If your new to my stories then you can get caught up by reading my past posts. My posts are about my personal, real sex life, which involves crossdressing, group sex, bondage, gay sex, cuckolding, public sex, polyamory, and other taboo subjects. If those subjects offend you, leave now. If the only thing you do is leave a negative comment, you’ll be blocked, no warning and no questions asked.
I’m Ben, 23 male from USA, and I’m a bisexual passable crossdresser. My fem name is Becky, and I’m a geeky sub who enjoys sex with my girlfriend Gwen (23) and our boyfriend Zach (35).
Our first Halloween party in our new house was awesome. So to paint the full picture, I dressed up as Misty from Pokemon in her white/blue swimsuit and jacked that she wore in Pokemon HG/SS, and yes this was in Locktober so I was wearing my chastity cage too. Gwen dressed up as Elesa from Pokemon Black/White with a dress she made herself. Zach, Matt and Jack all dressed up as classic Ghostbusters in their tan jumpsuits.
Since a lot happened before the sexy bits happened I’ll put this <Sexy Time Starts> right before that part of the story in case that’s all your here for.
Gwen helped me dye my hair to the light orange I needed and trimmed my hair for me. I looked really good but there was one big problem. The swimsuit was so tight that my chastity cage stuck out like a sore thumb. My privates were better hidden with just tight panties squeezing them flat. I didn’t want any trick-or-treaters to come and see that so Gwen found a shall that I could put around my waist to cover it up enough.
Zach got dressed in his Ghostbuster suit first thing in the morning and was playing the new online Ghostbusters game with Matt and Jack for awhile. Gwen had gotten a deal for some candy and had full sized candy bars for Halloween. She told her coworkers to bring their kids to the house so we got some trick-or-treaters. One of her coworkers was dressed and the Grimm Reaper, and when I opened the door he said “Your time has come. I have come for your soul… wait, are those full sized Snickers? Holy Cow. You know what, you can live.” His kids all got a good laugh out the the joke. Gwen later told me that she had shown him that joke before online, and since he knew she got full sized candy bars for Halloween, he decided to do that gag.
Matt and Jack showed up later and we all played Monster Roadtrip together while the night was young. It’s a super fun party game that allows 4 players, and you guys should totally check it out (not getting paid to say that, I just really like their games) Now I got a crash course in Ghostbuster props from the boys, so all of you have to suffer with me. They all had the same flight suit costume, white belt, custom name tags and they all had the same proton pack prop, but there were many differences between them. Jack had just the pack, a trap and PKE meter from Halloween shops. Zach had them as well but he had done detail work on his props to make them look more realistic. He sanded off some edges, put some cuts and scratches on it and used silver paint on some edges and cuts to make it look like real metal. Next he wiped dirty water on most of it and cleaned it off to make it look old and used. It’s called “weathering” and he had done it to lots of his Gundam models before. Zach also had the Ecto googles and the old Wal-Mart trap that had a cord and pedal on it. Now Matt had ordered an expensive replica wand that had lots of features, and he had wired it into the proton pack to work with it and had upgraded lights in the pack. He also had an expensive trap replica too. Is it sad that I kinda want Matt to be my sugar daddy now?
We got some guests I wasn’t expecting. The doorbell rang and I answered the door to see my dad and his girlfriend Diana. Now even though she knows I am bi, a crossdresser, and was in a poly-relationship, she had never seen me actually wearing women’s clothes. Now here she was while I was in a tight swimsuit with my caged dick barely hidden. I was pretty embarrassed, but we invited them in to talk for a bit. She tried to make me feel better and said I looked pretty but she didn’t know who I was dressed as. When I said Misty from Pokemon, even my dad was confused. He said “doesn’t she wear shorts and a tank top with suspenders?” I had to show them pics online to explain the costume. They were dressed as Hawkeye and Black Widow in case anyone was wondering. Before they left, Stacy showed up dressed as sexy Wednesday Addams. She even did the finger snaps when Matt opened the door for her. Thankfully it wasn’t too sexy for Diana to say anything, but dad kinda got the hint. He told us goodbye and they left. After another game of Monster Roadtrip, we were all sure no one else was coming.
<Sexy Time Starts>
So remember the time when Jack’s dad him fucking me and I begged Jack to finish me and he said “you owe me”? Well tonight he cashed in the IOU by asked us to play a game he came up with. He had a set of home made sex dice and we were all excited to play. Here were the rules. We went around clockwise, and each person had to pick another person and roll the 4 dice. The dice were for Body Part, Action, Sex Toy, and Time. Whatever that person rolled, he/she would do those things to the person they picked, and we couldn’t pick the same person twice in a row. I wrote down every result to remember them all for this story.
So Zach went first. He picked Gwen and rolled Ass, Fuck, Paddle and 4 minutes. Holy Cow, no one was expecting the game to start that hard. Gwen was a good sport and bent over the coffee table and pulled up her dress. Zach unzipped his flightsuit to the bottom and pulled out his cock. I thought he would need to get it hard first but he was already semi-hard while he was lubbing up her ass with his fingers. I handed Zach the paddle and Matt timed him while Zach fucked Gwen’s ass in front of everyone while spanking her occasionally with the paddle. Gwen was next, and she chose me and rolled Neck, Suck, Vibe and 5 minutes. She pulled her chair up next to me, and started sucking on my neck while teasing my nipples and cage with the vibrator. I was squirming and moaning in my high pitched voice the whole time. Everyone was teasing me and saying things like “I think she’s about to cum” and “he sounds like a real slut.” When she was done, I did have a little cum stain on my swimsuit from leaking a little.
