This is a relatively long post! This is the first story I wrote and published elsewhere, first time posting here. Let me know what you think!
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I swung the door open to the honeymoon suite, tossing my suitcase in and stepping through the door. My best friend followed me in. But not like, my wife is my best friend, no, just my best friend Ryan. Megan and I were to be married the previous day, but it hadn’t come to be. The week before I’d found text messages, and then photos of her and her secret lover.
I’d seen pictures of them together. And “together.” And not just in her pussy. Or just her mouth. But in her ass too. She’d never even let me put my penis there. And he was… Well he was really well endowed. He dwarfed my manhood. I will always remember the deep, ebony skin of his shaft buried in my fiance’s pale body.
After the tearful argument, in which she didn’t even promise to stop seeing him, she’d left the house. She sent me a picture an hour later of her panties around her ankles and her lovers legs between hers. She’d gone straight there to be fucked. She sent it out of spite, as if I had done her wrong somehow.
She sent me a text a while after, where she explained that I should have just accepted that she wanted to see him and didn’t want to stop just because we were married. That I was a nice guy but I couldn’t satisfy her needs because my penis size wasn’t to her liking, and that she needed a man to have at least eight inches (Darren had nine) to please her. My five inches was well short.
Heartbroken and emasculated, I went to cancel our honeymoon stay but found the reservation was not refundable. So I decided to take the trip anyway. Since it was for two, I invited Ryan along. He’d been supportive after the fact as my would have been best man. I hadn’t told him the details, nor anyone actually.
The bell hop helped us with the rest of the luggage. “Congratulations, you two.” He said as he was leaving. I realized what he must think.
“Oh we’re not-” I started
“Thank you very much, we’re very happy!” Ryan blurted out. He chuckled as the boy left, smiling at his joke. ” You know people will assume we’re a gay couple all week. This is a couple’s resort, you know.”
“Jeez… Oh well right?” I reddened a bit but laughed it off. We got our stuff to get situated and I scoffed. “I hadn’t even thought about the one bed thing.” As we entered the room and saw the king size bed, complete with the hotel’s rose petal heart laid out.
Ryan guffawed. “Like I said… couple’s resort. At least it’s a king right?” He said as he tossed his bags to the far corner by the balcony sliding door. “Some view! It’s an awesome place. Good place to move on, right bud?” He gave me a slight shoulder jab.
“Yeah… I hope so anyway.” We settled in and made our way to the hotel’s bar and restaurant, had some dinner and drinks, and I tried to forget about the heartbreak and enjoy the time. Ryan was jovial, and supportive. We’d been best friends for years, since high school. I had been a pretty nerdy kid, slim and 150 lbs soaking wet. I could have been picked on a lot except for Ryan. Ryan was the opposite. Somewhat of a jock, but kind and cerebral. He was a big guy, he was 6’3″ now, and somewhere around 230 lbs, and muscular at that. Nobody had picked on me with him around. I was glad he was here. I felt safe with him. Nurtured, even. We got a little bit drunk, reminisced about school and work, and eventually headed back to the room and passed out in the bed opposite one another.
I woke as sunlight filtered into the room. It was warm in the room, and I had just a sheet over me, and the briefs I wore to bed. I looked over and did a double take as I saw a sleeping Ryan propped in a halfway sitting position, the sheet near his waist. I could see he was completely naked. The sheet came up to cover up his genitals, but left his pubic stubble and the v shape of his pubis bare.
I couldn’t believe he had slept nude in the same bed as me. We’d changed around each other before but never had been fully nude. I mentally slapped myself as I realized I was looking at his barely concealed private areas. It’s natural for guys to look at guys right? Just for comparison or whatever? That’s what a therapist had told me once when I explained the uncomfortable curiosity I had always felt in men’s locker rooms. I realized I had a throbbing erection. Morning wood, what are you gonna do about it?
