Middle Aged Male Sex Chronicles Ch. 01

These are the tales of my journey from an unhappily married man to a very sexually active single/divorced man. These stories are based on true events and relationships, although the quotes may not be verbatim, and all events are generally stated as best as I can recall, with some embellishment or artistic license as needed, especially considering I am writing this 20 years after the events of the first story. But the substance of each story is true.
Everyone was over 18 and everything was consensual. Names and places have been changed or "hidden" to protect identities and privacy.
Part 1 - Linda
Chapter 1
Years ago when I was still married, my then-wife, Kim, and I employed a series of smokin' hot babysitters. Our friends would always make comments to me (in private of course) about how I must be in charge of hiring the "help", but in reality it was Kim that always interviewed and selected the babysitters. Believe me, I never complained.
We were in our mid-30's when we started having kids. We only had two, so when our youngest was born, I was about 38. Kim decided to go back to work when the little one was about 1, and this changed my life forever in many ways.
First of all, going back to work, and working a lot of hours in a new job she loved, made her very tired at night, and with 2 little kids, there was less time for us to be intimate. We became impatient with each other - me wanting more sex, and her wanting me to leave her alone. You all know the drill.
After a few months of juggling the after daycare routine without help, we decided to look for help with the kids after daycare/preschool, so we could both work full days. I hated it, because being somewhat of a traditionalist, I would have preferred that we raise our kids without daycare or extensive help, but Kim wanted to work, and the extra money sure was nice.
Insert Linda. A graduate of the local Christian college, Linda was about 26 and sure didn't fit the mold of the usual graduates from that school. Long, tanned legs, a tattoo on her calf, long blond hair. Kind of a Barbi doll, standing I'd guess around 5'10." Super nice, to be sure, but a naughty side just beneath the surface that I immediately picked up on - experience from my younger days.
Linda started with us in the early fall. She'd get the kids from pre-school by 3:30 ish, get them cleaned up, play with them, start dinner etc., until we got home. She would be at the house most days until about 5:30 or 6. Sometimes I might get home early, often an hour early, which gave me and Linda a chance to talk while the kids were watching TV or doing whatever kids do at that age. They were always close by, still pretty young, but we had some privacy to talk. We flirted slightly, as I found out more about her.
Her father and mother Çankaya Escort married young and were still happily married. She lived at home, worked as a waitress in the evenings, sometimes at lunch, and worked for us in the afternoon. Nothing unusual or out of line with her upbringing or family life, just a nice, normal young lady trying to find her way.
We got along well. Sometimes she was still at the house with me when Kim got home, and Kim would always have a snide comment about me in front of Linda, and it did not go unnoticed.
One day Linda commented to me "It seems like Kim is not happy about something."
I replied, "She's not happy about anything."
Linda laughed and said something like, "Well that can't make for a happy marriage."
I took a chance and said, "Yeah, and not for a happy sex life either."
She chuckled and blushed a bit and said, "Sorry to hear that."
At the Christian college Linda graduated from, everyone there believed that you should wait for marriage to have intercourse. That explained why so many of them got married right after graduation. Over the first month she worked for us, as our conversations became more and more personal, I learned that she had a high school boyfriend with whom she had had sex, but her boyfriend at college wouldn't have sex with her until they were married. As she approached graduation, she found out that her boyfriend had been fucking his high school girlfriend, which, she said, explained why he never really pressured her into sex.
I asked, "Didn't you guys do anything?"
She paused for a second, and said, "Well, let me put it this way, I'm really good at giving blowjobs."
Now it was me who blushed.
Fast forward about 2 weeks - that comment had been on my mind (and in my pants) since she made it, and I was anxious to see where I might be able to take it. Sex with Kim had dwindled to pity sex every couple weeks, without any oral to speak of, so it was starting to become a mini- obsession. I love oral, giving and receiving, so I was living in a fantasy over Linda's mouth since that comment.
One day Linda was supposed to take the kids to a friend's birthday party at like Chucky Cheese or whatever, and meet Kim there, but I secretly arranged for another parent to take the kids instead of Linda taking them.
I got home early and began my usual chat with Linda, who then said, "Well, I guess we better get going."
I said, "Oh, I guess I forgot to tell you, Mrs. Smith is taking the kids to the party."
Just about that time the bell rang, and the kids said their goodbyes and off they went, with me telling them their mom would meet them there.
I knew I would be alone for the next 2 or 3 hours, so I invited Linda to stay Cebeci Escort and have a glass of wine. She accepted, and now the ball was in my court. Linda wasn't exactly shy, and like I said I could tell she had a bit of a naughty steak (which she confirmed with the BJ comment), but taking it to the next level would be delicate.
