Captainstrangecollector - Strange Collections

It was cold in the bedroom as she slipped out of her scrubs.  The show was about an hour’s drive into the city and she only had a little while to get ready.

A final decision: the black, cheeky panties her husband adored.  They were sensible, while the rest of her outfit—a plunging neckline, new stockings, the first night out in a long-coveted pair of shoes—might give one idea, she would know that she had chosen against the most daring options in her drawer.  Her husband grew quiet as he saw her dress, but this should have reassured him.

She was thrilled that Clay had asked her to join him at opening night.  Her husband enjoyed this sort of thing, but could hardly be expected to make the herculean effort to find such exclusive tickets, so she had resigned herself to catching it later, maybe on a family vacation for an off-Broadway run.  Then Clay called, remembering something she had mentioned at the Christmas party, and she jumped at the chance.

Her husband took the news in stride—happy that she was happy—even offering to take her shopping for something special for the occasion.  When she settled on the shoes, she kissed him on the cheek and slipped the blue credit card from his wallet.

—

Clay arrived, and, as she finished getting ready, her husband made him a bourbon and soda.  It was the first time the two men had met outside of her office’s functions, and her husband had thoughtfully asked her what Clay liked to drink so that he could offer a small token.  They stood as she entered the room, clearly taken with her.  

Clay offered his arm to her as they said goodnight to her husband.  Clay watched as she blew her husband a kiss.

—

She always got nervous at black tie events, and sure enough she nearly fell on the first stair.  She caught Clay’s hand just in time to avoid embarrassment; if she had been wearing her rings, she would have cut his palm.  He smiled and, to set her at ease, kept her hand the rest of the way up the stairs to the box and leading her to their seats.

The view was breathtaking, and she took a moment to simply appreciate the person who was showing her such kindness.  He wore his finely tailored suit the way another man might a t-shirt and jeans; it was clear that he was, somehow, most comfortable in settings like these.  She thought how lucky a girl would be to be shown the town by someone like him.  He could have asked anyone to be where she was.

As the first song began, she slipped her hands around his arm and beamed a smile of gratitude toward him.  For some reason, it felt more natural to leave her arm hooked in his for the duration, squeezing more tightly as the music swelled and released.

When he returned with drinks after the intermission, he whispered to her about their neighbors in the row ahead, holding her knee as he leaned over.  She laughed and buried her grin into his shoulder as the neighbors glanced back in their direction.  

“Excuse my friend, here,” Clay laughed, “she’s just had her first taste of bourbon.”  She giggled and gave him a playful shove before laying her head back against his shoulder as the lights drew down.

—

“The show was amazing, but now I have a splitting headache,” she texted her husband as Clay walked her to the car.  Her husband responded quickly, asking if she needed him to come pick her up.

“Don’t worry about it.  I don’t think I have the drive back in me tonight.  Clay is going to drop me off at a hotel around the corner, and I can take the train in the morning.  See you tomorrow, love.”

While Clay drove, she mapped out her next morning.  She had an extra set of scrubs and underwear at the office, along with a cosmetic bag.  She could text Michelle to bring another pair of shoes.

She slipped out of her dress as she entered the bedroom.  She walked to the bed, and, bending at the waist, she realized how cold it was in Clay’s apartment.

Your beautiful girlfriend is away for a bachelorette weekend with her friends. You know she’s going to do a little flirting, but you never expected to get a video of her cheating on you.

It’s not just that, though. It’s a video of her sucking someone’s cock in an alley outside a night club. It’s a video of her being a wild, naughty little slut because she’s just so desperate to feel a big dick in her mouth.

You should be mad, but you’re not. You watch the video once, and then you watch it again, and again, and again while you masturbate. Then your girlfriend calls…and that’s when the real fun begins.

Read ‘A Weekend with the Girls’ on my Patreon page. Enjoy this naughty second person story and play with your cock as you do. Then, enjoy more than 900 other cuckold stories that are guaranteed to thrill you.

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Click here to read the story that goes with this naughty caption.

I’ll spoil the end for you, ladies: He’s always going to want you to wake him up. He’s always going to want to feast on your freshly-fucked pussy, whether you’re having bareback sex with your lover or not.

Waking your cuckold up and letting him taste you after you’ve been with another man is a wonderful treat for him. It’s the thing that can wash away any jealousy, angst, or anxiety he might have felt while you were gone. It’s a kindness, in a way.

It’s a way of letting your cuckold reclaim you. You can fuck him if you want, but chances are good you’ll just have been with someone far better and you won’t want to sully the memory of that encounter by having sex with your cuckold. Instead, sit on his face and let him taste you or get on your back and let him lick your pussy to your heart’s content.

