Last week, after babysitting, Steve sent me home with a new gift: beads and a butt plug with a pretty purple jewel, along with instructions to practice using both. I was more than happy fulfill that request.
He also had offered me the chance to make extra money if I stayed a little later and helped out at his game night the next week.
I had flashed my boobs at them last week, and he seemed to be suggesting that some of the guys might want a bit more. I wasn’t sure exactly how much more, but I figured they were neighborhood dads; it couldn’t be too extreme. Could it?
I mean, I already let Steve take me in the ass last week, and I enjoyed every moment of it. Why not see where this goes? The idea of what they might want to do was a little scary, but thrilling at the same time.
Steve had instructed me to bring my beads and wear the new purple plug. It was larger than the pink one, and he had mentioned it would help me prepare for Brian, who was bigger than I had experienced so far.
Brian was a bit older than Steve, and handsome with just a touch of silver in his hair and beard. The thought of getting to fool around with him was exciting me.
I was having wicked thoughts about Brian as I lubed up the plug and slid it into place between my cheeks. I immediately got so turned on that I almost made myself late trying to get off before I left.
I finally got in the car and headed to Steve’s, feeling the pressure of the plug with every bump on the road.
They always had game night at his house when Steve’s wife was out of town. They often got a bit rowdy, drinking, smoking and usually had a raunchy movie on in the background.
Things were just getting started when I arrived. It looked like they were playing poker this week. Steve’s daughter was still up, so they didn’t have their movie on yet, but I was guessing it was going to be porn again. Steve said it was just a “guy thing.”
“Raven, you look lovely as always!” Steve beamed a big smile as he led me into the living room. “You remember Mike, Brian, Carl, and Josh from last week. The same bunch is back again, and we’re looking forward to you being able to stay a bit later tonight, right guys?”
The guys all looked at me and smiled kindly, except Brian, who looked like he was ready to eat me up. A little thrill went through me at the thought of that.
“Hi guys! Good to see you. I’ll be down in a bit after Carly gets to bed!” I said as I walked past them and ran up the stairs before they could see how nervous I was.
By the time I got back downstairs, the poker game was in full swing, with cards and chips everywhere. They had a movie on with the sound down. I could understand why when I saw what was happening on the screen with a woman and three men.
Watching it was turning me on, but I hoped they weren’t thinking of trying anything that crazy. I wasn’t sure I was ready for that much action at once!
They gave me a warm welcome of claps and whistles when I walked over to the table. I knew they’d want me to refill their drinks and snacks like I’d done last week, so I bent over to grab the bowl of pretzels, and I immediately felt a hand on my butt under my short little skirt.
I quickly stood up and turned toward Carl, whose usually kind smile looked a bit more lecherous than friendly this time.
“What are you hiding under your skirt there, Miss Raven?” Carl asked as his hand crept closer to the jeweled plug nestled in my asshole. “We hear Steve gave you a little present.”
I started blushing furiously. I wasn’t sure if Steve had told them or if he’d seen it last week when I did a little spin, and my skirt flew up. Either way, I thought it was our little secret. I started to wonder how many people in the neighborhood knew.
“Oh, it’s nothing,” I stammered. “Just a little gift from Steve. Looks like you guys need more pretzels!”
I quickly turned and ran out of the room to the kitchen. I hadn’t expected things to take a turn so quickly. Last week, they had been a little more cautious with their wandering hands.
I came back with the pretzels and saw Mike looking down my top as I set the bowl down. I had my push-up bra on again, so I could show off my big DD boobs. I’d gotten them at an early age and also learned early on how much men liked them, and how much I enjoyed the attention.
Mike had definitely had a few drinks already and shouted, “Why don’t you bring those big beautiful titties over here so I can get a closer look?”
I wasn’t really sure what to do, so I walked over and leaned down.
“Closer!” he said, and I leaned over far enough for him to bury his face in my chest. He started making a rumbling nose and wiggling his face.
He finally pulled away laughing, “That’s called a motorboat, baby. And I’ll motor your boat any day!” Then he cracked up like he’d made the best joke ever.
All the other dads laughed, too, and I started to relax. I could see they just wanted to let loose and have some fun.
