Hot Past Truth or Dare Leads to SPH
By Spenhu.
This story has elements of small penis humiliation and sharing stories of our sexual pasts if that’s not your thing, thanks for stopping by, and good luck finding something closer to your wheelhouse!
*****
The first time either Ron or Linda discovered that Ron enjoyed hearing about her sexual past was completely by accident.
It was about a year into their relationship, at a party with friends. The drink was flowing, people were laughing and generally having a good time, and Linda was sitting on Ron’s lap on a couch in a crowded living room.
One of Ron’s oldest friends was telling an embarrassing and extremely unlikely story about accidentally getting cum in his own eye while getting a blowjob from his girlfriend. When everyone groaned and started either commiserating or calling bullshit, Linda unknowingly said something that would change the dynamic of her sexual relationship with Ron forever.
“I know how you feel, it’s the worst!”
Laughter renewed, and a few people commiserated with Linda. The storyteller said it burned, and Linda agreed, and the conversation continued, but Ron’s brain had kicked into overdrive.
Ron was desperately trying to keep his face from betraying the emotions that were rolling through him, letting a laugh slip when everyone else laughed, smiling at someone else’s reply. Still, in his mind, one thought circled over and over again. He had never gotten cum in Linda’s eye. He had never even gotten close, never cum on her face or even her breasts. In fact, Linda (understandably) wasn’t a big fan of cum and generally only liked him to cum inside her or on himself… so who had gotten cum in his soon-to-be wife’s eye?
The even stranger thing that was happening to Ron, something that had happened in the past in similar situations, was that he had developed a raging erection. He was uncomfortably stiff despite the whiskey and had to take action to hide that fact from everyone else in the crowded room.
Why was the thought of some other guy’s cum splashing across the face of his loving girlfriend turning him on so much? It was all too much to think about, too much to consider in the moment, and Ron was desperately afraid that someone was going to notice that he was behaving oddly at any moment. At best, they might assume Linda had been talking about him and that he was getting mad at her for sharing too much info about their love life. At worst, they might somehow discover this insane, shameful secret that he himself was only just now discovering.
Meanwhile, Linda, blissfully ignorant of the turmoil going on inside of Ron’s head, noticed something poking into her thigh. She reached down to see if it was something in Ron’s pocket and was pleasantly surprised to find that her boyfriend was hard. She didn’t blame him; the party had drifted to some pretty sexual topics, and she was feeling a familiar warmth herself.
When she glanced at his face, though, she could see a different story written in his features. He wasn’t looking comfortably buzzed, nor was he giving her bedroom eyes… he looked like he was on the verge of panic. She was sure it was only that she knew him that well that she could tell, but they were also at a party with some of his oldest and closest friends. She wouldn’t be the only one who could see that panic on his face.
She quickly grabbed his hand and said, “I need some air.” He nodded stiffly, and they got up. She was careful to stand in front of him so that his erection wouldn’t show, and she led him out the front door, down the steps, past all the smokers, and out to his truck.
Once there, she put his tailgate down and hopped onto it, patting the spot next to her. Ron breathed a shaky breath out and sat next to her, hunched over himself in a defensive posture.
She let out a small laugh, hoping to put him at ease, and said, “Hey, tell me what’s going on. You look like you’ve seen a ghost.”
Ron had been thankful for his perceptive girlfriend’s help in getting out of that living room, but the thoughts and feelings that were streaming through his head were too much, too intense to share out loud, even with her. He mumbled something non-committal and tried to ease his arm around her to show that he really was “ok,” even if he felt anything but.
Linda wasn’t having it. She said, “I can tell something is bothering you… ” she wracked her mind trying to think about what it could have been. When she played back the conversation in her head and realized what she had said in front of him, she felt her stomach drop.
She tentatively asked, “Was it… was it that stuff about getting junk in my eye?”
She watched an emotion flash across Ron’s face too fast to tell what it had been, but it was enough to know that she had hit the mark.
“Babe,” she said, “That was from before we were together. I’m sorry, I should have known you wouldn’t want to hear that… ”
But another look had crossed his face, a questioning look. She remembered his sudden erection, and a tricky thought bubbled up in her mind.
