Part 5: The Babysitter Becomes Date Night Dessert

"When the wife finds out what the babysitter's been doing, she isn't mad. She just wants her husband to share."

Font Size

When I arrived at my weekly babysitting job, Steve’s wife, Barbara, greeted me at the door wearing a gorgeous black dress that hugged her athletic body. Her long blond hair was styled in an elegant updo.

 

I could smell her perfume when I walked in, and recognized the dark, seductive scent of Poison by Dior. I figured they must be headed somewhere fancy for date night tonight.

 

Barbara smiled at me as Steve yelled from the living room, “Hi, Raven! I just have to grab my coat before we go!” and ran upstairs.

 

As soon as Steve was gone, Barbara turned to me with a sly look and quietly said, “Raven, you know people in the neighborhood have been talking…”

 

“Talking…about what?” I asked as innocently as possible, hoping she couldn’t hear my heart hammering in my chest.

 

“Welll, it seems all the guys had a REALLY good time at poker night last week. I heard you were an excellent waitress. Very attentive to their needs,” she said as she looked me up and down, like she was looking for evidence of how attentive I might have been.

 

“Oh, I just brought them beer and pretzels when they needed it,” I said in an unconvincing, wavering voice, looking everywhere but in her eyes.

 

“That’s all you brought them? Really? Well, there’s a rumor that it was a little bit more than that,” Barbara said with a bit of a haughty tone, narrowing her eyes as she looked down at me.

 

She was wearing black stiletto heels that made her a good few inches taller than usual. Her dress had a slit nearly to her waist, revealing a hint of sheer black thigh-high stockings. The heels made her long, toned legs look even longer.

 

“I…I don’t know what you heard. Everybody had a nice time. I was just helping out,” I said, twisting my hands nervously in front of me. Where was Steve with that coat?

 

Barbara let out an exasperated sigh, “Do I just have to come out and say it? Did you really give my husband a blowjob under the table? And let Mike and Brian fuck you in front of everyone?”

 

Her eyes were boring into me, and I wanted to melt into the floor and disappear rather than answer her question.

I really didn’t think about this getting out. I thought the guys wouldn’t want their wives to know and would keep their mouths shut.

 

“I, um…I, uh…,” I couldn’t get the words out.

 

“Oh, Raven, don’t look so scared,” she tipped her head back and laughed at my expense. “I’m not mad. Steve and I do a little sharing here and there. And he admitted that he’d been having some fun with you. I was just upset that I was never invited.”

 

As she said this, she moved my hair off my shoulder and lightly ran her long red nails down my chest. I involuntarily shivered as she deliberately brushed over my nipple.

 

“Thank you, Mrs. H. You’re such a beautiful woman. Your family has always been so good to me. I really love this babysitting job, and I wouldn’t want to jeopardize it in any way,” I was nervous and babbling and a little shocked at the turn of the conversation.

 

I tried not to stare at the dress’s opening at the top, giving me a tantalizing peek of her black lace lingerie and stockings.

 

“Oh well, thank you,” she said with a warm smile while still leaving her hand on my arm. “A woman my age always enjoys hearing that she’s beautiful from someone as young and hot as you. Tell me, have you ever been with a girl?”

 

As she already knew I’d had some adventurous sexual exploits, I figured I might as well be honest with her.

 

“Yes, last summer I did some, well, I guess you might call it ‘exploring’ with my friend Megan. I spent a couple of weeks with her family in Texas. It was a small town, and there wasn’t much else to do…Ha-ha,” I tried to make a joke out of my lack of experience.

 

“And did you learn a lot that summer?” she asked, and appeared to perk up at my admission of experimenting with a girl.

 

“We learned how to make each other happy,” I said vaguely, letting her imagine what I might mean by that. Her smile grew sexier by the minute.

 

“I love how open-minded you are, Raven. I don’t mean to overstep any bounds, but I’m a little jealous that Steve has gotten to enjoy you and I haven’t. I also learned from Steve that you’re willing to do some things for him that I don’t enjoy. I was thinking maybe if you joined us one evening, we could all get the kind of pleasure we desire.”

 

My mouth hung open in shock as what she was saying sank in. Barbara wanted me to join her and Steve! Oh my God! Was I ready for that? I was getting incredibly excited just thinking of the possibilities.

 

“Why don’t you check in Steve’s secret stash and pick out a good movie for tonight? I know you know where he keeps them,” she said with a sexy wink.