“We want another peek at those boobies!” Mike said, eyeing my chest. “Just leave them out this time! We won’t tell anyone. What happens at game night, stays at game night, right?” he said as he winked at the other men across the table, all nodding their heads yes.
“Oh, I’ll think about it,” I said with a nervous giggle. “Let me go get myself a drink from the kitchen. I’m feeling a little thirsty.”
I figured I could use a little liquid courage if things were moving this fast. I didn’t drink much, but I had been to plenty of parties with alcohol, so I knew a drink would loosen me up a little. I definitely didn’t want to drink too much, as this situation could get out of control pretty fast.
I grabbed a bottle of Steve’s wife’s Chardonnay and poured myself a big glass. I could hear the men talking about my tits in the living room. They sounded pretty excited to see them again, and that started getting me excited to show them.
I slammed the drink down and decided to give them what they wanted. I took off my bra and pulled my tank top down just under my boobs like a little shelf that put them nicely on display.
I left my bra in the kitchen and walked back to the living room with a fresh bowl of potato chips in front of my chest, so they couldn’t immediately see what I’d done.
One by one, I saw their mouths drop open as they realized my top was down. Big appreciative grins spread across their faces, and they once again broke out into whistles and cheers.
I was feeling that glass of wine a bit, so I gave them a little jiggle just to get a bigger reaction.
“Hey Raven,” Josh called across the room, “My wife is so small-chested, I’d really love to know what those big tits of yours feel like. How much extra of a tip do I need to leave for just a little touch?”
I giggled, not sure how to answer. I’d never negotiated a price for doing anything like this. I didn’t know what to charge. It wasn’t like I was a prostitute or anything. I was just a babysitter earning some extra tips!
“Oh, just leave me whatever you think will be good. I’m heading to college in the fall, so every bit helps,” I said as I walked over to him.
His eyes got wide like he couldn’t believe he was actually going to feel them. He reached his hands out slowly and felt the weight of both boobs before rubbing his thumbs over my nipples.
They sprang to life at his touch, and I suppressed a little moan. I didn’t want to appear too eager about getting fondled in front of five older men. What would they think of me?
All the men at the table looked on with envy as Josh squeezed my boobs, feeling their softness, then ran his palms across my hard nipples. I didn’t want him to stop. I was breathless by the time he pulled his hands back, first giving each nipple a final pinch.
“Well, it’s going to be pretty hard to concentrate on the game after that!” Carl said with a laugh. “What about the rest of us? Do we get a feel, too?”
I didn’t want anyone to feel left out, so I went around the table, letting each man get a good feel. I was getting hornier with each touch as they caressed, squeezed, and pinched my nipples.
I was surprised they weren’t drooling by the look on their faces as each took his turn.
“As I said before, Steve, you throw the best parties,” Brian said with a bit of a slur to his words.
He’d obviously had a good bit to drink, so I wasn’t shocked when he tried to push things farther when it was his turn for a feel.
“How about a nibble on those sweet tits, you little hottie?” he said, pulling one of her boobs toward his lips.
I was worried I might be getting carried away, but I could never resist when someone wanted to suck my nipples. It was a total weakness of mine. It always drove me crazy.
Before I realized what was happening, his mouth was on my nipple. He didn’t even suck it at first, like he was waiting for permission. I leaned in a little for encouragement, and when he took a nice, slow suck, a moan erupted out of me.
As he sucked, the rest of the room fell away, and it was like my body had a mind of its own. I crawled into his lap and straddled him.
When he took the other breast into his mouth, I started grinding on his lap. Each time I did, I could feel the butt plug press against me, reminding me it was there and turning me on even more.
I finally came to my senses and pulled away, my head swimming with naughty thoughts and my body wanting badly to be touched.
“OK, wow, well that was pretty hot. Maybe we need to cool things down a bit here, guys.” I said as I looked at the faces around the table, filled with nothing but lust.
I’d thought maybe we’d be fooling around in private, but I was getting the feeling they were more interested in a public show.
“Well, you’ve got us all pretty hot now, Raven,” Steve said. “Why don’t you show us that little present I gave you last week? I told the guys about it. I hope you don’t mind.”
