Family vacation

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marriedky
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Re: Family vacation

Unread post by marriedky » Fri May 16, 2025 3:08 am

Absolutely amazing

venus-can99
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Re: Family vacation

Unread post by venus-can99 » Fri May 16, 2025 9:31 pm

Thanks for the awesome update cgb. Sounds like you have a wonderful wife and MIL and looks like Tom is another presence in your lives providing you with rich erotic experiences

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Re: Family vacation

Unread post by Cgb29 » Mon May 19, 2025 5:00 pm

Hey guys. Sorry again for the delay but you know how it can be trying to find time. I just wanted to wrap up the story about our weekend and let everyone know how things are going.

I woke up early on Sunday morning. I took a quick shower and made my way out to the kitchen. As I did, Tom came out with his bag to use my bathroom so he didn't wake up my wife. After that, he emerged from the bathroom wearing just boxer briefs. We sat on the couch and talked. He's very easy to make conversation with, so I can see why the women I know like him. He asked if I was happy with everything and I assured him I was. He told me he was conflicted about how he was going to handle not only meeting two women but them being mom and daughter. He told me it was different with my MIL since she was single and unattached and that he was going to play it by ear with her and see where things lead. Then he told me again how amazing my wife is and that he has to have her again. I told him that as long as she's willing, he can have her.

Then he got a little bit of a grin and said "And I tell you what, I'd love to have you there as much as you want. You really know how to suck cock." I hadn't made any attempt to hide the fact that I had glanced down at his bulge several times, especially as it grew during our conversation. I smiled and said thanks and he asked if he thought my wife would mind us having a little fun while she slept. I said "No if she caught us, she'd probably join."

He stood up and I moved off the couch to kneel in front of him. I reached behind him and grabbed his ass while I kissed his throbbing cock through the cloth of his boxer briefs. I grabbed the band and pulled them down. I wasn't in the mood to play games and immediately put it in my mouth as soon as it appeared. With my left hand wrapped around his shaft, I started working him with my mouth. After about the sixth "Oh fuck" he pulled me with him as he sat down on the couch. When he sat, he said "Yeah you like sucking my cock after it's made your wife cum all weekend, don't you?" This just made me increase my pace. His moaning built and I was determined that I wasn't slowing down until he was done. I worked him with my mouth and one hand as the other hand explored his body. Finally, the familiar growl filled the room as his cum filled my mouth.

He sat sprawled on the couch while I got up went to check on my wife. Surprisingly, she was still asleep. Tom and I talked a little bit more and he returned to the bedroom. I went to my room for a little while and watched TV. It was probably half an hour later that I stepped out of my room and went into the living room when I could hear my favorite sounds coming from their room. When I first heard the wet, sloppy noises of oral sex, I couldn't tell which of them was taking care of the other. I stood silent and listened, realizing that Tom was eating out my wife. Her breath grew heavier and I could hear a few of the little squeaking noises she makes when she cums. He kept and it and I kept listening. I sat in a chair in the living room, pulled out my cock, and rubbed myself as I listened to the sound of his mouth on her pussy. She finally got enough air to say "Ok, fuck, stop, stop." I knew exactly what she meant. She gets sensitive during oral, especially after an orgasm or two, and can't resist getting cock any longer.

I heard them shuffle around in the bed for a bit. Even the sound of the sheets rustling as my wife and another man enjoy each other in bed is hot. I continued stroking as I listened. She moaned loudly, I assume as his cock entered her. Then the loud, jarring sound of his palm slapping her ass cheek. Then again, again, and again. After each slap, she would make a sharp, but pleasurable noise. Even though I wasn't watching, I could see her biting her lips and her eyes rolling back. The sound of slapping was soon replaced by the sounds of passionate, doggy style sex. Her cheeks met his hips at an incredible pace. A quick break for them to reposition, then the sounds of his cock thrusting into her wet pussy would continue. He fucked her thoroughly as I listened for 20 minutes. He came and continued fucking her for a couple minutes more. Instead of silence, I soon heard her cleaning their juices off of him with her mouth. At one point, I heard her tell him "It better be hard again when I get out. I have to have it before I leave." Then off she went into the shower.