I rolled onto my side and feigned sleep. My side position would hide my bulge if Ryan woke up. I kept my eyes slitted open, looking at my naked friend. Nobody would know, it wouldn’t hurt anyone that I was looking at him. I was just jealous of his athletic body, it didn’t mean anything. As I was arguing with myself, I gasped internally. I saw a twitch of movement, then another from his sheet. He was getting an erection. His deep breathing seemed to confirm he was sound asleep. The sheets bulged slowly up. Then the tip of his glans just peeked above the hem. I watched, mesmerized. The sheets slid away at last.
His penis throbbed in his lap, and I stared. He was big, to match the rest of Ryan’s body. Probably eight inches. Well more than my five inch manhood. He was uncircumcised, but the glans exposed itself fully when he was erect. He had prominent veins, with a central thick one running along the top. His head was a deep purple, the shaft matched Ryan’s olive tinted skin.
It was perfectly straight. I remembered seeing my fiancé’s lover’s penis in the photos she had bombarded me with. I’d felt so much anger and hurt, but if I was totally and completely honest with myself, I had felt a tug of curiosity, of almost… admiration? Something about seeing another man completely exposed and fully aroused made it feel like I was in on some secret. In a sense I had been, but not in a good way, I thought.
I was pulled from my inner monologue by Ryan shifting on the bed. He’d rolled over in his sleep to his left side, meaning this erection was now lying on the mattress, almost at eye level with me. I was staring right down the barrel, so to speak. It was a view I never thought I’d see before, and it was so strange to see, like his manhood was staring straight into me. I had the strange urge to take my unswear off, to be nude together.
I was afraid the movement would wake Ryan though. Was our being mistaken for a gay couple all weekend somehow influencing me? The thought crossed my mind that anyone that saw us as a couple would make some assumptions based on appearances about who played which role. I wouldn’t be looked at as being “on top,” we’ll say.
I heard Ryan breathe a little more sharply and screwed my eyes shut to avoid any chance of being found out. I felt him roll over, sigh, and then slight motion. Repetitive motion. Slow but rhythmic. Was Ryan… masturbating? In bed next to me? There was no way, right? I stayed stock still, breathing quietly and deeply to mimic sleep.
I dared to crack one eye minimally. The image was fuzzy, but I could make out Ryan’s silhouette. I saw his arm, and his hand wrapped around his strong, thick- Jesus I couldn’t believe I just had those thoughts pop up about my buddy’s penis. But it was unmistakably his hand, slowly stroking his erection.
I wondered if he was fully awake, or doing this in his sleep/almost sleep. I did that sometimes, not fully awake but I would wake up with my boner in hand. I watched him stroke with fascination, secretly enjoying this glimpse into my friend’s most private self. It made me feel oddly close to him. Intimate almost.
Ryan had always been so comfortable with any situation, seemingly unfazed by anything. He would go with the flow. He might even not care if I saw him jacking off, honestly. A sudden impulse came over me, and for one brief moment I seemingly lost every inhibition I had. I opened my eyes, smiled slyly, and softly said “Good morning to you too…” sleepily.
Ryan jumped, and pulled the sheet to cover his exposed manhood. “Uh… Morning… Sorry I was just uh…”
“I know what you were doing man, just relax, everyone does it right?” I said, sitting up to his level.
“Yea just, not in bed with their friend…” He chuckled nervously.”I’m just really used to doing in every morning and I wake up like this and…”
” Well I mean… Don’t let me stop you.” I said, looking him in the eyes.
“You mean you would just be… Like okay watching me do that?” He looked at me incredulously.
“I mean… I’m the same, with the morning thing I mean… I could join you, maybe if we’re both doing it, it wouldn’t be weird?” I said softly. I pulled the sheet down on me to show my bulging briefs. He looked at my groin and then back up at me. He smiled slightly. I couldn’t believe what I was doing, I felt like I wasn’t in control of my own actions somehow.
“If you’re game, then I’m game. I’m really comfortable with nudity, and we’re best friends after all, why shouldn’t we be comfortable like that?” He said, with a hint of mischief.
“Agreed…” I pulled down my underwear, and kicked them off. He pulled the sheet back down. For a moment, there was silence and stillness, as I think we both processed that we were two naked, fully erect men in bed together. I watched him look at my privates. I looked at his. I was much smaller than him in every way, but he still seemed intrigued. Almost on cue, we began to stroke our own shafts. “You… do you always sleep naked?” I asked, almost as if to make small talk during what we were now doing.
