Oral That Turned Into Raw Anal

by Ray

What’s your gender? Man
How old are you? 51
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? Engaged/Married (open)
Religious affiliation: Christian
What’s your sexual orientation? Pansexual
How many sexual partners have you had in your life (including oral sex)? 100+
How many hookup stories have you here posted before? 3

Oral That Turned Into Raw Anal

How long ago did this hookup happen? Two days ago

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

How would you best classify this hookup? One-night stand

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? I met him on Grindr. After a very brief exchange, he invited me to his hotel to suck his cock before his meetings. He was a nice, good-looking, Hispanic man. I arrived at his hotel and rode up the elevator with him. At first, I was concerned because he didn’t want to make out in the elevator. But then, we got to his room.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We got to his room, stripped to our underwear, and started to make out with abandon. He laid down on the bed, and we kept making out. I could feel his cock grow and get hard as I grinned away with him. I took off both of our underwear and started to suck his cock.

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? I kept sucking his cock and tasted some pre-cum. Then, I started kissing his soft lips again. I positioned my ass over his cock and had it touch my hole. My ass felt so good, and I started to moan. He asked me if I wanted to get fucked. I responded by riding his cock. After a couple of minutes of riding, we switched positions. He fucked me on my back and in doggy style. I could tell he was getting close to cumming, so I clamped my ass cheeks on his cock and he exploded inside me.

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? He had to leave for his meeting and then he flew out of town to his home. I wish he was local. I would love to take his cock again.

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

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

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

To whom did you talk about the hookup? How did they react? Nobody

How would you best summarize people’s reactions about this hookup? Relatively positive

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 kissing.

What was the WORST thing about this hookup? Well, if he’s not on Prep and is poz, that could be a problem.

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!