She emerged naked a while later and greeted me with a good morning kiss. I had already packed most of my stuff and she went around the house collecting things. Tom joined me and each time my wife passed, he would slap her ass. She made a point of taking the long way just to pass us, let us ogle her nude body, and receive her spanking.

Tom still hadn't managed to get farther in the process of dressing than just his boxer briefs. We sat together on the couch when my wife again passed through. My wife is not usually one to take the lead or just directly say what she wants, but she was feeling herself after the weekend we'd had. As she passed, she grabbed his hand as she commanded him "Come fuck me." Just before they rounded the corner into the bedroom, she looked back to me and said "You can watch."

I sat in the chair in the bedroom and watched what had quickly become my favorite sight. A passionate makeout session. He kissed nearly every inch of her body. He sucked her nipples, thighs, toes, until finally going down on her. Each time he went down on her, it amazed me just how wet the act was. It wasn't just him giving messy oral, it was a testament to just how wet he made her. He entered her in the missionary position, then they laid on their sides while he fucked her from behind. A few more positions led to her being on top. She rode him so good, he arched his back and he filled her with cum. Again, she cleaned him off and then shared a bit of it with me after she walked over to me and kissed me. They cuddled in bed for a while before we came to terms with the fact that it was time to go.

Tom left first, but not before they had a moment like a movie, two lovers who don't want their embrace to end. On the drive home, she couldn't stop talking about how much she loved the weekend. As if everything that had happened so far hadn't been enough, she gave me road head on the interstate along our way. When I told her I had been stroking all morning without actually finishing, she almost ripped my pants off to get to me.

We've had a lot of great conversations this week. Tom has been texting both of us and can't wait to have us back. My wife finally got to see her bf on Tuesday night and as you would expect, he ravaged her. I think he was having even more angst being the one left at home than I had. I'll get more into some of the stuff we've talked about in future posts.

My mother in law drove up today and arrived at her house about two hours ago. She has a date with Tom tonight and something tells me he'll be sleeping over in that same bed again. I haven't heard any updates yet, but I'll let you all know how that goes too.

Tryn
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Re: Family vacation

Unread post by Tryn » Tue May 20, 2025 6:27 am

I’m loving your thread! Thank you for sharing your experiences with us! You definitely hit the jackpot with your wife. I would love to learn about what your wife has told you.

venus-can99
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Re: Family vacation

Unread post by venus-can99 » Tue May 20, 2025 1:50 pm

Love your descriptions Cgb! Looking forward to more updates

Pepper4215
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Re: Family vacation

Unread post by Pepper4215 » Wed May 21, 2025 12:36 pm

Anxiously awaiting an update!

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Re: Family vacation

Unread post by Rogueuser1 » Wed May 21, 2025 6:07 pm

Wow that is hot!
How is your wife's current BF with all of this?
Hopefully your wife and her mom are clear on their boundaries...
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Cgb29
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Re: Family vacation

Unread post by Cgb29 » Thu May 22, 2025 8:46 am

Rogueuser1 wrote:
Wed May 21, 2025 6:07 pm
Wow that is hot!
How is your wife's current BF with all of this?
Hopefully your wife and her mom are clear on their boundaries...
He is loving every second of it. He loves when she finds someone new. And it's not anything that would interfere with their time together.

They had a great discussion about boundaries. They are not at all open to a full threesome, where everyone is involved with everyone. They're not real keen on sharing at the same time either. No sloppy seconds, so to speak. However, given how much they have witnessed, they're quite comfortable with that and I don't think there will necessarily be a lot of holding back by one of them simply because the other is there.

Wistful
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Re: Family vacation

Unread post by Wistful » Fri May 23, 2025 9:50 am

I find your story interesting, particularly as it relates to your mother-in-law. She seems an amazing lady.
Have you heard more about her follow-up date earlier this week?

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Re: Family vacation

Unread post by Rogueuser1 » Mon May 26, 2025 4:34 am

Can't wait to hear your next update! How often does your wife see her bf? Do you often get to watch or listen when they are together?
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Cgb29
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Re: Family vacation

Unread post by Cgb29 » Tue May 27, 2025 12:31 pm

Hey everyone! I know I still owe all of you updates on everything, but I had a few minutes and wanted to throw out a quick story I thought some of you would like.