“Oh, yea… I always have really.” He said. I watched him answer, his body slowly oscillating as he stroked.
“You like it? Sleeping naked, I mean.”
“Oh yea, for me it’s the only way. Sorry if it made you uncomfortable, I figured I’d be awake and dressed before anything… anything happened.”
“Oh, no, like you said, we should be comfortable right…? I think maybe I’ll try it too, sleeping nude.”
“You should man! We’ll do it together.” He smiled.
“Okay, yea… I will.” We smiled at each other.
“Do you want some lube?” Ryan asked quickly.
“Uh… yea, that sounds good. You have some?” I asked shakily.
“Yep, just let me grab it…” He said. He stood up from the bed and walked naked to his suitcase by the balcony door. I watched as he walked. He was powerfully built, every part of him. I’d seen his musculature and size before, of course, but I could see that his penis, testicles and butt all seemed built for power.
His penis was large, thick and strong looking, his testes hung low and heavy, and his butt was thoroughly toned and proportional. This was the longest I’d ever looked at a naked man before, and it felt like I was getting away with something. I realized that I was literally checking out my best friend. What was happening to me? I wondered to myself.
He snagged the small bottle from an external zipper compartment, and strode back into bed, his erection and his balls swinging slightly left and right with his stride. He slumped back into bed, and I noticed he slid closer to me than he had been before leaving. Our elbows nearly, but not quite, were touching. I watched as he took the bottle, cracked the tilt top open on the little “Swiss Navy” bottle, and drizzled the fluid onto his thick glans. I watched it cascade down, and his hand entered to coat his rod fully.
I watched unabashedly now, my arousal cancelling out any self consciousness about him catching me staring at him. Maybe it was possible I was a little bi curious? I wondered to myself. I’d never considered it. I surely couldn’t reveal that to him, he would think I was like, into him then. It was just erotic being naked with any person, I told myself.
“Here you go” he said, snapping me to the present. He didn’t hand me the bottle though, he leaned over, positioned the bottle about 3 inches above my penis, and squeezed it out, personally pouring lubricant onto my manhood. I hurriedly put my hand on my penis and spread the cool lube around. I saw the bottle close as he held it, noting it was marketed as anal sex lubricant. I wasn’t sure what to think about that. I blurted out without thought.
“Anal lube huh?” I said with a slight, automatic, nervous chuckle.
“Hey what can I say? Sometimes a lady I pick up likes giving up her butt!” He laughed.
“Wow, can’t say I have the same burden to bear.” I said with an internal grimace.
“Well I mean you’ve been in a relationship for a while, didn’t she…” He trailed off, realizing he may have overstepped.
“Nope… She never did. Not with me, anyway… I’ve never done it with any girl actually.” I said.
“Well I mean, it’s not like it’s better than pussy, you’re not missing out much really. It’s more of a submission thing than anything, I think. Girls don’t usually get that much from it physically, but -” He stopped himself from continuing, stroking his cock again now.
“That makes sense yeah…” I followed his lead and began to masturbate with our newly slick erections. “I have to say, I appreciate that you’ve been here for everything after everything that happened. It’s made a big difference. And this, being super comfortable, everything… it’s nice.” I said to him.
“Don’t even mention it, man. I’ll always have your back. For emotional or lubricant support.” He laughed. I laughed too.
“I gotta say, I’m jealous of you. Down there, ya know.” I said, turning red. I just couldn’t help but somehow talk about his cock. Like I had to work it into conversation.
“Oh, man, don’t sell yourself short. You know what they say, size isn’t everything. Honestly it can be a pain. Finding underwear that fits right, stuff like that.” He said, trying to make me feel less self conscious, but the image of him struggling to fit his genitals into a bulging pair of underwear didn’t accomplish that at all. I felt strangely vulnerable… maybe even feminine when I looked at his manhood.
“You don’t have to try and make me feel better, I just have a smaller one and you have a great… Well ah, I mean a really big one.” I said, fumbling over my words.
