had her catsuit on as she washed me in the shower. Her soapy hands had me hard in a minute. She rinsed me off and gave me the best blow job of my life. She popped off me and purred; “Jimmy you’re holding out on mommy. Shoot your cum down her throat. Don’t hold back now.” I have never had a blow job from someone who could used their mouth, lips and tongue to give me pleasure. I tried to hold back, but my second orgasm seemed better than my first as I pumped all my cum down Katrina’s throat. She never let a drop escape. She washed me once more and she turned off the water and dried me off. “Last time Jimmy; mommy needs her pussy stretched by that lovely cock of yours.”
Just the thought of my dick inside of Katrina made me hard again. We started out in the sixty-nine position, but I was at an advantage. It only took a minute for Katrina to orgasm and I never touched her clit. As soon as that orgasm finished, I sucked on her clit nipping it and she came again. Katrina tried pushing me off, but I held onto her and flicked my tongue across her clit until she simply gave in to her third orgasm. Her body was covered with a thin coating of sweat and she panted; “Mommy’s going to ride that beautiful cock until you cum. Mommy will cum before you do, just give it all to me Jimmy.”
Katrina must have ridden horses at some time because she rode me so hard I thought she break me in two. I lost track of all the times she came until she faced me again and forced me to suck her nipples as she pounded me. I felt her first tremor and thrust into her until my cum erupted into her. Her pussy juice and my cum covered our hips. We lay together panting for half an hour until we washed eat other off.
As I helped her into her catsuit, Katrina whispered, “I like being dominated too. Next time I’ll be your slutty secretary and you’ll control me. I’m better when I haven’t had sex for a week or two.”
I used a towel to get off as much of the oil as I could off her PVC catsuit. When I finished I explained, “I’m going to like that a lot my pet. But first, I’ll have to buy you a collar. Run along like a good girl.”
Katrina slipped out of my room. I was pretty tired, but my cock twitched at the thought of Katrina being my sub. Let’s see how she liked being under my control. I could hardly wait.
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