A True Bottom



What’s your gender? Man
How old are you? 52
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Palm Springs
Highest education received: College degree (eg., BA, BS)
What’s your occupation? RN
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? about 60
How many hookup stories have you here posted before? over 10

A True Bottom

How long ago did this hookup happen? 6 years

What was your relationship status at the time? Single

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For less than a month

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 was 46 and Carl was 65. I met him on a bear and cub hook up site. We texted for a couple of weeks, determining what each other’s likes, wants, and needs were. I was just looking for a good blow job but would fuck his ass if he wanted and perhaps, depending on the other male, maybe let them fuck me. Carl told me he was a total bottom and that I could fuck him all day if I wanted and that he would suck me and suck my balls like I wanted. It sounded perfect. We arranged to meet the next day at his house, which was about 15 minutes away. Carl was about my size (5 foot 9), 180 pounds, and he seemed to be in pretty decent shape. He said he had ED from prostate removal and so was limited to taking it only. His cock was a coke can size, absolutely the thickest cock I had ever seen (remember, I am an N) and while he couldn’t get it up anymore, he still looked to be about 5 inches while flaccid.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had been needing a sexual connection. It had been several weeks since I had a blow job or any kind of sex other than taking things into my own hand. I was cruising several hook up sites looking for anyone to take care of my needs. I found Carl on the bears and cubs site. He told me his address and I went over to have some fun. We both instigated in that we were both looking on the bears and cubs web site.

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? When I got to his place, I rang the doorbell and he opened the door and let me in. He was naked when I got there and said: “follow me”. I followed him down the hall to his bedroom and he motioned to the chair that I could put my clothes on. He climbed into bed and waited while I got undressed. I climbed into bed next to him and we talked some more making sure that we both agreed on what we were looking for and then shared STI test results while stroking each other’s cocks. I was stroking him even though he said he couldn’t get it up. I was amazed at how thick he was.

He then leaned over to me and took my cock in his mouth and began to work my head over while massaging my balls. He worked his tongue up and down my shaft and then began sucking my balls into his mouth. He was doing everything that I had told him that I wanted. He even slipped a finger into my ass and began massaging my prostate while sucking on me. I told him that I really wanted to suck on his cock even though we knew that he couldn’t get hard, I just wanted to feel that big cock in my mouth. He flipped around while sucking my cock so that his limp cock was hanging over my mouth. I took that thick monster in my mouth and began running my tongue over his head. It was all I could do to get some of his head in my mouth. Imagine trying to get your mouth around a coke can. Since he was soft, I was finally able to suck most of his head into my mouth. I stroked his cock and sucked his balls while he was sucking me. I felt myself getting close and I let him know. He sucked me deeper and I unloaded my first load into his mouth. He continued to pump my prostate while I was unloading into his mouth, it was terrific. He rolled off of me and we lay there recovering. He told me he liked sucking my cock and I told him that it was too bad he couldn’t get it up. I didn’t want him to try fucking me with that monster, but I would have liked sucking him off.

He came over to me again after a while and began sucking my cock and balls again. I got hard again relatively fast. He said he wanted me to fuck his ass now. He told me that I would bottom out in him. He slipped a condom on me, lubed me up, and lubed his own ass up. He rolled over on his back and brought his knees up. I positioned myself between his legs and placed my head at his rosebud. I asked him how he wanted it. He told me to shove it all in at once and so I did. I entered fairly easy, but I could tell he had a little pain as I went in. He was right, I did bottom out after about 6 inches into him. That left almost 2 inches of my cock that wasn’t going to go in. I normally like all of my cock in, but sometimes you just gotta take what you get.

I started slow stroking almost all the way out and in as far as I could go. I got up on my knees to watch my cock going in and out of his ass. He wasn’t really tight but was tight enough. I had been in pussy that was looser. I began pulling my cock all the way out and popping back in just to feel that tightness of his sphincter. After several minutes of fucking him the way I wanted to and hearing him moaning as I fucked him, he told me he needed it harder and faster. I started pounding his ass as his moans got louder. I was playing with his balls and cock as I stroked his ass.
He told me he wanted me to take him doggy. I had him get up on his knees, got behind him, and re-entered his waiting ass. I began pounding him, reaching around to pull on his cock. My balls were slapping against his hanging balls with each thrust. After about 15 minutes of pounding his ass, I felt my balls tighten and unloaded into the condom. I eventually pulled out and pulled the condom off and told him to suck me off some more. He sucked and pulled and licked until I got hard again. He put a new condom on and squatted over me and sank down on my cock, riding me hard. He had obviously cleaned himself inside really well because when he finally came and lifted off me there was still no telltale brown on the condom. We laid for a little while, took a shower together and cleaned each other up. I got dressed and went home.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? Carl and I tested afterward and agreed that we needed to see each other once in a while. We did continue to see each other about every other week for about a year, at that time I moved away.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Discussed STI testing history, Exchanged recent STI test results

What were your motives for this hookup? Fun, pleasure, horniness, Hoping or expecting it would lead to something more, Power / Dominance, Making new friends, It was easy / convenient

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? No one

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? Wanted a blow job got a really good one and some really good sex.

What was the WORST thing about this hookup? It’s too bad he couldn’t get it up. I would have loved sucking him off and taking a load from him.

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

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup? I prefer pussy, but I’ll take a mouth or ass anytime. My preference is ladies, but men are usually more amenable to just a quick suck and fuck.

What do you think about the Casual Sex Project? I’d love to see the data.

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