A Very Personal Assistant

I was always concerned about the possibility of someone walking in on us even though the office door was locked. Staff from facilities and security had master keys and they could easily enter my office. It was one of the reasons we were never totally naked in the office. If someone did try to enter the office we could be dressed before the door opened. However, Coleen wanted to expand our office sex beyond oral sex and fingering. So I picked up a door brace at the hardware store and we used that to keep any intruders out.

Coleen would enter my office close and lock the door and then put the door brace in place. Then she would stand next to me and hold her skirt up while I pulled her panties down and off her body. She then moved to one of the chairs in my office and sat in it with her legs splayed and her pussy on display. I moved over to her, dropped my pants and undershorts and put my cock in her pussy. I fucked Coleen until she came several times. Sometimes I would cum in her pussy and other times I would fuck her ass. Coleen would kneel on the chair with her skirt thrown up over her back and her beautiful ass pointed at me. I took the lotion from my desk and lubed her asshole and my cock and then fucked her until I filled her ass with my seed. I kept paper towels in the office and we would both clean ourselves up and then get dressed.

Coleen loved our games and she loved to act as if it were the first time each time. She would stand by my desk acting innocent and awaiting my move. I slid my hand up her leg and I felt her tremble slightly as we had played this game before and she knew where it was going. I let my hand ride about and down her stocking covered leg for a few minutes. Then I let my hand wander above her knee and past the top of her elastic top hose. Coleen shivered as my hand touched the bare skin of her thigh. I caressed both of her thighs and I could tell that she was getting hot. The back of my hand brushed against her panty covered pussy and I could feel that the panties were soaked with her excitement. Coleen moved her legs wider apart causing the skirt to tighten around her shapely ass. I rubbed her inner thighs between her legs and flicked my fingers over the material covering her vulva. Coleen jumped involuntarily when she felt my hand on her pussy.

"Your panties are very wet Coleen. Would you like me to take your panties off you?" I teased her.

Coleen nodded and gasped, "Yes, please take my panties off."

I eased her panties down over her buttocks, past her thighs and then let them slide to her ankles. Coleen stepped out of them and I put them on my desk. I returned to fondling her ass and thighs and I soon had her squirming with desire. Coleen moved her body as if she were trying to get my hand near her pussy so I slid it between her legs and stroked the outer lips of her labia. Coleen squirmed under the touch an emitted a soft groan. I started to push Coleen's skirt up but she stopped me and then she took it off. It was a wrap around skirt and she had it off in an instant. She looked so sexy standing there leaning forward slightly on my desk. Her cute ass was framed by her thigh high hose and her short blouse ending at her waist line. She actually looked hotter by keeping the blouse on.

I ran my hands all over Coleen's ass, thighs and pubes feeling her wet pussy. I slipped my finger into her vagina and then added a second one. I took some lotion from my desk and I pushed a finger between the cheeks of her ass and massaged into her nether hole. Then I fingered Coleen's ass and pussy at the same time. She was going wild with the double penetration and cried out to me.

"That's it finger me, play with me. Make me cum, please make me cum," Coleen pleaded in a deep whisper.

I continued to work her ass and pussy and within minutes she had her first orgasm. Coleen held onto the desk with both hands as her body jerked and spasmed with her climax. I worked my fingers in and out of her holes as she clenched and relaxed her vaginal and anal muscles tightening herself on them. I pulled my fingers from her holes and I stood up behind her. I dropped my pants and boxers to my ankles and brought my rock hard cock to her buttocks. I let it rest against the hot flesh of her ass and I leaned over and whispered in her ear.

"Where do you want it first today? Do you want it in your ass or do you want me to fuck your pussy first?" I teased her and then licked her ear.

"Fuck my pussy first and then my ass. I want you to cum in my ass," Coleen murmured.

I then eased my cock into her pussy and fucked her from behind until Coleen orgasmed once again. Then I moved my cock to her ass and fucked her for a short time before I unloaded my semen in her anal canal. Coleen looked so hot leaning over the desk with my cock sliding in and out of her asshole that I just couldn't prolong my ejaculation any longer. I leaned over her and she milked my cock dry until it softened and popped out of her ass.

