A year or two ago, I had been talking to a dominant I met on Fet. We had been talking for a few months, met up and hit it off, and things were really going places…we had really compatible interests in the bedroom and out, got along well, and I was quite fond of her. We chatted, emailed, and texted almost daily, and talked about making things “official” in the “changed Facebook status” sort of way. Then, our schedules shifted and got busy, and we weren’t able to chat or see each other as much as either of us would have liked.
She was poly, and we had agreed that if something more were to happen it would be open at least on her end, and she knew that I was curious about and interested in cuckolding — I pointed out, that given her rules, cuckolding would be perfect. She really hadn’t given me a hard “yes” or “no” on that, and I didn’t really press the issue as I assumed she was on the fence about adding power exchange to that aspect of her sexuality and relationships.
Fast forward a month or two later, and we were texting about typical non-sexual stuff. She mentioned earlier in the conversation she had a friend coming over for a drink after his work shift ended, he was a long-time friend, needed a drink, and to vent about work stuff.
I didn’t think much of it, until a half-hour, or hour later, she texted me a picture of herself in one of her sexier nightgowns. It was one of those “satin below the waistline, lace above” floor-length ones that had a halter top and keyhole between the breasts. Her breasts were always one of my favorite features, ample but not huge, perky, but side-set, so in halter top keyhole gowns she looked really, really naughty. Matching lace G-string which was clearly visible under the gown.
She really wasn’t one for sending dirty pictures, so it was a really rare treat to get one. Especially out of nowhere. Especially so naughty. It instantly turned me on, I reciprocated showing her the effect it was having on me, and I jokingly sent her a text asking if she planned to get something going that night with her friend. She laughed it off at first, told me it was just a drink with a long-time friend with whom she was very comfortable, and neither one of them were probably going to be in the mood, so she just went ahead and got ready for bed.
A couple non-sexual texts later, she sent a text back, that if he was in the mood she probably would fuck him. I remember that, because that was when it hit me she just didn’t send pictures like that for no reason, but on the other hand if she was going to fuck him that night she didn’t really have to say anything and I would never have been the wiser. Open, after all, her sex life was her business. No, she wanted me to know she had plans to get laid.
That’s when that first massive wave of endorphins hit. That floaty, tingly, slightly drunk feeling, that tightness in your chest and dryness in your throat, just raw sexual energy. I had to lay down because of the dizziness, and I could barely hold my phone because my hands were shaking so badly. I had never felt so turned on or submissive in my entire life.
The thing that shoved me over the edge was how masterfully she played me. If she hadn’t planned this in advance, she improvised perfectly. In retrospect, telling me about meeting her friend in the first place was a hint-drop, but she played it too subtly and constructed the story a bit too well for me to think anything naughty about it. So, she sent the picture knowing I’d get cheeky about it. She wanted me to bring up the prospect of a hook-up, and figure out for myself I was about to get cucked.
There was no turning back from that point in the conversation. I told her how strongly I felt at that point, and how. I was so full of questions, about him, their past encounters, what happened between the two, and what might happen.
They were long-time FWB’s, but hadn’t hooked up in a while. I already knew she had been stressed and busy with work, pent up, and not able to get gratified the way she wanted in quite some time. He was average, but had good stamina, and they would usually go an hour by fucking until she came, then slowing down and changing positions, and repeating until she had cum a few times and he finished. She didn’t usually suck his dick, and he loved to play with her breasts and suck her nipples, before eating her pussy and fucking her.
The more we texted about it, the more pictures came. She showed me a pic of her bare breasts. She took her G-string off, showed me her pussy and how wet it was getting. I was reciprocating of course, but she ordered me not to touch or cum until she said so. She told me that if I was lucky I’d get some action shots, and that drove me even crazier. We kept texting like that until she said he was there, that she’d get back to me the next day, and to spend the night fantasizing but not touching or cumming.
That was the second endorphin blast. Knowing he was there and that “it” was going down, and all I could do was wait. Not as strong as the first wave, but it lasted all night and I couldn’t sleep a wink. Just stare at my phone waiting in mind-numbing arousal for a reply from her. I tried to do other things to force it out of my mind and try to get some rest or relief, but I couldn’t spend five minutes doing anything but waiting.
I had to work the next day, but that high was so powerful I couldn’t concentrate and ended up taking a personal day to keep myself from getting in serious trouble. She finally texted back at 2:00 pm. He got there and immediately noticed how horny she was, it wasn’t even ten minutes before they were in the bedroom together. He did pretty much exactly what she thought he would do — play with her breasts, eat her pussy and make her cum, and fucked her missionary style until he came.
It was over quicker than usual for him and she came twice, but it wasn’t really enough for her, so after he left she spent some time playing with toys, and again the next morning. No pictures, because the whole hookup was so hot and furious she didn’t get the chance. She told me, cucking me really turned her on, and she loved that I was there to get her hot and horny before the FWB showed up. She wanted me to suffer a little and leaving me in torment turned her on even more, so she took her sweet time replying and used the opportunity for a little more self-gratification.
By this time I was desperate for a little relief, and I ended up begging her to let me cum. She did, once, and my orgasm was more explosive and powerful than almost any other I’ve ever had. I was shocked and a little scared by how much I came, those first few spurts felt more like a really pleasurable piss than ejaculation. I had to show her the mess I made, and she was blown away too. We both agreed at that moment, that was the way things would be between us from that point forward.
Sadly that relationship ended, but the good times are definitely worth remembering!
Source: reddit.com/r/sexystories/comments/dwdmf9/fm_my_first_real_cucking_experience_cuckold
Excellently written and quite hot! This relationship didn’t technically qualify as cuckolding to me or even in the regular sense because the author and the object of his affections weren’t an item (married or bf/gf), but it certainly felt like that to him and was just as good. Thanks for sharing.