We had gotten together when Dee showed up at a going away party for another co-worker about a year after she left the firm. I had forgotten how attractive she was, shoulder-length espresso brown hair framing her pretty face, slender athletic figure, and a laugh that filled the room. Throughout the evening, she told me she had broken up with her boyfriend of five years and had moved to a small studio apartment in the city. We kept talking and drinking while we commiserated over being single and celibate until we were the last two people at the bar.
We staggered out of the bar and I hailed a cab. When we got in the cab I gave the driver my address and said we had to drop Dee off first. Before I could turn to ask Dee for her address she told the driver, “Just one-stop” and clasped my hand in hers.
When we entered my condo Dee said she had to use the bathroom so I directed her to the guest bathroom and I went to clean up in my bathroom. After I had relieved myself and brushed my teeth I came out of my bedroom to find Dee. Before I reached the hallway I heard the shower in the guest bathroom turn off. When I turned the corner Dee walked out of the guest bathroom with a towel wrapped around her hair, and nothing else. She walked into the well-lit hallway and she was physical perfection, 5’5″, 120 lbs, pert upturned 34A breasts, long toned legs, and a lovely bronze skin tone that came with her Mexican heritage.
Dee walked up to me and tilting her head up (I am 5’10”) gave me a passionate kiss. She then dropped to her knees, unbuckled my belt, and unzipped my pants. Dee pulled my pants and boxers down to my knees and started stroking my cock. After a few strokes, she engulfed my cock in her warm wet mouth. She licked around the head of my cock and then started slowly pushing my cock deeper into her mouth. I could feel the head of my cock being squeezed against the back of her throat as she wrapped her hands around my ass and pulled me closer to her. Dee slid her tongue under my cock and kept bobbing her head until my cock slipped into her throat. The warmth and firm pressure of her throat coupled with the sight of her beautiful breasts pushed me to a quick orgasm and I pumped my semen down her throat. Dee sucked on the head of my cock to get every last drop of cum.
I pulled Dee up and led her into my bedroom. I pushed her onto my bed and removed the last of my clothes. I pushed Dee’s legs apart and started kissing her thighs. I worked my way up her thighs to her crotch and peeling her labia apart started lapping the furrow between her legs. By this time Dee was dripping wet. I licked the inside of her pussy lips and then furled my tongue into a point and started exploring her vaginal canal with my tongue. Dee started to moan and writhe as I tongue fucked her. I stopped briefly to wet my index finger so I could explore her anus while I tongue fucked her. I could feel my finger putting pressure against my tongue as it plunged in and out of her ass. Dee went rigid for a second and then her body shuddered as she climaxed. Her sphincter clamped tightly on my finger and her vagina squirted fluid onto my tongue. Dee pulled me up and kissed me gently as she wrapped her arms around me. We fell asleep still embracing.
Dee was sucking on my cock and gently stroking my thigh were her nails when I woke up. When she sensed I was awake she started sucking more vigorously until I was rock hard. Satisfied with her handiwork she straddled my body and guided my rock-hard cock into her waiting pussy. She started rocking back and forth making sure her clit had maximum contact with my pelvis while my cock slid in and out of her pussy. Dee started breathing faster as she rocked back and forth until she came to a complete stop and collapsed on top of me. After a couple of minutes, she started moving again, slower this time, as she kept riding my still hard cock until I climaxed and shot my load deep into her pussy.
We lay in bed and joked about the end of our sexual drought. We kept hugging as if we could not believe we had found one another. To our pleasant surprise, we worked well as a couple. We enjoyed each other’s company and were happily compatible, physically and emotionally. I worked long hours and traveled and she was independent and liked going out dancing by herself and with girlfriends. But when I was available we spent the time together, going out to eat, going to bars, movies, seeing friends, the stuff most couples do, just not as frequently as most couples.
After about six months of dating, Dee’s older sister Dani invited Dee to go with Dani and her best friend Mary for a 3 day weekend in Cabo San Lucas. I could tell Dee wanted to go but didn’t want to spend the money. I had to work on a major system conversion at a client over the entire weekend so I encouraged Dee to go by paying for her plane fare and her share of the hotel. Dee was excited and bought a couple of bikinis and a short flirty sundress for the trip. On the appointed day I dropped Dee off at the airport on Friday afternoon and drove out to the client’s offices to spend the next three days monitoring the conversion.
