This is a story about my co-worker Denise and our brief affair.
My name is James. I was a 41 year-old white man in 1998 and had been married for twelve years. I stand at 5’11” weighing about 180 pounds. Being a college athlete, I tried to maintain my body weight through regular diet and exercise. While I was in graduate school, I met my future wife when she was completing her undergraduate studies in finance. We married in 1988 and had lived in the greater Nashville area for the past eight years. My job as an architect provides us with a good lifestyle; however, it does not give us a strong marriage. In fact, I would say our marriage was headed for divorce sooner than later. Our sex life was almost nonexistence at that point. It wasn’t always like this.
During our younger days, we had sex at least once a day. Most of the time, we would have intercourse in the morning and especially at night. However, my wife was not a big fan of oral sex…neither giving nor receiving. Every so often, she would start giving me a blowjob, but that was primarily a precursor to intercourse. She did not allow me to finish in her mouth. The few times I did, she was taken totally by surprise and would be mad as hell. She would then run into the bathroom, rinse her mouth and brush her teeth, and then would come back to bed and berate me. My wife did not engage in anal sex at all. I became a sexually frustrated which led to my affair.
At work, I was department head to about twelve people, most of whom were junior architects. One of my junior architect subordinates, Denise, was a 24 year-old large woman standing 5’10” and weighing about 160 pounds. She was also a very curvaceous woman with 40-DD breasts and a large round ass. I would not have necessarily considered having an affair with her until she came back from her worldwide vacation. Her boyfriend dumped her while they were in Nepal after a sightseeing trip to the base of Mt. Everest. She finished her vacation in Asia and Europe in a depressed state, and then returned to work in the same condition. She asked me to lunch so she could vent her frustrations.
Denise started by saying her boyfriend dumped her because of their sexual relationship. Even though this was a little uncomfortable for me, I asked for the details. She informed me that her boyfriend was only her second intercourse partner, with her first being in college. Her boyfriend wanted things she was not ready to give. She said “he wants me to swallow his cum and have anal sex. He also wants me to fuck bareback instead of having to wear condoms all the time.” Denise was not able to take birth control pills due to some negative reaction with her body. She used a diaphragm, but that wasn’t completely safe, so she had him wear condoms as well.
After giving me the additional details of her boyfriend’s attitude toward her, Denise started crying from anger and loneliness. We were in my truck at a local restaurant parking lot when she asked “will you hug me and kiss me on the cheek?” I think she just wanted a little attention. When I leaned over to kiss her cheek, she turned her head causing our lips to meet. This was no accident and I was a little taken aback by her boldness. So far, it didn’t go beyond anything other than that innocent kiss. But within a few weeks, the time we spent together just sent me further down the rabbit hole. We started having more and more lunches together, spending our time kissing and fondling each other over our clothes. Nothing too brazen yet.
During another luncheon, Denise asked “can we first go by my house and get my cell phone? I forgot it this morning during my rush to get to work.” When we entered for house, she stated her parents were away for the week and asked me to wait in the foyer. She was gone for a few minutes when I heard her calling my name “James, can you come here please?” I walked down the hall and looked in a doorway which seemed to be the correct location of her voice. She was laying on her bed in just her bra and panties. This was the first time I saw those melons outside of her clothing. Her bra squeezed and lifted her tits showing deep cleavage. Her matching panties were nothing more than a small patch covering her pussy lips with the remaining material no more than dental floss.
I walked over to her and asked what she was doing. Denise looked me in the eyes and said “I know you want me as much as I want you. Now take those pants off so I can give you a blowjob.” I was absolutely shocked with her direct demand.
After a little hesitation, I dropped my pants and underwear. I was already near full mast when I moved to the middle of her bed. Lying on my back against the headboard, I supported my head and shoulders with pillows so I would have a good view. Denise moved between my legs and lowered her head to my crotch. She looked up to me and took my cock in her hand pointing it straight up then lowered her mouth stopping with just the head between her lips. Maintaining eye contact, she lowered her mouth taking almost my entire 7” circumcised cock. At this point, I was as hard as I’ve ever been. What a great view to see my cock disappear between her lips into her warm, wet mouth. After she started bobbing her head up and down, I started feeling vibrations from her humming all the way down my shaft to my balls. It was driving me crazy. She would stop about halfway and swirl her tongue around my head and under my cock.
