This is a story about me being an asshole to a young woman. She was a an asshole to me first, but still, fair warning. It is not always a nice story and I don’t think any of us come out looking unstained. It is a story about my being an asshole and her discovering that she loved it and that she was a cuckqueen.
To understand how this came about, you have to understand my past with Mel. Mel was my first love. My stupid, ridiculous, teenage love. We were off and on all through high school with a very serious senior year. We decided to be LTR going into college and spoke on the phone almost every day with regular phone and cam-sex sessions.
Winter break was to be our first face-to-face since we had left for college. I had saved my pennies to buy her plane tickets to come stay with me over the break and then, the night before her flight, she dropped the hammer. She had been dating someone seriously for months and at that point considered ME to be the other man and was breaking it off with me.
For those who have read my other stories you know that I get around and may find it strange to know that the entirety of this time, I was true to her. In fact, I would say this started my first real sex binge.
So that was our past. Then a curious thing happened. We were both home for summer. I was still heavily in my “I just want FWB, no strings, no monogamy” phase and she had broken up with her bf only a few months after breaking it off with me. I had refused to talk with her since.
The first few weeks were odd. We had many of the same friends but stayed away from each other. I was happily messing around with two girls, a younger high school girl and someone I met at a party from a few towns over, Stacy, who knew Mel from college. Still, I kept tabs on Mel. Eventually we found ourselves at the same party and when she approached me, something in her eyes and something in me, honestly it was rage, made me decide to talk to her. I wanted to be a dick to her, to tell her about all my conquests, to rub in her face how much better I was without her.
And I did, to an extent. She asked how I was, I told that I was fine, that I had been dating a lot and that I had recovered from the break up quickly, even had two threesomes since it. I asked her how she had been and she started laying a sob story down about the guy she had left me for turning out to be an asshole. I rubbed it in a bit, I will admit. I warned you that I wasn’t so nice in this story.
Then she told me she wanted me back. That she loved me, that it had been a huge mistake, that she hadn’t understood what she had, until she had lost it.
I was still pissed, I was angry, I wanted revenge and I never got my damn break up sex. I told her I had to think about it but that she could start to show me she was sorry by going upstairs with me.
I won’t detail the sex, this story is about the sex that came later, but it was very angry sex. She didn’t get off, I did, and she left with bruises and a large hickey on her breast. Still she was happy about it, saw it as the first step to our getting back together. And it was, sort of.
I agreed to meet her for a “date” the next day and by then I had formulated my plan.
I had stayed true to her for months while she fucked another guy. She had made me a cuckold (I didn’t know the word at the time) and I wanted a just punishment. I would do the same to her, but she would know what was going on. She would be my girlfriend for the rest of the summer, but I was open to see anyone I wanted during that time. We would figure out where things stood at the end of the summer.
She agreed reluctantly, but kept saying she deserved it and it was worth it to get me back.
The next two or three weeks were not as interesting. I was regularly hooking up with a high school girl and Stacy who through a strange “its a small world” set of circumstances, was actually friends with Mel. Stacy was as adamant about the FWB as I was and knew about my deal with Mel, but Mel didn’t know that I was also fucking Stacy. She just knew I was seeing other girls.
Stacy was a fun chick, a no-holes barred, sucking your cock almost gets me off, kind of woman. A lot of fun, we dated seriously years later. She also really got into the fact that I was fucking her and then going to fuck Mel. Not in a cuck way, but in a dominant, enjoying the idea that she was sending me to fuck her friend, who was sort of pathetic by getting her left overs. More than once Stacy joked that she was trying to wear me out so Mel would get shitty sex from me.
Mel worked during the day and I didn’t work at all that summer. Most days I would have fun with buddies in the day, then meet up with Stacy or the other girl, have some fun with them, go home and shower, then go out with Mel and fuck her. The first few times I subtly made it clear that I had been with another girl that day, but it took me a bit to work up the nerve to out right say something. Mel was sucking my dick when I made a crass statement along the lines of “I bet you are glad I showered after my date this afternoon.” She blushed at it but kept going. She had a decent orgasm that day as well, really the strongest she had since the summer hook ups started. But I didn’t make a connection.