Dee’s flight returned early Monday evening and I was at the gate (this was in the ’80s) when the flight arrived. Dee, Dani, and Mary came out of the gate door, tanned and glamorous. Dee and Mary were a little buzzed from the cocktails they enjoyed on the plane. The three ladies laughed and joked as they walked to baggage claim. After collecting their bags, Dee, Dani, and Mary hugged and said their farewells. The entire time Dee had not said a word to me. On the way to the car I tried to make small talk with Dee but she was remote and only responded with a yes or no. On the drive into town, Dee looked out the window and didn’t talk. Thinking I had unknowingly pissed her off I didn’t try to engage her in conversation knowing she would say something when she was ready.
Finally, Dee said, “I met somebody in Cabo.”
When I heard that it felt like my stomach dropped to my feet and my heart started beating faster. I had no idea what to say to that so I did not say anything.
“He was the DJ at the bar we went to Friday night. Roberto” she continued. “When we went back Saturday night he was there with a couple of friends but he wasn’t working that night. They bought us a round of tequila shots and asked us to dance. We kept dancing and drinking shots with Roberto and his friends until they decided they wanted to go to a club at a resort on the other side of town. The six of us couldn’t fit in one car so Dani and Mary went with Roberto’s friends in their car and I went with Roberto in his car.” Dee paused and took a deep breath before she continued, “Somewhere along the way Roberto pulled off the road into a little grove of trees. He grabbed me and started kissing me, and, and I kissed him back. He was good-looking and charming and I was pretty drunk. We kept kissing and before I knew it he had unzipped my dress and pulled it down to my waist. Roberto started playing with my nipples and telling me how beautiful and sexy I am and how he loved my breasts and nipples.”
Dee’s explicit description of events made me uncomfortable and excited at the same time. The jealousy I felt was overwhelmed by the incredible sexual arousal I got from Dee’s description of the night’s events.
“Roberto started sucking on my nipples as his hand started inching towards my pussy. I told Roberto I was having my period but I wanted to suck his cock. Roberto leaned back in his seat and pulled his pants down to his knees and offered me his semi-hard cock. By this time I was so horny, I almost inhaled that fat cock of his. Roberto put his hand on the back of my head and pushed my head down until his cock was deep in my throat and my lips were touching his balls. He must have been super horny because he came quickly.”
Did you swallow his cum?” I asked.
“Of course. But I don’t know if I swallowed his cum as much as he shot it down my throat. You know me, I prefer to not taste the cum so I want a guy to cum while his cock is in my throat. As soon as he finished cumming he pulled his pants up and started driving to the club at the resort.”
“And?” I asked.
“And that was it. We danced at the club and then they drove us back to our hotel. Roberto had to work Sunday night. We went to his club Sunday and danced but that was it. I’m sorry. I was stupid. Drunk and stupid. I don’t want to lie to you and I don’t want to lose you.”
“Okay.”
“Okay what? Okay, you think I am a piece of shit and you don’t want to see me anymore? Or okay we can get through this?” Dee asked meekly as if she was afraid to hear the answer.
“Okay, I should be a better boyfriend and spend more time with my girlfriend and less time at work. Okay, I should have been with you in Cabo and not spent the last 72 hours working on my client’s system conversion. And okay, it’s messed up but I am incredibly turned on by imagining you blowing another guy. Like you’re a porn star and you’re performing for me.”
Dee teared up and put her head on my shoulder. “If you forgive me I’ll be your porn star anytime. I’ll do anything for you.”
We went back to my apartment and had the most intense combination of make-up sex and submissive/dominant fucking. Dee meant it when she said she would do anything, she swallowed my cock before lubing up my cock and asking me to fuck her ass. I was happy to oblige my little slut and took the bottle of lube from her and squirted some into her anus before I started pushing my cock against her little brown pucker. Dee moaned a little when my cock pushed past the tight muscles of her asshole into her anus. I stopped before slowly inching my cock past her inner sphincter and into her rectum.