Steve reached out and pulled me closer to him.
“They really loved hearing about it. Take off those panties and show us what you’re hiding under there.”
It seemed my dirty little secret with Steve was no longer a secret. At least not to the neighborhood dads.
I figured if everybody knew, I might as well show them, so I wiggled my little thong down, turned around, and let them see the purple jewel peeking out between my cheeks.
I leaned forward a little and spread my ass so they could see how deeply it was embedded in my asshole. They could probably see how dripping wet I was from where they were sitting.
The men were speechless at that point. I’m sure they hadn’t expected me to be so brazen. I broke the tension with a giggle and a little shake of my butt.
“Oh fuck, that is that may be the hottest thing I’ve ever seen in my life,” Mike said, and all the other men nodded in agreement.
I abruptly turned around and smiled innocently, like I hadn’t just shown them a butt plug stuffed in my ass.
“I have an idea how you can really help us all out and earn some big tips for tonight,” Steve said. “We only have one more game, but we’re going to have a hard time concentrating as hard as we are. What if you crawl under the table and help us relieve some tension?” Steve asked.
I saw several of the men nodding and smiling, and I knew what Steve was asking for.
“We don’t want to send them home with stiffies and have their wives wondering what they were up to!” he said with a big smile and lifted up the tablecloth next to him. “Besides, you’ll probably end up with enough money to cover your books for your first semester. And I know these guys would appreciate it SO much.”
Steve had a good point. It seemed like an easy way to make everyone happy and make some great tips at the same time.
The guys scooted their chairs over so I could crawl under the table. The tablecloth hung low, making it feel very private under there.
The view under the table showed five pairs of legs, each with a visible hard-on. Steve had already taken himself out of his pants, and his dick was sticking up, leaning on his stomach. Some of the other men were rubbing their crotches in anticipation.
I crawled over to Steve’s lap and put my hands on his thighs. I took him into my mouth and heard him gasp above the table.
“Holy shit, is she really doing it?” I heard one of the guys ask. “I’m going to cum in my pants just thinking about it!”
Hearing them say that made me suck even harder and louder, so they could hear the slurping noises under the table. I kept going until Steve started cumming in my mouth, and I swallowed it all down in one big gulp.
I gave him a little kiss on the tip as I heard him say, “Well, boys, I definitely feel a lot better now! Who’s up next for the poker night special?”
I turned around to see another dick waving at me. I was pretty sure it was Carl from where he was sitting. I moved over and did the same moves I’d done for Steve, but he was much louder in his appreciation, and I could hear the guys laughing as he came quickly in my mouth, and again I swallowed it. I didn’t want to leave a telltale mess on their pants!
I moved on to the next dick and made him cum quickly, and again I swallowed the load that filled my mouth. I started to wonder just how much cum a person could swallow.
I could see the other guys still had hard-ons, but no dicks were out, so I guessed I was getting a break when I heard Steve say, “Come on out from under there, we don’t want you to get too tired on those knees.”
I came out from under the table and could see the game was still going on, but Steve had cleared a little space.
“Why don’t you bend over this table really quick, baby girl, and let me take a closer look at how well you did with your new little present.”
I bent over the table as Steve lifted my skirt up and folded it back so my ass was exposed.
“Oh, I gotta see this,” Mike said as he stood up and moved to get a better look. The other guys followed, and they all gathered around.
Steve grabbed the plug and slowly began pulling it out. As the feeling of fullness lessened, he pushed it right back in, making me suck in my breath at the sudden pressure.
“See, guys, I told you she likes being toyed with,” Steve said, doing it a few more times as the guys enjoyed the show.
I felt exposed, a little embarrassed, but mostly so turned on I couldn’t think straight. The thought of all of them behind me, watching Steve penetrate my asshole over and over, made me reach back and spread my cheeks so they could get a better view.
“Aren’t you being a naughty girl tonight? You know what naughty girls get.” Steve said right before I felt the first smack of his hand on my ass.
I whimpered as I pulled my hands out of the way and put my ass higher in the air, anticipating more solid spanks to follow. I knew he’d spank me until he’d left red handprints, marking his territory before the other guys got any farther with me.
