This is a three-part story about how an App led to some dares, a surprise, and a revelation. Part 1 is here.

We continued to play with The App for the next several weeks, and fucking nearly every day. Remember, we’ve been married for almost 15 years and are fucking like newlyweds. Kinkier, more experienced, newlyweds.

We started dating in July, so summers have always been kind of horny for us. Tori loves summer, especially swimming and celebrating her birthday.

Tori turned 40 this summer and decided to go on vacation by herself, to a tropical beach for birthday. I was a little miffed that she notified me about it after she had booked and paid for it, and planned to leave me with the kids. But most of all, I was disappointed that I wasn’t having sex with her on a beach somewhere.

So I put a plan into motion. I came up with some dares to get her back for going without me.

This was the list: 1. Send a nude from the pool (10 points) 2. Send a nude from the beach (10 points) 3. Topless any other public location (10 points) 4. Full nude in any other public location (25 points) 5. Post your tits to Reddit (25 points) 6. Let me control your panty vibe in public (50 points) 7. Full body masturbation video (100 points) 8. Get a happy ending massage (100 points)

Tori is an overachiever and I knew she couldn’t resist a challenge. So I waited until the day of her departure, and when she was on the plane I sent all of them to her.

When she landed, she messaged me back “That’s a lot of dares! When did you think those up?”

“Just something I had saved in my notes”, I replied.

After a excruciating wait, she sent me a cock-stiffening reply, “Which one should I do first?”

I wasn’t sure if many of these would get done, but she accepted them. And a few hours later, the chat dinged. I could barely believe what she sent me. A full body selfie of her standing in her semi-private pool, bare from the waist up. The grin on her face told me she was down to play.

The next few days we’re a flurry of sexts, nudes, and dares being shared back-and-forth. She quickly racked up the date points. The second night at the resort, Tori donned a short white ruffled skirt and a crop top and went to a hibachi restaurant for her dinner. She had packed several toys and to earn the next dare’s points, she wore her panty vibe to dinner, and I controlled it entire time she was there.

We were chatted on The App as she ordered sushi and tried not to cum. It made me hard as a rock to think about how wet I was getting her, from another fucking time zone. I stroked my cock every night she was gone.

I really wondered how far she would go with the dares, but I ended up getting every image and video that I asked for. Especially one hot video where she was laying in her hotel room working her pussy with her rabbit vibrator while I controlled it from my bedroom.

As we chatted later that night, she brought up a recent question, one of the App’s daily questions. It was about engaging your partner in a ménage a Trois. Surprisingly, we both answered yes. As we were texting each other from a long distance, she asked me if I had anybody in mind. I responded with “nobody in particular.” She said that she had someone in mind and asked me to guess who it was.

She teased, “I’ll give you a hint: it’s the one that everybody in my grad school friend group has a crush on, has great hair and an amazing body… and she is single again.”

I took a minute to consider which of her grad school friends she could be hinting at. There was her friend Kelsey with the big tits, and there was one other that I had in the back of my mind as well. I didn’t think she hung out with Kelsey much anymore, but I wasn’t sure. I joked about it anyway.

“Hey, unrelated, but when was the last time you saw Kelsey?,” I asked “It’s been a few months at a friends baby shower, why?” “Ahh, it was a longshot.” I admitted. “She just has nice tits.” “She does have nice tits,” my wife agreed.

“It’d be hot to see the two of you together…Maybe something like this?”, and I sent her a link to a /r/breastsucking video.

“Ooh hot.” Tori replied. I could guess she was probably rubbing her clit.

The second girl I had in mind, was someone I barely knew — her friend Tiffany. I had always thought she was pretty, but that was all. I ran into her and her then boyfriend about a year back in a local deli. She was dressed down in a simple T-shirt and gym shorts, but I really liked her long brown hair and her thighs were creamy white and just the right thickness. She described her friend as having great hair, and her shaggy brown hair was pretty memorable, so I took a wild guess.

“Is it Tiffany?” “Yah that’s her”, she replied. “She’s single again.” “so you’ve put some thought into this.” I teased. “Kinda.” She responded sheepishly. “It’s this damn App, asking naughty questions every day!” “Well I’m hard now”, I admitted. She responded, “Haha I’m still watching the titty vids you sent me and fantasizing that it’s me and Tiffany.”

Even though Tori was busily buzzing her pussy in some tropical island, i couldn’t help but cum to this conversation.

As Tori’s trip came to an end, she sent me titty pics from every corner of her resort, and She even attempted to get a massage in search of a “happy ending”, but the resort’s small spa was fully booked, so no points there.

And yes, horny people, she posted her tits (and more than just once) to Reddit. Go check out my wife’s tits.

As Tori headed home, refreshed and feeling groovy, I hoped she would have more to show me. It was hot getting nudes and remote controlling her pussy, but I was not prepared for how hotter things were going to get when she got home.