I'll preface all of this by saying that while my wife and mil have always over shared, there's still been some level of modesty. I've never seen my mil naked. I've caught a couple glimpses down her shirt when she's dressed in bed for the evening, but even then, never really seen much other than lots of cleavage. I've certainly never seen her in the act. My wife sees her naked a lot because they'll change together and that sort of thing, but just overhearing her in the act on their trip was a new experience.

So the other night, it was late. I was in bed and my wife had gone to the kitchen. I get a message from Tom, asking if anyone is around. I replied no and immediately, I get a video call. I answered and see a shirtless Tom in bed.

He says hi and tells me that "I figured it's only fair." He turned the phone and you could have knocked me over with a feather at the image of my mil laying next to him, in only a bra and panties, with his dick in her hand. She gave me and enthusiastic "Hey!" He told me that since she liked being a voyeur with me, he convinced her to make it fair. As he said that, she started sucking him. I sat quietly and watched and it didn't take long for me to notice how similar she and my wife look with a dick in their mouth. My wife gets this look in her eyes like she needs the dick in order to survive and her mom gets the same look.

She picked up the pace and Tom started moaning. The phone got shaky and Tom said "Ok we'll check in later" before disconnecting the call. My wife came back in the room a couple minutes later and thought my story was hilarious. But she was also turned on (as was I, of course) and we had really good sex. I definitely can't say Tom has failed to make life more interesting.

Anyway, that was my quickie story and I'll get more into some other details as soon as I can!

HWL27
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Re: Family vacation

Unread post by HWL27 » Tue May 27, 2025 12:57 pm

Can’t wait to hear all the details. Thanks for sharing and please don’t stop now.

Tryn
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Re: Family vacation

Unread post by Tryn » Tue May 27, 2025 1:40 pm

That’s incredible! Is your MIL still good looking? Looking forward to your updates!

venus-can99
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Re: Family vacation

Unread post by venus-can99 » Tue May 27, 2025 8:29 pm

Thanks for the quickie cgb. I guess you didn’t see MIL completely naked just with Tom’s cock in her hands and mouth ;) looking forward to the details….

elina
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Re: Family vacation

Unread post by elina » Wed May 28, 2025 4:04 am

That is a wonderful update.

I love how natural it is for Mom and Daughter to play this game together, all the way to openly sharing a bull.

You should be very happy with the similarities between your Wife and Her mom,
it should convince you that your Wife will truly be enjoying cucking you even when She gets to your MIL's current age and probably well beyond?

BTW: Do you have a daughter? ;)

Sincerely
elia

dollarboi789
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Re: Family vacation

Unread post by dollarboi789 » Thu Jun 05, 2025 9:53 am

bumping looking forward to an update

MrPig
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Re: Family vacation

Unread post by MrPig » Thu Jun 05, 2025 11:47 am

Damn the hottest thing I've ever seen. Absolutely the goat of all families haha

Cgb29
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Re: Family vacation

Unread post by Cgb29 » Wed Jun 18, 2025 8:42 am

Hey everyone! I've been trying to get time to update and I'm finally getting a few minutes to sit and type.

So my MIL and Tom have been getting closer. She stayed up there a few days and then the weekend before last, he came to visit her for the first time. She's retired and he's semi retired from a business he owns, so they've both got free time.

He got here on a Friday night and they had a long talk about the possibility of a relationship. I think if they lived closer and my wife wasn't involved, it would be a no brainer. But they don't and she is.

Tom relayed to me the next day that during their talk, my mil admitted outright that she's turned on by the whole situation. But it's obviously confusing as well. They left it at keeping things sort of unofficial for now and seeing how things go.

We didn't visit over the weekend so they could have their space. On Sunday evening, we'd gotten the kids to bed. My wife had been with her bf that afternoon and had gotten home a couple hours earlier. We were getting in bed when her mom called. They chatted for a bit and the next thing I know, my wife comes in the room and says she's going over for a visit. She'd told her mom that she didn't want to intrude, but she told her repeatedly that she was more than welcome. So the hormones won out.

