PRELUDE
Cathleen walked into my office and as she had so many times, she closed and locked the door and then put the door brace in place. This was so no one would walk in on us unexpectedly. I looked at her and smiled but I reminded her of my schedule.
"I have to go to President's Council in 30 minutes," I told her.
"I know I saw it on your calendar. We don't have time to fuck but I am in the mood to suck your cock," Cathleen said as she approached me.
I pushed back from my desk and spun around in my chair to face her. Cathleen dropped to the floor on her knees. She unzipped my fly, unbuckled my belt and unfastened my trousers. I lifted my hips as she pulled my suit pants and underwear down to my knees. I tossed my tie over my shoulder and tucked my shirt up out of the way. My cock was hard by the time she exposed it and she covered with her sensuous mouth. No one sucked cock better than Cathleen and she quickly had me on the verge of cumming.
She wanted to suck me longer so she slowed her ministrations down to delay my ejaculation. She licked up and down my shaft and nibbled on the spongy mushroom head of my cock. She knew exactly what she was doing and she was in complete control. Cathleen sucked and played with my dick for 15 minutes and I reminded her again that I had to leave my office in 10.
She looked up at me and smiled and took my cock back in her mouth. This time she was determined to get me off and have me cum in her mouth. Her head bobbed up and down as she fondled my ball sac and tickled my perineum. I could not hold out any longer and I shot in her mouth. She sucked down every drop and stayed on my cock until it was drained dry.
She released my cock and sexily said, "Yummy."
I stood up and pulled up my underwear and trousers. I redressed and grabbed my suit jacket from the back of the door. I checked my watch and I had two minutes to spare. "Your timing is impeccable," I told her.
She smiled and told me, "We are on for tomorrow night with Becca at the Chateau. You know, the girl who works at Victoria Secret.
"I thought that she wasn't into guys," I replied somewhat confused.
"She isn't but I convinced her to join us. She likes things in her ass and I told her that there is nothing like feeling cum shoot into your rectum. She has never done that and she likes and trusts you," Cathleen explained.
"I hope that I am up for the challenge," I joked.
"I will be sure that you are up for it," she joked back at me.
I put the door brace away and unlocked my office door. Cathleen left first and then I went to the President's Council meeting. I was already looking forward to another night at the Chateau with Cathleen and I was anxious to see Becca naked eating pussy.
A WEEK BEFORE THE CHATEAU
Cathleen came in my office at 8:00 AM and we reviewed my calendar together. I was swamped that day so I knew that we would not be having sex that Monday. We almost never had office sex on Monday unless there was time for a blow job. That Monday there was not a minute that was not accounted for.
"I got a call this morning from Becca at Victoria's Secret. She had some new items that came in and I am going to take a look at them. She told me to come over at nine before the store opens," Cathleen told me.
"That will give you and hour to try things on," I teased as I knew the real reason she was going there before the store opened.
"Yep, it will give us enough time to eat some pussy and try things on," Cathleen quipped.
"I'll be anxious to see what you buy. Wear it to the office tomorrow I have a very open calendar," I suggested.
"Definitely," Cathleen agreed and then I was off to my meetings.
I thought about Cathleen and Becca and I recalled the first time we had gone to Victoria's Secret in the mall. Cathleen and I had moved past oral sex in the office but it was always awkward with her wearing pantyhose. One day I brought in a Victoria's Secret catalog and Cathleen and I looked through it. We found crotchless pantyhose and thigh high elastic top hose that we felt would suit our sexual activities better.
One morning we arrived early and the store had just opened at 10:00 AM. A very cute redhead greeted us and asked how she could help. I couldn't believe it when Cathleen told her that we often had sex in the office and she wanted to dress more appropriately for it. The girl blushed but she recovered quickly. Cathleen showed her the things that she liked in the catalog and the salesgirl Becca asked Cathleen her size. Cathleen said that she wasn't sure but I knew that she was playing with the salesgirl.
Becca asked Cathleen to step in the back and she would take some measurements. Several minutes later Becca came back out looking a little flushed and brought items back to Cathleen to try on. I remember that Becca thought it was so cool that we were having sex in the office. That's when she told me that she wasn't into guys and I told her I was cool with that. I also told her that if she wanted to have some fun with Cathleen that Cathleen would reciprocate. I recalled that time with Suzette in the Chateau when I watched Cathleen eat pussy while I fucked her.
