Hi everyone, I’m new here. First off, let me share a quick tale about my only real experience with chastity (however mild it was) and then pose a question to the group.
Here’s what happened: Back in the day, I dated someone who evolved into an amazing tease. We were deeply in love and had an incredibly active sex life; we could barely keep our hands off one another. We both gave well, learning all those small details that drive each other wild. She delivered fantastic blowjobs and handjobs, knew exactly how to touch me just right, and looked like a total sex goddess the entire time. She was great at sensing when I wanted her to slow down, yet she also knew precisely how to bring me right up to the edge. This wasn’t necessarily done for chastity’s sake so much as we simply loved prolonging the night… all of it. Frequently, she would make me reach my peak 5-6 times, and we’d alternate between leading into sex; usually, I would help her climax 3-5 times each evening before our main act using my mouth.
Anyway, one day I suggested a little game: she could cum as much as she wanted for ten days, while I was limited to only two more. (Seems tame, right?) She hesitated at first because she loved having me inside her so much, and part of the deal meant giving up actual intercourse for those days, but she eventually agreed and wanted to try it to make me happy.
The first night went fairly smoothly with our usual routine; she edged me all evening while I helped her climax between sessions. Finally, she climbed onto my chest and turned around (she knew how much it drove me crazy watching her naked backside/ass, especially when that skimpy silk nightie covered most of her except for occasional peeks). She pushed the edging even further than before, making me warn her a few times, but she said ‘no not stopping yet, you can get closer’ and took me farther out than ever. Eventually, as I started bucking and moaning uncontrollably, she removed her hands from my penis, turned around to give me the sexiest smile I’ve ever seen (she was seriously just as turned on as I was)… And I exploded all over myself with my first ruined orgasm.
She apologized while we were showering afterwards, saying she didn’t want me to cum and now I only have one more left for the next ten days (which is quite sexy). I kind of argued that it shouldn’t count, but she firmly insisted it definitely did as we climbed into the shower together.
I woke up the next day naked, while she wore her skimpy nightgown from the previous evening. It was common enough for her to get horny during sleep (she loved how close I held her and feeling my morning erection drove her wild). Even though I had cum the night before, I was super aroused thinking about our situation. As I gently caressed her, she rolled over, gave me a big kiss, and without even opening her eyes, forcefully pushed my head between her legs.
Now, this girl loved to be kicked around, but usually lost control and squirmed or moaned when it happened. Not today; she crossed her legs around my head and held onto my hair the whole time. When she climaxed, she bucked and ground hard against my face.
Afterward, she gently pulled me back up, gave me a long deep kiss while running her fingers along the underside of my penis, then announced that she had to get ready for work. I think she was beginning to enjoy it.
She spent all day sending me sexy pictures and telling me how much I would be licking her later that evening, and that she was going to drive me crazy (which she already was!). I’ll try to keep this brief, but it was a long night of teasing. I didn’t get my chance to taste her until she was completely done with me, which literally took HOURS.
She rrrrreally enjoyed me licking her that evening. It was the most aggressive I had ever seen her be while cumming. Her climax was almost violent. My face was soaked in her juices, still very horny, and after she started cumming… I came all over the sheets beneath me. She seemed pretty surprised when I told her (she was already pushing me down so she could climb up for another round of teasing). She had a bunch of questions: Was I rubbing on the bed? (Not really). Was it because she was so aggressive? (Yes). Was it because she kept me hard for so long? (Yes).
As we were getting ready to shower (and I began cleaning up my mess on the bed), she laughed and shot me a sexy smile before teasing me that this would be the last time I got to cum for another week, per our deal.
Sadly, she told me the next afternoon that she woke up super horny again but decided to let me rest and sleep in. I insisted I would have loved giving her a great morning, but unfortunately some things came up that prevented us from finishing our little game, so it was over. We never tried it again (though I hinted at it a few times). There were some subtle changes though. She often teased me when she wanted something done around the house, and she became certainly more aggressive with receiving oral sex thereafter, evolving into an even better tease while always allowing me to cum eventually.
Sorry for the long post (my very first!), but I wanted to share my story and ask if any other guys had experienced cumming while pleasing their woman orally?
Love this forum, just stumbled upon it today!