Tag: Oral

Hey everyone, I’ve wanted to share this for a long time. Please feel free to ask me any questions you have pertaining to this story. I have more like it.
I was 26(M) tall, skinny,muscular. My ex was 28(F) short, voluptuous. We start having occasional competitions to make eachother cum first. This happens more often and we made some rules:
1. The loser is the first person to cum
2. Once the winner and loser have been determined the loser pleasures the winner however the winner chooses. We nicknamed this the “victors spoils”. her choice
3. Victors spoils ranged anywhere from a night to a weekend, sometimes a whole week. We would agree on the time beforehand
4. Nothing in the butt unless both of us agree
In this particular story we had broken up for a few months and my ex’s was actually living in a different country. To make a long intro short. She reached out to me. I purposed a sexfight with a four day victors spoils period, after that the loser would have the opportunity for a rematch the reward for the victor of that match was also four days. She happily agreed. After a few weeks and a 10 hour plane ride She met me at the airport, took me back to her apartment and introduced me to her roommates. One of whom couldn’t stop giggling at us(she must’ve known the purpose of my trip) I rested for a while but was woken up with by my naked ex in a seductive pose rubbing my chest. “Wake up, I’m going to teach you to respect women.” I jumped up like it was Xmas morning and got naked myself. It’s worth mentioning that the amount I’ve times I had beaten my ex in this contest far surpassed her victories over me. All of my wins had come from vaginal sex. Where she achieved her few victories through oral sex, she gave amazing head. Nevertheless I was feeling confident and nothing was going to stop me from having my way with my ex’s beautiful body. We went over the already discussed rules.
We started in missionary and slowly moved into a variation of doggy style that put us both on our right side. As I was about to put her on her knees and bend her over for traditional doggy style(my finishing move if you will) I could see how close she was to cumming. I thought to myself that it was too easy, I can watch her ass jiggle on my cock for the next 4 days. Why not beat her at her own game. So me being the cocky s.o.b. that I am; I lay on my back. She sees the opportunity I’ve presented her with and she lays down on top of me and we transition into a 69. As I’m trying to eat her in a seductive fashion I can’t ignore the fact that my ex is giving me the best blowjob of my life. Up and down without releasing her mouth, not using her hands, just resting her soft tits on the base of my penis. She really wants to win. This goes on for about five more minutes and I blow an earth shattering load into her mouth. Which if you’ve been paying attention, makes me the loser. She sucks until I become flaccid. Turns around and is now sitting on my gut with a huge grin. The disappointment of not getting to use my ex as a sextoy is setting in as she gets up and begins lighting candles all around her room. When finished she walks back over, sits on my chest and burns the sexiest six word phrase I’ve ever heard into my brain “to the victor go the spoils.”
She sat on my face and I licked my victorious opponent vigorously. She came on my face once and remained seated on her throne. As I was trying to bring her to her second orgasm my tongue became sore and my ex could tell so she picked herself up off me and said something like “save your energy” and she began to ride my face/nose. This went on for hours; her grinding her femininity into my face, me messaging her nipples, hearing her squeals and moans of pleasure. As you can imagine this made me extremely horny. My ex was clued in by my raging boner. She offered me a deal; she would give me a handjob if I agreed to pay a penalty the following day. I accepted her deal without hesitation. Then a familiar grin grew again on her face as she got off of me and got a bottle of lube out of her nightstand. She knew exactly where it was like she had planned this. An unreasonably large amount lube was poured on my dick and she jerked it slowly, teasing me. It was obvious my ex was playing with me and she was loving it.
The next day we come back from breakfast and my ex tells me to relax in her room while she takes a shower. She comes into her room nude, taking a minute to display her all natural beauty. She lights her candles, plays some music and tells me it’s time to pay for my handy. She lowers her gorgeous ass onto my face. This time my nose is basically in her asshole. A reverse facesit(she’s aware of this position from the mixed wrestling we’ve done together. Which I can talk about if you want) Once again after about an hour my tongue is too tired to move. She takes notice and begins her slow riding. But this time my nose is in her ass as she’s humping my face. At first Im not too excited about but I am the loser and I’ll do anything to cum by the end of the day and she knows it. She owns me. Read more »