After that I made a point of saying mean or dirty little things while we were together. “I had the best blow job earlier today, you really should be willing to swallow it feels so much better.” “I wish you’d shave your pussy, the girl I was eating out earlier today did and I liked it more, I don’t like all the hair tickling my nose.” “You know I’m going to make you agree to anal right? Most of the other girls I fuck let me and if this is going to be serious, your going to have to let me as well.”
As I said, I was an asshole. BUT she did, Everything. She started swallowing. She started shaving. She let me fuck her in the ass and was surprised to find that she didn’t hate it. And she was getting off. Really getting off. When we had dated seriously, I had to work to get her to cum. Earlier in the summer I hadn’t tried very hard and made her finish her self off most of the time. Now she came every time we hooked up and sometimes more than once.
Then about halfway through the summer, she dropped a big bomb on me. We were fucking lazily, both tired, her from work and me from having fucked Stacy twice only a few hours ago. We were in missionary and I was lazily thrusting into her when I said, “you know, this is my third time fucking today, I swear I’m going to be in the best shape of my life soon.” She moaned a little actually and whispered, “would you tell me about it?”
I paused, unsure, but started to slowly slide into her again, slowly fucking her, my weight on top of her and I started to tell her about my sex early. “I went to her place, her parents were out, she sucked my cock until I got hard and wanted me to fuck her right there.” Mel was visibly reacting, moaning slightly, starting to lift her hips more to meet mine. “So I took her doggy style, she’s taller than you and it fits a bit better, and I stuck my thumb into her ass.”
“Do it to me,” Mel whispered, her voice husky with either arousal or embarrassment or both. So I pulled out, was surprised to realize just how very wet her pussy was and turned her onto her knees. I slid thumb into her pussy to get it slick and pulled it out and slid my cock in. I pushed my thumb into her ass and she grunted, clearly not “enjoying” the sensation. I started to fuck her, not really moving my thumb but the motion of our bodies pushing it in and out of her slightly.
“I fucked her just like this,” I said and Mel was no longer being lazy about the fuck and actively thrusting back onto my cock. Her pussy was the wettest I had ever felt it and her asshole felt tight and sweet on my thumb. She had gone down on one arm, resting on her shoulder and was fingering herself with her now free hand.
“And then what,” she asked panting.
“We fucked like this for awhile, she comes easily from internal stimulation, not like you,” I said. “She came after a few minutes.”
“Oh god,” Mel said, “Did she cum with you inside her, did . . . did you cum inside her.” Mel and I had to use Condoms, as Birth Control messed with her head, but Stacy really enjoyed, got off really, on cream pies.
“Yes,” I said, “As soon as she came on my cock, I started to cum, without protection, in her pussy.” At this point I was thrusting hard, my thumb fully fucking her asshole.
“Oh god,” Mel kept saying and started to cum. I manged to hold on through the orgasm (the one nice thing about a condom) and when she was done I pulled out, stripped the condom and finished on her back.
I wiped her off as we regained ourselves and I had to ask. “That turned you on didn’t it, hearing what I had done with the other girl.”
She blushed but admitted it. “I feel like such a fucking whore,” she said. “I hate it, I really do, I hate that your with other women who do things better than I do, who like things that I am only willing to let you do. It makes me feel like I’m not good enough. But I also really like it. It gets me so . . . . you know . . . so excited to hear about it. I wasn’t really even in the mood for sex, I was just going to see if you wanted a hand job, but then we were kissing and I was thinking about what it would be like if you had eaten pussy and not cleaned up and . . . well then I wanted to have sex.”
I was stunned and tired, but hearing this, hearing that my “girlfriend” was turned on by cuckolding (again I didn’t know the term, the whole concept was knew to me) was so hot and I was only 19 at the time, and felt myself stirring.
I took a wet nap and wiped off growing cock and then grabbing her by her hair in a way I knew she liked pushed her head down to my cock.