She decided to take a chance, trusting that they were a pretty strong couple. “Unless… did you, you know… want to hear about it?”
Another look shot across his face, and she knew she was hitting close to something now. She said, “I have an idea, let’s get out of here.” He nodded, they said their goodbyes, and they headed home.
*****
Linda drove because she hadn’t had that much to drink. On the way home, she stopped at a Walmart to grab a couple of bottles of cheap wine, and they headed to the house. Ron was quiet for most of the drive, just blushing furiously and looking extremely nervous.
Once they arrived at the small 2-bedroom apartment they rented together, Linda laid out a bottle of wine and two glasses. She had been thinking a lot about his reactions on the way home, and she was ready to get to the bottom of what was happening inside his head. The thought of the looming wedding and all the emphasis everyone seemed to put on open communication made her want to see if she and Ron were comfortable enough with each other to sort through what had happened.
Ron, on the other hand, felt like a giant’s hand was squeezing his chest, with anxiety about his reaction and fear that Linda had noticed, warring for dominance in his mind.
Like most people, Ron had many interactions over the course of his life that had shaped the way he thought and felt about sex, many of them pleasant, but some less so. All of them were running through his head as he watched his beautiful girlfriend set out the wine and take a seat across from him in their small living room.
Linda poured a few glasses and handed one to Ron. She sipped hers and made an appreciative sound, and he did the same, trying to calm his nerves, not even really that sure why he was so anxious.
Linda took a deep breath and said, “We’re going to be married soon, and I think we should be able to talk about things like sex without feeling embarrassed or awkward. Do you agree?”
Ron, who thought this was very reasonable, nodded. His anxiety did not ease, however.
Linda took another sip and said, “Tell me what was going through your mind at the party, please. I could tell you were feeling panic, and I want to understand why. I love you, you don’t need to worry about how I’ll react.”
Ron took a deep breath. His mind began generating all kinds of plausible lies, fabrications, things he could say that would skip this uncomfortable conversation and land them in bed together instead… but Linda was right. They should be able to share things. He took a few more deep breaths and tried to structure his thoughts and feelings so they would make sense to this woman, who clearly cared deeply about him.
Ron said, “Do you remember how I told you my first girlfriend cheated on me?”
That was not what she was expecting him to say. Linda nodded.
Ron braced himself and continued, “What I didn’t tell you… What I’ve never told anyone… is that thinking about her with that other guy… ”
Linda waited patiently for him to pull his thoughts together. She smiled reassuringly.
Ron said, “We actually got back together after she cheated. Not for long, I think the betrayal was too much to come back from, but… ”
Linda, seeing the look of shame on his face, said, “You don’t have anything to be ashamed of, and you don’t have to tell me if you really don’t want to.”
Ron nodded at her but screwed up his nerve to go on. “She told me she would answer any question I had… to ‘make it right.’ So I asked. I asked every question I could think of, and she answered, even if it hurt my feelings, because I kept pushing her to be honest. I would ask questions, she would answer, we would have sex, and then… I would be hurt all over again. It’s why we finally broke up for good.”
Linda was curious and decided to hazard a question of her own. “What kinds of things did you want to know?”
Ron blushed furiously, but answered, “You know… the classics. Was he better than me? What did they do? Did she cum? Did she do things with him that we didn’t do?” He gulped, obviously struggling with a final admission, “Was he bigger than me?”
Linda sat back, taking in all of Ron’s admissions. These were things men never asked, or if they did, women were almost trained by society to answer with a lie. But if they had sex after, and especially if he was ashamed…
Linda said, “It turned you on, didn’t it?”
Ron blushed an even deeper red. He sat back on the couch and took a deep sip of his wine. He finally looked up at her and nodded, casting his eyes quickly back down.
Linda felt for him. This obviously made him uncomfortable to talk about, but it was also probably good to come clean, for someone to tell him he wasn’t a weirdo or didn’t need to be ashamed.
She said, “It’s ok, I don’t think it’s weird. I read in a psyche class that everyone has different triggers… she must have accidentally created one in you.”
Ron looked at her, obviously relieved. He nodded, slowly, breathing heavily.
Linda said, “So tonight, when I said what I said… ”
Ron said, “All I could think about was who did it. How did it happen? I kept thinking about you with someone else’s cum on your… face. How fucked up is that?”