Stacy went next and she picked Matt. She rolled the dice and got Lips, Lick, Dildo and 2 minutes. Stacy put the dildo on Matt’s chair in front of his cock, and she straddled his lap to lick his lips while the dildo teased her pussy from below. Since Matt was next, he picked her to return the favor and rolled Neck, Kiss, Blindfold and 1 minute. He enjoyed blindfolding her and teasing her with kisses around her neck while she was still straddling his lap. Next was Jack’s turn, and he picked me. He rolled the dice and got Lips, Fuck, Vibe and 6 minutes. I got down on my knees but Jack told me to stand up first. I did what he told me and he turned on the vibe and put it in my swimsuit right under my cage. He must have set it on very high cause it was going hard. I was moaning as I sank back down to my knees and Jack shoved his dick straight into my mouth and face fucked me hard while everyone watched. I was drooling all over his dick and myself by the time it was done.
Finally it was my turn, and I picked Gwen and rolled Ass, Grope, Blindfold and 6 minutes. Gwen giggled and said “aw, too bad. Zach got to fuck my ass and all you get to do is touch it.” She bent over the coffee table again and Zach blindfolded her for me as I rubbed and massaged her ass cheeks. I still enjoyed it, but staring at her perfect ass make me leak even more and I was tempted to start licking her ass right there. Gwen even reached back with her foot and rubbed my cage with it while I was rubbing her ass. After that it was Zach’s turn and since he already picked Gwen, he picked me this time and he rolled Ass, Fuck, Cuffs, 5 minutes. Lucky bastard. He bent me over on the table, cuffed my handed behind my back and pulled the swimsuit to the side. I was already leaking when his cock entered my waiting ass and he fucked me hard and fast in front of everyone. He pulled my hair to make me arch my back more and everyone was cheering. It felt more humiliating then usual since no one was doing anything but watch me getting fucked like a cheap whore.
Gwen picked Zach on her next turn and rolled Groin, Fuck, Dildo and 3 minutes. Since she couldn’t do that, she put the dildo on Zach’s chair in front of him, pulled down her panties and rode his dick and the dildo at the same time straddling his waist like Stacy did to Matt. She was moaning as the dildo went in her ass and Zach’s cock went deep into her pussy. She even stayed on his dick a few extra seconds cause she didn’t want to get off of him. Stacy picked me next surprisingly and rolled Chest, Grope, Dildo and 5 minutes. We were all confused about what she would do, but she came right up to me and told me to started riding the dildo up my ass while it was mounted on the chair. I did as she said, and as soon as I started, she began pinching and pulling my nipples, making me cry out and whimper the whole time. I must have looks to pathetic there but she was enjoying it.
Ok so I forgot to write down the rolls after this and a lot of it kinda blurred together, but I do remember a couple. One was Stacy choosing Matt and rolling Groin, Grope and Vibe, so she gave him a handjob with the vibrator in her hand and almost made him cum. Another I remember is I picked Jack cause he wasn’t getting picked often, and I rolled Suck, Groin and Dildo, so he attached the dildo to a table and flipped it on it’s side, and had me get on all 4s and put it in my ass as he shoved his cock in my mouth and splitroasted me with a table. Stacy was quick to point out that I was such a sub that even the tables were fucking me in the ass. I know what you guys are thinking at this point, and yes we blew through a shit load of condoms.
So at some point Stacy was in Matt’s lap riding his dick and they ignored the timer and just kept fucking. That’s pretty much with the game ended and we all just started having sex. Gwen asked me to lay down on the couch on my back so she could ride my face, and at the same time, Zach started to fuck her ass while Jack fucked her mouth. Stacy started to get jealous and asked if it was ok for the guys to fuck her in all three of her holes. Gwen told her that she had done it before and loved it, so while the guys all got ready to triple team Stacy, Gwen got out her new strap-on and decided to handcuff me, gag me and fuck my ass while we watched them. Stacy wanted Jack to lay down and fuck her ass while Matt went in her pussy and Zach stand over her to let her suck his dick since she said (and I quote) “Zach, I know I can deep throat your junk but I don’t think my back door is nearly as stretched out as Becky’s so I don’t want it in my ass.” Ow.
The 4 of them started slow but it wasn’t long until they were making her look like a porn star with how rough they were getting. I could literally see Zach’s cock in Stacy’s throat as he face fucked her. I know I sometimes exaggerate in my stories to make them sexier, but I’m not lying. It was so amazing to see that I was cumming easily with Gwen’s new toy pounding my prostate. They finally finished and all three came on Stacy’s body. Gwen asked if she wanted to switch with her but Stacy said she was done for the night. Matt offered to drive her home and Jack offered to “take over” for her so Gwen could go to bed with Zach. So now everyone left me alone with Jack, hand cuffed and gagged, and Jack was still hard. Thanks Viagra.
Jack just got right behind me and started to pound my ass while pulling my hair. I guess I still owed him, after a little while, he flipped me around so I was face up, pulled my ass to the edge and fucked me more so he could see when I came. He grabbed my hips and fucked my ass with big long thrusts just so Zach and Gwen could hear the smack of his hips on my ass, and I was drooling through the sides of the ballgag until I finally came hard on myself, and he pulled out to cum on my face. When we finally caught our breath, he helped me get undressed and into bed in the guest bedroom before he left. The next morning, Gwen came to wake me up and THANKFULLY unlocked my chastity cage. FREEDOM!
I’m so, SO sorry that this story took so long to come out. I got a sick and then fell and hit my hip hard. I’ve got a big bad bruise on my thigh and it’s hard to walk at the moment. Also, Zach had a very depressing month. I’ll explain more later. Be nice to each other and have a great day.
Source: reddit.com/r/gonewildstories/comments/zla0k9/sexy_games_at_our_halloween_party_group