Denise knew I was getting close to my orgasm so she started sucking hard. I could see her cheeks hollow on the upstroke as if she were pulling soda from a straw. Within a few minutes, my balls tightened and I warned her of my imminent orgasm. As cum started rising up my shaft, she stopped with my cockhead between her lips and sucked so hard I thought she might implode my balls. My first shot must have hit the back of her throat because she gagged and coughed a little but did not removed her mouth from my cock. As my remaining shots stopped, she withdrew my cock from her mouth and moved up to show me the spunk in her mouth. Then she reached over to her nightstand and grabbed a few tissues spitting my cum out to my surprise. I wanted her to swallow my load. I asked and she responded “I told you before that I don’t swallow.”
Feeling a little disappointed, I jumped out of bed and grabbed my clothes. Denise had a surprised look while I continued to dress. I think she understood my disappointment with her refusal to swallow because she reached out to me asking me to get back in bed. I said “please get dressed so we can go back to work.” Begrudgingly, she put her blouse and pants on then went into the bathroom to brush her teeth. I waited in my truck.
When Denise got into my truck, she wanted to talk about our encounter but I just kept brushing it off. I did enjoy the blowjob, but would say it was just average. It wasn’t like she was a world-class cock sucker. We drove back to the office and went about the remainder of the day as if nothing had happened. In fact, I was feeling guilty about having an affair for the first time during my marriage.
A few weeks later, I was planning a business trip to San Francisco for an architectural conference and tradeshow. Our company was sending a booth to be manned by two individuals. Because the tradeshow was 80% men, Denise and one other woman were scheduled to work the booth. We figured we would have better attendance this way. The other woman was a beautiful petite female of 22 years of age that would definitely draw in the crowd.
Our flight to San Francisco was uneventful. There were six of us from our firm with four being senior architects plus the other two ladies working the booth. When we checked into the hotel, I ended up in an adjoining room with Denise. It wasn’t planned. The hotel just put all of us on the same floor. I was not necessarily happy that I ended up with adjoining rooms.
At our company booth, we had a monitor running a loop of our firm’s experience in the A&E field. We also had a large inventory of t-shirts, hats and other giveaways. We sponsored a free raffle for four people to golf in Scottsdale. The winner would be announced on the last day of the trade show and needed to be present at the booth. This way we would maximize the amount of people to showcase our company.
When I checked into the hotel room, Denise knocked on the adjoining room door. When I opened the door, she was wearing a shear pushup bra and matching thong panty. I nearly blew my load right there. She pulled me into her room and toward the bed which was already pulled back to the fitted sheet. I was still hesitant about continuing our affair but my libido won the argument. She pulled me on top of her and started kissing me.
I hadn’t had sex for several weeks so my cock was straining to break free of my slacks. I stood to disrobe while Denise removed the remaining clothes she still wore. She moved to the middle of the bed with her arms above her head. Her enormous breasts lay flat and out to the side of her body. Her cleavage was gone. She had large strong thighs and an inviting pussy with a hint of wetness.
Denise then reached over to her nightstand and handed me a condom. I had not worn a condom since college. While taking the condom package, I noticed her mound had very dark hair neatly trimmed in a landing strip. The color did not match her sandy blonde head. She then moved back to the middle of the bed and opened her legs wide with her knees slightly bent.
I decided to taste her pussy first. Denise was already dripping wet by the time my mouth touched her mound. I flicked my tongue across her labia and slowly dragged it up and down her slit. She was already moaning and lifting her hips off the bed. I reached around and grabbed her large thighs with my arms to hold her in place. I started attacking her pussy driving my tongue in her tight opening. After a few minutes, I moved up and took her clit between my lips and sucked hard. She immediately had an orgasm releasing additional wetness all over my mouth and chin. She was panting hard at this point and draped her arms across her damp forehead.