“Well, thank you, I’m glad you think it’s nice!” He laughed. He looked at me quietly after. I looked back. He seemed to stare right into my soul for a moment. Then very quietly, he whispered to me. “You can touch it, if you want to.”
I responded instantaneously, maybe too quickly. “What- uh… no I just meant… I… I’m not gay Ryan, I don’t-”
“I know you’re not gay, you don’t have to defend yourself from me. But you just have seemed intrigued. I think it’s normal, ya know? And how often do two guys get to be completely alone together like this? You think it’s big, nice, whatever. I’m just saying, you can touch it, if you want to.”
“I… have you done something like this before…?” I mumbled nervously. How did he know i wanted to touch it?
“I have a pretty active sex life, as you’re aware. And I’ll even tell you that yes, There have been a few guys in there. Doesn’t make me gay, doesn’t make me anything. Or them, no matter what they wanted me to do to them. At some point I think men should experiment, you know? They were the same as you, just curious, interested in the male body. Specifically, my dick, but yea.”
I was a bit shocked. I’d had no idea Ryan had slept with men. I didn’t, like, care, I just hadn’t thought so… “I don’t know, it just seems…-”
“Wrong? Gay? It’s just us man, it’s whatever we want it to be. Those are just words, and we’re just friends. Best friends just being comfortable.” He stopped stroking, and got to his knees on the bed. He pivoted, so that he was facing my direction, his long cock perpendicular to my body, even with my own. He was offering it.
I stared at it. He looked down at me, shrugging in a “What’s the harm?” Gesture. I hesitated. “Here…” He said. Without warning, he swing his leg up and over my body, straddling me. My eyes went wide in surprise. His cock now swung to face me directly, only about 6 inches from my face.
This was the invitation. I could refuse, tell him to get off, and forget the whole thing. Or I could reach up and take him in my hand, and go to God knows where with him. I thought about my ex. A beautiful woman. But with so much pain. And I thought of Ryan. A man, somebody I didn’t think I had this sort of reaction to. But so much comfort and soothing feeling.
Who cared if he was male? I reasoned. I was comfortable with him. Naked with him. And I… I had a want in me to… Please him? Satiate curiosity? I couldn’t be sure. I sighed, looked up at him, reached out, and grasped his penis in my hand.
It was like I’d received an electric shock. The sensation ripped through me. The heat from his member, the absolute rock hardness, the thickness, smoothness, and the slippery skin. He moaned. I looked up at him to see him smiling. I’d accepted his invitation. Now he had me. I was holding another man’s stiff cock in my hand.
“Not so bad right?” He said with a grin.
“No… No its… Like I said it’s… You have a really nice dick. It’s… Big. Really big.”
“You should have seen this black guy that goes to the gym I go to sometimes. Now that’s big. Like nine or ten inches maybe.”
I made a mental note that it seemed he went to an interesting gym, if he was seeing men with erections…
I came back to reality to find his lubricated cock still in my hand. I could feel it pulse. Instinctively, I slowly began to pump. Ryan moaned. He seemed perfectly at ease allowing another man to stroke his cock. I felt the voice trying to tell me to stop this, that I wasn’t gay, fading away. I pumped a little faster, and a little deeper. I realized I was deliberately trying to pleasure him now. I couldn’t believe what was l happening, but Ryan seemed to have almost anticipated it. I paused.
“Did you… Did you think that this would happen?” I asked, looking in his eyes.
“Of course not, how could I guess? Though…”
“Though what?” I asked pointedly. My hand still wrapped around his hardened shaft.
“Well, I had a feeling. And sometimes when other straight boys have seen me… I mean my dick… Well it seems like it has an effect. Always seems to be the same. They want to see it. Then they want to touch it. Then pump it. Then…” He trailed off.
“The… Then what?” I asked, like asking for the next symptom of a disease.
“Don’t worry about that. Let’s just have fun.” He said.
“Tell me. What happens with these guys?”
He sighed. “After they stroke it, then they want to suck it. And then… They ask me to fuck them with it. ” He said with a”fine but you’re the one that asked ” tone.