If you want another orgasm, have him work your clit with his tongue. If your cuckold seems extra vulnerable, letting him be the last man to make you cum that night can be a way to heal any damage that might have been done to his ego. You don’t have to, of course. You’re welcome to savor the deeply pleasurable orgasm your lover gave you.

If you’re in the mood there’s nothing but upside to letting your cuckold taste you after you’ve been with someone else. Let him feast on your pussy. Let him enjoy how delicious it is.

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The Wedding Date - A Hotwife Story

It was supposed to be a favor for a friend. Sarah agreed to be Evan’s date to his sister’s wedding so his family wouldn’t harass him about finding a girl, settling down, etc.

Evan wasn’t entirely honest, though. He’d been nursing a crush on Sarah for years, from back when they worked together. He told her he was asking as a favor, but he was hoping Sarah would be interested in more than putting on a show for his parents.

As you might have guessed, Sarah can’t quite help herself, and over the five parts of The Wedding Date, she and Evan indulge in what turns out to be a mutual desire.

Sarah resists her desire for Evan at first. She doesn’t want to cheat on her husband Jason, after all. In fact, she’s more than a little annoyed with Evan. It’s when she texts with Jason that her resistance starts to crumble, though. It turns out her husband might be into the idea of his wife having some harmless fun with another man.

This five-part hotwife story takes place over one wedding weekend and intermixes scenes of Sarah indulging in her growing desire for Evan with frequent naughty text exchanges with her husband who seems more than willing to be made into a cuckold.

If you want to read all five parts of The Wedding Date, become a Patreon supporter today (at the Cuckold Stories level). If you’re already a supporter, click the links below to read the story right now.

Warning: If you don’t want any of the plot points spoiled, skip reading the chapter summaries below and click the links to start reading.

Part 1 – Sarah narrates the first-person story, starting with getting Jason’s approval to accompany her friend to his sister’s wedding. He’s okay with it, and we head to the airport, where Sarah discovers that Evan has purchased first class tickets for them. There’s more than a little flirtation happening, but it isn’t until they land that she realizes that Evan has told his family that Sarah is actually his long-term girlfriend, not just his date. Luckily for him, she’s willing to play along, which leads to just a little bit of sensual play.

Part 2 – At the rehearsal dinner, Sarah meets some of Evan’s family members and discovers that her friend has been nursing a crush on her for quite some time. They dance and she can’t help but find herself caught up in deep kind of desire. Back at the hotel, Sarah lets the desire get the best of her and she and Evan consummate their fake relationship and have beautiful sex. Afterwards, Sarah texts with her husband, offering him naughty little details of what she did, details that he seems to find thrilling.

Part 3 – The next morning, Sarah decides to lean into playing the part of Evan’s girlfriend. Jason has given her his blessing to have fun for the weekend and she decides to take advantage. She and Evan fool around in the pool, have more great sex, and then she sends Jason more naughty texts to give him what he seems to crave.

They attend the wedding that evening and Sarah gets caught up playing the part of Evan’s girlfriend. She talks with his family, teases him about not asking her to marry him yet, and happily indulges in soft, tender kisses whenever she can. Then, she lures him to a bathroom because she absolutely has to have him.

Part 4 – After her bathroom interlude with Evan, Sarah sends her husband a series of sensual, sexy texts, bringing him to orgasm and offering her the satisfaction of helping two men climax in the span of just a few minutes.

Lots more sex with Evan unfolds before they fly back home. They sneak out onto the golf course at the country club where the wedding was held and make love on a green. They go at it the next morning. She even offers Evan her mouth before he drops her off at home so Sarah can go back to her real life.

Part 5 – Jason is all over his wife the moment she walks in the door and she’s equally eager to fool around with him. He’s spent the weekend enjoying her texts and a few naughty pictures and he wants to enjoy his wife’s body. Sarah gives him everything he desires.

As it turns out, Sarah couldn’t keep her lusty play with Evan contained to a single weekend. In the epilogue, we read about her and Evan’s first date back home, a date that Jason is on board with his wife going on. We get just a little taste of a whole new kind of sex life unfolding for the couple.

Halloween House Party

Whew… What an eventful couple of weeks it has been! I am back from my vacation, and, as promised, I will update you all…

Ok, where to start…

I went to Hawaii with my family. Some of you even guessed the right island, and one person even guessed the right beach… Honestly, I was a little freaked out by that. I’m not ready to meet anybody off of Tumblr, particularly in front of my family, while we are on vacation. So, I didn’t answer anybody specifically as to my exact whereabouts. I’m sure you will understand. The island was great, the vacation was great, I had a glorious time. And for anybody wondering, no, I didn’t hook up with any random strangers… Sorry to disappoint you all there.

