A Tailored Release
Copyright© 2025 by JayFriday
Chapter 2: A Choreographed Release
Erotica Sex Story: Chapter 2: A Choreographed Release - A young man is teased into losing control in his pants at a suit fitting.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Mult Reluctant Heterosexual Fiction DomSub FemaleDom Humiliation Petting
“Nathan, that’s a very nice suit. You look acceptable.” She gave a firm nod.
I blinked. Acceptable from my mother was incredibly high praise. “Hey, thanks Mom.”
And I had to admit that she was right. The suit fit perfectly. It, well... suited me. Ha.
I studied myself in the mirror. The heathered grey wool -- which had looked relatively unremarkable in the shop -- worked well against my skin tone. Even the tie Madison had picked out to match with Grace’s dress just worked with my hair and eyes.
The suit really did make the man, I guess.
“Now, Nathan, let’s move quick, or we’ll be late.”
I swallowed, hard. I was glad I felt so confident about the suit, because the idea of seeing Madison again gave me a sinking sensation the pit of my stomach.
The realization that she’d been teasing me during the suit fitting on purpose -- that smirk on her face as I’d cum in my pants, against her chest -- had been bad enough.
The idea that she was going to be at this wedding filled me with a simultaneous excitement and dread. Ceremony. Reception. Dinner. Dancing. Hours and hours with her around.
As we headed out the door, I realized the suit wasn’t perfect. One of my side pockets had a hole in it. A pretty big hole, actually. Huh. Given the otherwise exceptional quality of my suit, I was a little surprised, but it had been a rush job, after all. I made sure my phone was in my other pants pocket.
My mother operated with an efficient punctuality; as such, we arrived at the venue ten minutes before the ceremony was due to start.
I hesitated as she strode purposefully inside, glancing at the crowded rows of chairs on either side of the aisle. I didn’t want to sit next to my mother, that was for sure. And I didn’t see Grace anywhere.
... Or Madison, for that matter.
I wasn’t sure which of them I was more concerned about catching a glimpse of.
“I’m going to wait a few minutes so Grace has someone to sit next to,” I said, absentmindedly to my mother.
She looked surprised, but if anything, a little pleased. “Very thoughtful, Nathan. I’ll see you at the cocktail hour, then.”
My mother marched right down the aisle -- as if she were the bride herself -- sitting near the front, next to another one of my cousins. I saw his shoulders slump in resignation as my mom sat next to him and said something in her clipped, peremptory tones. I grinned in spite of myself. At least I was free of her for the moment.
“Wow, Nate, I almost didn’t recognize you.”
It was Grace, soft voice at my shoulder. I turned around.
She was smiling up at me. I’d seen Grace in a bunch of outfits over the years: Christmas sweaters at the annual holiday party my mother organized; jeans and t-shirts running around town; a field hockey jersey, coming home from practice
The photo of her in the dress that she sent me yesterday didn’t do her justice. The frosty blue of the dress contrasted with her looks, bringing out the warm undertones of her skin, giving her a bronze glow, pulling rich colors out of her brown hair. The fabric of the dress dipped low in the front and in the back as well leaving a lot of her upper body bare, showing off the swell of her breasts, the smooth skin of her back.
And it clung to her hips and ass in a way that made it difficult for me to look her in the eye, but I managed. “Hi, Grace.”
She was giving me a once over, too, at least. Her admiring gaze caught on the lapels of the suit at my chest, followed the silhouette of the jacket down. “You even matched the tie to my dress. Wow.” Her voice was mild, but surprised.
“Yeah.” I was not at my most eloquent, and, after all -- Madison was responsible for everything she was complimenting, not me. But she’d never looked at me this way before, and I wasn’t sure what to make of it. “We should, uh, get seated.”
She nodded, pleased. “Let’s go.”
And then she hooked her arm through mine.
I registered the feeling of her arm sliding into mine with shock. We’d only ever been platonic friends. She was clearly enjoying the two of us dressed to the nines. Maybe Madison had been right, that there was an opportunity here.
I escorted Grace down the aisle, ushering her into a row a few seats back from where my mother was -- no need to sit too close to her -- that had lots of open seats. Grace twisted sideways, sliding into the row, and I followed her, trying not to linger on the way the dress hugged her curves.