The images of Ryan’s cock in my mouth involuntarily popped into my head. Then the image of it… being thrust inside my ass. I should have been repulsed. But I could feel nothing but intrigued. Curious. Lustful for it. Had that been what these other guys Ryan had bedded felt too? “Oh wow… And you…-”
“And yes I did. Fuck them. Went all the way. But that doesn’t mean anything, Evan. It doesn’t mean that I expect you to do that for me. We can just relax, be naked, and have fun as guys together. We-”
“Would you?”
“Sorry?”
“If I asked you to. Would you fuck me?” I asked pointedly.
“Evan you’re my best friend. I wouldn’t want anything to come between that…”
“What if I begged you to?”
“Evan… I feel like you’re asking for a different sort of relationship… You’d be getting a different side of me.”
“How do you mean?” I idly massaged his erection. Imagining it inside both my openings. I felt… Obsessed. Completely out of control.
“I mean that when I take another man like that… When I take him in the ass… It’s a dominant/submissive relationship. I’m the dominant male and he’s the feminine, submissive one. It’s how I prefer it. If you were to ask me to take you, that’s the sort of relationship we would have. When we were in private. You’d submit to anything I wanted. You’d have to accept that.”
“Ryan… You’ve helped me so much after Megan left. More than I can repay. If me giving myself up to you like this would make you happy then consider me… Consider me yours.”
“Evan, I really want you to think about this. It would be a really big change in our relationship. I don’t want you to do this on some whim, or out of feeling like you have to pay me back for just being a friend.” He sounded really serious, like there was a lot of gravity behind his words.
I thought for a minute. It seemed like it was not just going to be a one time thing. Was that what I wanted? I felt a lot of conflict. But I felt a huge pull to let go, to let myself experience something new, that I’d been suppressing for a long time. I embraced the pull.
“It’s not just that… I don’t know how to say it but… I don’t know I think I’ve been curious about something… something like this, for a long time. It’s something I want…”
“Are you sure?” He asked, the gravity still there.
“Would you enjoy it, if we did do that?”
“Yes.”
“Then I’m sure.”
“I want you to say it out loud. Exactly what you’re asking for.”
“Okay… I… I want you, Ryan to take me, Evan, sexually and mentally, and make me yours. I will submit to you whenever we are alone, and I will do whatever you desire.”
He looked at me, stone faced. Then his face softened, a small grin coming across his face.
“Okay, Evan. Then it’s done. You’re my new bitch. You know your place and you’re happy in it. You understand?”
It wasn’t hard to submit to him, he was bigger and much more of an alpha in every way. In some deep biological place, it felt right. “I understand that you are a superior alpha male. I submit to you.”
“Good girl…” He growled. His tone had changed, intensified. We weren’t buddies anymore. He was almost like a predator and I was his prey. His bitch in heat. “Now show me you understand our new relationship… suck your alpha’s cock.”
I took a deep breath, and again embraced the pull, the lust. I leaned over toward him, opened my mouth and slid his uncut, manly cock in. Inch by inch I took a penis into my mouth for the first time. I felt decidedly submissive. Feminine, even. But it didn’t disturb me. It felt startlingly natural. It made me so hard. I was discovering a lot about my sexuality. I
sucked him deeper, him straddling my face. He moaned in pleasure, and I felt his hips tilt forward. More weight pressed into me. I gagged as more penis followed. He relented slightly when i gagged, but he was clearly mounting my face.
He wasn’t being as gentle. I felt myself buckling to his will. I wanted to be his. Give up control. Give up my body. My ego, manhood. His hips pumped and I gagged as be started to fuck my face. He didn’t seem to mind that he was choking me with his penis, and deep down, I relished the helpless feeling. He slowly but firmly moved his rod in and out, slow fucking my face. Then, I felt his glans slide out of my lips, and he pulled back, and put his head down and softly spoke in my ear.
“I saw the outfit you had waiting in the room for her. The bridal lingerie.”
“Y… Yea, I had forgotten about that…”
“It’s in the closet, Evan… Now go put her lingerie on. All of it.”
