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Happy Halloween

The night for myself started off early, my wife had gone to get her hair done and wasn’t home yet. I got a text asking if I could go pick up Barb (yes, Barb from another story on here). We were going to a hotel about an hour away so she was going to ride with us, so I said yeah, I’ll go pick her up now to save a few minutes.

I drove over to Barb’s place, texting as I pulled into the lot, I’m here…. A minute or two went by before I got an answer, you’re early and I’m not ready….come on in. I walked in, Barb was in her bathroom finishing her makeup with just a towel around her. Why are you so early Barb asked, I told her my wife was running late at the beauty shop and said to come get you, I thought you knew I was on the way. Nope, didn’t know nothing babe was her response.

We had recently met, dinner and drinks, hung out a few times but hadn’t played yet. I knew tonight that was gonna change,…..Barb said so she’s gonna be a while yet too isn’t she? Yeah, as far as I know she’s still got to shower, get dressed and everything so yeah, gonna be a while. The light got turned off in the bathroom and Barb walked out with a coy smile on her lips, she loosened the towel up so it slid to the floor, “well….how about we get something out of the way then” she said as she walked into her bedroom motioning for me to follow. I didn’t move at first, Barb said “you know, she sent you here early on purpose, right”….I thought maybe, oh….what the hell.

Barb laid on her bed spreading her legs wide, I just shaved for you, tell me how I did. I just smiled as I went down on her pussy, kneeling beside her bed licking her freshly shaven snatch was a delight! I started focusing on her clit, Barb was holding her snatch open for me with two fingers on either side, encouraging me to lick her clit. Oh, that’s it babe, lick that pussy, she said over and over, a few minutes went by and she climaxed, mashing my face deep in her pussy as she did.

Gimme that cock Barb said as she sat up, unzipping my pants my already hard cock literally flew out looking for attention. Barb started sucking my cock with long up and down movements of her mouth and tongue. She was really good at sucking cock, she was stroking and sucking my cock as I stood beside her bed…..she stopped and looked up at me and said, tell me you have condoms with you!

Damn! I literally had a 36 pack, at home in the overnight bag we were taking with us later. No, I don’t I told her……Barb sighed, said “ok……just don’t come in my hair” as she continued to suck my cock. Like I said though, she was really good and in less than 2-3 minutes I was ready to come. I’m….gonna….cum I said as I could feel my cock and ball begin to shudder.

MmmmmHmmmmm was all Barb muttered as I came, swallowing every last drop of cum. Barb looked at me and as she was getting up said, we’ll I didn’t want to ruin my makeup. Half an hour later she was dressed and ready we were heading back over to my house when she said, I don’t really know if we were supposed to start without your wife there so why don’t we not mention it….. Barb looked at me and winked, Ssshhh she said.

Getting back to my house we walked in, my wife was just getting out of the bathtub, sorry she said, running late…..be ready in a few minutes! She threw on a pair of pants and a shirt, grabbing our bags we were out the door a bit later and on our way to the hotel, getting into our room around 8. Getting into our costumes for the evening my wife was dressed as Cleopatra, myself as a gladiator and I guess Barb was a prostitute…I never asked. She was already in her costume sitting in the office chair by the table. I just kept looking at her…..short silky skirt on with stocking, garters & no panties. My wife noticed…..maybe I should leave you two alone for a bit before the party. I looked at her with a big smile,….really? I asked.

That’s what we’re here for aren’t we? she said…..I’ll meet up with Mike & Cindy in the bar, see you in a bit as she walked out the door. Barb was smiling as she stood up from the chair. I had on basically a white linen tunic, kind of like a kilt….well for another 30 seconds or so we had our costumes on.

They were now on the floor as we starting kissing and feeling each other out, Barb stopped me before we went much further…..I have something in my purse, have you ever taken Viagara before? I laughed and said no, I didn’t think I needed to! I’m only 39 and everything still works really good I said. Barb laughed, well, let’s just say it might help you get hard again sooner, after this time. Joking I said, I just seen The Hangover a few months ago when it came out, it’s not a roofie is it? Barb laughed, no, trust me. It was still wrapped in a foil package, so I trusted her and took it.

Barb smiled and said now where were we as we started kissing again. Before long we were 69’ing on the bed as the door to our room opened up, oops my wife said as she came in and closed the door. We barely broke our pace going down on each other, my wife slapped Barb’s ass, she was on top of me, as she walked by to the other side of the bed. I forgot to grab some of these she said as she put a bunch of condoms in her clutch. Walking past she kissed my forehead and Barb’s ass before walking out.

We continued to go down on each other for a minute or two more, Barb asked me to please fuck her now. I got up and grabbed a condom, I hate those things she said, but if you have to wear one it’s ok. Yes, I do I said as I put it on the tip of my cock, she helped roll it down the shaft, giving me a few strokes as well. I laid her down on the bed, using my body to spread her legs and with a swift motion buried my cock in her up to my balls. Oh yeah babe, I want this…I want this all night she said as I started fucking her.