She told me she'd be back in a couple hours. I laughed and told her I'd see her in the morning. About an hour later, I got a text from my MIL asking about something totally unrelated. I answered and then asked how things were going over there. Her reply was "They've been in the bedroom for 30 minutes so I guess everything is good. I'm going to sleep." I said goodnight.

I didn't expect anything else for the evening and at almost midnight, I got a text from my MIL. It's my wife and Tom standing in the living room. My wife is totally naked and Tom is half dressed and has a big smile on his face. It was so hot, I almost decided to stroke to it, but then she followed up with "I told her she could spend the night but she says she's getting dressed and coming home."

To say I was excited is an understatement. I was in bed when I heard the door open. She crawled in bed with me, pulled the covers down, pulled off my underwear and took me into her mouth. I don't know how I didn't immediately blow right in her mouth. She worked me with her hand and mouth. But knowing that her bf and Tom had both already cum in her that day, I had to have her pussy. I pulled her up to kiss me, put my hand around her throat, and pushed her back onto the mattress. I pulled her legs back to get a taste of her pussy and then entered her. She was so wet with her own juices plus all the cum that had been inside her. I grabbed her and we kissed passionately. It was perfection and we fucked for several minutes before I filled her up with my own cum. I pulled out and watched my cum run out. She started playing with her clit, letting me know she wanted even more. I ate her out, cleaned up all the cum, and left her with her legs trembling. She had such a sexy orgasm, made even hotter but the day's activities.

She has been so incredibly horny for the last few weeks. She's basically been free use for me, she's down any time and has begged for anal a couple times, which is usually only initiated by me. I'm really living the life.

My MIL and Tom will be reunited this weekend in the mountains. I think she's planning to stay until the middle of next week. And he's planning to visit us again soon. My wife, her bf, and I are all off tomorrow and the kids are in summer camp, so he's coming over. I hope to have a good story from that too.

venus-can99
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Re: Family vacation

Unread post by venus-can99 » Wed Jun 18, 2025 11:22 am

Thanks for the update. Sounds like exciting times ahead for you and fulfilling days for your wife and MIL

dollarboi789
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Re: Family vacation

Unread post by dollarboi789 » Wed Jun 18, 2025 11:39 am

Loving the update and it sounds like Tom is starting to wear them down and might still get his threesome!

vicg
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Re: Family vacation

Unread post by vicg » Wed Jun 18, 2025 2:24 pm

Love the update!
Cgb29 wrote:
Wed Jun 18, 2025 8:42 am
at almost midnight, I got a text from my MIL. It's my wife and Tom standing in the living room. My wife is totally naked and Tom is half dressed and has a big smile on his face.
How obviously "just fucked" did your wife look in that photo?

Cgb29
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Re: Family vacation

Unread post by Cgb29 » Wed Jun 18, 2025 3:57 pm

vicg wrote:
Wed Jun 18, 2025 2:24 pm
Love the update!
Cgb29 wrote:
Wed Jun 18, 2025 8:42 am
at almost midnight, I got a text from my MIL. It's my wife and Tom standing in the living room. My wife is totally naked and Tom is half dressed and has a big smile on his face.
How obviously "just fucked" did your wife look in that photo?
Oh it was extremely obvious. :lol: Her chest and neck were all flushed and splotchy. She looked drunk. Tom, on the other hand, looked like Publishers Clearing House just showed up with a check.

vicg
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Re: Family vacation

Unread post by vicg » Thu Jun 19, 2025 7:46 am

Cgb29 wrote:
Wed Jun 18, 2025 3:57 pm
Oh it was extremely obvious. :lol: Her chest and neck were all flushed and splotchy. She looked drunk. Tom, on the other hand, looked like Publishers Clearing House just showed up with a check.
That's what I was guessing. I think your wife got off on letting her mom see her like that, and involving her in your cuckolding by taking the pic and sending it to you.