Becca blushed again and told me that she had already discovered that. Now I was thinking about Becca's cute ass and how she may look with my cock in it as she ate Cathleen's pussy. My thoughts were interrupted as I entered the Board Room for the President's Council meeting.
The remainder of the day was a zoo and I didn't even see my assistant Cathleen again until Tuesday morning. She walked in my office and she was all smiles as she closed and locked the door. She put the door brace in place and said, "I have somethings to show you that I bought yesterday."
"How did it go with Becca?' I asked before we got started.
"Oh my, can she eat pussy and she is tasty too. We plan to hook up again soon," she told me.
"Now see what this looks like," she said as she raised her skirt.
I gasped when I saw her in the thigh high hose with elastic tops. She was wearing a very sheer panty and she looked incredibly sexy. I got hard immediately just from looking at her. Cathleen slipped off her panty and stretched out on the small conference table in my office. I moved to her, dropped my pants and underwear and slipped my throbbing cock into her pussy.
We were both turned on and Cathleen came almost immediately upon contact with her clit. She moaned and covered her mouth with her arm so that the sounds were not heard outside the office. I drilled her pussy and within minutes I was filling her womb with my seed. I stayed in her until I stopped cumming and then pulled out. I waddled over to my desk with my pants and underwear around my ankles. I got the paper towels that I kept there and wiped off my wet cock. I handed the towels to Cathleen so that she too could clean up.
"I don't know if we ever came that quickly before," she whispered.
"I don't think we ever did. It must be the lingerie," I remarked.
"You have a light day. I'll be back after lunchtime and you can fuck my ass," she told me.
We both straightened up and she left my office. Sure enough about 2:00 PM Cathleen was back and ready to be butt fucked. Cathleen had an ass that once you saw it you knew that you had to fuck it. It was an ass made to be fucked and Cathleen loved anal sex. She closed and locked the door and put the brace in place once again. She slipped off her panty, knelt on one of the side chair and raised her dress baring her luscious ass.
"I douched and lubed in the ladies room. I'm ready for your cock," she whispered sexily.
I took the paper towels from my desk before I moved behind her, dropped my trousers and underwear to my knees and eased my cock into her receptive ass. I slowly fucked her ass letting my cock go a little deeper each time. I was in no hurry to sink my cock all the way in her ass and I loved to watch it slide in and out between her beautiful hillocks. Cathleen groaned each time I went a little deeper but her groans were in pleasure not discomfort. My cock eventually slid all the way in and my pubic hair brushed against her buttocks. I held her lovely ass in my hands as I fucked it slowly never wanting it to end.
As much as I wanted to fuck her forever in this position I felt my release start to build. Cathleen was frantically rubbing her clit and fingering her pussy in search of her own orgasm. She would usually manage to have at least one orgasm before I ejaculated and that day was no different. Cathleen muffled her moans when she climaxed and her sphincter muscle tightened around my cock. Her body thrust up and down and she rolled her ass when she came. I held to her buttocks and picked up the pace fucking her. Then I felt my pending release.
I pulled my cock from Cathleen's ass and aimed it at her anus and buttocks. The first stream hit her right on her anus and then the subsequent streams landed on her back and buttocks. I then pushed my cock back in her ass and Cathleen milked the remaining cum from my cock. Using the paper towels, I wiped her back and buttocks clean as my cock softened in her rectum. My cock eventually slipped from her ass and I wiped it clean with the towel and then I wiped my seed from her anus.
Cathleen stood up and put her panties back on and smoothed out her skirt. I redressed and complimented her on her new hose and panties. "You really look hot in those thigh high hose," I told her.
"It makes life so much easier without the panty hose," she replied in a sultry voice.
She put the door brace away and left my office to return to her desk. I went back to work as the sex was over for the day.
A CHANGE IN PLANS
The afternoon of the day of our scheduled threesome Cathleen entered my office and announced a change of plans. "Becca wants to meet you alone at the Chateau," she told me.
I was totally caught off guard, "Did I hear you right?"
"Yes, she decided to see if she was comfortable with a guy before we do a threesome," Cathleen replied.