Linda got off the love seat and moved to sit next to Ron, putting her arm around him. “I don’t think it’s that fucked up, but it does make you a weirdo.”
He looked at her for a second, and they both started laughing. Ron felt the tension easing in his chest, felt his love for his future wife surging.
Linda looked at him and said, “Serious question, and I need an honest answer here. Do you like… want… me to sleep with other people? Or to cheat on you?”
Ron’s horrified look was all the answer she needed. She said, “Ok, good. You’re stuck with me, Ron. I’m a one-guy kinda gal.”
Ron said, “I have never really given it too much thought, not before you asked me to tonight, but no, I would never want to share you with anyone. It’s more like I’ve always wanted to ask those questions, but I’ve been too scared that you would think it was weird or gross, or something like that.”
Linda said, “Well, I established you’re a weirdo, but no. Everyone has their thing.”
Ron looked relieved. Linda poured them both another glass of wine, and an idea came to her. She said, “How about this… Let’s play a game of truth or dare. You can ask any questions you have ever had about my past, and I’ll try to probe into what pushes your buttons. What do you say?”
Ron felt a dizzying, heady rush in his chest. He found his hands were shaking, but in an anxious, excited kind of way.
He said, “Let’s do it.”
*****
Linda sat once more across from Ron. She laid out the rules, and he nodded, listening to her. They would ask questions or give dares as the other person chose. If they couldn’t answer or didn’t want to do the dare, they would forfeit an article of clothing. They were both dressed comfortably in pajamas, so there would only be 2 forfeits on either side. Once one of them was naked, the game was over, and they would do what felt naturally.
Linda said, “I want you to go first. Truth or dare?”
Ron said, “Truth.”
Linda, who had been thinking of this first question for a while, started strong. “Which kinds of questions turned you on the most with that first girlfriend?”
Ron said “oof,” and grinned. “You’re not holding back… ok.”
Linda said, “You can always lose that shirt, handsome.”
Ron said, “No, no, I can do this. It was… ah… It was always questions that made me feel… Man, I don’t know how even to say this. Questions that had answers that made me feel inferior, I guess?”
Linda was really intrigued by this answer, as it ran counter to everything she had ever been told about what guys like to hear. She asked, “Like what?”
Ron, grinning, said, “Nice try! Truth or dare?”
Linda grinned and said, “How terrible would I be if I just said Dare every time? Truth.”
Ron braced himself, the butterflies in his guts fluttering over time. “When we first got together, one night in the middle of sex… You called me ‘big.'” Linda could tell he was really nervous now; his voice trembled, and one of his hands was shaking a little. “You said, ‘I love that big dick,’ and I asked if it was the biggest you ever had. You told me… yes. Was that true?”
Linda sat back and breathed deeply. This was a moment of trust. Did she trust that Ron really did want to hear the truth, and especially, that he actually… liked?… feeling inferior?
An idea occurred to her. She reached across the table and placed her hand on his thigh, right below the outline of his already hardening dick. Looking him dead in the eyes, she told him the truth.
“No. I lied to make you feel good.”
She could feel his chest trembling, as though the admission that he wanted to know the answer to this question, and the subsequent learning that she had lied to him, was having an intense effect on him. To her shock, she felt his dick harden the rest of the way, feeling it brush up against her hand. This really was turning him on…
Ron felt like his chest was coming apart. He had always suspected she had been lying, but never dared to ask. It was the way she had hesitated before answering, and the fact that he knew he was average on the best of days. He was harder right now than he had ever been in his life. He couldn’t believe this was happening.
“How many were bigger than me?”
It was Linda’s turn to say “Nice try,” and laugh at his eagerness. “Truth or dare?”
Ron said, “Ugh! Truth!”
Linda was pretty sure she now knew the answer to the first follow-up question he had asked. It clearly turned him on to think about other guys having larger penises than he had. From that, she could extrapolate a lot. She decided to go in a different, more teasing direction to see if she was right.
Linda asked, “What is something you’ve always wanted to do with me in the bedroom that you have never asked for?”
Ron whistled, which made Linda wonder whether there were quite a few things he had wanted to do. She had a suspicion where his head was tonight, though, and wanted to see if she was right.
