An introduction to the two main characters. Although no transgender activities take place, I’m putting it here to keep with the rest of the series.
Chapter Zero: Alcohol and secrets don’t mix.
If it wasn’t for the alcohol, I would have kept my mouth shut. I’d been harboring fantasies all my life as far back as high school but I never, EVER, told them to anyone else. Fantasies that I would never admit to my wife, Dorothy (Dottie). Sexual fantasies, romantic fantasies, but about men rather than women.
My awful secret came out on an otherwise normal Saturday. We’d both had a hard, emotional week. Both of us were under the gun at work. She was vying for a promotion to district vice-president, a promotion that would bring in a ton more cash if she got it. Plus, it would be a vindication for how hard she worked for her college degree and all the extra hours she put in at her work.
I, on the other hand, was simply trying to keep my job. As the economy soured, the company I worked for was laying people off left and right. I was one of the thirty-odd employees out of seventy that had been kept on so far and rumors were flying that another round of layoffs were coming just to keep the company afloat. I’d stuck my neck out to make myself indispensable and taken on more projects than I could honestly handle. I’d put in quite a few hours of overtime that week, unpaid since I was salaried, just trying to keep those projects going.
For the icing on the cake, we’d gotten bad news this week. We’d been unsuccessfully trying to have a child and the test results had come back. My sperm count was so low that even in-vitro fertilization was off the table. Our options were to adopt, get a sperm donor, or give up our hope of having kids. She wanted a child and was willing to go the sperm donor route, but I stubbornly wanted a child that was biologically mine.
So, that Saturday we were just laying around the house watching TV when she decided to have a drink. It sounded like a good idea and I made one for myself, too. By 8PM, we were both half drunk. We were cuddled on the couch, talking about nothing in particular, when suddenly she blurted out that one of her coworkers had admitted to having a crush on her.
I gave her an uneasy laugh and said, “Well, too bad for him that you’re married and unavailable.”
“Oh, it’s not a ‘him’,” she replied. “It’s a ‘her’. The vice-president of accounting, Cathy.”
I suddenly felt a lot less threatened. “No shit?” I said, sitting up straight. I’d met Cathy a few times. She was ten or twelve years older than my wife, married, and very pretty. A very hot body too, if I remembered right.
“No shit,” she confirmed. She drained her glass and then continued. “She asked me to lunch the other day, said her normal lunch partner was out sick and she didn’t like to eat alone. So, I went with her and we started talking about things. She told me that she was bi and was really interested in me.”
“But she’s married,” I interrupted.
She gave me a deadpan look and said, “What does that have to do with it? People have been getting it on outside of their marriage since marriage was invented. Anyway, she said she thought I was very pretty and very sexy and gave me the impression that she’d like to sleep with me.”
“What did you say to that?” I asked. Part of me still felt a little threatened, but another part of me was really getting turned on by the idea of Dotty and Cathy in bed together.
“Well….” she said, “I didn’t say no. Cathy has a lot of pull at work. I’m still a candidate for that promotion and I can use all the support at work that I can get.” Her face reddened with embarrassment, then she said, “And, to be honest, it turned me on a little bit.”
“It did?” I said, surprised. “You never said anything about being interested in girls.”
“John, I did the whole ‘I kissed a girl’ thing in college,” she said flatly. “I liked it, but I never went past that.”
“Huh,” I grunted. “I never knew that.”
And of course I wouldn’t. I’d known her in high school, but she was a year ahead of me and moved away when she graduated. I met her again when she transferred back to the local college that I was also attending. I didn’t know much about her during that missing time and, frankly, never thought to ask.
“Everybody experiments when they’re young,” she said defensively. “Can you look me in the eye and honestly say that you didn’t? Or at least had thoughts about it?”
All my fantasies came rushing back into my mind, but I tried to deny them. I looked her in the eye and was about to say “No, I didn’t.” But as soon as the words started forming, I had to look away.
“Ah-HA!” she exclaimed, laughing at me. “So, tell.”
I shifted uncomfortably in my seat. “I never did anything,” I said. “But there were some times when I think I wanted to.”
She sat up, pulled away from me and turned to face me. “Anyone in particular?” she said, smiling.
The alcohol in my system silenced the alarm bells were ringing in my head. “Shut up, idiot!” my fogged brain tried to scream at me. Then, she did the one thing that could silenced those alarms. She reached out and started playing with my dick through my pants.
I hemmed and hawed and the more I hesitated, the more she played with my dick. Between the memories of my fantasies, the admission that Cathy had turned her on, and her stroking hand, I got rock hard very quickly.
“Well….Coach DeFazzio,” I said quietly.
She snickered. “From high school? You have good taste in men,” she said, breaking into a laugh. “He was fucking HOT. Those muscles, that thick italian hair…half the girls I knew wanted him to fuck them. A couple of them claimed that they had.”
“Some did,” I said, unzipping my pants and pulling my hard dick out to give her better access. “You remember Heather? She was in your Algebra II class.”