I moved up to her tits taking each nipple between my lips and teasing her with my tongue and teeth. My mouth was still wet from her pussy so I kissed her so she could taste her own juices. She had a look that showed this was unexpected and maybe not appreciated. I guessed she had not tasted herself before from someone else’s mouth. Oh well.
I then placed my cock at her entrance and teased her a little. Denise was moving her hips back and forth trying to get me to enter her. I had not yet put the condom on when I pushed the head of my cock past her entrance. She immediately moaned and lifted her hips off the bed, and then all of sudden stopped and asked me “did you put the condom on yet?” What a mood killer. I was not a fan of condoms because of I had a slight allergy to latex. I could wear one for about an hour without a problem, but would need to clean my cock soon after I pulled it off otherwise I would have a skin reaction. Since she couldn’t take birth control pills, this was the safest prevention to an unwanted pregnancy. I had no idea if she even put her diaphragm in yet. I absolutely did not want to get her pregnant.
I begrudgingly got out of bed and reached for the packet that I left on the nightstand. Using my teeth, I tore open the packet and withdrew the condom. Denise knew I wasn’t too happy about the pause so she reached out and took it from my hands and rolled the prophylactic on my cock using her lips and mouth. I felt a little better after she gave me a few ups and downs with her mouth.
Then Denise lay back in bed inviting me between her spread legs. I decided to punish her by pushing deep into her pussy in one thrust. I lined up and stabbed hard, burying my cock to the hilt. She grimaced in pain and gave me a look saying “what the hell?” I just smiled and withdrew my cock until just the head was inside. I then started slowly moving in and out of her tight cunt. She liked this pace much better than my violent thrust.
After about ten minutes, Denise started shaking and yelled out “you got me.” This was her way of telling me she had an orgasm. I thought it strange but just held my cock deep inside her and waited a few minutes before continuing. It must have been a smaller orgasm as she quickly settled down.
I started thrusting again but at a much faster pace taking long strokes. It was my turn to hit nirvana. Denise beat me to it when her pussy constricted so much it pushed my cock out of her. She had a violent orgasm and shook for about thirty seconds before finally collapsing to the bed. She looked over to me and said “you got me again.”
I said “obviously” and wasn’t very happy that her orgasm had pushed my cock out and stopped me from my own release. I grabbed her hips and twisted her body so she was face down, and then reached over to shove a pillow under her hips. This brought her ass up to a more comfortable level. She started to raise her upper body so she was on all fours, but I told her to put her head back and shoulders on the bed.
I pushed back inside her wet pussy and gave a few thrusts. My own climax had completely subsided when another thought crossed my mind. I told her “stay right where you are. Do not move. Do not even move your head. I will be right back.” When I jumped out of bed, she was facing away from me. I walked into my bathroom in the adjoining room for a small tube of anal lube. I wanted her ass cherry whether she wanted to give it willingly or not.
When I returned to Denise, she was still the in same position I left her…on her stomach with her ass propped up by pillows and her face turned away from me. I got back into position and pushed inside her cunt again with my sheathed cock. I moved up to her head and whispered in her ear “have you ever been butt fucked?”
She had a horrified look on her face and shook her head. Then she said “isn’t one hole enough for you? You don’t need to do that.”
I told her to relax and trust that I would be gentle with her. I poured a large amount of lube in her ass crack and rubbed a fair amount on my cock. I massaged her anus and pushed a finger passed her outer ring up to my first knuckle. She whined and squirmed under the assault. Pushing a little harder and gained the second knuckle. I followed with a second finger and started twisting inside her ass to loosen her up.
The entire time, Denise kept squirming and grimacing in pain. When I withdrew my fingers she probably thought the worst was over. Surprise here is my rock hard cock still sheathed in the condom. I grabbed my shaft with about two inches of my cock showing above my grip and pressed against her anus. She was crying after I pushed my cockhead inside. I gave her a minute to get accustomed to the feeling then pushed another two inches inside. She was as tight as a vise. Slowly I pushed until all seven inches were in. I asked her “are you feeling good enough for me to continue?”