We sat, chatting idly for a moment. I asked her how college was going. She was on the field hockey team; they’d had a good season. Talked about how hard it was to balance academics and sports, but that she was trying, would graduate next semester pre-law. I told her how I thought my classes would give me a leg-up on the MBA track at my university as well, my plans to TA a class or two this summer, that sort of thing.
It all felt very familiar; the same conversation we’d have at the annual holiday party, when we saw each other around town over summer vacation, that sort of thing.
Except that Grace was close enough to me that I could feel her thigh up against mine; her hand would periodically touch my shoulder as she made a point, brush my leg as she brought her hand back to her lap.
I was mulling over how that felt, what it meant. The chairs were pushed pretty close together to cram as many as possible into the ceremony space, but even so, the way she kept touching me...
And then a voice from my other side made every hair on my body stand on end.
“Hey, Nate!”
It was Madison; the amused tone was unmistakable.
I turned.
And stared.
Madison’s dress was a deep wine-red. It was cut low enough that her tits all but spilled from the bodice. I’d gotten a sense of them in the blouse she was wearing yesterday, had gotten to feel them pressed against me -- but this dress put them on display, pushing them up and together like they were being offered up for my consideration. She was sitting next to me, legs crossed; the skirt of her dress was slit high, leaving a long expanse of creamy thigh visible.
I could feel my body reacting almost embarrassingly quickly to her sudden appearance. My face got red, and my cock hardened. Jesus. She was stunning.
“Hi, Madison,” I managed. I tried to collect myself, conscious of Grace’s presence. I didn’t want the reaction I was having to be too obvious to her.
Grace looked politely past me at Madison, face quizzical.
I took the cue. “Madison, this is Grace, we go way back. Grace, this is Madison, she-”
Madison jumped in. “Oh my god, you’re Grace? Nate was telling me all about you the other day. He didn’t mention you were such a smokeshow!”
“Oh, uh, thanks.” Grace looked gratified by that, but still confused. “Good things, I hope? It’s nice to meet you. How do you guys know each other?”
Madison smiled. Her lips were the same dark red as her dress. “Oh, we-”
But at that moment, the processional music started. She smiled apologetically at Grace, mouthed later, and lapsed into silence.
I was grateful for the reprieve. Fuck. I’d expected to see Madison at the wedding, maybe to endure some teasing, to see her across the room at dinner, maybe to have to avoid her on the dance floor ... not to have her sit down next to me at the ceremony.
Grace’s presence wasn’t helping either; I was extremely conscious of how close she was. It didn’t feel deliberate, but I could feel the curve of her hip against mine.
I shifted to turn away from Grace, to look towards the aisle. As if I were closely watching the wedding party process down the aisle -- the mother of the bride was escorted in, and so on. I was hoping it would give me an opportunity to compose myself.
But it put Madison’s tits directly in my line of sight, and her chest fully occupied my thoughts. They’d ... she’d...
Well. She’d made me cum so hard yesterday.
I’d been completely out of control.
There was no way not to think about it, staring at them. Imagining how they’d feel in that dress, pressed against me. How they’d feel wrapped around my cock without any clothes in the way.
By the time we all rose for the bride’s entrance a few moments later, I had started to get hard enough that I took the opportunity to adjust my erection so that it’d be less visible.
I took a deep breath. I needed to pull myself together.
Unfortunately, there just didn’t seem to be any time to get my equilibrium. Grace slipped her hand through mine as the bride walked past. She stepped up onto her tiptoes to whisper in my ear. “Weddings are kind of romantic, y’know? She looks so beautiful.”
Her breath tickling my skin wasn’t helping. “Yeah, romantic,” I agreed. We lapsed into silence again as we sat down.
“Welcome, everyone. I’m Rob. I’m a good friend of Steve and Kelly, and now -- having been ordained as a minister through the combined power of both Christ and the internet -- I’ll be officiating this wedding. I’m about to take you on a spiritual journey, so strap in.” That got a big laugh. It was a secular wedding, with mostly secular guests, apparently.