“I think it’s time to get our last game started. What do you think, boys?” Steve asked the guys. “Raven is our little good luck charm. I think she should take a seat on Mike’s lap, since he’s been losing all night!”
He pulled the butt plug out and slipped it into his pocket as he whispered, “We’ll save this for later.”
All the men sat back down with huge grins on their faces, waiting for whatever came next.
I heard a zipper going down right before I saw Mike’s cock spring up from his lap. I had no idea so many men in this neighborhood were so well hung.
“Come over here and sit on my lap, beautiful,” Mike said as he stroked his cock.
I went to sit on his leg, and he grabbed me around the waist.
“No, not there. I want you IN my lap,” he insisted as he guided me toward his very erect cock, sticking up from his lap, ready and waiting.
I hadn’t actually had sex with anyone else yet besides Steve, so I turned to him with a questioning look to make sure he wanted me to do it.
“It’s OK, Raven. We’re all friends here. We like to share,” Steve encouraged.
I straddled Mike’s lap and lowered myself slowly onto all 10” of him. I was so wet that he slid in easily. My skirt covered what was actually going on, but all the men knew exactly what I was doing.
I had just worked myself all the way down, fully impaled on his rock-hard dick, when he whispered, “Why don’t you rock back and forth a little, beautiful. Let’s get this game going.”
I started rocking back and forth, rubbing my clit on his leg and grinding his dick into all the right spots inside. I had lost myself in the sensations when he picked me up by the waist, raising me a few inches off his lap, and started to hammer into me from below.
The force of it made my big tits vigorously bounce up and down, giving all the guys a lovely view. I could tell they were enjoying it, and I knew they could now clearly see his dick plunging in and out of my pussy as he held me suspended in front of him with my skirt bunched up in his hands.
When Mike was finally ready to blow, he slammed me down in his lap and held me tightly as he came inside me with a long groan.
He then graciously grabbed a handful of napkins off the table and handed them to me, saying, “You might need these when you get up; that was quite a load.” He looked pretty satisfied and proud of himself.
I pressed them to me as I stood up and excused myself to go clean up.
As I walked to the bathroom, I saw the movie was playing another gangbang scene, with one guy in the back and one in the girl’s mouth.
The guys were laughing, whispering, and pointing to the screen. I heard someone say, “Poker night just turned into poke her night!” Followed by the sound of high fives.
I wiped the cum running down my leg and checked to see how I looked in the mirror. My cheeks were flushed, but my makeup and hair still looked good. I was ready for the grand finale.
“Hey, Raven, why don’t you come over here?” Brian asked as soon as I came back into the room. I could see they had cleared the table and finished the poker game. “Steve says you have the prettiest pussy he’s ever seen, and I want to get a good look at it before I bang it.”
I laughed at his boldness and confidently walked over to the table. Two could play this game. I bent over and spread my legs as I flipped my skirt up. “Take a good luck then,” I said in what I hoped was a sultry voice.
His hands felt cool as he rubbed them over my ass cheeks, still pink from where Steve had spanked me. I felt him inspecting me with his fingers. He put in one, then another, and after he felt I was wet enough, I heard him drop his pants.
“Hope you’re ready for a big one tonight!” I heard him say before he pushed his thick 11” cock into me, but just halfway at first.
“Don’t worry, I’ll work it in nice and slow. Steve told us you’re still learning, and we’re all more than happy to help you with your “lessons.”
I arched my back and put my butt higher in the air to show him I wanted it. “Then teach me,” I said breathlessly, encouraging him to continue.
“Damn, that is tight.” He muttered to himself as he withdrew and then pushed himself in further. It felt like he was working a giant sausage into me, and the new sensation from his impressive girth felt full and satisfying.
He was definitely thicker than Steve. When I felt his finger start to probe my asshole, I remembered what part of me Brian really wanted to get into.
“Still good and lubed up from that plug, aren’t you?” he said as he added another finger. “I’m glad Steve had you prep for me.”
He was all the way in me now, pumping my pussy with his thick cock and gently stretching my asshole with his fingers. I could see the other men crowding around watching him fuck me from behind.