"I don't get it. I thought that she would be more comfortable with you present," I stated.
"I thought so too but it seems that if she is uncomfortable with you it will be easier for her to leave without me there," she explained.
"That's hard to believe but so be it. I'll give it my best effort."
"I'm sure that you will," she responded and added, "I will be anxious to hear all about it tomorrow."
That evening I drove over to the romantic interlude called Le Chateau. I half expected Becca to blow me off but she surprised me and showed up. I showed her where to park her car in the private area and then we went to the room. Becca and I went inside and I opened the bottle of wine I had brought with me. We quickly killed the first bottle and our conversation back to sex.
"You know I really do like you and I am willing to let you fuck my ass. But I warn you if you bring that cock anywhere near my mouth or pussy, I'll cut it off," Becca warned me.
"It's women like you that give redheads their reputation," I replied.
Becca quickly stripped off all her clothes and just as I had imagined her ass was incredible. I undressed quickly too and my erect cock stood proud as Becca assessed it. I used the lube that I brought with me and began to put it on my cock. Then she got on the bed on all fours and looking over her shoulder she smiled and spoke softly as she patted her ass.
"You like?" She asked as she stroked her buns.
"You have a beautiful ass," I gasped.
"Put plenty of that stuff in my ass and on your cock. I need to be well greased to take that ass buster of yours," she said sounding a little apprehensive.
I moved toward the bed and climbed on it behind her. I massaged her shapely ass cheeks and molded the firm flesh in my hands. Becca shivered in anticipation and goose bumps appeared on her buttocks and thighs. I squirted the lube directly on her nether hole and pushed it in with my index finger, moving it around until my finger was gliding in and out easily. Before adding a second finger I put more lube in her ass and then inserted my middle finger along with my index finger. She cooed as she accepted the two finger penetration and stimulation. I fingered her ass with two fingers until she begged for my cock.
"Stop teasing me and get that big cock in my ass," she gasped.
I put gobs of lube on my cock and then added my saliva making it as slippery as possible. Becca lowered her head to the bed and turned it to one side as I began my journey into her ass. I pushed my hips forward as I held onto her hips and my cock bumped up against her sphincter. Becca gasped and placed her hand on my thigh as if to control the penetration. Another push and my cock head was in her ass.
She was holding her breath as I inched more and more of my cock into her anal passage. I told her to relax and breathe as I slowly fed my cock to her a little at a time. I eased it in, stopped, withdrew a little and then pushed some more in. I took my time and I was careful not to hurt her as I filled her shapely ass with my raging shaft.
"Oh sweet mother of God, I have never been so full. Go easy but put it all in. I want your whole cock in me," she cried out.
I pushed once more and the final inch of my cock disappeared into her asshole. I remained still for a moment and allowed her to adjust to the girth of my cock and then I began to fuck her ever so slowly. She eventually began to move her hips in an attempt to match my thrusts but it was obvious that she had been stretched to new dimensions.
She was gasping and grunting as I began to pummel her ass. Becca's hand was buried in her pussy and she was frigging herself frantically. I picked up the pace and held to Becca's shapely buttocks as our hips slapped noisily together. She was really into it now and the two of us fucked like maniacs.
"Oh yeah that's it, that's the way to fuck my ass. Give it to me, cum in me, cum in my ass," she screamed.
We were both sweating from the physical intensity of our butt fucking. I slammed into her as my cock now moved freely in her ass. I felt my orgasm approaching and as much as I wanted to prolong the ass fucking session, I couldn't. My body stiffened and I plunged my cock all the way into her gorgeous ass. Streams of semen shot into her rectum as I seemed to cum continuously for several minutes.
"Oh good, I feel it. Fill me up, fill up my ass," she cried out and then her own orgasm hit her, "Oh shit, here it is, I'm cumming!"
Her body thrashed around as I held onto her curvy ass cheeks and kept my cock buried in her ass. Her fingers flew over her pussy and clit as my warm seed flooded her anal passage. She then collapsed face down on the bed and my cock slipped from her ass with an audible pop. I knelt over her as my cock dripped the remaining cum on her curvy ass. She wiggled her bottom and squealed in delight.