The officiant’s remarks were brief, but he kept cracking jokes like that as he talked about the bride and groom. It was obvious the crowd was a boisterous one, and loved it.
Unfortunately for me, it meant that Madison felt free to start talking again. She spoke in a low voice, the laughter in the chapel ensuring only I could hear.
“Well, I’m a little disappointed, Nate,” she said. “I mean, I saw the photo, but you didn’t tell me that Grace was such a fit little hottie. I can’t believe you haven’t even tried to make something happen.”
I’d been worried about this. I rolled my eyes and tried to ignore her, directing my attention towards the altar.
But Madison kept talking. “Is that why you finished before the fitting was over? I thought it was me, but maybe you were just thinking about shooting your shot with Grace tonight. Or all over Grace.” She giggled.
I flushed, looked over at her. “Shut up,” I muttered.
Madison just grinned, all red lips and white teeth. She leaned in, and her jet-black hair brushed my shoulder, her voice quiet in my ear. “You’re so cute when you’re flustered, Nate. Don’t worry, Grace doesn’t have to know what happened. Unless you give me a reason to tell her.”
I bit back a reply as the laughter in the room died down. They were exchanging vows, now, Steve talking ardently about how much he loved Kelly.
“Aw, they’re so cute,” Grace said, quietly. I glanced over at her; she was watching the couple with a soft smile, but she met my eyes as I looked her way. The soft smile stayed.
She really was pretty. I smiled back; she looked away, after a moment.
Kelly started talking, then; some story about how they’d met, an ill-fated ski trip here in Aspen, a lift that had gotten stuck, a bottle of peppermint schnapps.
I caught movement out of the corner of my eye, glanced Madison’s way. She was idly tracing her fingers up the smooth, exposed length of her thigh. God, the slit on that dress went high. The fingers stopped stroking her skin, shifted to give me a cheery little wave, as if to say, hi there, caught you looking.
I glanced up at Madison. Caught the teasing smile on her lips. Looked away again.
Fortunately, the ceremony went brief, so I wasn’t sandwiched between Madison and Grace for too much longer. Grace did grab my hand again at one point, delighted by the couple’s first kiss as husband and wife.
And Madison noticed it. I saw her glanced first at Grace, then at me, then at our hands ... her gaze frank, assessing.
I didn’t like it.
But then the recessional was playing, we all stood, and people started moving towards the exit.
“Nathan? Come over here, say hello to your uncle.” It was my mother’s voice peremptory, commanding.
I glanced apologetically at Grace, who gave me an understanding smile -- she was no stranger to my mother’s behavior. “I’ll, uh, catch up with you in a bit.” I shuffled towards my mom.
“Bye, Nate,” Madison said. Her smile was more gleeful and far less understanding.
At first, I’d welcomed an excuse to escape. I had started to feel a little trapped between the two of them.
But -- as my uncle peppered me with questions about college, mostly answered by my mother, in the end -- I found myself massively distracted.
Because now Grace and Madison were talking.
We were all following the flow of guests towards the reception area, which meant my mother, uncle and I were trailing ten or fifteen feet behind them, so I couldn’t hear what they were saying. But they looked like two old friends -- periodically giggling, Madison touching Grace’s arm for emphasis, Grace laughing uproariously at one point.
And then the two of them looked back at me.
Suddenly, all the anxiety I’d felt sitting between them returned and then some. What was Madison saying to Grace?
“Nathan, pay attention. Your uncle just asked you a question.” My mother’s tone was brusque, irritated.
“Uh, sorry. What’d you say?” I refocused my attention, albeit briefly, on my uncle, who was looking at me expectantly.
“I asked if you’re seeing anyone,” he repeated, patiently. “Got a girlfriend?”
“N... no?” My attention had drifted back to the two young women ahead of us again, and -- looking at them -- the word came out as a question, rather than a statement.
They burst into a fit of giggles again.
They couldn’t possibly have heard me, but the timing of it certainly made it feel as if they were laughing at me.
When we walked into the reception space, I escaped my mother. I’d lost sight of Grace and Madison in the mill of people crowding into the big room, so I just lined up at one of the bars; I could use a drink, and some time alone with my thoughts felt just fine.