Cgb29
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Re: Family vacation

Unread post by Cgb29 » Fri Jun 20, 2025 11:17 am

vicg wrote:
Thu Jun 19, 2025 7:46 am
Cgb29 wrote:
Wed Jun 18, 2025 3:57 pm
Oh it was extremely obvious. :lol: Her chest and neck were all flushed and splotchy. She looked drunk. Tom, on the other hand, looked like Publishers Clearing House just showed up with a check.
That's what I was guessing. I think your wife got off on letting her mom see her like that, and involving her in your cuckolding by taking the pic and sending it to you.
It did turn her on and embarrass her a little as well. Although the latter is a turn on in itself for her. Tom took her out to the living room, though, so he's definitely the one getting the most out of it.

Cgb29
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Re: Family vacation

Unread post by Cgb29 » Mon Jun 23, 2025 11:51 am

Thursday turned out to be a lot wilder day than I imagined. Her bf came over as planned around 9:00 AM with plans to stay a couple hours. We all talked a bit and they headed off to the bedroom. As usual, I enjoyed listening to the sounds of sex come from the other room. She's becoming more vocal lately and there's not much better than the sounds of her moans with another man.

My MIL had plans to come over at lunch and she was going to work on a couple of curtains in a bedroom at our house. That's a hobby she's picked up during retirement.

Bf is the type to stick to a schedule. When he says he's leaving at 11, he's out the door at 11. But I had this feeling from the beginning that he might find a reason to extend his visit long enough to see her. The times we've been all together, he enjoys showing her a bit of affection with me there, just to reinforce the point that her mom knows he's fucking her and that she knows that I know he's fucking her. Also, her mom loves her bf so I had a feeling she'd show up early. Sure enough, at around 10:30, my wife texts me from the bedroom that he's staying a little longer and she'll be on her way over soon.

Her mom arrived and a minute later, they emerged from the bedroom. She was wearing pajama pants and a sports bra. He was wearing a T-shirt and boxer briefs. I could see the joy on his face at the situation. I'm sure if he had nothing holding him back, he'd have taken her right there on the couch with us watching. But they sat down and we started talking. It didn't take long before my wife asked how Tom was and her mom said they'd talked on the way over and he was doing well. My wife commented that we need to make a trip to see him soon and threw in a comment about wanting to see his beautiful dick. My MIL commented that she had two in the room that she seemed to like too. My wife replied, "Don't judge me, you're the one who must have gone wrong somewhere and raised such a slut." Her bf and I both looked at my MIL and said "Thank you" at the same time. It was perfect comedic timing.

That led the two of them to start talking about the experiences with Tom. Obviously, her bf and I were enjoying it. It was a bit surreal to listen to them talk about being bent in half by the same guy. As they talked, my wife and her bf were cuddled up at the end of the couch. A few times, my wife just sort of mindlessly fondled him. It was very obvious that he was hard as his boxer briefs didn't hide much. My MIL mentioned that the conversation seemed to be turning them on. When she said that, she looked up at her bf and they kissed. As they kissed, she traced the outline of his dick with her finger. Then she looked back her mom and said "Sorry, I got caught in the moment." Her mom replied, "Don't apologize, you know nothing bothers me."

As soon as those words left my MIL's lips, I could see the look on bf's face. He kissed my wife again. This time, my wife's fingers slipped into his underwear. She pulled them down and exposed his rock hard cock to us. She sat up, scooted over on the couch, bent over, and took him in her mouth. I felt an adrenaline rush that I might not have felt since the first time I saw her with a guy. It was like an out of body experience watching her suck a cock in front of both of us.

Her mom was sitting in a chair closer to me and asked me if it turned me on. I said it did and asked if her if it turned her on. In a semi-embarrassed tone she said, "I hate to admit it, but it kinda does." My wife took that as the greenlight and picked up the pace.

I think her mom felt awkward just sitting there in silence. She talked with me a bit, but we still were focused mainly on them. She was giving him her all and you could hear how sloppy she made it as she nearly choked on him. She certainly wasn't holding back just because there was an audience. His breathing got heavy and he let out a heavy moan as he unloaded into her mouth. We could see his dick twitch as it unloaded into her and she swallowed. She stood up, walked over to me and stuck out her tongue, which still had a bit of cum on the end. She kissed me passionately as the others watched.

Her mom broke the silence and said "That's why so many men love you."

More to come. :)

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