Our sexual encounters in the office usually ended up the same way, with me cumming in Coleen's ass but only after she had cum herself two or three times. Coleen would surprise me from time to time. One day she leaned over the desk and as I ran my hands up her legs I discovered that she had already removed her panties. Another time she just walked in and immediately took off her skirt and panties. Without her skirt and panties she looked very hot in just her hose and blouse. There seemed to be no end to her creativity and willingness to try new things. However she never showed interest in adding another person to our encounters.

OUR FIRST WEEKEND TOGETHER

Marty drew the weekend international duty and she would be gone from Friday through Monday. She was home all that week so I had to cool it with Coleen in the office so that I could perform for Marty. In didn't stop Coleen and I from having sex but I was careful not to cum. At home each evening I was ready to blow my load and Marty was happy to accommodate me. She didn't know what got into me but Monday through Thursday evenings I fucked her brains out and came in buckets. Each morning before work I gave her a ride with my morning piss hard-on. Marty was worn out by the time she left for the airport on Friday.

I had arranged for Coleen and me to spend a weekend at a nearby resort that offered many amenities including a casino. We checked in on Friday evening and stayed three nights. We brought work clothes with us for Monday as we planned to go to work right from the resort. The resort had a huge swimming pool with a swim up bar, a spa, golf course, nightly entertainment and the casino.

We checked in and were shown to our room. We both unpacked and then I stripped down to my underwear. I assumed that we would shower and then go to dinner. Coleen smiled and grabbed my cock through my boxers, "Ready?" she teased.

"You know I am," I replied as I grabbed her ass through her slacks.

"Let's fuck before we go to dinner," she said as she began to disrobe.

In a matter of minutes we were both naked in bed and I was drilling her pussy. My cock was buried in her and I made sure that in stayed in contact with her clit. Coleen orgasmed quickly but we kept right on fucking as I knew that she would cum at least once more. She wrapped her legs and arms around me and held me tight as she humped my cock. Then she exploded with another orgasm and it was intense. She cried out and bit softly into my shoulder to stifle her screams.

"God that was great! Did you cum?" she gasped.

"No, I can wait though. Let's get some dinner and then we can play some more after we eat," I answered.

"Let's have room service," she suggested.

"Fine with me," I agreed.

We looked over the room service menu and made our selections. Coleen then got dressed in relaxing clothes while I called in our order. We sat out on the balcony overlooking the pool. Twenty minutes later the food was delivered and we dined on the balcony. I had ordered two bottles of wine as well knowing that it would be a long evening.

After we ate we relaxed on the balcony finishing the first bottle of wine. Coleen started getting frisky and she put her bare foot in my lap. Then she ran her foot over my stiffening cock as we drank our wine. I felt my cock harden under her foot but I made no moves to take the action further.

"Take your cock out," she told me.

I fished my cock out of my shorts and it stood up in an erect position. Coleen had slipped off her other sandal and then she placed her feet around my cock. She rubbed both feet together up and down my shaft. It was a very erotic act and I decided to let her have her fun. I felt my balls tighten as they normally did right before I ejaculated. At that very moment I decided to cum on her feet.

Coleen had a very wanton look on her face as she jerked me off with her feet. She was really getting into it and I decided to surprise her with my ejaculation. Then without warning cum spurted out of my cock shot straight up and landed on her feet and shins. Coleen giggled when I came but she went right on stroking my cock with her feet. She continued to rub my shaft with her feet squeezing cum from it.

Then she spoke softly, "I douched my pussy and my ass for you when I was in the bathroom."

I knew exactly what she wanted without her asking, "So are you telling me that your bottom is squeaky clean and that you would like my tongue in there."

"Oh yes," she said excitedly.

We then left the balcony and headed to the bed stripping off our clothes. Coleen never bothered to wipe the semen from her feet. She was anxious to be rimmed again and I was ready and willing. Coleen got on the bed on all fours and wiggled her ass at me in anticipation. I got behind her and ran my hands all over her lovely buttocks and then pried them apart to expose her anus. I dipped my tongue between her cheeks and tickled her pink rosebud. I pushed my tongue into her taut anus and wondered how she could take my cock in there so easily. I licked Coleen from her anus to her pussy and she went wild. I kept that up until so orgasmed and collapsed face down on the bed.

