All Holes Of A Submissive Stranger

by Playful Gent

What’s your gender? Man
How old are you? 47
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Mexico
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Businessowner
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 50+
How many hookup stories have you here posted before? this is my first

All Holes Of A Submissive Stranger

How long ago did this hookup happen? 1 month ago

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

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? Just met that day

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? She is a nice Latina lady with a very nice body, very nice eyes, and with very nice looking lips. We met through a dating app. The talk was very casual at the beginning, but then it started warming up, and I thought that I could hit her up. But as she lives in another city about 3 hours away. However, we kept the chat on. After a few days, I figured out that she was submissive (I have never been dominant to the degree I will share with you), so we kept sexting and were figuring out a way to make the most of this. We decided on a time to meet, and since she does not have a car, she had to take a bus from her city to mine.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? As soon as she arrived, I was waiting for her at the bus station. And as soon as she hoped into my car, I blindfolded her and the fun began. Did I mention that we had not met ever before? We had our time together all planned out, so she had never met me, but she knew what I was going to do. I drove to the motel with her blindfolded, having being ordered not to talk or make noises. During the drive, I was fingering her roughly, getting my hand in her blouse, squeezing and pinching her nipples, and trying to drive looking like a regular dude at each stoplight (about 20 stoplights total). Obviously, I had a hard on since before I even picked her up.

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? She was blindfolded all throughout, so when we got to the motel, I sat her down in one of those S-shaped furniture they have in motels, to get different positions. She was fully clothed still, and I got my cock out and shoved it into her mouth, all the way in, roughly, until she started gagging. Then, I took off all her clothing and took my time to get all my tools out and to get undressed. In the meantime, I had her lay down on the said furniture. She was completely naked and blinfolded and she did not know what came after. I started then alternating slapping her boobs, face, and vagina while also letting hot wax fall on her belly, boobs, nipples, clit, and face. During this, I was also fingering her pussy and clit vigorously, passing ice all over, shoving my cock in her mouth, and making her lick my butthole. I kept alternating between all of those things for maybe 40 minutes. She came several times, and I had my cock ready to cum several times, but I kept holding it in to make her enjoy and suffer at the same time. OMG, what an experience.

She had told me that she had never done anal sex before, but she had told me before (not then, remember she was not allowed to talk) that she would be willing to let me do it to her. So then, I brought her to the bed, asked her to lay down on the edge in one corner, and to spread her cheeks. I went into her vagina super easy, as she was very, very wet. After maybe 3-5 minutes of pounding her, without asking and just letting my cock out for a few seconds to put lubricant gel, I pointed it into her asshole and slide it in slowly at the beginning as she started contorting in pain. She would not complain as she was ordered not to make a noise. Bit by bit, I started moving deeper, until I was all the way in that virgin butthole. Once in, she stopped moving, but I could see by the expression in her face that she was still in pain. I started pumping slowly, and as I pumped, I noticed how that expression changed from pain to pleasure. She was enjoing it quite a bit. Then, I changed to her vagina and kept alternating between her vagina and her asshole. Then, I put her lying on her back and kept alternating, until I came. All in all, we were together for about 2 hours.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, multiple

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 showered and I drove her back to the bus station and left her there. We kept in communication for a few days after that, and she told me that she had bruises all over her body but that she had liked it a lot, specially the anal. As I was crazy busy that week and did not want my wife to find out, I hid her contact information so well that I lost it…fuck. But then just about 3 days ago, I found it! I have already contacted her again, and it is very likely we will keep fucking in the future.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Power / Dominance

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? Very

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

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The felling of power…

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

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