“Hey, why don’t you flip her over so we can at least enjoy her tits while you do that?” one of the guys asked. Brian pulled out and quickly flipped me on my back. He plunged back in before I even realized we’d changed positions.
I was near the edge of one side of the table, and Brian was holding both my legs with his hands. He pushed me back a little so my butt was a little more accessible. I could see his eyes were laser-focused on my little puckered entrance.
I saw him lubing himself up before Steve gently turned my head to the side. “Have you ever heard of a spit roast, baby girl?” he whispered into my ear and gave it a little nibble that made me shiver. I could feel Brian lining himself up and starting to push a little.
“No, why? Are you gonna show me?” I asked with a naughty smirk. I didn’t know, but I had an idea.
I felt more pressure on my ass, fuck, Brian was big! And then Steve dropped his pants, so I willingly opened my mouth to let him in.
Sucking Steve’s dick gave me something else to concentrate on besides the anticipated assault about to happen to my asshole. I felt Brian pop in just a little, and I started to wonder if he could even fully fit the whole thing in.
The other guys were just watching, not sure what to do, but loving every minute of it.
“Grab her legs and help me out! It will lift her butt a little for easy access.”
They didn’t have to be told twice. Two of the guys each grabbed a leg and pushed it back. They took initiative and started rubbing my breasts before leaning over to take a nipple in their mouths.
Holy fuck, I was in heaven. If you didn’t count the stinging in my asshole from Brian’s massive invasion, it would have been pure pleasure. But I was sure that was coming soon. I could already feel it building.
As Brian worked his cock into me, he started rubbing my clit. Every part of me was being stimulated, and I felt my asshole relax and let Brian all the way in at last.
The pleasure soon followed as he built up a steady stroke, sliding all the way in each time and matching the rhythm of Steve’s cock going in and out of my mouth.
I felt Brian pull all the way out and spread my asshole open, so all the guys could see the effect his big dick was having on my little hole. I was glad Steve had given me the larger plug to work with all week.
“That’s so hot,” he said as he held me open. “Have you guys ever seen a gape like that? And it goes right back tight. Amazing.”
I was barely paying attention to their conversation and just concentrating on the electric feelings they were giving me. I could hear them asking for another “gape,” and someone suggesting maybe they could slide in and make things “airtight.”
I wasn’t sure what some of those terms meant, but I didn’t care because Brian had started rubbing my clit as he pounded harder, and the guys on each side relentlessly sucked each nipple.
I felt my orgasm coming hard and fast, and I climaxed so hard I banged my head back on the table a few times as it rocked through me.
“Oh, fuck I’m cumming!” I heard Brian shout as he came into me hot and fast. He pumped in and out a few times, making his cum leak out and pool around my ass on the table. At the same time, Steve came in my mouth for the second time that night.
I was hoping Brian would clean me up the same way Steve did last week, but he just grabbed a towel and wiped me off. He did at least bend down to give my clit a few teasing licks while he did it.
“Hey, do you have those beads you told me about?” he asked Steve.
Steve handed him the box I’d brought with the beads. I’d enjoyed playing with them all week and was wondering if we’d use them tonight.
“I’m going to stuff you full, so when you get home and pull these out, you’ll think of me with each cum covered bead,” he said as he carefully pushed one big gumball-sized bead after another into my recently banged and very sensitive asshole.
When he was done, he gave me one last lick and pulled me up to stand. He gave me a hug to keep me up, as I was a little shaky after all that.
“All right, time to pay the babysitter!” Steve announced. “She’s got to get home before her curfew.”
All the men pulled out their wallets and tipped me at least $100. I couldn’t believe it. I’d never gotten so much money in my life, and I loved every minute of earning it.
I adjusted my skirt and pulled my top back down as Steve handed me my bra. “You don’t want to forget this!” he said.
“Is there a game night next week?” I asked, already hoping for a repeat.
“No, next week Barb will be home, and I’ve promised her a date night. But you know I’ll make sure I save some special time for you.” He winked at me as he pulled me close for a hug.
“Drive safe! And think of us when you pull those beads out later.”
Oh, I would be. I’d be thinking of those guys all night long and then some.
…To be continued