“After I came inside her,” I said and Mel started to lick at my cock, “I pulled out of her and she cleaned my dick off with her mouth. She really enjoys that actually, I know you hate swallowing, but she really enjoys the taste of her pussy and semen mixed on cock. So she pulled off of me and spun and just started sucking me and even licking around the cock where her pussy had got me wet.”
Mel was getting into it, was starting to alternate between licking my cock and sliding her mouth up and down it. She had even started to finger herself with the arm that wasn’t holdidng her up. I am very hard to get off without a hand being involved during a blow job. So I knew that if Mel was going to get me off, she’d need her hand. I paused briefly to maneuver us so that I could reach her pussy. I pulled her hand away from her pussy and put it to my cock, paused and pushed her fingers, wet with her juices, to her mouth.
“Lick them,” I said. Mel hesitated, she didn’t like tasting herself. “Imagine that its my cock, that I didn’t shower and some sluts juices are on it.” I let go of her hand and reached out to start rubbing her clit. She shuddered and then took her fingers into her mouth, sucked on them for a bit and then reached out to stroke my cock and resume sucking.
“Well,” I said, “I told her that I was coming to fuck you.”
Mel stopped but I didn’t, I kept my fingers going on her clit. “She knows?”
“Oh yeah,” I said, “She knows all about you.”
“What . . . what does she think about it,” Mel said.
“Honestly,” I said, “she thinks its funny that you didn’t start letting me do anal or shaving your pussy until I told you that she did. She thinks your sexually pathetic.” Mel shuddered again as my fingers continued to work her clit.
“Oh,” Mel said and started to suck my cock again.
“So we went up to her shower and started to shower off, but then we started to soap each other off and the next thing I knew we were taking turns having oral sex.”
Mel’s mouth on my cock was picking up speed and I could hear her breathing becoming belabored.
“They have like a handicap stool in the shower and I sat on it and she sat on me and we started to fuck like that,” I said. I was getting close. I have always been so hard to get off through oral but this experience was too hot. Her mouth was on my cock, her hand pumping, my fingers pushing her closer to orgasm and the whole time I was telling her, in detail, about my earlier sexual exploits. Mel felt too self conscious to have sex on top of me, and now I was telling her about this other girl who just jumped right on.
“We fucked like that, in the shower until I got close to cumming and then she got off me and went down on me until I came,” I said. Mel was moaning, getting so close.
“Then I returned the favor and ate her out while fingering her pussy and ass until she came,” I finished.
Soon after Mel came and I moved her into my favorite domination oral sex position. She was laid on the bed with multiple pillows. I straddled her so that I was basically sitting on her tits and shoved my cock in her mouth. I grabbed the headboard for leverage and started to fuck her mouth. She was helpless and I really let her have it, physically and emotionally.
“I don’t have to use this position with her,” I said, fucking her mouth, “She can get me off with just her mouth. It takes awhile of course, but unlike you after 30 minutes she doesn’t puss out because her jaw hurts.”
“I should have her write you some tips,” I said, “I bet she’d enjoy that.”
I was getting close, I could feel her gagging slightly, but didn’t stop.
“Maybe next time,” I said, about to cum, “I won’t shower after we fuck. I’ll show up and you will start to suck my cock and taste pussy.”
That was it, I came and she dutifully swallowed. When I pulled away she was grimacing and making disgusted gagging noises.
I became concerned that I had pushed it to far and she was pretty quiet for awhile. Finally I felt bad and started to apologize.
“No,” she said, “I’m not upset. I just. It’s disgusting, but I’m horny again.”
[More dirty words from Readeranon and the other 9 parts of this series](https://www.reddit.com/r/ReaderAnonErotica/comments/5apun6/story_index_stories_organized_in_this_post/)
Source: reddit.com/r/gonewildstories/comments/5b779y/discovery_of_a_cuckquean_part_1_mff_female
> she was a no-holes-barred kind of girl
It’s usually that some holds are illegal in some wrestling matches, but i like your version better.