Introduction: Two single mothers try out new living arrangements.
Read and enjoy..
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When Karen first started working with us, I didn’t give her that much attention. She was quite a bit older than me, almost 30, and rather plain. She had a kid and a live-in boyfriend. Not exactly what a guy 2 years out of college, and fresh out of his first serious relationship would consider part of the talent pool.
Most of the 20 or so people in the office were older than I was, and they were often eager for news of my dating life; seemed like the whole lot of them lived vicariously through me. They were certainly full of advice, most of which I blissfully ignored. I’m sure I kept them entertained with my shenanigans. I may not have been the world’s most successful Romeo, but it was certainly not for lack of trying. And I did have my successes.
When Karen was tasked to work with me on a new small project, things started to slowly change. The only other person on this project was Brenda, a thirtyish chubby married brunette who was a bit of a prude. Karen would grill me on my dating, and would talk openly of sex. Brenda would act offended, but always managed to stay close and soak up the conversation. There was some friction between the two of them, both being new, and I think Karen went a little overboard just to bug Brenda. Our discussions got more and more overtly sexual and even included some minor office grab-ass.
One thing lead to another, and soon I had Karen giving me hand-jobs in the closet at work, after hours, and on the way back to the office from lunch. She wouldn’t do anymore, she said, since she was living with a guy. Our conversations were very personal and she had confessed to me almost every detail of her life. She lived with the guy for convenience. She rented a small townhouse she could barely afford. With him as a roommate, she had a little extra cash. She couldn’t really rent out the only other bedroom, since that was her 6-year-old kid’s room. She was usually strapped for cash, and didn’t enjoy our work that much, but it paid the bills.
Her sex life was less than fulfilling. She wasn’t a big fan of oral sex – she sort of doled it out to her live-in as a reward for good behavior. She was getting laid about once a week, and doing the oral about once a month. The more we talked about it and how much her boyfriend loved it, and would jump through hoops for it, the more I was convinced I had to move past the hand stage, and into a more intimate sexual relationship. I thought I should have a fairly decent chance since she clearly didn’t love this guy, she basically paid him in sex to be her roommate and share the bills. I don’t know what it was about this skinny, bigmouth, dirty-blonde but something certainly pressed my buttons.
Over a period of several weeks, I had been hounding her to get more intimate. I kept describing to her how badly I wanted to go down on her, figuring if I could get her pants off, there was a decent chance of reciprocation.
“You know Karen, we could head to my place for a break. I would love to make you squirm on the end of my tongue,” I was teasing her one evening around 7:00pm. She stayed late at work once a week, every Wednesday, since it was the only chance she had to get caught up. Craig, her live-in picked up the kid and watched her on those nights. You can bet I stayed late Wednesdays.
“God, Jack – don’t say that around here – anyone could hear you,” she admonished me.
I took her hand and placed it on my ever-present hard-on. “I get so hard, just thinking of licking your pink.”
“Jack, God! You are so bad. You know I won’t do that. You know I’m in a relationship.”
“And you’re telling me you don’t want to trade up?” I told her. I’m not sure why I said that. I wasn’t really looking for a relationship with her. I just wanted in her pants. I was actively dating other women, and she knew it. In detail.
“You don’t want an old woman with a kid – you’re just horny.” She was squeezing my cock through my pants, which was a good indicator. With the place virtually empty, I knew I’d be getting my hand-job soon.
“You always make me horny,” I responded.
I stood up and drew her after me, down the hall, to a small utility room. She came along reluctantly, offering some minimal resistance. It was all part of the game; this had basically become a ritual for us.
She entered the room behind me, and I opened my pants. My dick flopped out, hard and ready. She sat on a 10-gallon bucket, and started beating me off.
“You have such a pretty mouth…” I started.
“No. You know this is all you’re getting, now lean back and enjoy.” We went through this all the time.
Karen normally talked incessantly. This was an odd occasion. She was mostly silent, while she slowly worked her hand up and down my cock. After a few minutes of her quietly stroking my dick, she broke the silence.
“Are you still working on buying that house over on Preston?” she asked me, as she worked her hand back and forth. It usually took her several minutes, and she would change hands several times. She had recently taken to letting me play with her breasts while she worked me, in order to speed things up I figured.
I opened her shirt, and slipped my hand in her bra. Her nipple was hard as usual. She might fight the game, but she seemed to enjoy it. She just had her own little rules.
“Yeah, but the house won’t appraise, it’s in such bad shape. The lot is great and the foundation and frame is good, but it’s only livable on about half the main floor, and pretty much not at all on the top floor. I need to come up with about 8K more to get in it.” My hips were thrusting in time to her stroking, and I was feeling pretty good.
“You’ve got the money, just do it.” She was in a pensive mode tonight. She often teased my about my relationships while whacking me off, tonight she was a little distracted.
She seemed to think I was loaded. I was an engineer, and she was a graphic designer. I made easily double her money, but it still didn’t go that far. If I hadn’t received a sizable bonus for completing a pretty tough project ahead of schedule, I wouldn’t even be thinking of buying my own place.
“Yeah but I need the cash to fix the place up. You’ve seen it. It needs a lot of repairs. At least the kitchen is new. On just my salary, I won’t have much cash left over to do all the work it needs.”