Ron said, “I’ve never asked because it seems, I don’t know, disrespectful? But I’ve always wanted to… ” Ron gulped. “I’ve always wanted to cum on your face.”
Linda smiled wickedly, knowing exactly what he had been going to say. She said “Truth” before he could even ask.
Ron gulped again, clearly completely aroused by their little game. He thought for a moment, trying to get around the frustrating inability to ask follow-up questions. Finally, he said, “Please tell me about a time you let someone cum on your face, if you ever have.”
Linda smiled and said, “Smart boy. Are you sure you want to know?”
Ron said, “Yes, and it turns me on when you ask me that for some reason.”
Linda took a sip of wine and said, “Once, I had been dating a guy for a few weeks. We were at his house, having sex. We had left the door open, and his roommates came home early, and for some reason, that pushed him over the edge… he started cumming but tried to lean back and shut the door at the same time. He slipped out, his dick swung up, and his load hit me right in the eye.” She watched Ron take the story in. He looked to be hanging on her every word. “That was… the first time I got cum on my face.”
She laughed as his mouth dropped open at her last admission. She was really actually enjoying this game more than she thought she would. It gave her an odd feeling of power, that she could turn him on so much without even touching him. That he was so turned on by her, even her sexual past with someone else, was so arousing.
Ron said, “Holy fuck. That’s so fucking hot.”
Linda pretended to bow like a stage performer and said, “Well? Truth or dare?”
Ron swallowed, remembering that he also had to answer questions or do dares. “Dare,” he said boldly.
She grinned at him. “I dare you to take your cock out and stroke it for me while we continue our game.”
Ron said, “Gladly,” and he pulled his dick out of the top of his pajama bottoms, slowly stroking its hardened length for her to see. He didn’t go too fast. He was ashamed to admit that he felt like he could cum really quickly if he didn’t concentrate on not, and he didn’t want the fun to end.
“Truth,” said Linda.
Ron wracked his brain, thinking about a question he could ask her that would hit on all the things he wanted to know but had always been too fearful to ask.
“Tick tock,” said Linda.
“Ok,” said Ron. He seemed to be working himself up, building the courage to ask what he really wanted to know. “Please tell me about a time that a guy with a… bigger dick than me made you cum… harder than I ever have.”
She smiled at him. “Do you really want to know? Like actually?”
Trembling, Ron said, “Yes.”
Linda smiled wider and said, “Yes, what?” as she enjoyed her power over him.
Ron gulped again and said, “Yes, Ma’am.”
Linda said, “Good. Now let me think.” She looked up dreamily, as if she was combing over some really good memories, then looked back down at him. “I’ve actually been really lucky in the size department… ” She watched as his dick twitched when she said that and knew she was on the right track.
“Until you, I mean.”
Ron let out a groan, and his hand stopped moving on his cock. She knew he was close and was amazed that this all turned him on this much.
Linda said, “Ron, you’re not… that small.” She emphasized the word ‘that’ and watched as he squirmed. She actually loved his dick and felt it was a perfect size, but she knew this wasn’t the moment to share that with him.
Ron felt insecurity and angst churn in his chest, overwhelming him. His weird, cross-wired brain turned it into a sexual charge that was hard to describe. He was trembling, and he felt that if he moved his hand at all right now, he might cum.
Linda knew she had him and knew how she wanted this experience to end for him. She wanted to show him that being open and honest was good for their relationship, but, more than anything, she wanted to reinforce that he would always be rewarded for telling her the truth. They would have to have a conversation later about boundaries and to make sure this was a once-in-a-while treat and not an every-time thing, but tonight she would make something special.
Linda moved the table between them out of the way. She pulled her shirt off over her head, revealing her breasts as she slid to her knees at his feet.
“I’m going to tell you a really good story, babe. I want you to make yourself cum whenever you feel like it, wherever you want to, do you understand? I want to see if you can be as ‘disrespectful’ as those bigger boys from my past.” She laughed at the word disrespectful.
Ron had removed his hand completely from his dick. Staring disbelieving at his beautiful girlfriend, her hands on each of his knees, her face inches away from his cock, looking up at him with an intensity that nearly set him off all by itself. All he could do was nod.