I also decided to make a change to my blog. Maybe not one you will notice immediately, but I decided to eliminate the “anonymous” option on my asks. I was getting a lot of disparaging anonymous comments, and some of them were pretty mean. Nothing kills the mood while you are on vacation than seeing somebody who obviously hasn’t read my whole blog fire off some mindless drivel about what a horrible person I am. So, the way I see it… Hate on me all you want, just don’t be a coward about it anonymously. If you want to insult me, then do it with your name behind it so I can respond. If you don’t have the courage to do that, you aren’t worth being in my inbox in the first place. Now, two things need to be said about this. First, I promise to respond to a person directly and privately before I post anything with names on it. I’m not here to embarrass anybody. And second… This may or may not be permanent. I am going to see how it goes for a couple weeks and see how I feel. If I don’t get anything interesting, I might turn on the anonymous ask feature again.

Ok… I’ll get off my little soapbox here, and get to the fun stuff that you all came for…

So, for those of you that remember, right before I left for vacation, I found myself in a bit of a pickle… I didn’t have a Halloween costume or anything planned, but my friend was having a Halloween party last night. Well, I got home yesterday at noon… So I had like 4 hours to put a costume together, and of course, my awesome Tumblr followers came through and sent me ideas the whole time I was in Hawaii. I got a lot of suggestions, some cute, some sexy, some funny, some gross…

I just thought I’d share a few:

Wear my lingerie and heels and be a Victoria’s Secret Model (of course). Put on a low cut dress with lots of T&A and be a celebrity, while giving my bf a bunch of cameras and making him be paparazzi. (Could be fun) Dress up in a toga and sandals, and have my bf wear a green shirt and stick fake croutons, tomatoes, celery and carrots to him and go as a couple. (Caesar-salad… Get it?) Go dressed as Batman, and make my boyfriend go as Robin. (To show who was the boss, of course)

I liked those. But the one I ended up doing was both super easy, and super sexy to pull off, and still had the added hint of the power play that goes on behind the scenes with my boyfriend and me. It was actually suggested by one of my favorite people on Tumblr… @toricooperauthor. If you haven’t checked out her blog, do it now. Seriously, this post will be here when you get back. Go follow her, she is amazing. Every time we talk, she has some awesome idea for me to try…

Back yet? Ok, cool…

So, while I was in Hawaii, two days before I left to come back, I texted my boyfriend, and told him I knew what I wanted to do for the Halloween party costumes, but that I needed him to go get a couple of things for both of us, because I wouldn’t really have time. I gave him a list: a visor for me, a pair of workout wristbands, a workout headband, and as plain or boring sweater vest for him that he could find. He asked me what he heck kind of costume I wanted to make, and I told him it would be a surprise…

Oh my goodness, that flight is long. It was something like 10 hours of travel time, including layovers, and I have a really hard time sleeping on planes, so I got next to no sleep, and by the time I got home, I had been up for almost 36 hours straight. Suck. So I was exhausted, but my bf is sweet, and picked me up at the airport and took me home. He told me that he got everything that I had asked for, but he still didn’t know what I was planning. I told him to trust me, and took a nap for 2 hours, just so I wasn’t completely exhausted for the party.

Quick side note here… Thank God that Halloween was on a Friday night this year. If it was a mid-week holiday, there was no way I was going to go out after that trip.

So, about 4pm, my bf wakes me up and says “Court, do you want to go to Karissa’s party or just sleep? Either is fine with me”. (By he way… same Karissa from my birthday story a while back). I assured him that I was good to go, and popped up, and told him to wait 15 min while I got dressed, and then we would go over to his place for his costume. I put a pair of tennis shoes, white socks, a pleated white skirt, a white tank top and a black sports bra, put my hair in a ponytail and put on the visor and wrist bands. Then I went down to my closet where I keep all my random crap (snowboard too) and got out a tennis racket and a couple of tennis balls. And wa-la! Tennis Pro Courtney! It was super easy, a little flirty, and still totally socially acceptable. When my bf saw it, he was like “oh, ok, I get it. I’m cool with that… I had a little surprise for him though…