“Maybe one that will give you some good ideas for later. We’re going to a party, and I know we’ll come back in the mood to have some more fun. And it’s the kind I think you might really enjoy.”

 

My brain was going about a thousand miles a minute thinking about what she meant by “fun,” but I managed to say, “OK, yes. I like having fun!” enthusiastically nodding my head.

 

“Oh, I know you do,” she said with a squeeze of my arm. We both looked up when we heard Steve coming back down the stairs.

 

“Everything good, Barb?” Steve said as he returned with his coat. He looked at both of us and smiled in a way that I instantly knew he had left the room on purpose so Barbara could talk to me.

 

“More than good,” Barbara said. “Let’s go get this party over with quickly, honey. I think the party at home is going to be much better tonight.” She licked her lips as she said this, looking from Steve to me and back again.

 

I heard Steve say, “I can’t wait,” as they headed out the door.

 

The After-Party

As the door shut, I stood there for a minute trying to process what had just happened. It was going to be so hard to get through a whole night of babysitting!

 

Just thinking about getting with both of them at the same time was making me so hot that all I wanted to do was sneak off somewhere and get myself off.

 

When their daughter, Carly, was safely asleep, I went into their room to pick out a movie, as Barbara suggested. I dug through them until I found one called Double Trouble, with two gorgeous women on the front.

 

I had only gotten about halfway through the video when I heard keys jiggling in the door. By that point, I had watched enough to learn that “double trouble” was referring to more than just two women. It also appeared to reference being penetrated by two men at the same time.

 

I could barely tear my eyes away from the screen as I watched the woman straddle and lower herself down onto one man, while the other one pushed into her ass from behind.

 

The other woman from the movie cover was kissing her passionately while both men relentlessly pumped in and out of both holes. She looked like she was in ecstasy. I couldn’t help but wonder how that would feel.

 

“Oh, Raven, you naughty girl.” I heard a female voice behind me, shocking me enough to turn my head away from the scene.

 

“I’d be happy to make that fantasy come true,” she heard Steve say with a laugh.

 

“I picked it out because of the two beautiful women on the cover!” I said a little too loudly, trying to hide my embarrassment and explain my movie choice.

 

“Oh, you don’t have to explain it to us! A lot of Steve’s videos have that kind of thing in them. Let’s file that away for another time. Why don’t you join us in the bedroom?” Barbara asked me as she hung up her coat and walked through the bedroom door. I noticed she left her high heels on.

 

I nervously followed them into the bedroom. Steve and I had never fooled around in there. It always felt off-limits because it was their private space.

 

I could tell they were a little drunk and giggly from the party. I was wishing I’d have thought to have a little of Barbara’s chardonnay to loosen me up. But there was no turning back now.

 

I wasn’t sure where to start, so I just watched as Barbara began to peel off her dress to reveal lacey black lingerie underneath. I suddenly felt underdressed in my white cotton thong.

 

“Steve said he gave you that butt plug I didn’t want to try. Why don’t you turn around and show me?” Barbara asked, putting her hand on my hip.

 

It had become a regular thing for me to wear one of the butt plugs Steve had given me whenever I babysat. He wanted me ready for him later. I had nearly forgotten I was wearing it until she started pulling my little skirt down to my knees.

I meekly turned around and pulled my thong to the side, so she could see the purple jewel poking out of my bottom. I had worn the bigger one from last time, just in case.

 

“Well, I’m glad somebody got use of that,” she said with a laugh and reached out and gave it a little jiggle, sending the thrill of pleasure through me. “Why don’t we just leave that in for now? I think it looks pretty on you. But let’s get those clothes off.”

 

She started pulling my shirt up, and I suddenly felt a little shy as the top went over my head. Steve had usually left most of my clothes on. I hadn’t ever been fully naked in front of anyone yet.

 

I closed my eyes and let her strip me. I knew Steve was watching our every move.

 

“She is as delicious as you described,” Barbara said to Steve as she kneeled in front of me. I was the only one naked at this point and had to fight the urge to cover myself. Being totally bare felt different and more exposed than just pulling my top down or skirt up.

 

Barbara was still in her pretty lingerie and stockings, and Steve was fully dressed.

 

“I can’t wait to have a taste,” Barbara said, seconds before she grabbed me by my ass cheeks and shoved her face into my crotch. Her mouth was on my pussy, and her tongue was already going to work.

