There was a band I liked back in the 90s called Slowdrive that recently started touring again. My favorite song by them was 'Sugar for the Pill.' It seemed to find me on every breakup, it haunted me then and haunts me today.
I met Anna during the first week of my first job out of college and I fell in love with her the first time I saw her. I'm pretty sure she knew it when she gave me that smile. That was very unlike me, I had been in love before but it was always something that grew on me. Maybe Anna and I were lovers in a past life.
We were both assigned to a project from hell at my new company and the ink wasn't dry yet on my diploma. Anna had been working for the company for ten years, she was married and had two kids, six and eight. I always thought people that got involved with a married person were immoral so I tried my best to keep things with Anna completely business. She wasn't helpful.
The project team always hit a local bar for drinks and appetizers on Fridays. I always tried to hide from Anna and busy myself with other team members but she always found me and made me feel like I was twelve again with that smile. And she knew it.
In meetings, I would find myself staring at her and she would text me heart shaped emojis, or a smiley face with heart shaped eyes and then look at me and smile. Of course, I would turn 80 shades of red. I swear I was twelve whenever she was around.
Somewhere in there I actually got the balls to visit her desk when it was time to head to the bar on a Friday night and offered to walk over with her. That sent her back on her heels. Even when we sat down at the bar I was able to be mature enough to carry on an adult conversation with her. She told me about her husband and her kids, what was going on in their lives and what her husband did for a living. There wasn't much to tell about myself. I dated one woman for most of my sophomore and junior years. She never came back after our junior year, instead I got a "Dear John" email that said she hooked up with her old boyfriend over the summer, got pregnant and was dropping out of college.
Anna and I spent most Friday evenings together at the bar, we weren't alone since most of the other team members were there, but then the project ended. I was devasted, I probably loved Anna more than ever and our reason for being together evaporated. The following Friday, Anna was standing by my desk at quitting time asking me if I was interested in a drink. She flashed that smile and I said yes. She took me to a different bar to reduce that chances of a coworker spotting us. Anna never told her family that the project was over so she didn't have to worry about being home early. Anna started adding a second night each week to our after work drinks.
Sometimes I wondered if she was playing me or toying with me. More and more frequently she would initiate physical contact between me like a hand on my thigh while sitting at the bar and then look at me with that smile. She would take my arm as I escorted her to her car after we left the bar. Every time she touched me, my body would react and she had to know it. Even though we weren't in the same room anymore, she continued to send me emojis and gifs of pulsing hearts and stuff. There was a single rose left on my desk on Valentine's Day.
We walked into the bar on a Friday and it was packed, another company was hosting a retirement party. Anna suggested we go to my place. The thought that she was married immediately came to mind and left just as quickly. So much for my morals. Once inside, Anna headed into the living room and I grabbed us a couple glasses of wine. I handed Anna her glass, she took both glasses, placed them on the coffee table, flashed that smile and pulled me in for a kiss.
"How long have you been waiting for that Andrew," Anna asked.
"Since the day I met you Anna."
We continued to kiss in the living room and for the first time, my hands were on Anna's body. First that ass I had dreamed about touching and then her breasts. Anna's hands were equally as busy. As I started to undo the buttons on her blouse, she asked me to take her to my room. Fortunately, it wasn't too much of a mess, but I don't think Anna would have noticed since we were busy stripping off each other's clothes.
Once we were naked, Anna pushed me on my back, gave my cock a few strokes and then slid my cock into her pussy. Anna came as soon as she bottomed out. After catching her breath, she started gently rocking back and forth.
"So, tell me Andrew, do I feel as good as you dreamed?"
"I never dreamed this, I never thought it was a possibility. Just one kiss was all I could hope for."
"But you loved me."
"More than you'll ever know Anna."
She continued to rock back and forth on me and slowly sliding up and down on my cock.
"I dreamed about it Andrew. In the beginning, I loved teasing you when I saw you staring at me. I think it was the night you first came to my desk to walk me to the bar, my husband was away and when I masturbated that night it was you who was fucking me. I'm going to come Andrew, come with me."
I did. She continued to lay on top of me. I could feel myself getting hard again and she rolled off me.
"I'm sorry Andrew, I have to go home and play mommy and loving wife. Next Friday, I'll set it up so I can stay longer. I love you Andrew."
"I love you too Anna."
And then she was gone leaving me wonder what the fuck just happened.
We continued to fuck at my place for the next six months but sometimes more than just Friday's. Her husband travelled a lot and when he was gone, her mother would watch the kids making it easier for her to come home late. She even spent the night a few times, usually bringing toys. Anna wanted to try all the things she was embarrassed to do with her husband. It started with sucking me off and swallowing. She would give her husband blowjobs but only occasionally. She couldn't keep her mouth off my dick and didn't hesitate to suck my dick even after it was in her pussy. Somewhere she got the idea she had to lick me clean and finishing it up by flashing that smile.
