Looks Are Not Everything Ch. 02

THE WEEK BEFORE THANKSGIVING

Trudy was out of town from Monday through Thursday. I was very busy on Monday so I settled for a blow job from Cathleen on her coffee break. Tuesday though we had plenty of time over the lunch hour for sex in my office. She called me first and told me that she was going to get clean before coming to my office. That was my signal to get things ready. I placed a hand towel, a tube of lubricant and a butt plug on my desk. When Cathleen came to my office she had douched her asshole getting it squeaky clean. She also told me that she had a surprise for me.

Cathleen entered my office and I closed and locked my office door behind us and then I placed the door brace under the door handle. Cathleen play acted nervous and unsure of the situation when I turned her toward my desk and told her to place her hands on the desk top. She leaned over and put her hands on the desk looking over her shoulder as if she was wondering what I had in mind. That's what I loved about Cathleen; as many times as we had done this she acted as if it was her first time. I lifted her dress up and draped it over her back baring her stocking encased shapely legs and her panty covered curvy ass. I ran my hands over the bare skin between the tops of her stockings and her panties and smiled as goose bumps appeared on her skin. I loved running my hands over the tiny mounds of flesh that arose when Cathleen got excited.

She was wearing a garter belt and hose that day which was the surprise she had for me. I took a hold of her panties in both hands and slowly lowered them down baring her flawless ass. I pulled the panties down as far as they would go inside the garters. Cathleen gasped as her ass was bared and she once again looked apprehensively at me as if she was unsure of my next move. I caressed her bare bottom gently in my hands relishing the feel of the smooth firm buttocks. Then I knelt down behind her and lovingly placed kisses on her luscious ass. I kissed and then gently nibbled on the enticing ass flesh drawing moans and groans from Cathleen. I kissed my way to the center of her bottom and let my tongue dip into the crack of her ass.

She trembled and gasped when my tongue moved up and down her crack. I put both hands on her buttocks and gently pried them apart exposing her anus. I loved looking at her cute rosebud just before I probed it with my tongue. She let out a soft scream when my tongue touched her tight aperture and she shivered slightly. I began to lick Cathleen from her anus to her vagina and within minutes her pussy was soaking wet. She was breathing rapidly and moaning as I kissed, licked and probed her two love holes.

Then I stood up and retrieved the lubricant from my desk top and applied it to her anal passage. She squirmed when she felt the cool lube enter her ass and the goose bumps returned on her bottom. Next I eased my finger into her ass and pushed it all the way in to the last knuckle. Cathleen's body went rigid momentarily as she adjusted to the anal penetration. I finger fucked her ass slowly and I felt the passage loosen up around my finger. I added my middle finger and ring finger to her pussy and then finger fucked both of her holes simultaneously.

"Oooh, agh," she moaned with pleasure.

I added more lube and then I took the butt plug from my desk and inserted it in her ass. Cathleen again groaned as the plug spread her anus and then disappeared in her rectum. Her sphincter instinctively closed around the rubber plug. I stood up and had her turn around to face me. She knelt down on the carpeted floor and pressed her buttocks against the front of my desk. Next she reached up and unzipped the fly to my trousers to free my throbbing erect cock. She fished my cock and balls out of my boxer shorts and trousers holding it her hand. Cathleen stared at my impressive member for a few seconds before she began to lick up and down the shaft. Then she covered my cock with her sensuous mouth.

"That's it babe, get my cock hard and wet for your hot ass," I whispered excitedly.

Cathleen had a talented mouth and it didn't take long to bring me to the height of desire. I lifted her back to a standing position and had her turn toward my desk again. I lifted up her skirt and placed it on her back as she leaned over my desk. Then I pulled the butt plug from her ass and we both heard the audible pop. Moving closer to her I let my cock brush against her buttocks and then positioned my cock head against her anus. With a gentle but firm steady push my cock spread her flower and the head disappeared in her asshole.

"Not too deep at first and then deeper," she reminded me placing her hand on my thigh.

Cathleen said that every time that we had anal sex even though I was always gentle with her. 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. She 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. She moaned out loud when she climaxed and her sphincter 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 she milked the remaining cum from my cock. She handed me the towel and 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.

She stood up and pulled her panties back up and smoothed out her skirt. I tucked my cock and balls back into my pants and zipped up my trousers. Cathleen smiled at me as I opened my office door and then she left. She told me that she would see me again on Thursday at lunch time.