"I have to admit it I have never been ass fucked like that. Cathleen was right. I loved the sensation of you shooting in me. You are one hell of a butt fucker," she said and then rolled onto her back and looked at my semi-hard cum dripping cock.
Becca grabbed a bed sheet and wiped my cock clean and dry and then said, "How about another glass of wine."
"So what have you done with anal sex before tonight," I asked.
"I have had lovers use anal beads and dildos. I was double fucked once with two strap-on dildos. I like things in my bottom as it intensifies my orgasm," Becca admitted.
"So you never had a guy in your life before tonight," I affirmed.
"No, never, but you were great and I loved the feeling of you cumming in my ass."
"You have a lovely ass and it was easy for me to cum in it," I told her.
"God my body is a little tight and stiff tonight," Becca announced.
"Would you like a massage?" I offered.
"Sure if you're up for it just keep your hands away from my pussy and my tits," she warned.
Becca's tits really consisted of little bumps but with elongated nipples. "I promise, why don't you just lie face down on the bed and I'll get some lotion." I said accepting her threat.
Becca lay face down on my bed as I moved into position to massage her back. She just sighed as I oiled up my hands, straddled her body and went to work on her shoulders. She cooed as I rubbed the tension out of her upper body. I worked my way down from Becca's shoulders to her trap muscles and lower back. I massaged her back just above her buttocks and she continued to coo and moan with pleasure. I bypassed her ass for the moment and went to her calves. I massaged each calf and worked my way up to the back of her thighs. As I massaged the back of her legs and thighs my eyes were fixed on her marvelous ass.
I finally reached the object of my desire and I rubbed plenty of lotion onto Becca's buttocks. She lifted her hips slightly as I worked her firm ass cheeks. I pulled her buns apart slightly and stared at the cute little aperture. It was hard to believe that earlier this evening my thick cock had been buried in that tiny hole. I leaned over and ran my tongue over her nether hole causing her to gasp in surprise. I suspected that no guy had ever rimmed her before and she moaned again as my tongue probed the target. I traced my finger over the ridges of her now swollen sphincter and watched as it seemed to pulse and throb under its own accord.
I took the lotion and placed it right on her nether hole and let a few drops fall on it. I pushed it in her asshole and her hips bucked in response. As my finger entered her channel she gripped it with her sphincter muscle. I continued to finger fuck her ass adding more lotion as needed and eventually adding a second finger. Satisfied that she was well lubed I straddled her hips and guided my slick cock into her ass. My cock head slipped past the slick sphincter and the spongy head disappeared into her ass. Her anal ring snapped closed behind the cock head and I marveled at the sight before me. I only had the head of my cock in her and she lifted her hips and pushed back obviously wanting more.
My cock felt bigger than it ever had as I eased more of it into her tight anal passage. I watched as it stretched her open and slid easily in her slippery hole. I continued my slow penetration until the entire length of my shaft was balls deep in her ass. Becca gasped and grabbed the bed sheets as I hit bottom and then moved her ass in time with my thrusts.
"Oh what a glorious cornhole, fuck me, fuck my ass," she rasped.
We fucked slowly as she arched her back and we fitted together perfectly. Her gasps were intermittent and interrupted with cries and sobs of pleasure. Her ass was so snug that I wondered how the semen ever got out of my cock. I fought to hold back my orgasm as long as possible but the undulating walls of her asshole were just too much. I felt the familiar boiling in my balls and I thrust into her as the first blast of cum exploded into her rectum. I barely heard her pleas for me to fill her ass with cum as her contractions milked every drop from my cock. I continued to fuck her slowly and I enjoyed the new feeling of warm semen mixed with the oil surrounding my cock in her sheath.
"I love the feel of your warm cum in my ass," she sighed as my cock remained nestled in her hole. "I really have to thank Cathleen properly for convincing me to let you cum in my ass."
We remained in the same position for quite awhile. I think we even day dreamed a little and we snapped out of it when my deflated cock slipped from her ass. Becca flattened her body on the bed, turned her head to one side and smiled as she whispered.
"That was so good. I loved it, two loads in one night, incredible. My asshole is full with cum," Becca sighed softly and added, "You were perfect. You didn't touch my pussy or breasts as you promised. You are a good anal lover and true to your word."