When I was a senior in high school, I used to babysit a little girl every Friday, so her parents could have a date night. The couple was in their 40s, and both were quite attractive. The wife was always nice and polite, but I felt like the husband, Steve, was always kind of flirting with me.
I was young (barely 17) and shy, and always got a bit flustered at his attention. I remember one time he said, “I bet you’re a real social butterfly,” and I just giggled a bit because I wasn’t really sure what he meant by that. He was always asking if I had a boyfriend and saying how I probably drive the boys crazy.
I was quiet and bookish and definitely not the party girl he seemed to think I was! I still don’t know what gave him that idea. Maybe it was because I had big boobs, which I know he liked, because he seemed very interested in staring at them when he talked to me.
It was always a very easy babysitting job. The little girl would go to bed pretty soon after they left, and then I would watch movies.
One Friday, they were going to a party just a few houses away. Steve winked at me as they left, saying, “We’ll be just a few houses over if you need me for anything.”
I blushed and said, “Thanks, I should be fine. Just going to watch movies like usual.”
After they left, I did my usual babysitting thing- made the little girl dinner, tucked her in bed, and sat down on the couch for movie time.
As I rummaged through the collection of Disney films looking for something new to watch, I ran across a title I hadn’t seen before. It was called 9 ½ Weeks, and the cover on the video looked pretty steamy, so of course I was immediately interested. (This was in the 80s, so it was a VHS tape.)
I was very inexperienced and curious, and this movie blew my mind. I was getting increasingly turned on as things got more and more sexual in the movie.
My hand started wandering, and by the time the woman on screen was crawling on her hands and knees being spanked, I was rubbing my clit pretty hard and fast.
I was concentrating so hard on that, that I didn’t hear the open behind me, and only looked up when I heard a voice say, “What have we here? I see you found a movie you must really like.”
I froze!
Steve was standing behind the couch, right behind me, smiling while looking at me frozen with my hand in my pants while the woman on screen moaned while getting spanked.
I watched Steve as he slowly walked in front of the couch, looking me in the eye the whole time.
“Barb forgot her coat, and I offered to walk over and get it for her,” he explained.
“You know you’re not supposed to be doing that while babysitting,” Steve said with a naughty smile on his face. “I’m going to have to punish you if you want to keep this job.”
“What do you mean? I really like this job, sir. Please don’t tell my mom you caught me watching dirty movies! I’ll do whatever you want!” I mumbled the words before I realized that they might be taken as permission to really do whatever he wanted.
Steve sat on the couch next to me and patted his lap. “Lay yourself over my lap. I’m going to spank you since you seemed to like it so much in the movie you were watching.”
My face immediately went red. I was wearing a short little skirt and was pretty sure my thong underwear was going to show if I was lying over his lap. I was also pretty sure it was already wet and getting more soaked by the minute.
But I was going to be a good girl and do as I was told. I really liked the easy job and the extra gas money.
I crawled on the couch and lay facedown, with my butt lifted a little in the air. I felt him lift my skirt and fold it over my back, and then with no warning, a quick SMACK!
I yelped out in pain, but it didn’t really hurt that bad. In fact, it felt pretty good.
“Do you promise to be a good girl next time you babysit?” Steve asked as he continued to smack my ass.
“Yes! Yes!” I yelped as he alternately rubbed and smacked my cheeks.
I noticed as he smacked, he worked his fingers a little lower, so they kept touching my clit and sending little zings of pleasure through my body. I also noticed a big lump forming in his pants, right below where my chest was lying.
“I’m sure you can feel how this is making me react,” Steve said with a huskiness in his voice I hadn’t heard before. “You know I can’t go back to the party like this. Everyone will know we were up to something.”
The bulge was getting very obvious, making me wonder just how big he was under those pants.
I had never seen a dick in person yet. Only on porn videos I had found while babysitting. But I knew I was about to get up close and personal with this one.
“Wh…what should I do?” I asked, nervousness and desire making me stammer a bit. I had no idea what to do next.
“Have you ever sucked on a man…intimately?” Steve asked, trying to be polite about his phrasing and not scare me off, I guess.
“No, but I’m willing to try if that’s what you need. Just tell me what to do,” I said with eagerness in my voice. That was all he needed to move forward.
“Just put it in your mouth and suck. It’s very easy. I bet you’ll be a natural. You have beautiful lips,” Steve said as he unzipped his pants and his huge member came popping out, standing at attention.
So, I opened my mouth, and he slipped in while grabbing the hair on the back of my head. He used that hold to slowly guide me back and forth as he pumped deeper into my mouth.
I couldn’t believe I was doing this! Steve sounded like he liked it, from the groaning noises he was making as he pumped faster.
“Keep sucking just like that. And you’ll need to swallow it all, because we don’t want to leave a mess on the couch for anyone to see. When I tell you I’m coming, just open your mouth and look at me.”
As he pumped my mouth with one hand on the back of my head, his other hand wandered down the neck of my shirt to pinch my nipples.
“I’ve been wanting to touch these since the first time you came over, wearing one of your sexy little tank tops,” Steve practically whispered as he fondled each nipple before working his way back down to my ass and let his hands wander over every part of me before settling on my very sensitive clit and working it with expert precision.
He really knew what he was doing, and I was about to explode. I had given myself plenty of orgasms, but this was the first time somebody else was doing it to me.
When he nudged my thong aside and plunged a finger into my very wet pussy, I whimpered in pain a little at the invasion. It felt like a little pinch, but then it started feeling better the more he rubbed and pumped his fingers.
When he added a second finger, I whimpered that time in pleasure. When he started teasing my butt with his thumb, and put just the tip in, I lost it and exploded into an orgasm like I’ve never felt before.
“Now it’s my turn. I didn't know you were going to like that trick with my thumb so much. I'll remember that one. Now open your mouth, dirty girl,” he commanded, looking extremely pleased with himself.
I looked up at him as he started jacking off his dick right in front of my wide open mouth, making sure every drop went in. “Now swallow it all like a good girl,” he said as he worked the last drops onto my tongue.
Then when he was done, he told me I needed to lick every last drop off him, so his wife wouldn’t be suspicious.
I went to work, licking and sucking off all his salty cum, making sure no evidence was left behind.
“Whoah!” he cautioned. “If you keep that up, I’m going to get hard again and can’t go back to the party!”
I giggled and gave him one last big lick and then licked my lips as I sat up.
“So, I still have a job?” I asked.
“Oh yes,” Steve enthusiastically replied. “In fact, you’ve earned yourself a pretty good tip. And if you want to make extra money, I’m sure I can think of more "jobs" for you to do while you are here. Would you like that?”
I pretended to think it over before replying, “Yes, I’d be happy to do other jobs for you while I’m here. As long as your wife doesn’t mind.”
“Oh, don’t worry about her,” Steve said with a grin. “She’s going to be out of town for work a lot this year. I’m sure I can keep you busy. Why don’t you come back next week?”
“I’d be happy to,” I said with a flirty smile.
Suddenly Steve looked very serious when he replied, “That’s great, I’ll see you Wednesday at 6PM. Oh…and whatever you do, I better not catch you watching the movies I have hidden in my dresser. Those are very explicit. If I catch you watching those, the punishment will equal whatever is on the screen, and you may not be ready for that.”
Of course, I said “OK,” and then filed that info away for next week, when I was definitely going to be digging around in his dresser hunting for those dirty videos.
-Story to be continued…
