He gave me a second chance and we are both glad he did. The first time I sucked his cock, It did not feel like he enjoyed it. After working on it for a pretty long time, he finally ended up jacking off and cumming on his stomach.
I wanted to taste his cum, so I licked and sucked it up off his stomach, which may or may not have disgusted him. Especially after post-nut regret sets in. He got dressed and left, I figured I'd never hear from him again. It happens. Sometimes straight men regret getting serviced by another man.
Two weeks later he reached out and asked if I was available. He confirmed that he was a little (a lot) nervous last time and he did not allow himself to enjoy the attention.
We messaged back and forth for a while. I asked him what, if anything, special he liked. I told him it is easier to write it out in advance than to bring it up in person. I told him there were things I like that I am too embarrassed to bring up, even in messages. He confided that he likes to have his balls played with, sucked and licked. He likes to be rimmed and have his butthole rubbed. After some prodding from him. I confessed that I like to wear panties when I service a man. (He knew this already.) The hard part for me to tell is that I want to be treated like a girl. Like a girlfriend that he has no respect for and is just using as a cumdump. Talk dirty to me, encourage me if I am doing well and it is ok to get a little rough. I let him know that I am capable of slowing things down if he gets too rough or I feel too uncomfortable.
We agreed to meet that afternoon and this is where it begins:
He gets to my house wearing a t-shirt, shorts, and slip-on shoes. I am wearing a t-shirt, cute ankle high socks, shorts, and the cutest panties I own. Black bikini panties, with a floral print and lace around the waistband and leg openings.
Without hardly any talking, he walks straight to my bedroom and, facing away from me, takes off his shirt and shoes. I've made the bed and have three pillows for him to use as he sees fit. He lays down on his stomach and tells me to give him a massage. He did not ask for a massage, he told me to give him a massage, which I liked.
With him laying on his stomach, I have time to admire his body. He is fairly fit, not muscular and, not fat. His back is smooth and tan, he spends time outside without a shirt, His bum is hidden by his cargo shorts, but his calves are smooth, firm and muscular. We live in a water recreation area, so I imagine he spends time in the water, he has that type of fit body.
He is not looking at me, so I take the opportunity to take off my shirt and shorts. Leaving me shirtless, wearing only panties and socks. I straddle his legs and begin to rub his shoulders and back. I hear him sigh and see him visibly relax. I take my time and rub his back, shoulders and give him a strong non-sexual massage. Then, skipping anything that is covered by his shorts, I move to his thighs, calves and feet. Altogether, I spend about 15 minutes massaging him. Then I hold both of his hips and pull up gently. He pulls his knees forward, listing his ass. I reach around and unbutton and unzip his shorts. I start to tug them down over his hips. I get them down to his knees and he pushes them off. I reach around with my right hand and take his cock and point it up, so he can lie down without it being uncomfortable.
It is early afternoon and my room is bright. This is the first time I have seen his butt. It is so cute. His butt cheeks are round and firm. Very smooth, but not shaved smooth. He has a very light soft covering of hair, like a woman's area just below her navel. I start massaging his cheeks, first the left cheek, squeezing it. Then the right cheek, squeezing it. Then finally I put a hand on each cheek and begin to squeeze them. Firmly squeezing and rubbing both at the same time. Then I spread them apart and see his cute butthole.
To be clear, I have never rimmed a man, I usually work on the other side of the body. I was so attracted to how cute his ass is that I just admired it and then leaned down and kissed each cheek and rubbed my face on them. I get between his legs and use my knees to spread his legs wide. I can see his butthole, taint, and his ballsack. I put my thumb in my mouth and get it wet, then press it against his hole and begin to rub it in a circular motion, not trying to push it in, just rubbing it. I scoot back and lay down between his legs with my face at his ass. I am still nervous, but it is clear that he has just showered and is very clean. I can smell a little soapy smell and the manly smell of his balls. I spread his cheeks with both hands, fully exposing his butthole, and put my face closer, He arches his back, pushing up his ass. Then I lean forward and, for the first time ever, I kiss a man's butthole. I lick his crack from below his hole, over his hole, and up above it. Then I brace myself and lean in. Spreading his cheeks apart as much as I can, I lean forward and lick his little hole. I start licking it, pressing my tongue against his hole and pushing it in. Soon I am tongue fucking his asshole. My tongue is not long, so I am pushing in as much as I can and have my face pressed into his crack. Tonguing, licking, and lapping at his asshole. For his part, he is arching his back, pushing his ass up to give me more access. He is breathing harder and I can tell he likes what I am doing. I let go of his right cheek and for the first time today, I cup and squeeze his balls. His balls are large, loose, and relaxed. Hanging down, allowing me to cup them in my hand and squeeze, roll, and pull on them. Finally, he has had enough attention on his ass, He rolls over and his cock is rock hard and wet with precum.
"Suck my dick". A command that I immediately comply with. His cock is longer than mine and a lot thicker. I have big hands, I wrap my hand around the base and there is still dick and the head above my thumb and index finger. I give him a squeeze and precum flows from his cumhole. I lean forward and rub it on my lips. Using his cock like lipstick, I spread pre-cum over my lips, and using it like lube, I press my lips against the head and let him push into my mouth like, pushing into a pussy. Through the ass eating and now with his cock in my mouth, I have been involuntarily moaning and making mewing noises. I can't help it, I am so turned on right now. Other than the command to massage him and suck his cock, he has been verbally quiet, just breathing and moaning some.