Then I began to massage her body as she recovered. I used the body lotion supplied by the hotel and covered her back and shoulders with it. Then I worked my way down to her legs and massaged her calves and the back of her thighs. Next my hands covered her curvy buttocks and I massaged those glorious globes. I lifted Coleen by her hips and she kept her head on the mattress and turned her face to the side. She had a dreamy look on her face as I fondled her buttocks and began to finger her anus.

Satisfied that she was well lubed, I eased my cock into her ass and began to fuck her slowly. I was determined to take my time and last as long as I could. I loved watching my cock slide in and out of her shapely ass and I felt as if I could last for hours. I don't know how long I fucked her in her ass but by the time I ejaculated my thighs were burning. I fired several streams into her rectum and as she always did Coleen milked my cock with her sphincter muscle.

We were both exhausted so we moved into the spoon position and cuddled together. We fell asleep in that position and didn't move until morning. Then the insatiable rejuvenated Catherin was ready for morning sex. Once again I fucked her with my morning piss hard-on until she begged me to stop. Then after I relieved myself we fucked in the shower and I took her ass again. After the shower we dressed and went to the coffee shop for breakfast.

After breakfast we donned our swimwear, packed a bag and headed for the swimming pool. We spent most of the day by the pool and ate lunch poolside. Later we returned to our room, showered and dressed for dinner and a show. After the show we stopped by the casino for a while and Coleen played Blackjack while I played Craps. Ironically we broke even as what she lost at the Blackjack table I won at Craps. It was near midnight when we returned to the room and we were so tired that we passed on sex until morning.

We spent most of Sunday morning in bed. The day started off with me fucking her into submission with my morning piss hard-on. Coleen had begun to love that ritual. This time I was trying to survive the morning as she rode my piss hard-on. She was determined to orgasm as many times as she could that morning until she could not cum anymore.

"Don't pee in me," she teased as she rode my shaft like a woman possessed.

"Don't worry, that is not a possibility," I answered remembering how difficult it was to pee with an erection.

I knew that my cock would stay hard as long as Coleen rode me and that I would not accidentally pee in her pussy. She rode me hard and at times I thought that my bladder would burst but it held out. Finally after a number of mild orgasms she climaxed and collapsed on top of me. I wrapped my arms around her body and held her tight as she bucked and screamed.

Coleen was always vocal when she orgasmed and often she would cum so hard that it was scary. I had gotten used to her orgasmic behavior and I loved to make her cum as much as I could. After a few minutes she rolled off of me and flopped over on her back.

"That was marvelous. We will have to figure out a way to have more morning sex from now on," she sighed.

I rolled out of bed and made my way to the bathroom with my erect cock pointing the way. I stood over the toilet and tried to aim so that when I finally urinated that I would not miss the toilet. It took several painful minutes for my erection to soften enough so that I could pee and then finally success. It seemed like I peed for at least two minutes and the pressure was extreme. Then I washed my hands and my penis before returning to the bedroom. Coleen was waiting for me on all fours with her ass well lubed.

I got to my knees behind Coleen and kneaded her gorgeous ass cheeks. I began to kiss her cheeks and run my tongue lightly in the crack of her ass. Coleen wiggled her ass feeling very wicked as I tongued and kissed her cheeks and got close to her nether hole. I lifted Coleen by her hips so that her ass was perched in the air. Coleen's head was still on the bed and she turned it to one side and let out a gasp as my tongue licked close to her asshole. I ran my tongue from her pussy to her ass causing Coleen to tingle in anticipation of what might be next. I spread her ass cheeks with my hands and dipped my tongue into the crack locating her nether hole. My tongue slowly circled her anus and she flinched at the contact. I pushed my tongue as far as I could into her asshole and I found myself needing to fuck her up the ass. I continued to ass fuck her with my tongue and she was at my mercy. Her desire grew as I worked her to the point that she really wanted more in her ass.