We made out as we fucked, Barb was soaking wet , she was loving every minute of it…..promise me we come back later and fuck again she said as she started cumming. I just smiled as I kept fucking her, I promise….but we might have company in here I told her. Barb laughed and squealed with delight as she came. As she finished Barb said you know, I really want you to fuck me doggy style, that’s my favorite position. I got up and Barb rolled over, putting her ads& pussy up high in the air as I took her from behind. Her pussy was now dripping wet as I started fucking her, yeah babe, that’s it, fuck me hard she said. I started fucking her harder, and as I fucked her harder she started moaning, pull my hair she said. So now with a handful of her hair I was drilling her pussy from behind as she was moaning loudly. I kept fucking her for a few more minutes and I think she was on the edge of cumming when I couldn’t hold it anymore. Cumming as I still pounded away on her I was now moaning/grunting as I finished. Barb fell to bed as I stood up, rolling over on the bed I noticed her makeup was everywhere….the sheets, the pillow and all over her face.

Half an hour later we went down to the bar/banquet hall. There were about 50 people there, more women than men actually, a few that we knew. Barb had never been to a party in this area before, I introduced her to a few friends before leaving her to find my wife. I found her talking to Julie & Brian, good friends of ours that we recently over nighted with. They were sitting at a table with about 5-6 others, making small talk, checking each other out….I could tell some of them were newbies and this was there first event. That’s how a lot of the parties went it seemed, 1/2 the people knew each other the others were new.

The hosts of tonight’s party were passing out sexy bingo cards, I took one and slipped it under the bracers of my costume. I stayed at the table a bit, a few of us started getting a little “handsy” under the table, Julie leaned over and said she hoped I wanted to fuck her tonight as she kissed my ear. Oh I do I told her, we got a room upstairs and I hope you come up later. Kissing her I excused myself to get a drink, my wife had went to dance with Mike for a bit.

As I approached the bar a woman in one of those frilly dresses and hats with a mask on said “Ave Caesar”…..I looked at her and she said that’s how they said hello in Rome. I laughed, well I’m not Caesar but hello. I was wearing a gold colored half mask that came with the costume, and as we made small talk for a bit I was about to take it off, it was uncomfortable. She said wait as second, putting her hand on mine…she pulled out her sexy bingo card….I want to win this game, I only have the center spot left….it’s a wild spot, want to help me cross it off?

How do we do that I asked….she smiled and said, well…..I’ve always wanted to fuck a stranger and since I don’t know your name, you’re still a stranger…..that’s wild enough isn’t it? I smiled and said that sounds hot, but…..but what, let’s go she said as she took my hand and pulled me across the dance floor. My wife and Mike were still dancing, she looked at me and smiled. I shouted I was going to help this woman cross off her wild spot on her card, my wife laughed and said whatever as I got pulled away and down the hall towards the elevators.

Getting in the elevator she kissed me, I kissed her back and as the elevator went up she said, seriously….no names, I just wanna do this. I kissed her again as the doors opened on the 3rd floor, she led me to the room they had for the night pulling the door card out of her bra-bustier thing she was wearing. As we got in the room she literally wiggled out of her dress, leaving her mask and heels on which she stepped out of. She was an older woman, maybe 5’….petite but with a decent body, as I checked her out I noticed she was quite the silver fox…..her pussy hair was completely silver/gray.

My cock was hard as a rock now, i don’t know if it was the situation I was in or the pill Barb had slipped me earlier but I literally felt like I could drive a nail in with it.

The masked woman approached as I took the tunic off my shoulder, dropping it to the floor, she got on her knees in front of me and started stroking my cock…..wow, your dick is really hard she said before sucking it. She kept her mask on the whole time, and instructed me to as well, I was going to do anything she asked, I thought this was hot as hell! The masked woman stopped after a minute or two, she stood up and said her pussy was really wanting some cock now.

We went across the room to the bed closest by the window, she took a condom out of a bag by the nightstand, opened it up and put it in front of her mouth. I gave her a puzzled look as she bent over and put it on me using only her mouth making me laugh out loud. Oh, that’s an old one she said, pulling me down on the bed on top of her.

The masked woman’s pussy was hungry for cock like she said, she was so wet I could see it and smell her pussy juices. I wasted no time putting my cock in her hot hole, god she was dripping wet. We kissed as we fucked, those masks bumping into each other, smearing her red lipstick all over both of our faces. My cock was throbbing as we went on, I fucked her for about 7-8 minutes before she came, she said oh, let me take a breather for a minute.

I got off the top of her, my cock was still rock hard as we sat there for a minute or two, ready to go again, she smiled and nodded yes. I slowly rolled her face down, can we do it doggy style….the masked lady said yes, she said she loves it doggy style as she put her ass up. I started fucking her again, her pussy felt so good, so wet & hot. We hit a good rhythm after a few minutes, after another 10 minutes or so she started to cum again, this time bucking her hips wildly as she climaxed.