I did a double take. “Uh I…”
“No questions. Do it now. You submitted to me, remember?” He chastised. He stood up, slowly giving his own cock an idle stroke. I stood, suddenly dizzy. I walked to the closet, and slid it open. There were several sets of lingerie. I’d had a big thing for Megan, or any woman, in lingerie. I’d spent a lot of money on it over the years.
I knew the one he was referring to. The white, lacy, bridal set, looking like it was meant to be worn under a wedding dress. It was complete with matching bra, backless lace panty, thigh highs and garter. The underwear she should have worn when we consummated our marriage. I took a deep breath, and I reached for the hangar.
Ryan sat on the bed, legs wide, and watched as I fumbled with the undergarments. I pulled the thigh highs on, then slowly I pulled up the panties. The lace tickled against my cock, and I felt the conspicuous absence of any covering for my ass. Designed to give me easy access to my new wife’s pussy. Now it seemed it would give my best friend easy access to my most private, vulnerable place.
The fabric felt strange against my skin, but somehow pleasing. I donned the garter, clipped the thigh highs in. I struggled with the lacy bra. Ryan stood up, smiling contentedly, and fastened it behind my back. Fully dressed in my wife’s underwear, I looked up at Ryan, red with embarrassment.
“It looks good on you, baby.” He purred. His still engorged manhood rubbed against my legs as we faced each other. I felt the panties – well, now MY panties – bulge as my arousal returned.
“I know this was going to be for your enjoyment, on your wedding night. But now it’s for mine. At least now this lingerie won’t go to waste right? And it won’t be to consummate your marriage… But let’s think of what’s about to happen as… Well a consummation of the new dynamic between us. ”
He smiled as he finished. I had to admit that the sentiment only made me harder. I felt so… Owned. Like his property. But it made me feel safe. That He would take care of me. In exchange, I would submit to him, give him my body and manhood. Become his sex object. I found myself on all fours on our bed. Ryan was behind me. He adjusted the back of my panties, situating them evenly on my ass, giving him a clear view of my most private areas.
I’d never had a lot of body hair, unlike Ryan who had neatly trimmed hair in the normal masculine areas. I thought about how from behind, if you ignored the bulging panties, my ass would look a lot like a woman’s. As if on cue, Ryan placed a hand on my butt. “You have a great ass Evan… Even looks girly from here. You were meant to do this… ” I nodded to myself, and then squealed, as I felt an unexpected tongue lap at my hole. I tingled across my body as he tongued my ass. I’d never imagined I’d do this.
Surprise melted into pleasure. I’d never thought having my anus licked would have felt good, but I was stunningly wrong. I moaned uncontrollably. My back arched out of some instinctive urge to offer up my body. His hand slithered through my panties to cup my genitals. His hand felt enormous, fully covering my wet erection and balls with ease.
He held my masculinity in his hand, feeling like he had taken ownership of it. A finger slid in me to replace his tongue. Thrusts. I groaned as he added his middle finger. His hands spread my legs wide apart. His fingers interrogate my prostate. I leak precum liberally. His fingers withdraw. I feel and hear the slapping sound of his penis being laid on my butt. His camera clicks. Several times. He’s taking photos of me. Us. The weight and heat of his cock feel enormous.
“Evan?”
“Y… Yes…? Daddy?” I managed. Daddy huh?
“Tell me what you want.”
“Me? I… I want… I want you to fuck me with your big cock… I want that. I want you to put it in me daddy.” I say.
“Beg me for it, sissy.”
The humiliation of being ordered to beg for the most emasculating act a man could experience somehow turned to euphoria, not shame. Or maybe the shame was causing the euphoria?
“Pleeeasseee sir I need your big cock inside me so bad! Please it’s all I want, to be full of daddy’s dick…” I looked back at him and wiggled my ass suggestively. He grinned. He’d transformed me. In a matter of minutes from his straight best friend, to eager sissy slut in women’s lingerie.
It was like he had a super power. Or maybe it was a suppressed desire exploding out of me all at once. Or the desire to just not be in control anymore. Whatever it was, he had made me his bitch, and I WANTED to be his bitch.