Coleen arched her back and pointed her beautiful ass back at me. I coated her asshole with a generous amount of cream and slid my thick finger into her hole. I took my time preparing her ass relishing every moment. I coated my entire cock with the cream and placed the head at the entrance to her anus. I pushed forward and the thick cock head squeezed into her tight asshole.

Coleen winched in response as her asshole was stretched wide and she gasped, "Go slow. I love it when you go slowly."

I withdrew my cock head and pushed it back in this time causing more pleasure than pain. I pushed until a couple of inches were in Coleen's ass. I could feel her sphincter muscle surrounding the first 2-3 inches of my cock. Coleen relaxed and felt more of my cock slide into her asshole. She grunted out loud as she felt fuller and a wave of pleasure passed through her body. I kept feeding more and more of my cock into her ass.

"Oh my God, you feel so good, I feel so full," cried out Coleen, "Uh, uh, uh oh yes, it's so good," she cried out.

I reached around and played with Coleen's clit as I pounded her ass. Her pussy and asshole were on fire as my big cock reached the sensitive areas in her passage. Coleen was on the brink of another huge orgasm as I methodically fucked her in her tight anus with my sizeable cock. I loved watching my big cock slide out of her shapely ass and plunge back in as my hips slapped against her curvy ass cheeks causing them to jiggle with each thrust. I loved watching her ass impaled on my cock. Coleen looked so submissive and vulnerable on all fours as my cock filled her asshole. Her orgasm surged within her as I fucked her ass harder and faster. I loved fucking a beautiful ass and Coleen's was the best I ever had.

As Coleen had a string of orgasms her entire body went into spasm. Her pussy convulsed and clamped around my fingers coating them with her cunt juice. Coleen's asshole pulsated as I drove my big cock in and out of it. Her ass involuntarily squeezed and released my huge member as I fucked it causing me to finally lose it. I slid my pecker deep into her rectum as my cock spasmed and sent a thick stream of hot cum into her channel. I kept fucking her as semen was fired into her ass and my cock kept twitching and spurting inside the impaled Coleen.

Coleen was so full of cum and there was no where for it to go as it was blocked by my swollen cock buried in her ass. I slowed my pace and eventually stopped, allowing my cock to remain buried in Coleen's ass. I did not go soft right away and I gently moved my hips pushing cum around in her ass. Some of it trickled out and ran down over her pussy lips.

We eventually separated, showered, dressed in our swim wear and headed for the pool. At the pool we ate lunch and spent the day, sunning, reading and swimming. That evening we ate dinner and took in another show but passed on the casino. It was our last night at the resort and we wanted to have sex again before we retired. Once in bed we made slow passionate love and Coleen had multiple orgasms before we rolled to our sides and I entered her ass in the spoon position. I fucked her slowly as I was in no rush to cum.

My left arm was under her body and I fondled her breast and toyed with her nipple. My right hand stroked her clit lightly as I moved my cock steadily and slowly in her ass. We fucked in the position for at least 30 minutes and then I came in her marvelous ass once again. We stayed in the spoon position with my cock still in her ass when we fell asleep. I didn't even remember my cock slipping from her asshole.

The next morning we were all business as we showered, dressed, packed, ate breakfast and checked out of the hotel. I drove to the office with Coleen and we left her luggage in my car. That day we passed on sex in the office but when I drove her home that evening I got one of her signature blow jobs. "That's for a great weekend," she said after swallowing my load. I dropped her off at her place and got her luggage out of the trunk. Then I drove back to my place knowing that Marty would be home in a few hours.

EPILOGUE

Marty continued with the weekend flights for a few months and each weekend she was gone, Coleen and I spent the weekend together. We moved around to different hotels and even spent a few weekends in the city. Coleen and I continued to have sex in the office but it was more for her than me as I had to save myself for Marty in the evenings.

Then one day I learned that I wasn't the only one having a full weekend of sex. Marty told me one evening that she had been seeing a Frenchman in Paris and they had been having sex every weekend. She told me that she was moving to Paris for awhile. She would be living with her lover and she would she where things went. Apparently she could keep her job and be based in Paris. I wished her well and told her that she was always welcome at my place. I never told Marty about Coleen but I suspected she knew that I was getting my share of pussy when she traveled.