Denise was scrunching her face and said “please take it out. We can just have regular sex. Or if you want me to blow you I promise I will try to swallow this time.” She had a tear running down her cheek.
I just looked at her and withdrew slowly. Then I said “I guess I won’t need this anymore” and pulled the condom off my dick and lay it across her cheek. She thought I agreed to another blowjob but then I shoved my cock back into her ass in one forced thrust. She nearly screamed loud enough for everyone in the hotel lobby to hear…and we were on the tenth floor.
I said “you already had three orgasms so I am getting mine.” With that, I started pounding her ass with as much force as I could muster. It’s a good thing Denise had a large ass to cushion my thrusts otherwise I may have broken both of our pelvic bones. I continued to slam into her for five minutes enjoying the tight grip against my cock. Then finally I sent a massive blast of cum deep into her bowels. My cock shot five or six heavy blasts, and then twitched for several seconds after.
After I emptied my contents inside her ass, I with withdrew and stood next to the bed. I grabbed the back of her head, turned her so she was facing me and said “how about that blowjob now” and shoved my dick in between her lips. I started pushing in and out of her mouth going just passed her throat opening. I thought she might faint having gagged and coughed so much.
When I pulled out of her mouth, she immediately jumped up and ran into the bathroom. I can only guess she was rinsing her mouth and brushing her teeth. I just jumped back in bed lying with my arms crossed behind my head. I had a huge smile. That was very enjoyable for me.
Denise eventually walked back in while grimacing in pain. She also seemed to be walking a little funny. Eventually she sat on the edge of the bed and said “I did NOT enjoy that at all. I don’t understand how anyone can enjoy anal sex. It hurt like hell. I’m glad you aren’t that big.”
Ouch. That last comment hurt me. I mean I’m no porn star with a 10” cock but I’m packing better than average length and girth. Maybe I should fuck her ass again and see if she still thinks my cock isn’t big.
I ended up taking a shower and slept in my own hotel bed. Denise wanted me to spend the night with her but I lied and told her my wife was expecting a call from me.
We did not have sex for the remainder of the week and just attended the conference and trade show. During the last night Denise asked me to come to her room while we were all having dinner. Some of the other employees looked over to us after she asked me. I just hoped they did not hear her question.
That night, Denise knocked on the adjoining room door again. When I opened the door, she was on her knees beckoning me to join her inside. When I stepped in her room, she immediately reached for my belt. She had my pants down to my ankles in a flash then withdrew my cock through the fly hole of my boxers. I was still less than half mast when she took me in her mouth.
Denise started an aggressive blowjob by sliding her lips the full length of my cock. I reached full erection within seconds and grabbed the side of her head with both hands. I held her head still and started fucking her mouth to the pace I wanted. Pushing in as far as I could caused her to gag and cough but I didn’t care. I continued my thrusts until I started to feel the tingling in my balls.
This time, I didn’t warn her of my impending orgasm. Instead, I just tightened my grip on her head and shoved my cock as deep as I could. My first shot hit her throat with force. Denise immediate started gagging and coughing causing some my jizz and her spit to land on my boxers. I continued to shoot the remainder of my cum as deep as I could muster.
When I finished, Denise stood and wanted to walk to her bathroom but I grabbed her arm to hold her in place. When she turned to face me, I grabbed just below her chin to hold her mouth closed. My other hand went to the back of her neck. I told her “swallow the rest of my load now.”
I could see her throat working to take whatever was remaining in her mouth. Denise had dark tears running down her cheeks from her smeared mascara. I continued to hold her head until I was satisfied everything was down her gullet then released her saying “that is more like it. From now on, any future blowjobs you give me, you will swallow my cum. Do you understand?”
Denise just nodded her head and wanted to walk to her bathroom again. I just grabbed her arm and directed her to the bed. I said “leave my spunk residue in your mouth. I want you to have my taste in your mouth for the rest of the night.”
We then stripped our clothes, got into her bed and went to sleep. That was the last time we had sex.
Eventually, Denise found a boyfriend and I returned to my wife.