Now I am 100% in my element. I begin giving him a blowjob. Sucking on the head, tasting his pre-cum. Using my tongue, taking him deep until his cock is against my throat, moaning when it is that deep. I can feel his cock throbbing as he uses his kegel muscles to flex and force more pre-cum into my mouth, which I greedily taste. I am bobbing up and down on his cock, forming a tight seal and sucking on the upward stroke. Using my right hand to jack him off into my mouth. I am making such a mess, his cock is so wet with saliva and pre-cum that I am ready to start working him into my throat. I go down and stop at the entrance to my throat, then push a little more. Stop, remind myself to relax and push down some more. Lift up and sucking and back down to the limit of my mouth. He is holding my head now and talking dirty to me. "That's it, suck my cock. Be a good girl and take it all!". Calling me a good girl instantly triggers something in me. I take a deep breath and let him push me down as he pushes up. Constant pressure, not backing off, only stopping and letting me adjust and pushing deeper. Until my nose is against his pubic area and my chin is touching his balls!! He give a few pumps into my throat and then lets me take a breath. I need a moment, so I start licking and sucking his balls. He is constantly verbally abusing me and encouraging me. Calling me a slut for his cock and then telling me that I am a good girl. My emotions are coming to me in waves. Embarrassed, humiliated, proud and wanting more.
He pushes me off of him and tells me "Lay on your right side with your mouth facing me". I comply and he turns on his side, puts his hand on the back of my head and pulls me to his cock. Holding my head, fucking my mouth and pulling my head down on his cock, I can feel him getting desperate. I feel him tense up, feel his legs tighten up and his cock expand in my throat. Then I feel him shaking as he cums. It mostly goes straight to my throat, but he pulls out some and I can taste his cum. He is exhausted now and relaxes. But he keeps his hand on the back of my head and his dick in my mouth. I know how sensitive a cock is after intensely cumming. So I am careful. I gently keep suction him and use my tongue on the underside of his cock to milk all the leftover cum into my mouth. Finally, he let's go and lays on his back.
He gets on his knees beside me and tells me "Lay on your back and play with your little girl cock". I blush and do not make eye contact. But I obey him. He pulls the front of my panties down and puts them under my balls, forcing my balls to push up. It is a little uncomfortable, but that is what he wants. Looming above me he begins to tell me what to do. When I am sucking cock or eating pussy, I tend to focus on their pleasure. Often losing my erection as I am paying attention to them.
"Rub your little clit and get it hard". Still not looking at him and feeling the blush spread from only my face to my chest. I start stroking my soft wet cock. It does not take long for it to fill up and get hard. "Keep stroking, use your other hand to squeeze your balls". I comply and soon I am squeezing my balls and jacking off.
My little girl cock is dripping pre-cum, something that is not overlooked by him.
"Look how wet your little clit is. Lick that off your hands". I lift my hand to my mouth and taste my pre-cum. I love the taste and slickness of pre-cum."Jack Off! And keep playing with your little balls". "Is that why you seek out real men with big cock? Because of your little clit?". His talking to me like that is making me stroke harder and faster. With every praise or insult, I whimper and moan. My eyes are closed and I feel him moving around on the bed. "Open your eyes and look at this!". I open and see that his semi-hard, wet cock is above my face.
I instinctively open my mouth and want to feel it again. But he only slaps my face with it and gets my face wet. Slapping my lips with his cock, I keep my mouth open hoping he lets me have it. But he only laughs, causing my humiliation to increase. He reaches down to my chest and pinches my nipples, causing me to moan. He laughs again and twists my nipple. Causing me to grunt and flinch away. But he knows I like it. "You are such a little slut. Do you like me playing with your titties?". I don't answer, but I keep jacking off. He pinches and twists harder! "Answer me! Do you like having your titties played with!". Me, "yes, yes I do! Please touch the other one too!". He leans forward and puts both hands on my chest. A nipple between each thumb and index finger. He begins to gently squeeze, pinch and twist them.
He starts talking in a softer, deeper voice. "Cum for Daddy. I want to see your little clit cum. Be a good girl and cum.". For my part, I am desperate to cum and keep moaning every time he says something. "Come on, you can do it. Show me how dirty you can be. I'm going to make you eat your own cum since you liked my cum so much". This pushed me over the edge, "I'm cumming daddy, I'm cumming.".
I do not normally cum a lot, but for me, I came a lot. It flowed out and over my hand. I slow down and start to milk the rest of my cum out of my cock. He takes my hand and puts it to my face. "Lick it off! Get it in your mouth and show me what a good slut you are". I lick and suck my cum into my mouth, being careful to not swallow. Once my hand was clean, I opened my mouth and showed him. "Good Girl, I'm proud of you.".
I am physically and emotionally drained. I lay back with cum on my stomach and face. The taste of his cum and my cum in my mouth. It feels like all of our cum is swimming up trying to come back to my mouth. I swallow and close my eyes as I feel him getting up.
The next thing I feel is him cleaning me up with a cool washcloth. He takes the waistband of my panties and pulls it over my balls and tucks my soft cock into my panties. Then he is cleaning my face and gently tells me "You dozed off. I didn't want to wake you, but I did not want to leave without telling you.". He continues to use the cool washcloth on me. Putting it on my red and sore nipples. Gently squeezing them and letting the damp cloth soothe my nipples. He is already cleaned up and dressed. I guess he did that as I dozed. I don't know how long I was out. He covers me with a sheet and tells me "I'll contact you later and check on you. Don't get up, relax and rest.".
I lay there and hear him get his keys and close the apartment door. Then I fall asleep again. It has never happened before and I did not realize how important aftercare can be. After working so hard to please him, the simple gesture of him cleaning me up was touching to me. He messaged me later and asked if I was ok. And said that he really enjoyed it this time.