 

I moaned in pleasure and wondered when we could move to the bed, because I wasn’t sure how long I could take this standing up. She really knew what she was doing!

 

Having Barbara enthusiastically eating my pussy while Steve watched was incredibly sexy. I saw Steve’s pants growing a visible tent in front of him and wondered why he was still fully dressed, just watching us.

 

There was something really sexy about it, though, like we were putting on a private show just for him.

 

Barbara sat back on her heels and said, “It looks like Steve needs a little attention. Come over here, honey.”

Steve walked over, and Barbara pulled his zipper down. His dick sprang free, and all 10” of him bobbed in front of her face before she grabbed his cock at the base.

 

“I heard you were pretty good at blowjobs. Get down here and show me. I want to see what you can do.” Barbara said, guiding Steve’s dick to my mouth as soon as I kneeled down.

 

I sucked him slowly as she worked the base of his cock up and down. I saw her tip her head back between his legs, taking his balls into her mouth and gently sucking them, letting them go with an audible pop.

She definitely had more advanced moves than I did! I hadn’t even thought of trying that.

 

I looked up to see Steve watching us, and I smiled at him as I deliberately licked his slit at the very tip. I wiggled my tongue into it a little, tasting the saltiness of his excitement.

 

Barbara began sliding her lips down one side of his cock, and guided me to do the same on the other side. We did this in tandem, meeting at the top to kiss and lick the head of his cock before sliding back to the bottom again.

 

Steve was bucking against our mouths, getting ready to cum, when Barbara took him expertly into her mouth.

 

She pulled back to tell me, “I heard you like to swallow, but this first load is all mine.” And she swallowed every bit as he came, sucking the last bits out, leaving him holding onto the dresser for support.

 

She sat back, licking the cum off her luscious, full lips. “Now it’s time for you and me to have a little fun while Steve recovers. I hope you can give it as good as you can take it.”

 

She lay down on the bed, pulled off her lacy underwear, and spread her legs. I knew that it was my turn to go down on her. I didn’t have much experience, but I knew what made me feel good, so I started doing that to her.

 

I was impressed that she kept herself totally shaved, with a little landing strip at the top. Most of the girls I knew didn’t shave like that. It certainly made everything easy to access. I started wondering if I should try it myself.

 

I crawled on the bed and got down between her legs and started licking her slowly, the way she had done me. I could still smell her Poison perfume, even while my face was buried in her pussy. I would never be able to smell that perfume again without thinking of being between her legs.

 

I wiggled my naked ass in the air, trying to entice Steve to join us. It didn’t take long before Steve stopped watching and crawled onto the bed.

 

He gave his wife some attention first. Starting with a kiss and working his way down her neck to her breasts. They were smaller than mine, maybe a B cup, but beautifully shaped with prominent nipples just begging to be sucked.

 

Steve lavished attention on her breasts, slowly, sucking each nipple and then working his way down her stomach, getting closer to where I was.

When he got down to my face, I looked up, and he licked his wife’s juices off my lips before sucking my bottom lip into his mouth.

 

He then stood up and walked to the end of the bed. My legs were spread, and my pussy was wet and open, waiting for him to fill it.  

He gave the butt plug a little playful twist before pulling it out.

 

“I want both these beautiful holes open and ready for me,” he said as he tossed the butt plug aside and grabbed the lube, setting it close by for later.

 

I felt him sliding his dick up and down my pussy, coating himself in my wetness, before sliding in deep. He started fucking me while I was still busy licking Barbara’s clit as she ground herself into my face.

Steve started hitting all the right spots, and I hoped his wife would cum before my orgasm started building and I forgot what I was doing.

 

I felt her legs begin to tremble, and I knew she was close as Steve pounded me from behind. She finally let loose and came all over my face with a gush, as Steve sent me over the edge, and I collapsed onto Barbara as I came.

Steve was still pumping into me, but slowed his pace, knowing he had gotten me there. I knew he was saving his own release for something else.

 

“You really are a natural at that, Raven,” Barbara said. “And that was pretty hot, but you know what I think would be even hotter?”

 

Having no clue and still a little giddy from my orgasm, I shook my head and waited for her to tell me.

 

“What I would really like is to watch my husband fuck that tight little ass of yours. I heard you can take his whole cock all the way in.”