Linda said, “Good. Do you remember me telling you about Desire?”
Ron did remember. He hated that guy’s name, but he was one of Linda’s most recent exes, so Ron was always curious about him. Ron nodded again.
Linda said, “I met Desire dancing downtown. I was instantly attracted to him because he was charming, muscular, and he had an accent. But that’s not what you want to hear about, is it?”
Ron shook his head. He was barely breathing.
Linda said, “On the dance floor, he was so confident. He had great rhythm, and he immediately pulled me to him, both hands on my hips, pulling my ass against him. I could feel him, Ron. I could feel how big he was before we even left the place to head to his apartment.”
Ron moaned, and his cock jumped, inches away from Linda’s face. His whole body was shaking now as his soon-to-be wife was indulging his most secret and most shameful fantasy.
“We barely talked on the drive to his place, but his hand was on my thigh. I was soaking wet from the dancing and from the thought of his big cock. I was probably as turned on then as you are right now.”
“As soon as he closed the door behind us, I was on my knees, Ron, just like I am now. I dropped to my knees for a man I had only met an hour before on the dance floor, and my hands were busy, excitedly unzipping his pants. He wasn’t even wearing any underwear, Ron. I pulled his pants down in one smooth motion.”
Linda looked up into Ron’s eyes and said, “Are you sure you really want to know this?”
Ron, almost frantic in his desire and arousal, nodded. He couldn’t speak, didn’t trust himself to say anything intelligible.
Linda said, “I grabbed his cock with both hands.” She emphasized both and smiled as Ron’s cock jumped. “I lifted it and dragged my tongue across his balls, listening to him moan as I did. With my mouth on his balls, his cock went up past my forehead, Ron. Even his balls were bigger than yours.”
Linda leaned close to Ron’s balls, allowing him to draw comparisons that made him sick with envy.
“I started stroking him, knowing that there was no way I could get my lips around his thick cock. I licked his balls, pulling one and then the other gently into my mouth, running my tongue up the length of him until I planted small kisses all over his helmet, and then back down again, reveling in the feeling of a big fat cock resting across my face.”
“After a while, he pulled me up, kissing me hard and fast, our tongues swirling around. He pushed me into his bedroom, picking me up and tossing me down on my back, his big cock bobbing in the air between us. I was nervous as it had been a while since I’d been with a guy that big.”
Again, Ron’s dick jumped, and Linda smiled, thinking of all the things he would be aching to ask over the coming weeks. Thinking about him jerking off to his imagined adventures with other men.
“He lined his cock up and asked if I was ready. I nodded, and he pushed into me. I was as wet as I have ever been, but there was still a bit of pain as I adjusted to him. He was slow and gentle, filling me up near to bursting. His cock pushed into places you will never feel inside of me.”
Ron was holding on for dear life. He desperately wanted to hold his orgasm until the end of her story. That last line had nearly pushed him over the edge.
“He began speeding up, and his cock head hit a spot deep inside that felt electric, so good I could feel my orgasm building. He fucked like that, strong and steady, until my orgasm swept over me in waves and waves, but he didn’t stop. He kept that steady, strong rhythm, fucking me into another orgasm, and then a third. I was beside myself with pleasure, literally so dick drunk I would have done anything he asked me to. I was moaning into his shoulder and scratching down his back, gently squeezing his balls, trying to milk the cum out of him. It was almost too much, too intense. It was the best fuck I’d ever had.”
Ron moaned loudly, and Linda said, “Do it, baby. Cum for me.”
Watching as Ron started panting over her, Linda took one last chance, “Cover me with your little dick like you know he did that night.”
Ron felt the gut punch of Linda calling him small just as she darted forward, lapping at his balls in the same way he had imagined she did to Desire, and he felt his orgasm erupt out of him. It was the strongest orgasm of his entire life, like his soul was leaving his body, splashing across her face, in her hair, down her chin. She lapped at his nuts until he was spent, and they both sat back, laughing at the intensity of the experience.
*****
Afterwards, Linda and Ron talked through all the ways their sexual relationship had changed, and all the ways it would stay the same. Linda reassured Ron that she really did love his cock, and that she had said it was the best she had ever had up to that point. It was the start of their unique journey together.
The End.
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