The first time she was spent the night, she brought a butt plug and lube. As soon as the butt plug was in her ass, she started coming.
"Fuck my slut ass now Andrew," she screamed.
It wasn't lost on me that she referred to herself as a slut, at least her ass. I didn't hesitate, lubed up my cock, pulled out the plug and shove it in, she screamed something, I could feel her muscles contracting. I let her adjust while slapping her ass.
After giving her ass cheek a good slap, I said, "Do you like having my cock in your slut ass?"
"Oh my god yes Andrew, beat my slut ass as you fuck it. I'm a slut cheating on my husband and you own all my holes. No one has ever fucked my ass before. I'm coming Andrew, all of my body is coming like never before."
After I came in her ass, Anna jumped up and grabbed a damp wash cloth and washed the shit off my cock, giving the tip a kiss when she was done.
Anna loved anal and it became a standard part of our routine including calling herself a slut.
The next time she came over, she was naked under her coat, dropped to the floor as soon as she came in put her hands behind her head and said, "Fuck the whore's face!"
I grabbed a handful of her hair and started shoving my cock in.
My relationship with Anna wasn't all sex. If she was over for more than a quickie, we would go out to eat or a drink. We continued to have lunch together twice a week and a drink after work if she was short on time.
Anna started complaining that I was wasting my life away waiting for her to get away from her family. She would point out other women in our building who she knew found me attractive. Every time she did I told her I was thankful for every minute I got to spend with her.
And then there was the day Anna came over and she was weird. As soon as she was in the door she took my hand and led me to the bedroom, pushed me back on the bed. She was wearing a skirt which hit the floor along with her panties. Anna fished out my cock and climbed on. She hadn't said a word since she came in the door. She laid on top of me after she came and I could feel my shirt getting wet.
'Anna rolled away, saying we never expected much, only a rollercoaster, our love was never number one, sugar for the pill, it's just the way things are.' I never thought someone would be speaking the lyrics to a Slowdive song to me although she must have heard it a dozen times in my car or apartment.
She was still crying, "I am sorry Andrew, I love you, I love every minute we spend together, I love the love I feel when you hold me. But when I'm driving home, the remorse and regret overcome me because I'm cheating on my husband and my family. I spend most of the drive crying. Someday my husband will figure it out and I'll lose everything. Its either you or them and I have to choose my family. I am sorry Andrew."
Anna never looked at me, slipped her skirt and panties back on and walked out my door.
From the moment I fell in love with Anna, I knew it wasn't going to end well. Even if you discounted her husband, it was still her two children versus me. You didn't have to be Einstein to know what the outcome would be. But I had been in heaven for the last six months and in deep love for a year and I would always love Anna. That was part of my DNA.
Anna couldn't stay away. Every couple of weeks, she would walk in my door and just hug me saying, "I just want to feel your love again Andrew, I'm sorry." Then a kiss on my lips and she would leave.
Weeks would go by sometimes with just a kiss and then she would walk in and start stripping before the door was closed. Twice she arrived with the butt plug already in her ass and ask me to fuck her slut ass again. I smacked her ass to a bright cherry red as I fucked it, calling her a cheap slut.
Anna came with some bondage gear. I tied her to the bed, stuffed a ball gag in her mouth and proceeded to abuse every part of her body with a paddle she brought. I made her cum by paddling her pussy. The handle of the paddle was shaped like a cock and I used it to abuse her cunt and mouth, calling her a two cock whore as I fucked her ass and was she sucking on the paddle.
It was two weeks after the bondage night and six months after she recited the Slowdive lyrics that Anna arrived at my door crying. She came flying into my arms before the door closed.
"David knows Andrew, he knows all about us, he's filing for divorce."
David was Anna's husband and that was why she tried to stop seeing me months earlier.
"He's got pictures of us together and a video of the day we played that bondage game."
"How did he get a video of my bedroom, that's a violation of privacy."
"I think he used a drone maybe."
"Let's sit Anna and figure out what we're going to need here."
"Will you stand by me Andrew?"
"Of course I'll stand by you Anna, I love you. Do you have a lawyer in mind? I have a friend who recently got divorced, his wife's lawyer was a shark. I'll get her number if you want."
"Andrew, I'm so confused, my mind is going in a thousand different directions. Can you make the decisions for us, I just can't. I always knew we might end up here but now I am in shock. Do what you think is best."
I called my friend who gave me the number for his ex-wife's lawyer. It was after hours when I called so I left a voice mail. Anna said her husband had all her clothes packed when she got home and they were in her car. I started dragging them upstairs. She had a lot of clothes, more clothes than there was room for. I had a small room I used as a home office. It became a storage closet.
"Let's go out to dinner Anna."