Hold on she said, reaching over to the night stand she handed me a bottle of lube, getting a little hot back there she said. Taking my cock out I put a bunch on it, then I took the bottle and squirt a bunch on her pussy before I started fucking her again. I honestly didn’t think I was going to cum anything soon so I started fucking her hard, like I fucked Barb earlier.

The masked woman started moaning as I fucked her harder and harder, I was starting to tire but was still fucking her. The mask woman squealed, oh my god….you gotta stop for a minute, both of us were panting at this point. I laid down on the bed next her, she reached over grabbing another bottle off the nightstand.

The masked woman pulled my condom off, squirting a lot of flavored oil on my cock before she started sucking my cock again. She then proceeded to stroke and suck my cock with such skill, one would have thought she went to school for it. As she stroked and sucked my cock I could finally feel the urge to come build, and it built fast!

I’m cumming I said as I could feel it surge up and out, the masked woman made no moves, she kept bobbing up and down, spitting my cum out all over my cock and balls. Looking down at her she sucked and stroked my balks for a minute or two more, devilishly smiling at me through her mask. Why don’t you go clean up Caesar, I’m going to lay here for a few minutes yet.

I showered real quick and when I was done she was still in the bed, why don’t you go rejoin the party, I have to clean up before I put my dress back on. I thanked her for the great time, and I said can I ask one thing…..the masked lady said sure, but I’m not telling you my name or taking my mask off. Laughing I said no, I was just curious at how old she was. She laughed, well not that it matters but I’m 62, and you….I just turned 39 I told her. See you soon sweetie she said and I made my way back to the party.

Once I got back to the party my wife and Barb asked where the hell I had been for the past hour and a half! What! No, I had a few drinks and all but I’d been up fucking the masked woman for over an hour! I said I told you where I was going, I need a drink. It was getting close to midnight, I needed a drink and something to eat, luckily they had a bunch of pizzas delivered earlier. Grabbing a few slices I went and sat down, my wife came over shortly after asking about what’s been going on. I told her, she had left for a while too, Barb was getting carried away when she couldn’t find me, only a precursor to drama she would bring in the future.

Well, we have a bunch of couples coming up to our room for an after party…..are you still up for it my wife asked. I seriously didn’t know at that point, but I was feeling better after a little food and drink so I said yeah, let’s do it. Group sex was our favorite, I know it sounds pretty trashy, but a room full of people fucking really turned both of us on.

Well being a Halloween party they had a bunch of awards to give out, best costume, best couples costume, etc….then some drama occurred with some people from another party (vanilla) trying to crash our party. Things got ugly, cops called and by the time it was sorted out most of the swingers left, we were left with ourselves, friends Brian and Julie along with Barb. I never seen the masked lady again!

Going back to our room I was a bit tired but once the door closed and three naked women looking to play once again got my cock harder than a rock. I started with my wife and Julie, my wife was horny as I was and Julie and I really had a thing for one another too. I fucked my wife for a few minutes as Julie kissed, licked and touched both of us eventually pulling on my cock towards her.

Not thinking I took my cock out of my wife and slipped it right into Julie’s pussy who was laying next to my wife now, fucking her for a minute or so then remembering a condom. My wife nervously laughed a little as she handed me a condom, but I put it on and started fucking Julie once more. Playing alternately with my wife and Julie for a bit I looked over to the other bed, Barb had been playing with Brian but was now looking my way and Brian was watching me fuck both our wives. Wanna switch? I asked. Brian said nothing as he went from one bed to another.

Walking over to Barb I took my condom off and threw it in the trash, grabbing her head I face fucked her for a minute, when I fucked her earlier she said she liked it rough, I planned on fucking her like I fucked the masked lady a few hours earlier. I pulled my cock out of her mouth, wiping her saliva off on the sides of her mouth.

Face down, ass up I told her as I was putting another condom on, I heard my wife laugh in the background, I looked at her and smiled as I slipped my cock into Barb’s wet pussy. I started fucking her as hard as I could, pulling her hair and driving her into the pillows on the bed. She was moaning, screaming and at one point she might have been crying, but she never stopped asking for more.

I completely lost track of time fucking her, between the drinks, the late hour, this being the fourth time climaxing in about an 8 hour time frame, it took me forever to cum, when I finally came I think I blacked out. I remember waking up around 9 am, my wife was on one side of me, Barb on the other. Barb noticed me moving and kissed my cheek, good morning she said. Good morning I said, Barb smiled and went under the covers and started kissing my cock, getting me hard once more and then giving me a slow and sensuous blow job, I started moaning as I was about to come waking me wife. Realizing what was going on she gave me deep French kiss as Barb once again swallowed every drop.

Happy Halloween.