Cathleen did not visit me on Wednesday but Suzette asked if we could stop for a drink after work. Suzette and I sat side by side at a bar table facing the bar. The bartender was busy with patrons sitting at the bar. As we enjoyed our drinks, I ran my hands over Suzette's nylon covered thighs. She was wearing thigh high hose with elastic tops and silk panties under her blue mini skirt. I slid my hand between Suzette's thighs and covered her panty protected pussy. I rubbed her cunt through the material and her pussy got sopping wet. We finished our drinks and then left the bar. When we got out to the parking lot I asked Suzette if she wanted to sit in my car for a while.

"You better believe it, as worked up as you got me in there you better take care of me," she replied excitedly.

Suzette and I got in the back seat and I immediately peeled off her panties. I lowered my pants and underwear to my knees and the two of us played with each other for several minutes. The car had dark tinted rear windows so it was impossible for anyone outside the car to see in the back seat. There was something very erotic about being partially clothed but still having access to each other. Suzette had her legs spread wide as I fingered her pussy and pushed her cunt juice into her ass. Suzette stroked my cock with her hand as I prepared her for an ass fuck.

I never knew anyone like Suzette who could get so wet during foreplay. My hand was sopping wet and within minutes I had her asshole coated with her own pussy juice. I positioned Suzette so that she was kneeling down on the back seat and I knelt behind her. I put my cock in her pussy and let it soak in her juices before I lined it up with her ass.

Once again Suzette reminded me, "Not too deep at first and then deeper."

I eased my cock into her asshole as she maneuvered her body to accommodate the anal penetration. Suzette had her head down on the car seat turned to one side and I watched her face grimace slightly as my cock made its way into her ass. She moaned and groaned as I slowly fucked her going a little deeper in her ass with each thrust. Once I was all the way in I picked up the pace and fucked her until I flooded her ass with my cum. She had her fingers buried in her twat and she brought herself off as I plowed her ass. When my hips stopped moving Suzette milked my cock with her sphincter muscle and then her hips gyrated as her own orgasm overtook her. I had to hold her tightly to keep my cock in her ass as her hips jerked out of control.

My cock softened and I eased it out of Suzette's ass. I knelt there looking at her recently violated asshole and watched as my semen trickled out of her rectum. She remained still for a few minutes with her blue dress thrown up over her back and her ass on display. I had some paper napkins in the car and she used them to wipe the semen from her ass before she sat down on the car seat.

"You definitely have the largest cock that has ever been in my ass. Do you know how big it is?"

"Well one girl measured it one time when she was blowing me and she said it was between 7 - 8 inches long and just over 5 inches around," I replied.

"It certainly felt bigger than that tonight," she sighed.

"At times I do feel thicker and longer but I have never thought about my size very much," I admitted and added, "I know that there are plenty of cocks bigger than mine."

"I think tonight was one of those nights that you peaked and your cock is plenty big for me."

She did not bother putting on her panties when I pulled up my pants. I opened the car door and we got out of the back seat. Suzette said that she was glad that we got together. She said goodnight and made her way over to her car. I watched as she got in her car and as she did her skirt flew up and flashed her bare pussy. After she left the parking lot, I drove home in a very sated state.

The next day, Thursday, Cathleen was back in my office at lunch time. She smiled and then she closed and locked the door. I knew that she was up for one of her games. She walked over to my desk and stood next to me. She leaned over the desk and I let my hand run up her leg under her skirt. She never moved as she anticipated where my hand was headed.

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 up 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. Cathleen 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. She 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. Cathleen jumped involuntarily when she felt my hand on her pussy.

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

She 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. She 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. Cathleen 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. She squirmed under the touch an emitted a soft groan. I started to push her skirt up but she stopped me and then she took it off. It was a wrap around and she had it off in an instant. She looked so sexy standing there leaning forward slightly on my desk. Her hot ass was framed by her thigh high hose and her short blouse ending at her waist line. She actually looked sexier by keeping the blouse on.

I ran my hands all over Cathleen'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 between the cheeks of her ass and massaged the lotion into her nether hole. Then I fingered her 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."

I continued to work her ass and pussy and within minutes she had her first orgasm. Cathleen 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 today? Do you want it in your ass or do you want me to fuck your pussy?"

"Both, fuck my pussy first and then my ass. I want you to cum in my ass."

I stood up and dropped my pants and underwear to my ankles and then I eased my cock into her pussy and fucked her from behind until she came 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. Cathleen 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.

I stepped away from her and retrieved paper towels and wet wipes from my desk. Cathleen and I cleaned up the best we could with the paper towels and wet wipes. We re-dressed and Cathleen left but not before wishing me a Happy Thanksgiving. She and her boyfriend were going away for a week and I wouldn't see her until a week later.

SEX BEFORE THANKSGIVING

The weekend before Thanksgiving Trudy and I fucked our brains out as we knew that we wouldn't have sex while at her mother's house. We would travel all day Wednesday and spend three days with her family and return on Sunday. I was not looking forward to the trip and the time with her family.