When we got to his place, I told him I wanted him to wear something along the same lines, but a bit more ridiculous. I told him I wanted him to wear knee high socks with his costume, and the shortest shorts he could find. Then I made him put on a white polo shirt, and this blue and tan sweater vest over the top of it. I had him put on the sweatband on his head too, and that was pretty much it, he was done… He asked me if I forgot a tennis racket for him, but I said no, he didn’t need one… He was my ball boy - and I dropped a tennis ball in front of him while looking right at him. He looked at me a little funny, but then I did the little “Ahem!” thing, and pointed to the ball, and he got the picture. He grinned and sheepishly picked it up and handed it back to me. I just said “all night long, understand? Every time that happens, you better come running” And he smiled. He knew the deal…

Karissa’s party was awesome. She and a couple other girls share a big house, and it is a good party house because it is open, and has a big outdoor space with an awning over it so you can be outside, but still be covered if it is rainy or whatever. It’s pretty cool. Anyway, by the time we got there, there were like 20 other friends/acquaintances of ours there already. Some cool costumes, some stupid ones, some that didn’t even try. I couldn’t criticize anybody though, because mine was pretty simple too. I told people that I took the easy way out because I had just gotten back from Hawaii, and that usually sufficed to change the conversation away from my relatively uninspired costume effort. However, I would randomly “drop” a tennis ball during every other conversation or so, and my boyfriend would rush in, pick it up, hand it back to me and rush out whenever it happened. It made most of my friends laugh a few times… Here was Courtney and her boyfriend, being all cutesy in couples costumes… Right? I felt a little sneaky… A little devious. All those people just thought he was my ball boy, but he and I both knew what was really going on… After I had a few drinks, I stopped calling him “my ball boy”. And started calling him “my ball bitch” in front of my friends. They still laughed. He blushed a little… I wonder why?

At about 8 or 8:30, I decided I was feeling frisky enough, so I sorta cornered my boyfriend alone for a minute, and asked him how he liked being my little ball bitch? He told me he liked it, and I asked him if he wanted me to take it further. He asked what I had in mind, and I told him I could text Brandon and invite him over… After all, I hadn’t seen him in over a week, and I was getting a little… antsy again. After a little bit of whispering in his ear for convincing, and a little bit of light petting… He finally agreed. I said “thanks babe”, and pulled out my phone to text Brandon.

I asked him what he was doing, and he said he was just drinking beer and watching basketball on TV. I told him that I was home from Hawaii, and that I was at a Halloween party with my bf, but that it was really boring, and my bf was probably drunk already, and I may have mentioned how I hadn’t seen him in a long time… Hint, hint… His first reaction was to say that he didn’t have a Halloween costume, but when I assured him that a fair number of people at the party didn’t have one either, he agreed. I texted him the address, and he said he would be over in about a half hour. I immediately went back to the back hard and found my boyfriend to tell him what was up. I told him “remember, you are already pretty drunk -but I might be a little tipsy too, and you know how I get a little handsy when I get tipsy”. And he said that he would do his best, he was just nervous about seeing Brandon again… I could understand that. I’m sure it’s a pretty awkward position to be in… But… Too late now!

Brandon showed up about 20 min later. He did go through some effort… He put on some kind of Tshirt with a skull on it. Better than nothing I guess. He knows Karissa, but hadn’t ever been to her house, so it wasn’t like he was crashing the party or anything. He said his hellos, played it cool, and walked around the party a few times. I was talking to a couple friends, and he was right over one of my friends left shoulder, in another group of guys talking, but I knew he was looking at me… I could feel it. I wasn’t even really listening to the girls I was standing with, because I was concentrating on Brandon… I dropped a tennis ball “Oops! Ball Bitch?!?” He came running, the girls laughed… Haha, funny little Courtney and her cute ball boy boyfriend… How innocent…

In the garage, Karissa and her roommates had set up a beer pong table. If you don’t know what beer pong is, google it. It is called different things in different places, but essentially you have two teams and you try to throw a ping pong bottle into cups of beer to make the other team drink… Simple enough, right? Well, I saw this, and decided that I wanted to play. The way we play, you need a partner, who stands next to you, and he competition is on the other side… So I had an idea… I went up to my bf, and told him to go get a beer, and go the the garage, but be really drunk, and to tell me no when I asked him to be my partner.

I went back to the garage, and here were probably 10 or 15 people there watching, and 4 people playing. Just like I has suspected, Brandon followed me out there soon after. The game continued until here was just one cup left for one team, at which point, I called e next game… No arguments from the crowd… I just needed a partner. I asked my drunk boyfriend who was leaning up against the garage door with half open eyes and a beer in each hand (nice touch!). But he told me no! (The nerve!). I needed to find a partner quick, so I went up and asked Brandon… “What do you think? Want to play?” He said “won’t he be pissed?” And nodded at my boyfriend. I said “he doesn’t even know where he is right now”. And after he looked at my bf another time or two, he agreed to be my partner. Perfect.

