One of my FWBs, “Mark” is a tall, burly, masculine man who has a latent submissive side. We’ve been working on bringing it out, but it’s a slow process, especially as we don’t see each other all that often. When we do get together, we have some absolutely outstanding “switchy” sexual chemistry.
Mark and I were on a weekend trip and had spent the day out sightseeing before heading back to the hotel to relax. We had an hour or two before we needed to get ready for dinner, so he decided to take a quick nap while I got some reading done. Cuddled up on the bed, he asked if he could put his head in my lap to sleep, which I absolutely leapt to agree to. Gently stroking his head while he dozed felt so amazing, and seemed a step in the direction of him willingly relinquishing some control. An hour passed this way, and though I didn’t want it to end, I had to start thinking about getting ready.
I gently woke him and he stretched, mumbling something about five more minutes. I chuckled and wiggled down the bed, so that now I was laying down with his head resting on my chest. He was so still and quiet for several moments that I assumed he had fallen back asleep, but then he very quietly asked if he could make a request: he wanted to nurse from me.
We’d spoken about it before, but he had never acted on it, and I hadn’t pushed. Now, after such a sweet siesta, I was very ready for more nurturing connection and immediately agreed. I turned to my side and pulled my shirt down, then he hugged my waist and began to suckle at my breast so gently it brought tears to my eyes. Running my fingers through his hair and laying gentle kisses on his forehead, I relaxed and let the feeling of protectiveness wash over me. I may have called him my good boy a few times, but mostly just savored the intense connection that such a session brings.
After ten minutes or so, his suckling became less gentle and more primal and sexual. I stopped running my fingers through his hair and began grabbing handfuls of it, pulling him tighter against me by his head. Running his hands down my waist to my hips, he began to work my panties down my thighs and off of my legs, then pulled one leg up and over to rest on his waist, all while continuing to suck and tease my nipple with his teeth. His hand travelled back up my thigh to my pussy, which was already slick with my arousal, and gently began massaging my clit and teasing my lips for a few minutes before inserting a finger inside me.
I grabbed his wrist and held it still while I rode his hand, loving the way he was curling his finger just right to hit my g-spot. In what seemed less than a minute, I was cumming hard on his hand. He waited for my shaking to subside, then slipped another finger in, followed by a third. It was so tight and sensitive that I was no longer riding his hand, just letting him adeptly move his fingers in a way that had me shaking and moaning the whole time. After a few minutes of this, he slipped one finger out of my pussy and slowly worked it into my ass. As turned on as I was and as wet as his fingers now were, it felt incredible. I moaned my pleasure and hitched my leg up higher on his waist to allow him more room, and he moved another finger over, until he was sucking on my breast and stretching my ass with all three fingers.
He stopped sucking, looked up at me, and in a lust-deepened voice said, “You made me a promise.”
“Did I?” I smirked, “You’ll have to remind me – I seem a bit addled at the moment.”
“You said I could cum in your ass the next time we were together.”
I stopped and thought – I didn’t remember the specific conversation, but I did recall us flirting and sexting about anal. “Well then, I had better keep my promise.”
Those words said, he kissed me passionately as he carefully removed his fingers from my ass, then rolled me from my side to my stomach and lifted my hips in the air. He took his time getting into position, letting me linger in anticipation. One hand trailed up and down my thighs and ass, while the other rubbed his cock, dripping with precum, all over my asshole. “You have such an amazing ass,” he moaned, then slowly began pushing inside me.
It felt incredible. The buildup and how wet we both were made every inch he buried in my ass feel delectable. I only let him press his balls against me for a few seconds before I began moving back and forth. He began fucking my ass in earnest, driving into me and smacking my ass every few pumps. I didn’t expect to orgasm, but as my legs began to shake and I told him I was going to cum, he grabbed my hips and pulled me back as hard as he could. I cried out at came at the same time he did, my ass milking his cock with the strength of my contractions.
We stayed like that, panting for a few moments while the feelings of pleasure slowly melted away. Finally, I turned to look at him over my shoulder and gave my ass (which he was still inside) a little wiggle. “Unless you want to go to dinner like this, I suggest we get a move on.”
He laughed. “Meet you in the showers.”
We got ready in record time, made our reservation, and had an absolutely mind-blowing meal, though it did just barely fall short of the appetizer.
Source: reddit.com/r/gonewildstories/comments/zc6u0h/i_always_keep_my_promises_fm