He Filled Every Hole


What’s your gender? Woman
How old are you? 40
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Nurse
What’s your current relationship status? Single
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Kinky and submissive
How many sexual partners have you had in your life (including oral sex)? 3
How many hookup stories have you here posted before? 5-6

He Filled Every Hole

How long ago did this hookup happen? 3 days ago

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For 1 to 3 years

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? I’ve posted about my Master previously. He is tall, has fair skin, beautiful eyes, and an accent that makes me instantly wet. We’ve been hooking up every few weeks for the last year and every time feels like the first for me.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We hook up occasionally at work, but arranging to fuck at his house requires some planning and the timing has to be right.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Master is so damn sexy. I arrived at his home and awaited my instructions on when to enter. Each time this occurs, my body is raging with anticipation, my clit swelling with the thoughts of what will be taking place. This particular time, I receive a nice surprise. Usually Master waits until I am blindfolded to enter the room, but this time he was standing in the kitchen. Being in his presence makes my heart race and I instantly want his cock, his body, his hands in and on every part of me. We make small talk and take some candy that will relax us.
My hair goes up in a ponytail and he wraps his hand around my hair and leads me to the stairs. When he grabs my hair (anytime, but especially when his cock is in my throat) I start to drip with wetness. Up to his room, I am ordered to my knees, to remove his pants and underwear revealing his thick uncut cock. I want him to do whatever he wants to me and I want to do whatever he wants me to do to him.
After deepthroating his cock for a short time, he instructs me to bend over the chair. Lifting my dress, he exposes the crotchless panties and glass butt plug I had been instructed to wear. He spanks me and it feels so good. He smacks my ass with a flogger and while it stings, it will leave me with marks that I enjoy after. He fucks me from behind, holding my hair. Deep, long strokes of his huge cock filling and stretching my pussy.
He stands for me to suck his cock and I can feel the wetness and taste my pussy on his cock. I love licking his asshole and balls. The pleasure I receive from watching him while I’m jerking the head of his sloppy, wet cock, licking his shaft and balls, and fingering his asshole/prostate massage is better than any orgasm I’ve ever experienced.
He bends me over, removes the plug, and pounds my asshole from behind. The full length of his cock going in and out of my ass feels amazing. He switches holes, alternating between fucking my ass, my pussy, and my throat. He fills my pussy with his load. We always fuck bareback, I trust him completely.
We talk for a while after, he doesn’t know, but this one of my favorite parts of hooking up. He makes me feel safe even though we are just FWB…until next time his greedy little cumslut has to wait patiently.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

Did your partner have an orgasm? Yes, one

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? We are FWB…so we go back to being friends with a secret. Until the next time occurs I get to fantasize and masturbate to thoughts of him and his cock.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Sterilization

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Power / Dominance, Submission / Relinquishing power

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They gave enthusiastic consent

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Master

What was the WORST thing about this hookup? Absolutely nothing!

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Master has opened my eyes to a world I didn’t know really existed. I think casual sex is great, FWB even better. I was raised to believe that you are to be monogamous in your relationships. I find now that I am much more open to being involved in an open relationship scenario

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

What do you think about the Casual Sex Project? Awesome!

You have a hookup story to share? Submit it here!