Dms always open

75 NSFW Asks. Obliterate me. Please ask me as many as you want

What tends to feel better for you, sex or masturbation?

Your 5 favorite spots to be stimulated.

Have you ever had your prostate stimulated?

Have you ever had an orgasm from anywhere other than your genitals?

Are you well-acquainted with your G-spot?

Are handjobs boring, or underrated?

Do you like having your balls touched?

Do you like having your nipples touched?

Do you like having your anus touched?

Have you ever been fisted?

Do you like mild roughness (scratching, spanking, hair-pulling, etc.)?

Do you have any kinks?

Are you into anything under the BDSM umbrella?

Do you pee in the shower?

Do you ever masturbate in the shower?

Have you had sex in the shower?

Do you like being naked?

Do you sleep partially/fully naked?

Have you ever to a nude beach, naked party, or other situation involving casual nudity?

Are you comfortable with partners seeing you nude in non-sexual contexts?

Have you ever showered with someone (non-sexually)?

Do you care if a partner sees you going to the bathroom?

Do you have naked pictures/videos of yourself? If yes, have you sent them to anyone? Are they online?

How many sexual partners have you had?

How often do you masturbate?

What position do you typically masturbate in (laying on back, on stomach, sitting up, etc.)?

Describe your masturbation routine, technique, etc.

What do you masturbate to (porn, smut, imagination, etc.)?

Have you ever masturbated to the point you got sore?

Your thoughts the first time you got up close and personal with the opposite set of genitals?

What kind of underwear do you normally wear?

Do you ever go commando?

Have you ever had a wet dream/orgasmed in your sleep?

How big is your penis?

Does your penis curve at all?

Are you circumcised or no? Are you happy with it?

Are you turned on or off by foreskin, or don’t care?

Do you find genitals physically attractive, or weird/gross, or not feel strongly either way?

Do you like the way your genitals look?

Would you be able to pick out your genitals from a lineup?

Do you like your butt?

What do you do with your pubic hair (shave, trim, wax, nothing, etc.)?

Do you care/have a preference what partners do with their pubic hair?

Do you tuck your penis a certain way (i.e. left or right) when you get dressed?

Do you have or want any genital piercings? Do you like any on other people?

What is the quickest you’ve ever brought yourself (or been brought) to orgasm?

Do you ever “edge” (repeatedly stop and start) when masturbating?

What’s the longest masturbation session you’ve had? Longest sex session?

What’s the most orgasms you’ve had in one session (of anything)?

Do your orgasms tend to be full-body, or crotch-centric?

Spit or swallow?

When you ejaculate, do you more shoot or dribble?

Is it hot or gross to get ejaculated on?

Have you ever had sex in a public place?

Have you ever had sex/masturbated while somebody was sleeping near you?

Strangest/most unique place you’ve had sex? How about masturbated?

Have you had any sexual experiences that were downright gross?

Are you particularly “vocal” when masturbating/having sex?

Have you ever been caught masturbating/having sex?

Have you had or do you want to have a threesome (or foursome, or more)?

Have you ever used a homemade sex toy, or a regular object as a sex toy?

Can a dildo feel as good as a penis?

What are your favorite positions?

Your most embarrassing sexual experience?

Have you ever had any genital injuries?

Have you ever had a sexually transmitted infection?

Do you think you’re “good” at sex, or your performance/skill could use improvement?

If you had the opposite set of genitals for a day, name 5 things you would do.

What’s something you like about your body?

What’s something you dislike about your body?

What body parts do you find the sexiest?

What was your most recent sexual thought?

Do you ever just play with your balls, penis, hole?

When was the last time you touched your genitals?

“Alright, cause you boys are making a lot of noise.”

“Yeah, you know how it is. Guys. Grrr.”

“Grrr?” says your buddy.

You laugh. “Shut up and suck my nips. And try to keep it down. She’s not a complete moron, you know.”

Warren and I had been in the same fraternity. Shit, I wanted him from the moment I first saw him. We were in the same pledge class and, to my great fortune, we became best buds. We were inseparable, Siamese twins. The only fault I found in Warren was that he was straight. He loved pussy, and got a lot of it. But I never lost faith that his cock would eventually find his way to my hole.

We were playing pool, just the two of us, down in the fraternity house basement one night. Warren had just returned from a sorority semi-formal, where he had failed to score.

“The bitch said she was on the rag,” Warren recounted, his boner straining through his pants. “I told her I didn’t mind surfing the crimson tide, but she told me to fuck off. Man, I just needed to dump a load.”