“Big tits, short curly hair, looked kind of mannish?” she said, her hand stroking my exposed dick even harder.
“Yeah,” I said, distracted by what she was doing. “I forgot something in my gym locker one day, and went back after school to get it. When I got into the gym, I heard some weird noises and went to check them out. His office door was closed and the blinds were down, but not all the way. When I peeked in, I saw him fucking her on his desk.”
“Wow. You never told me about that,” she said. “But how did that turn into you thinking about sex with a man?”
I hesitated again. She took the opportunity to slide down on the floor between my legs, and took my dick in her mouth. I moaned a little bit in pleasure, then said, “Well, all of a sudden I saw myself where Heather was. I don’t know why.”
She slowly pulled her mouth off of me, then said, “Really? You saw yourself getting fucked by him?”
“Yeah,” I said, my hands trying to guide her back on to my dick, but she turned her head away and continued.
“So did you have a pussy in this fantasy, or was he fucking you in the ass?” Her question out, she slid her mouth back onto my dick and started sucking even harder.
“Both, actually,” I admitted. “I mean, I fantasized about him fucking me in my ass at first…but after I while I wondered what it’d be like to have a pussy.” I was getting so close, both from the conversation and the way she was excitedly sucking my dick. I was just about to blow my load when she pulled off of me again.
Stroking me, she said, “How long did you watch?”
“Until they finished,” I groaned. “He pulled out and shot all over her. I damn near came in my pants right then. I snuck out, but had to hide in the bathroom until my dick went down.”
She grinned. “Did you want to suck his cock? Make him cream in your mouth?”
I gave her a plaintive look, silently begging her to go back to sucking my dick. She took the hint and my dick was caressed by her talented mouth again.
“Yes,” I continued. “I wanted to suck his dick and feel him fuck me. I wanted to be underneath him….I wanted…NNNGH!!” The orgasm that hit me was incredible. I felt it start in my inner thighs, and exploding up to the tip of my dick. She gagged, not expecting it, then started swallowing for all she was worth.
I slowly came back to reality, shocked at how intense the orgasm was. She kept sucking until the sensations got unbearably and I gently pried her off me.
“Wow,” she giggled. “I don’t think you’ve came that much since the first time we did it.”
The alcohol in my system had turned my mental filter off by now and I blurted out, “It may have been even stronger than that time.”
She gave me a strange look for a long few seconds like she was considering something, then stood up and stripped off her clothes. She sat down on the couch next to me, spread her legs, and huffed, “My turn. Lick my pussy.”
I’m very oral. I love sucking and licking her tits, pussy, and even her ass once, and without any modesty I can say that I’m pretty damn good at getting her off with my tongue. I leapt up, pushed the coffee table away with one foot, then dropped to my knees in front of her. I could smell her excitement, and the second my tongue darted out and licked her pussy lips I could tell just how wet she was. She was almost dripping. She started moaning and talking as my tongue danced all over her pussy and clit.
“Mmmmmm…..I bet you like that,” she groaned. “The idea of a man fucking you, of him taking your body and using it, fucking your mouth and tight sexy ass.” Her hands grasped my head and pulled me into her pussy, my mouth grinding against her sex. “And while you’re being pounded by a hard cock, Cathy is going down on me and licking my pussy.”
The mental image hit me like a hammer, and my dick started to rise again. I wanted to try my usual tricks that got her off, but her grip was too tight and she began bucking her hips, sliding her pussy up and down my lips. She started panting, a sure sign she was approaching her own orgasm.
“Jesus,” she moaned louder. “I’d love to see you taking some guy’s cock hard…dripping with his cum…..ooohmygodohmygodohmygod!” She came hard and flooded my mouth with liquid. I was surprised as she’d never ejaculated before. She writhed and squirmed against my mouth, cumming harder and harder, then collapsed backwards onto the couch.
My dick was rock hard again, and I wasted no time spinning her sideways on the couch and climbing on top of her. In one quick, smooth thrust I filled her pussy with my dick and pounded her hard. It was a short, savage fuck, and I was dimly aware of her cumming a second time before my dick exploded in her. My second orgasm wasn’t as intense as the first, but it was even more satisfying. My arms began shaking then I collapsed on top of her, breathless. Her hips twitched, milking the last bit of sensation before my dick deflated and fell out of her. I felt a dribble of cum slip out of her pussy, down my dick, and drip off onto the couch.
“Goddamn, that was good,” she mumbled. I would have agreed, but didn’t have the breath to speak.
After a minute or so, I could tell that she’d gone to sleep with me on top of her. It took all my willpower, but I gently got off of her. I considered trying to get her to bed, but I didn’t have the energy to walk myself to the bedroom, much less carry her. I pulled the afghan she had on the back of the couch over her like a blanket, stuffed my wet, cumcoated dick back into my pants, then stumbled to my recliner. I was out in a few minutes.