What had Madison said to Grace? The idea of her telling Grace that she’d made me cum in my pants during a suit fitting was mortifying.
For that matter, Grace was behaving oddly, too. Maybe she just liked me in a suit, weddings made her feel more romantic. Something like that. But whatever it was ... I actually felt like I had a shot at hooking up with her tonight, if I wanted.
If Madison didn’t screw it up, that is. I wondered what Madison wanted. Why was she doing this?
As if the thought had summoned her, an amused voice was at my elbow. “Hey, can you grab me a drink, too?”
I turned. Madison, devastating in that red dress, one eyebrow raised at me.
I swallowed. “What, uh, do you want?”
“Gin and tonic.”
“Sure...”
“By the way, I like Grace a lot. I was telling her all about how we met.”
It stopped me dead in my tracks. My face must’ve been the color of Madison’s dress.
Then she laughed. “Relax. I told her we took a class in college together. By the way, we met in a Chemistry class, in case she asks.”
I blinked. “ ... Why?” I asked, lamely.
“Why’d I lie, you mean?” She leaned in closer. “Why didn’t I tell her how I made you blow your load in your pants? Without even touching your cock?”
I was suddenly dizzy with embarrassment.
And arousal.
The way Madison said it -- mocking, a little cruel -- reminded me of the look on her face as she stared up at me, soft tits pressing through my pants around my cock.
It reminded me of losing control.
I looked away.
“Don’t worry. I think she really likes you. Grace asked me if we’d ever hooked up, and it was a kind of worried, what-if-I’m-the-competition question. She’s so cute.”
That threw me for another loop. “Uh, what’d you say?”
“The truth. We haven’t, had we?” Madison smirked. “I mean, my definition of a hookup requires skin-to-skin contact, not...”
“Uh ... right. Y-yeah, I guess we haven’t. Thanks for ... telling her that?” I supposed the lie was better than the alternative.
“Sure. Oh, I talked you up a little bit, too. I said that I thought you were cute. Said half the girls in our class had crushes on you, but that you aren’t really my type. That we’d always just been good friends, which meant that tons of girls asked me for advice about you all semester.”
I ran a hand through my hair. I’d felt off-balance since Madison walked in and sat down next to me during the ceremony; this was not helping my equilibrium.
And then Madison glanced to my side, and murmured, “Hope that’s enough context, because here she comes. Feel free to tell her how we really met if you want, though.”
“Hey guys. How’s your mom, Nate?”
“She’s, um ... the same?” I chuckled ruefully.
“Yeah, seemed that way.” Grace gave me a sympathetic smile. “She’s always been overbearing, huh? Oh my god, remember that time in fifth grade? The spelling bee? When you lost because you couldn’t spell erupting? God, she made you spell it over and over again for weeks.”
Madison, of course, looked delighted by this little anecdote. “Oh my god. Just erupting, over and over again, because you couldn’t handle it, huh?”
The double entendre wasn’t lost on me.
Grace nodded, emphatically. “It was awful. And poor Nate would get so flustered that he’d sometimes still couldn’t handle it, even after like weeks of practicing.”
“Aw, poor Nate is right,” Madison pouted. “That much stress is almost cruel. Pressure like that is bound to make somebody crack. Or explode.”
To Grace, it probably seemed sympathetic. The mockery of it all was clear to me, of course. The blush on my face was starting to feel like a permanent condition.
“Yeah,” Grace agreed. “She’s always been like that, though. Hard on him.”
Madison looked thoughtful, now. “I mean, practice makes perfect, doesn’t it? Can you handle erupting now, Nate?”
I had to stop this. I felt badly outclassed; Madison’s little verbal games had me running in circles, and Grace was totally oblivious, playing right along.
Worse, I was finding that it turned me on. Every little quip in front of Grace, each little dig at how quickly I’d come undone for Madison, was just another reminder of how hot it’d been. How good she’d felt. How expertly she’d gotten me off.
But I managed to pull together a reply. “I mean, yeah, of course. Erupting. A ... r ... r... ” I said the letters slowly, as if I was guessing at them.
Grace laughed, playfully slapping my arm.
