30 Days: Nov. 19th (Patreon)

Dear David,

Our night out together last night made me so happy. That was my kind of place and my kind of music and my kind of man. And that slow dance to Shania? Ohhhh. I melted. You made me a very happy woman last night David. I can really tell your challenge is getting to you though. Some of those looks I caught from you, you looked so wild and caged at the same time. My poor Papa Bear! Just another week and a half and I’m gonna look after you so good. OHHH! I can’t wait!

Well, as you already know, it happened. I have now officially had sex with more than just one man. It was touch and go there for a little. I nearly chickened out so many times. But the later it got and with no safeword coming in I knew that it really was what you wanted from me. Honestly David, I still can’t believe you didn’t use the safeword! Ha ha ha! I thought FOR SURE that you’d pull me back before it got to this point. I should have never doubted your honesty as it’s one of the things I so love about you.

So I am sure you are curious as to how it went. For your faith and honesty to me I will give them back in kind.

We met near the cafe again. Initially we were going to go in for some breakfast and coffee but after last night Richard was eager for us to be alone. Turns out he keeps a little apartment not too far away from there. I guess he works really late a lot and instead of driving all the way out to his home and back again for the morning he sometimes crashes there instead. It was small but super nice. He made us some tea and we chatted for a little while. He could tell that I was nervous but he was so good about. He spoke with me and assured me that it wasn’t anything serious and that we were going to have some fun. And, well, after an hour went by with no word I just let things happened before I could second guess myself.

Things didn’t start out well as I got a case of the giggles the moment that clothes started coming off. I was just so nervous! Thankfully he was patient with me and once the good feelings started flowing the giggles went away.

I’m not sure how to say this exactly but he was so…so…different. So different from you. Everything was just different with him. He touched me in ways you never have and said dirty things that you never would and responded differently to what I did. He’s about as tall as you but leaner in the tummy which made him feel so different when we were close together. He also shaved his body and he was all hard and lean, not at all like my big burly Papa Bear.

Another huge difference is that he doesn’t seem to like foreplay nearly as much as you do. Once things were in motion he was undressing me and undressing himself even as we made our way to the bedroom. It was so, so strange being naked with a naked man who wasn’t you but everything was moving so fast I didn’t really have time to reflect on it. On the bed he got me all warmed up by sucking on my boobs and playing with my pussy but for an older guy he seemed to really want to get to the main event quick. He didn’t even have me suck him or put his mouth on my coochie or any of the stuff that I thought would happen. Not that it was bad or anything but I think my expectations for him had been built up too high by those books I read. Perhaps his time was tight or he doesn’t like it or maybe it’s just because he doesn’t love me like you do, whatever it was we were right to making love in record time.

But what he lacked in foreplay he more than made up for in lovemaking! I know I don’t have much experience to make and informed judgment but, he was good. He was really good. He was really, really good! He he he! Sorry, but he was GOOD!

Where do I even begin? Right from the start I could tell it was going to be different. With you the foreplay is where you take your time and the sex is pretty hard and direct. Like an animal, you beast! But with Richard he’d almost skipped the foreplay but then the sex he sort of eased into. He started with slow, shallow strokes. He even changed up the angle between and during strokes. He moved like a dancer. It was all very graceful and sensual and always changing. Only gradually did he build up into long, full thrusts but even when he did he would change things up at the most interesting times.

He felt different inside of me too. He’s not as big as Mr. Sticky but he’s a bit bigger than you, thicker mostly, and I could really feel it once he got going. It was really nice. It is still such a wild sensation when something goes in deeper than you. It still surprises me. The girth is what really differentiates you though. With you I can sort of relax and bear down as I like. When I’m getting stretched a little it totally changes the experience. I need to let myself open up and adapt. So different, so nice! Yours is amazing, obviously, but after only ever having yours it was quite an experience to feel a different penis. A real one that is. The fake ones are great but they can’t replace the feel of flesh and blood.

And oh my goodness! When I told him that he was bigger than what I was used to you should have seen him light up. He laughed and did me harder and made me say it to him God knows how many times. He just got silly with it. He kept saying ‘You like that big cock, baby?’ and stuff like that over and over. LOL How many times can a girl say yes? But he liked it so I kept saying it for him. And it really did feel good. After seeing what it did for him I’m going to have to say it to you and see what happens! Ha ha ha! I totally will if you want me too.

His moves were amazing and his size different and delightful but ohhhh David! It was the man’s wealth of techniques where all his years of experience with different partners really shone through. At first he had me on my back in the way we usually do it, missionary position, and I thought for certain he was about to climax when the next thing I knew he had me turned on my side with my one leg way up in the air! After playing with my button for a little he started making love to me again as if from the start. All the while he’s grabbing my breasts and gripping my butt and just touching me all over in wonderful ways. And again! Just when I thought he was about done…he flipped me over to all fours and took me from behind! Every time I thought he was going to cum he would switch things up and grab a sneaky rest while not giving me any break at all. He was so good at it that to me it felt like the action just never stopped.