His tip touched my anus. Electricity shot through me as his glans just barely kissed the sensitive skin. It felt so large when I felt it. A rush of apprehension filled me as I thought of the pain I’d be sure to have. Lube poured down generously and flowed around the edges of his penis, coating both his head and my hole. Then his hands groped my hips and butt. He’d mounted me. Slowly he pressed forward, and I felt a slight pop as his head vanished inside me.
I felt my manhood and dignity draining out of me like he’d just punched a hole in my ego with his cock. I allowed submission and femininity to flow in. I winced as I felt the stretching of my anal ring to accommodate his over sized penis. I groaned as he started breaking his new bitch in. He backed out, then pressed into me again, and again.
A little more of my best friend disappeared into my body with each repetition. Slowly but firmly, he impaled me with his penis. I could feel the hardness of it. The throb of his pulse sometimes even. I squealed when he rocked his hips, instantly burying a few more inches.
I couldn’t know at the time but he was about two thirds inside me. He repeated the slow withdrawal and reinsertion. Taking his time. Not in a rush. Breaking in his best friend slowly.
The pain was still significant, but I felt it begin to fade with each of the numerous times he slowly worked his alpha cock in and out of me. Ryan moaned softly as he would enter me.
“That’s it baby… You’re doing really well taking my dick… You like it? You like taking a man’s cock in your ass?” He said with a hint of amusement.
“Oh… Yess… I love taking your big cock sir… ” I wasn’t lying, I did. I was beginning to feel what I assumed was my prostate being gently but consistently pounded. Fluid leaked into the front of my panties. I started to feel physical pleasure as he slowly stuffed me with his penis. He grunted in approval at my answer. Then he gripped my hips, moaned, and thrust his erection completely into me. He was fully in me.
I was filled with cock for the first time. I gasped and moaned as I felt my anal ring straining against his girth. The pain returned as he fully impaled me, holding it inside, waiting for my butt to adjust to its new boss. I looked down and saw his heavy balls gently swaying as he began to slip his thick boner back, and then he began with his thrusts. Small at first, then slightly longer, slightly more forceful. I felt the throbbing head of his penis sliding in and out, rolling over my prostate with each of his lustful thrusts.
He moaned in pleasure as he began to truly fuck me. My prostate felt like it was sending 1,000 volts through my entire body as Ryan’s dick slammed against it with each stroke. I felt myself leaking into my panties, soaking the front with sticky evidence of my submission and pleasure. I couldn’t believe that I could have felt this much pleasure from being fucked in my ass!
He groaned as he violated my body in the most primal way. He smacked my panty clad booty. He thrusted. In and out. I began to feel a strange numbed and tingling feeling. I moaned. Something felt like it was building inside me that I’d never experience before.
I felt the sudden, strange urge to urinate, but before I could comprehend anything, my muscles began to spasm, and I lost control of my body. I started to uncontrollably ejaculate, my semen dripping through the thin material of the lingerie panty.
I moaned and squealed. I heard Ryan chuckling in satisfaction and amusement as he literally fucked the cum out of me. I shook and shivered, and I could feel my ass clenching during my orgasm, only to squeeze against the thick penis occupying it. It seemed to intensify and lengthen the event. I felt like I was about to pass out.
“Wow you really do love getting dicked down don’t you sissy? Made you cum? You came like a girl… Fuck yea… My cock made you squirt you slutty… Little… Oh fuck…you… Whooore…!” Ryan sounded completely different than he ever had before. Our roles were fundamentally different, and I
He kept thrusting while he talked, drawing out the last syllable in ecstasy. I realized he was about to cum! I felt a huge rush of strange pride and satisfaction. That my body had pleased him enough to spur him to orgasm and ejaculation. He moaned and grunted. Then with a loud slap, he drove himself balls deep into me, and I felt him begin to spasm. His thick cock pulsed, and I felt the tell-tale twitches, followed by the slippery, filling sensation of him actually filling my hole with his semen.