“You can dump your load in me,” I offered, dropping my pants as I bent over the pool table. I couldn’t believe I had finally found the nerve to offer up my hole to Warren. I half expected him to laugh at me, thinking it was a joke, or to get angry and call me a faggot. So I was shocked when Warren, without uttering a word, pulled out his hard eight-incher, spit on it, and then jammed it up my ass.

Fucking me on the basement pool table became a nightly ritual after that. Even on nights when Warren scored pussy, he’d always have another load in his balls for me. It kept up until graduation when, like many college buds, we went our separate ways. Warren got a job on Wall Street, and I found myself working for a public interest group in DC.

Warren didn’t tell me when he got engaged a few years later, I saw it on Instagram. He looked hot as fuck in a photo of him with his blushing fiancée Bella, her hand held toward the camera to show off the sparkling diamond ring he had given her. I knew I had to have his big cock just one more time before he tied the knot.

“Dude. Let me throw you a bachelor party,” I offered Warren in a congratulatory text. “Come down to DC and I’ll invite all our old fraternity brothers.” Not one to refuse a party, especially one in his honor, Warren eagerly offered up a date. My plan to get his big cock inside me again was in action.

“Twelve in the corner pocket,” he announced, a cigar between his teeth, as Warren and I played pool in the penthouse clubroom of my apartment building, reserved for his bachelor party. “When are the other guys getting here?” he asked, surveying the empty room.

“Uh—the guys aren’t coming,” I admitted, steeling my nerves with a sip of whiskey.

“What?” asked Warren incredulously as he put down his pool stick. “I thought you said you invited all our old brothers. None of them could make it for my bachelor party?”

“I didn’t—I didn’t invite them,” I stammered. “I wanted this to be just you and me, like old times.” And with that said, I started to undo my pants.

“Wait—hold the fuck up,” Warren commanded. “Is that what this is about? You want me to fuck you?”

“Yes,” I answered sheepishly. “You used to love my hole. You fucked me every night on the basement pool table.”

“Jesus, man,” he smirked. “We were just horny frat boys back then. I was a ball of testosterone, eager to stick my dick in any warm hole. I’m not like that now. I’ve grown up. I don’t fuck guys anymore. I’m getting married for Chrissake.”

“That’s why I planned this,” I tried to explain. “Once you’re married, you won’t want to fuck me anymore. I need this, man. I need you inside me one last time. I was your cum dump for years. You owe me this, bro.”

“Fine,” Warren acquiesced, putting down his cigar and undoing his pants. “I’ll fuck you one last time.”

Despite his avid protests, Warren’s cock was rock hard. My ass twitched upon seeing his big dick in its full glory again. I promptly dropped my pants and bent over the pool table for him. And like that first time, nearly ten years ago, Warren was silent as he approached my hole, spit on his cock, and then jammed it up my ass.

“Christ, I forgot how tight you are,” exclaimed Warren as he drove balls deep inside me. “You were always a slut for my cock. Is it as good as you remembered?”

“Fuck yes,” I moaned, gripping the pool table. His cock was even better than I remembered. We used to fuck like rabbits in college. Frantic pump and dumps. But there was a certain maturity in the way in which Warren was now fucking me. His strokes were more deliberate, his pressure more certain. His hands moved from my hips up to my shoulders, gripping me with a strength he lacked before.

“Your hole was always my favorite,” Warren shared while increasing his pace, pummeling me hard. “I used to think about pounding your tight cunt even when I was fucking pussy. Do you know I even stopped jacking off back then? I didn’t need to rub one out when I had your ass always open and ready for me.” None of his revelations were a shock to me, but I was surprised when Warren was ready to bust his nut.

“Fuck. I’m about to cum,” Warren announced urgently as he jackhammered me hard.

“Yeah, fucking seed my hole,” I begged, eager to be his cum dump one last time.

“SHIT … FUCK,” Warren bellowed, thrusting balls deep inside me as he flooded my guts. He held still as his cock throbbed and pulsed, emptying his balls.

“Thank you,” I exhaled as Warren pulled out of me, his load dripping from my wrecked hole.

“Nah, man,” he objected. “I should be thanking you. I’d forgotten how much I loved breeding your tight hole.”

“You sure you still want to get married?” I joked.

“Yeah. I love Bella,” he answered. “But what do you think about maybe moving up to NYC? I’ve got a lot of connections and could help you find a job. It would be great to have your ass around for … well, you know.”

“I’m game for that,” I answered turning to face Warren and then boldly giving him a kiss.

“You know I don’t kiss,” Warren chided playfully as he spun me around and pushed me back down on the pool table, his cock pushing inside my cummy hole to dump another load.