And speaking of him taking me from behind, ooohhhh wow! I had NEVER gotten to get doggy style for so long before! You always joke about how that position is your weakness and that it makes you cum so fast. Well, I hope maybe we can work on that because I think that position might be my weakness as well! He had my hips in a strong grip and he just kept ramming into me like a machine. He kept going and going until I orgasmed SO HARD from it. And that was AFTER I’d already had two before that! Fast forward through another two positions and it was another orgasm from me. Four! I had four orgasms! I didn’t even know that was a thing. I was one exhausted but happy little Sarah by the time it was all over.

When it was finally his turn he had me on me knees and he shot his spunk all over my face and boobs! Can you believe I let him do that!? Ha ha ha! It was so naughty and so nasty! And I liked it! It’s terrible but I liked it. I liked how warm and gooey it was and how filthy I felt in that moment. And watching him over me lose control like James did the other night was SO sexy. I know you’re a gentleman but I’d really like it if you did that to me once in a while. I didn’t say anything but I was a bit miffed as I wanted to save my first facial for one of my other challenges! Ha ha ha! Ah well. I guess we got a two for one this time.

Afterward I was feeling kind of vulnerable. You know how I get after sex. I really wanted my hubby. But James, bless him, kept things light and upbeat. He said that I was a really good lover which made me feel nice. You’ve always said that but it was nice to hear confirmation. He wanted to kiss me but I wouldn’t let him. He could have my pussy but challenge or no challenge my lips belong to you. We took a shower and chatted a short while but I could tell he needed to get going. I wanted to go too so we went back to the cars and went our separate ways.

I had so many emotions driving home. I felt so tired and worn out yet so amazingly alive. All this time I’d been so afraid of sex that I’d barely shared it with one man. But suddenly I’d had two. I don’t know, it was like a whole world was opening up for me. Never could I have imagined sex could be so different and still be so good. Sex is fun!

And I’m sure not going to leave out the best part. The very best part. Those snuggles I got when I got home and crawled into our bed. In that moment it meant everything to me to feel you and know that you still loved me. Once I was back in my man’s arms I knew that everything was okay. And when it comes to after sex snuggling, Richard has got NOTHING on you! The way I see it he’s got you beat on the sex but you win on foreplay and cuddles. That’s 2 to 1 for you! And you’re still a young man with time to learn. Then to end the day with a night out with you, perfection!

Oh David. This month has been an awakening like I can’t describe. Without you and your challenge to me I might have remained the boring, scared, closed off girl that you married until the day I died. I feel reborn! A new and improved Sarah. And you better believe that I’m going show my thanks to my perfect hubby when my body is yours again. We’ve got some things to try baby!

Differently yours,

Sarah

***

I’d found and read the letter just before leaving for another long night and long week of work. Sarah had left it out for me while I was in the washroom getting ready. Meanwhile she was conveniently out in the front yard chatting with a couple of the neighbor ladies who had been out for an evening stroll. I had actually been able to hear Sarah’s voice through the open window as I read her letter of extra-marital fun.

Pulling the curtain partially open I peer down to see her standing there at the edge of our yard in shorts, flip-flops and a tank top. Once upon a time she would have always had another layer over the tank, but not tonight. Sarah was changing. Right before my eyes. Even now just speaking with those women she spoke bolder, laughed louder, and stood with a confidence that hadn’t been there before. I’d seen this new her last night during our evening out. She’d been positively aglow the whole night. I guess that’s what a really great lay will do for a woman.

I was humbled by the naive brutal honesty of the letter. Deeply humbled. Richard had made love to my wife better than I ever had. Sarah had now had slept with two men. I was no longer the one and only measure. And when it came to sex I ranked a distant second out of two. But I couldn’t be angry at her. I couldn’t be hurt. I hadn’t been betrayed or tricked. I’d let her do it. I had let it happen. I had let my wife sleep with another man. I was going have to live with that now. In weird bewildering sort of way…I was happy for her. I was happy to read of the great pleasure that she’d gotten to experience, even if I couldn’t be the source of it.

But God how I wanted her! More than any man had ever wanted any woman. My love for her was no more or less but my lust for her was off the charts. The thought of another man bettering me made me insane with jealous lust. I wanted to take her. To reclaim her! To make her MINE once more. I wanted to run down there and ravish her right there in the yard and show her that I was still number one. I don’t have a clue how I contained myself last night after we got in. Laying with her in bed, my arms around her, as she slipped off so easily into a blissful slumber had been a special kind of torture. Seeing her now, hair back in everyday clothes, a simple ponytail and just a touch of gloss on her sweet lips, she appeared to me as the hottest fucking woman on the whole fucking planet.

The letter shredded and ready to go I step out into the balmy evening on my way to my truck.

“There’s my big lovin Papa Bear!” My angel dances across the fresh cut lawn and into my arms while behind her the neighbor women smile and roll their eyes at her unabashed display of affection. On tip toes she kisses me. Her soft, voluptuous body pressed to mine…fuck. It took all I had to contain myself. “How we doin, David?” She whispers as she gazes into me, searching my soul. “Everything okay?”

I take a long breath and look at her beaming face. Her smile is sunshine itself and her eyes a clear azure sky. “Everything is…okay.”

Nov. 20th