It must have been a huge amount, consistent with everything else about him, because I could actually feel it as he inseminated me. He’d cum inside me. There was no denying the fact now. I was fully his. “You’re marked as mine now… Now that my cum is in you. My bitch forever. That’s how you want it, isn’t it?”
“Your bitch forever… Yes daddy… I’m all yours… That’s what I want…” I felt almost entranced. I felt him shift back, pulling his semi erect penis from my body in doing so. I instantly felt so empty. Feeling like I needed him to be back inside me.
Then I felt a warm trickle. His semen leaking out of me. I heard his phone making camera snap sounds. Taking photos of his handiwork. His friends lingerie covered, cum leaking, submissive ass.
“Here’s the rules Eva.” He said sitting on the bed. He’d just called me Eva. Was this him naming me or a slip of the tongue? “You’re obviously going to do what I say. That’s rule one. But there are other things you’ll do, all the time, without question. That’s the way our new relationship is going to go. Understand?”
I nodded slowly, feeling like I was in a dream.
He continued after pausing for me to show my acquiesence. “Rule two is that whenever you and I are alone together, you will assume your role openly. Rule three, When openly in your role, your name isn’t Evan, it’s Eva. Rule four, you will exclusively wear women’s underwear unless you get permission from me to wear mens underwear beforehand. When we’re alone, you’ll wear a full set of lingerie as you are now, whenever possible. Panties will always be worn as a minimum.”
I blinked rapidly, trying to absorb the information he was flooding me with. I began to have reservations about how far I was going with this. How far HE was going with this. It was like dealing with an entirely different man in some ways.
He kept going, seemingly well rehearsed in his requirements.
“Rule five, you will always seek to please, and demonstrate your dedication to our new relationship. Rule six, you’ll keep yourself hairless below the neck at all times…”
I realized there were going to be a lot and got my phone out and began entering them in my notes.
“Rule seven, you’ll only have orgasms with my permission when you and I are together. Rule eight. Purchase a dildo at a store, not online. At least seven inches in length. You’ll never masturbate without your dildo inside your mouth or pussy. Rule nine, you will not have any sexual contact with any male or female unless I approve you to. Hmm… That’s all of them for now.”
I finished typing them into my phone and looked up. I was still face down ass up on the bed, and he was standing beside the bed. His member had relented and was arcing down over his freshly drained testicles. His penis was likely longer than mine was when I was hard and he was soft. It made sense for him to be my owner in a primal way. “I got all of them Ryan, I-” He held up a hand.
“When we’re alone you aren’t my friend, you’re my property. My sissy. My girl. You’ll call me sir, master or another superior name.”
“Y…yes, sir. Of course…I’m sorry I-”
“You’re still learning. This is all new. You’re still learning how to go from Evan to Eva.”
“Y… Yea… I’ll get better at it, I promise…”
I stood up and reality began to set in a bit. What I’d just done. What I’d said, and allowed. Given up. I looked down and saw my body covered in women’s underwear. My cum staining the patch in front of my panties. As I stood I felt Ryan’s load slowly leaking from my stretched anus. I was a bit overwhelmed. Ryan interpreted what I must have been thinking and stepped in front of me.
“You made a choice, Eva. I know you will have to adjust to it. There isn’t any release from our agreement unless I say. But I will take care of you. You’re mine, but I won’t mistreat you. You’re safe with me.” I looked at him. I felt conflicted. Ashamed. Violated, even.
But I remembered the euphoria of him penetrating me. I was built for this, it seemed. I wanted it, no matter how strange and new it was. I was his. I nodded at him. Almost as a reflex, I fell to both of my knees. I reached forward and took his soft but heavy manhood in my hand, opened my mouth, and began to service him.
It was clearly meant to be more symbolic than practical. A clear show that I understood, and that I was going to comply with him. That I was accepting this change in our relationship.
He looked down at me at me and smiled. “I knew you wanted this. We’re going to have a great rest of this trip.” He said softly. I looked up at him, eyes wide. I felt his cock pulsing back to life, and knew that he was right.
Source: reddit.com/r/Erotica/comments/onhaqw/a_change_of_relationship_ch_1_mm_cd
This is amazing. I was getting harder and harder as I read!
!updateme