Madison smiled too -- but it looked to me like it was more in appreciation of my effort to rerail the conversation than a smile for the joke itself.
We’d reached the front of the line. There was a brief pause while all three of us ordered drinks before Madison picked up the conversation again.
“Well, he must have a lot less performance anxiety these days,” Madison noted, sipping at her gin and tonic. “All the girls in our classes seem to love him.”
Grace rolled her eyes. “Ugh, you’ll just inflate his ego.”
“Hah. Nate does have a bit of a big head, doesn’t he? I don’t think most people know; you have to get pretty close to him to realize.” Madison smirked over the rim of her glass at me, eyes sparkling. “Maybe that’s why you keep me around, huh? You like how I pump you up?”
Madison thought I had a big head? Was she talking about...
I felt my pulse surge, blood rushing through me at the idea. My cock was getting hard in a way that would be hard to hide.
Grace snorted. “Probably. Maybe you should be cutting him down to size instead, helping to keep him levelheaded.”
Madison nodded, as if seriously considering it. “What do you think, Nate? Should I be meaner to you?”
I had to get out of here, but my mind was blank; I couldn’t think of any way to gracefully exit the conversation. So I just went with something abrupt. “I’m, uh, actually gonna run to the restroom. See you guys in a few.”
I fled. There was no way to call it anything else.
In the bathroom, I splashed my face with cold water, took in a shaky breath. Jesus. I felt like the whole evening was on the cusp of spiraling out of control.
The brief relief I felt at getting away from Madison was quickly replaced by a sense of growing dread. What was she saying to Grace now?
I needed to get back out there.
It would be fine, I told myself. Get through dinner. Sit next to Grace. Make sure Madison didn’t say anything too weird to her about me, redirect the conversation if needed.
Once the music and dancing started it’d be hard for them to talk; then I could say I felt like I had a stomach bug, leave on the first bus back to the hotel if I wanted.
Unfortunately, the rest of the reception mostly consisted of me being waylaid by relatives. I had lost track of Madison and Grace again, was pulled into a conversation with one of my cousins, then an aunt, then my grandmother.
So when I heard Madison’s voice from behind me as I looked around the reception area, I nearly jumped out of my skin.
“Hey again, Nate. Was wondering where you ran off to.”
Madison was leaning casually up against one of the small tables set up for people to gather around.
“Yeah, I uh, looked for you all, but...”
Madison shrugged, as if it was no big deal. “Well, I’m glad I found you before dinner. I wanted to talk to you.”
I decided to try to go on offense. “I wanted to talk to you, too. Look, about Grace, I...”
“Oh, Nate.” She was laughing, low and throaty. “Okay, yes, let’s talk about Grace. What’s on your mind?”
“W-what’re you... doing, Madison? I don’t understand why you’re...”
“Why I’m what?” Her voice was sultry. “Talking you up to her? Teasing you, instead of telling her outright about your eruption problem?” She paused, then added, “The one yesterday, I mean. Although I did like hearing about fifth-grade Nate. So cute.”
Well, that was a more embarrassing way of describing what was happening than I would’ve chosen, but it was the basic question I had, yeah. So I nodded.
“Relax, Nate. I’m not going to tell her. Why do you think I made up that story about how we knew each other?” She held up a hand, all mock solemnity. “Promise.”
Relief flooded through me, and I gave her a grateful smile. “Hey, thanks.” But I was still wary. She had given Grace the impression that she knew me well. She could’ve just mentioned the suit fitting, left out the embarrassing part.
My wariness was appropriate, it turned out.
“ ... Besides, I’ve got something way more fun in mind.” A smile toyed across her red lips.
My heart sank. “What do you mean?”
“Well, between yesterday, and how flustered you are with me and Grace tonight ... you seem wound a little tight, Nate. You need to get laid.”
She took a sip of her drink. “So I thought I’d help.”
I narrowed my eyes, completely mistrustful, now. “Help how?”
“Well ... if you can make it to the end of the night, I’ll make sure you get laid.”
I rolled my eyes. “Oh, come on. You’ve been talking me up to Grace, but I don’t think you can guarantee it’ll happen.”