After a few minutes of friendly chit chat, I asked her, "So, I'm curious, with your last boyfriend, you said you took care of him, but did he ever take care of you?"
She looked confused for a second, then blushed with understanding.
Looking away, she admitted, "Not really, no. Occasionally, but honestly, he didn't seem to like that, and it showed. He wasn't good at it."
I said, "Well that's too bad, stuff like that should work both ways."
She paused, then asked, "Does it work both ways with Kim?"
I said, "It used to work mostly one way, me giving to her, with an occasional pity blowjob, but even that has really stopped. In fact, you couldn't even call it a blow job, she never did it to completion, if you know what I mean."
She looked at me wide-eyed, like it never dawned on her that oral sex could be used only as foreplay.
She stammered and said, "You mean, she never, in her mouth, like, swallowed it?"
Now I was getting bold, loving where this might be going. I replied, "Never once. In fact, the one time she took me 'all the way' (I used air quotes) early in our marriage, she made me tell her when I was going to come, and then she just let it shoot all over the place. She was kind of grossed out by the whole thing and hasn't done it since. She hates the, you know, 'end product.'" (air quotes again).
After a brief silence she said "That's too bad. I find the whole thing hot, and I love it, especially the 'end product.'"
Now it was time to be even bolder. My first boss once told me, sometimes if you want
someone's business, you just have to ask for it instead of beating around the bush.
So I looked at her and said, "Would you do it to me?"
Even though she knew what I meant, she played the game, asking, "Do what?"
She was going to make me say it.
"Give me a blow job, and swallow my cum, right here, right now," I said.
We were sitting across from each other in a little sitting room off of the kitchen. Linda put her glass down, took 3 steps over to me, and dropped to her knees in front of me.
She whispered to herself, "It's been so long" and reached for my belt.
I had kicked off my shoes, I was in my dress slacks, which she easily unzipped and slid down over my feet. She rubbed her hand over the bulge in my underwear, and said, "Oh my."
Now, I don't know if I have a big dick or not. Every girl I had ever been with Çukurambar Escort talked about how big it was, but they all say that, don't they? Gotta feed our fragile male egos. So I always assumed I was average or so, maybe a bit bigger than guys in homemade porn, but no porn star.
But when this girl pulled my underwear down and saw my cock stand up as hard as it's ever been, the look in her eyes was pure lust, wonder, hunger and disbelief. She had told me that in addition to her college and high school boyfriends, she'd jerked off one other guy in high school a couple times, so she'd only ever seen three dicks before.
But she looked at my dick hungrily and said, "I've never seen anything so big!"
Again, maybe she was playing to my ego, but at that age and relative innocence, I didn't think so. Hell, I thought, maybe I DO have a big dick!! At least bigger than the three other losers she's had.
That swell of pride was forgotten as she leaned forward and slowly ran her tongue over the head of my cock. She looked me in the eyes as she ran her pursed lips up and down the front of my shaft, and returned to the head to lick away the precum. This girl WAS good!
I grabbed my shaft and started to stroke myself a little, which fascinated her, probably a first for her to watch a guy stroke himself.
I said, "Lick my balls," and she eagerly dropped her mouth to my sack and swirled her tongue around my balls, sucking each one gently into her mouth. After a minute of this, I grabbed her by the hair (gently at first) and moved her mouth back to my cock and worked the head between her lips. Then I pushed her head down slowly onto my cock, and let her take over from there.
Pure heaven!
She took me about half way down and used her hand to perfection in sync with her mouth and tongue. Up and down, alternating between eye contact and looking at my cock, and I could feel myself reaching the boiling point.
I decided not to tell her when I was going to come, but instead just let it happen. I grabbed her head and held her still, firm but light enough that she could pull away if she wanted to, but she didn't. She kept her head still and eagerly swallowed my load, which must have been a monster.
Typically my loads consist of about 5 or 6 hard shots, then a few smaller shots, then dribble for a couple seconds, so my cumshots are not for the faint of heart. Probably a good 3 or 4 tablespoons, more if I've been holding it for a week or more.
She kept her mouth on my cock until she was sure I was done, then she sat back on her haunches and said, "That was awesome!"
I could barely speak, it was the best blowjob I had gotten in at least 10 years, probably longer, and maybe the best I had ever had.
I stammered something stupid like, "You're telling me," and pulled my clothes back on.
She sat back down, finished her wine, looked at her phone and said, "I better get going, working an evening shift tonight."
She grabbed her purse, leaned over and gave me a quick peck while I sat there with my mouth hanging open, opened the door and said, "See you tomorrow."
End Chapter 1