In beer pong, you take turns, one team shoots, then the other… The more you drink, the worse you get, for obvious reasons. Brandon and I did alright our first game. We actually beat the team that had won the game before that. So we stayed at the table, and two guys were up next for the following game. That’s when I “really started to feel it”. Or so I told Brandon. My shots “accidentally” got farther and farther away from the cups, until one time… Oops! I missed the table all together! My ping pong ball went rolling around the garage floor. “Ball Bitch?!?” (His role want just for tennis balls, right?). He got up, and stumbled around remarkably well (maybe he was actually drunk by now?). And as he chased the ball, everybody in he garage laughed… What a cute little innocent couples costume…

I took the opportunity with everybody distracted by my gentleman of a boyfriend to arch my back, and grind my ass right into The front of Brandon’s pants. I wasn’t subtle. He got the hint. A few turns later… “Ball bitch?!?” More laughter, and this time his hand went up my skirt and grabbed my ass… Yup, this was happening…

We lost the beer pong game. I didn’t care. I told Brandon I would be back in a minute, and I took my boyfriend by he arm and led him into the house, and into a corner again… I’m sure everybody at the party saw how drunk he was, and was assuming that I was telling him to stop drinking or something… Little did they know. I told him about Brandon feeling my ass while everybody was distracted. I told him I missed on purpose the first time so I could make sure he knew I wanted it… It turned him on immediately. I asked him what he wanted me to do next, and he said “more”. And I said “no, that’s not going to cut it ball bitch, I want to hear you say it”. And after a moment or two of resistance, he said “fuck him”. And I said “say it, all of it, I want to hear you say what you want your girlfriend to do”. There was a bit of a muffled moan, and he said “Courtney, please fuck him tonight”. I said, “are you sure? You haven’t seen me in a week either… Is that really what you want?” And he nodded, without saying anything. I said “good, get a ride home, I’ll see you in the morning”. And turned around and left him in the corner and went back to the garage.

Brandon was still there. We made eye contact. As soon as he saw me he came over to me again. I told him that [bf] was drunk out of his mind! and had no idea what was happening. We waited around for a bit… Talked to a few people… I tried to hide the fact that I was so turned on from all my friends who were there… We lasted about 15 minutes. When we went inside, my bf was gone. Brandon followed me out front. I didn’t say anything, but my bf’s car was gone. He probably just drove home. “Your house or mine?” I asked him, and we both got in his car. He drove to his house. On the way he mentioned that my boyfriend had to be a complete fucking idiot to get that drunk when his girlfriend looked like I did on Halloween night. (That’s a compliment, right?). I told him I knew, and that I was super pissed about that, and that was why I was going home with him… He liked that.

His roommate was home. The same one that let me in when I went for the evening jog. He saw us when we walked in the door. I didn’t care. We went straight to Brandon’s room and I was on all fours on his bed in about 4 seconds. He didn’t even bother with the tank top, sports bra or skirt, just yanked off my underwear and dropped his pants. It was fucking hot. I told him I wanted it bad. I told him I wanted it to be hard. I told him that a 9 day trip to Hawaii was too long to go without ass. I moaned a little when he called me a little slut and pulled my hair. I came. Lots.

In all the times I’ve been with Brandon, it has been a matter of an hour or two. Except for the quickie for 15 min on the night of the jog, and the long marathon that was my birthday. It was always sex. Just sex, and then leaving. I didn’t do that last night. We fucked 3 times last night. Then I was so exhausted, both from the sex and the travel before, that in couldn’t stand it. I slept there, naked, with him. Then we went at it twice more in the morning for good measure before I walked home. Yup. Did the walk of shame… So sue me. I liked it. So did my ball bitch when I told him about it this afternoon. It made him cum without me even touching him…

Happy Halloween everybody! Hope you had fun. I know I sure did.

Her boss is tall and handsome and older than her.

She thinks of him when she sees it, when she tries it on in the dressing room, when she buys it for herself and secrets it into her closet at home.

How could she know you would find it?

How could she know what you'd think?

After hours in the office, unavoidable in her glistening rubber sheath, he appears in her office doorway and asks if she's free to grab a drink.

He's met you before.

He's aware that you exist.

He just doesn't care.

How could you know how it would sound, the gentle drops of his pleasure, falling from her lips and landing on taunt rubber stretched across bended knees, how distant she's be when finally she returned home to you?

She never would have imagined it.

But the mind is a mystery, capable of many impossible things.