That Friday night we sat on the sofa watching TV. I got up to refresh our drinks and when I returned I sat next to her. She turned toward me and smiled as she anticipated my next move. I smiled back and put my arm around her and drew her to me. I gently pulled her toward me and our mouths locked in a kiss. I pushed my tongue into her mouth and it took her breath away. She kissed me back and her body relaxed as she knew that she would get fucked that night. I lifted her sweat shirt up over her head as she held her arms up for me to remove it. I unfastened her bra and as I removed it her tits stood straight out from her chest. I pushed her shoulders back against the sofa causing her tits to look bigger and firmer. Trudy moaned as I leaned over and kissed her breasts and sucked on her rock hard nipples. I kissed and sucked her tits for several minutes. Her nipples got so long and so hard that they were like little dicks sticking out from her tits. She loved to have her tits fondled and kissed for hours.

I moved off the sofa and knelt between her legs. She lifted her hips as I pulled her sweat pants down and off her body. Trudy looked very sexy clad only in her robin blue panties with her aroused tits standing straight out. Hooking my fingers in the waistband of her panties I slowly peeled them down her legs. As I removed her panties I stared directly at her snatch and gently pushed her legs apart. She groaned as I ran my finger over her well-trimmed pussy mound and tickled her labia. Her hips jerked involuntarily when I probed her sopping wet pussy with my finger and kissed her inner thighs. She gasped aloud when my tongue finally touched her quim.

I raised Trudy's legs up and placed them on my shoulders which brought her pussy even closer to my mouth. Then I reached up and fondled her tits with both hands, tweaked her nipples and plunged my tongue into the depths of her pussy. I licked her cunt and located her erect clit with my tongue. As I sucked on her clit and played her tits and nipples, she moaned loudly as her body thrashed around. I struggled to keep my mouth glued to her pussy as her body jumped all over the sofa. Trudy grabbed my head with both hands and held me to her gushing pussy.

"Oh Walt, this is going to be a quick one, a big one," she cried out and then she screamed, "I'm cumming, oh God I'm cumming, hold me, hold me tight, please hold me."

Trudy's body seemed to go through convulsions as her orgasm rocked her and sent tremors through her. She continued to hold my head to her mound as her sweet nectar gushed into my mouth. I licked her dry and nibbled on her clit which caused her body to quake again. She collapsed on the sofa so I stood up and looked down at her hot body as I peeled off my tee shirt. I pushed my workout shorts down to my ankles. My large erection was covered by my briefs but my state of desire was obvious. I pushed my underwear down and my cock caught in the waistband and bobbed in front of Trudy. She stared at my erect cock as it dangled inches from her face. Trudy stared at it as if she was looking at my cock for the first time. I reached down and pulled her closer to me so that her mouth was now on a level with my cock.

"Your turn," I said as I pushed my cock toward her mouth, "I won't cum in your mouth if that's what you are worried about."

Trudy reluctantly moved her head forward and kissed the head of my cock. Then she licked up and down the shaft and all around it. Eventually, after more urging on my part, she took about four inches of my cock into her mouth. She was clearly an inexperienced cocksucker. As I looked at her distraught face sucking my cock I thought about my promise to not cum in her mouth.

"Can we go to the bedroom?" she asked hopefully.

I watched her fantastic ass as she walked up the stairs in front of me. Her beautiful shapely ass undulated as she climbed the stairs and I felt that familiar surge in my loins. I wanted to throw her down right on the stairs, shove my cock all the way up her ass and fuck her until I filled her rectum with semen. But I knew better, so I watched her shapely bottom with each step she took up the stairs. I knew that I wouldn't be happy until I fucked her ass someday.

I followed her up the stairs and into her bedroom. Trudy pulled down her bed covers and got in bed on her back. She spread her legs slightly and looked apprehensively at my erect cock. I got on the bed between her thighs and nestled my cock at the opening to her pussy. I moved the head of my cock around her vulva and gently prodded her outer cunt lips. Trudy moaned softly as her pussy got increasingly wetter. Satisfied that she was wet enough I eased my dick in a little parting her labia and finding the entrance to her pussy. I pushed more of my cock into her and in spite of her wetness she was still very snug. For the next several minutes I pushed in and pulled out, each time pushing a little more of my shaft into her sopping wet hole. Finally my cock sank all the way into her snatch causing her to gasp aloud. Then as I began to saw my dick in and out of her, she wrapped her legs around my lower body and humped her hips up at me. As I picked up the pace I made sure that my cock stayed in constant contact with her clit.