Anal Play



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
How many sexual partners have you had in your life (including oral sex)? 3
How many hookup stories have you here posted before? 2

Anal Play

How long ago did this hookup happen? A few months 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? He’s tall, slender but strong, beautiful blue eyes and smells amazing. He’s confident, smart and sexy as fuck. He is a Dominate and my Master.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? This hookup happened at work. Master wanted to be served and I wanted to serve him. I take any and all opportunities to have him fill any of my holes of his choosing.

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? My heart races, pussy swells and it feels like all of my senses become hypersensitive simultaneously. Master has a way of triggering something sexual in me that I have not experienced before.
Standing before me, he towers over me, orders me to kneel and his cock enters my mouth. His cock his huge and I gag as he enters into the depths of my throat. Filling it and stretching it as he mouth fucks me. Master controls my head by holding my hair (which always causes my pussy to become instantly wet). He pulls my hair to indicate he wants me to stand and spins me around. Standing behind me I can feel him, smell him and want him to fuck me so badly. He bends me over, I grab my ankles and he enters me from behind.
I can feel every inch of his cock as he pounds my sloppy wet pussy. He slips the tip of his fat head into my ass. Initially it is painful as his thick shaft, slick with the wetness from my pussy, fills my hole. The feeling quickly turns from pain to amazing and orgasm inducing.
Master deposits his load in my ass. Being the greedy cumslut that I am, I’m jealous that I wasn’t able to swallow his load. He cleans himself, dresses and leaves. My pussy is already wishing for the next time Master decides it’s time to fuck.
We both go back to work. The only two people knowing that he is my Master and I am his submissive.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

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 continue to hookup. He knows what he likes and what he wants. There is no judgement from either parties and are willing to try or express things we want to do sexually.

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

To whom did you talk about the hookup? How did they react? Only Master. I believe he’s quite content with the encounter.

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? His cock, his control and his dominance.

What was the WORST thing about this hookup? Nothing. It was perfect

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Master has changed the way I look at casual sex and more importantly myself. By letting go and becoming his submissive, he has made me feel safe, sexy and desired.

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

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

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