 

I was lying on my stomach, and she moved from my front to my side. I saw her grab the lube. She started squirting a big glob onto her fingers as she continued.

 

“I know what kind of movies he likes. I want to see if you’re giving him what he’s been wanting for years. I was never a big fan of anal, but I’m more than happy to watch,” she explained as she reached her fingers into my crack and started rubbing my asshole. I tried to relax as I felt her probing, lubing me up for her husband to use.

 

She bent down to kiss me as she worked one finger after another into my asshole. After she managed to get in three fingers and stretch my tight little entrance to her satisfaction, she told me, “Now put that ass back up in the air and let me see that pretty little pucker in action.”

 

“Yes, Ma’am!” I said as I turned around and dipped my chest low, sticking my ass out and offering it up to both of them.

 

Steve wasted no time, knowing Barbara had prepped me well, and he plunged into my ass in one swift motion. He wasn’t being gentle or slow this time, and the whole thing was incredibly hot. I wanted him to show his wife how much he loved fucking me in the ass.

 

He quickened his pace, and I started pushing back with each thrust, making sure she could see it going all the way in and bottoming out. I even ground my ass against him with his cock buried deep inside me, while biting my lip and looking right at Barbara as I did it.

 

“I think I’m going to need a closer look,” Barbara said as she scooted her head beneath us, where she could have a better view. When her tongue reached out and licked my clit, I nearly came immediately.  

 

“Oh, you like that, don’t you, you little vixen,” she said and started licking even more.

 

Steve started pounding harder and faster, spanking my ass at the same time. I was hoping he would cum in my ass for Barbara to see, but he suddenly pulled out and told us to turn around.

 

He was rubbing his dick with his hand, and Barbara already seemed to know what was coming.

 

“Open your mouths,” Steve commanded, as we both kneeled in front of him. He was rapidly jerking himself off and came in a giant spurt across my breasts and in my mouth. Then he turned to Barbara and did the same. He went back and forth until he had nothing left, and we were covered in his cum.

 

Steve reached out and gently pressed our faces together, encouraging us to kiss. Barbara didn’t hesitate and put her tongue deep in my mouth, sharing Steve’s cum with me.

As we kissed, our breasts slicked together, sliding against each other. We were an absolute mess of lust, and I was loving it.

 

“You really are the best babysitter,” Barbara said as she pulled back. “We’re going to have to get you cleaned up before you go home, though we don’t want your mom knowing anything about this!”

 

She directed me to their big, beautiful bathroom and then slipped into the shower with me. “I’d love to help you get good and clean before you go home.”

 

I heard Steve laugh in the bedroom. He knew his wife wanted me all to herself for a bit, and he didn’t mind.

 

In the shower, Barbara used the detachable shower head to make sure every bit of me was squeaky clean and attended to.

She was insatiable. I didn’t think I had any orgasms left in me by the time we got out of the shower.

 

As I got ready to leave, Steve stopped me, “Have you given any thought to what you were watching when we came in?”

 

By that time, I had forgotten all about Double Trouble and Steve’s offer to make that a reality.

 

“I know I wouldn’t have a problem finding a willing partner. Brian actually already asked about it, after the fun he had with you at Poker Night.”

 

I thought about Brian’s huge dick and wondered how anything else would fit in at the same time. And the more I thought about it, the more I wanted to try it.

 

 “Well, I’m leaving for school next month, and I’ve enjoyed all your ‘lessons’ so far, I said cautiously. “Will Mrs. H be with us?” I asked, hoping to enjoy her beautiful body and talented tongue again.

 

“No, she will be out of town. I’ll be giving Brian a ride to game night at Mike’s next week. I can bring him home with me afterwards, if you want to have a little fun.”

 

I was a little disappointed Barbara would be gone, but still excited at the thought of two men and all their attention just on me.

 

“OK, tell him I’m in. I’m sure you can both give me enough attention with just the two of you.”

 

“Oh, we intend to give attention to every single part of you,” Steve said as he pulled me in for a goodbye kiss instead of the usual hug. I guess since his wife knew, he didn’t have to worry about being seen.

 

“Can’t wait until next week! Now you get home, tell your mom we said hi. Make sure she knows how much we LOVE having you babysit.”

 

I drove home, my mind busy trying to make up a good excuse for why my hair was wet, and wondering what it was going to feel like to be filled with Steve and Brian at the same time.  

 

To be continued…

Published 2 hours ago

Leave a Comment