Two Sides of Terri

by Ben Boswell

  She smirked at me again. God I was close. Her hand, her words, that lewd grin...

  “No,” she replied softly. “He had a nice cock. Like you. About average, I guess.”

  I breathed a sigh of relief. And yet I also felt my excitement fade. It was weird. Was she right? Did I like the idea of her being split open by a porn-sized tool?

  She sensed my reaction. Another grin. Then she continued, “Now, his friend Jason, that’s another story.”

  “What do you mean,” I asked. “You cheated on Chucky?”

  She giggled. “Well, technically, I don’t think you can cheat on a fuck buddy, but no, actually, it was Chucky’s idea. He said he wanted to watch me have sex another man.”

  I gasped and felt my shorts fill with hot, sticky jism.

  “Oh my.” She felt the wetness spread through my jeans. “Do you see why I think you’re more aroused than upset?”

  I looked away, embarrassed. It was humiliating. She was right. I was turned on by the thought of her with another man...men.

  “Why don’t you get cleaned up and I’ll tell you the rest of the story.”

  I nodded mutely and lumbered into the bathroom. I ducked into the shower, and turned the water up way hot. This had to stop. I didn’t want to hear the rest. I didn’t want to hear anything more. I wanted, more than anything to forget I’d ever heard about Chucky. About the things he’d done with Terri, the things she’d done for him. I didn’t want to know. And yet, even as I repeated that like a mantra, I couldn’t stop the images. And worse, I found I was absentmindedly stroking myself, my erection almost painfully hard.

  I turned the temperature to cold, breaking the spell. I stepped out of the shower and dried myself off, changing into a clean pair of boxers to sleep. I was still aroused though as I went back to join Terri in bed. She was wearing a t-shirt. Just a t-shirt I realized as she adjusted herself and flashed me her bare shaven pussy. She patted the bed with her palm.

  I climbed in next to her, silently. She took my hand and with her other hand she lifted my chin so that I was looking into her eyes.

  “You know this turns me on too, right?”

  I looked away.

  “I don’t mean talking about Chucky or thinking about the past,” she added hastily. “But seeing you this worked up...it’s hot to realize I can still do that to you.”

  She continued, “At first, I regretted saying anything.”

  I winced at that. I didn’t like the idea of her keeping secrets either.

  “I mean, I was sort of on autopilot that night. And the next day, with your folks and then Herb and Melody around, I kept feeling like I needed to apologize. But then I kept thinking about how excited it got you, and to tell you the truth, I sort of liked having that power over you. I know it makes me sound like a manipulative bitch to admit it, but we’ve been together long enough now that I get a little charge out of pushing your buttons that way.”

  “I don’t know what to say,” I muttered.

  She smiled. “You don’t have to say anything. Just don’t believe for a minute that I think any less of you for it.”

  She took my hand and wedged it between her legs so that I could feel the heat and dampness there. Her other hand slipped into my boxers and firmly gripped my shaft.

  “Shall I tell you about Jason?”

  For a moment, I couldn’t speak. She’d released my hand and I was now exploring her wet snatch on my own. She moaned softly, squeezing her fingers around my cock in time with my own movements.

  “Yes,” I groaned softly.

  She smiled.

  “I can’t believe you had sex with another man just because Chucky told you to.”

  “Oh, it wasn’t quite like that. I sort of had a crush on Jason. Chucky was always teasing me about me wanting to sleep with his friend. But then again, everybody had a crush on Jason. He’s one of those black guys with blue eyes...there’s something about that combination that just...mmm. And he was tall, broad shouldered. A complete stud.”

  And he had a huge cock, I thought to myself.

  “What did Chucky look like? You never told me.”

  “Oh, he was good looking, too. Black Irish. Sort of that Dylan McDermott, Daniel Day-Lewis vibe, you know? But Jason...Jason was just dreamy.”

  “So why didn’t you just go after him yourself?”

  “Oh, lots of reasons. I mean, girls were always coming on to him, and I didn’t want to be just one of the crowd. And, I dunno, he was a little intimidating, even though he was a really nice guy. Plus, even though Chucky and I weren’t dating dating, I was sort of his girl.”

  “But Chucky liked to tease me about it. He’d catch me stealing a glance at Jason and call me out, bust my chops right in front of him. You know, being an asshole. But then he started encouraging it. During sex, he’d be like, so are you thinking of Jason? And then later, he started talking about how he wanted me to do it, how he wanted to watch me having sex.”

  She was rubbing my cock harder now, faster.

  “We’d be having sex, and he’d be inside me, and he’d be whispering in my ear, oh baby, you’re so hot, I want to watch you getting fucked hard, my own private porno. I know it sounds creepy, but there was something hot about it.”

  “And then,” she continued after a pause, “one night we were hanging out, a group of us, playing pool. I was talking to Jason at one point, and Chucky came over, put a hand on each of our shoulders and said, This is it. Tonight’s the night you two fuck.”

  As she spoke, I could feel her pussy getting wetter. I slipped a finger inside her, and she rearranged herself so that I could get in deeper. She moaned softly.

  “What happened next?” I asked hoarsely.

  She smiled. “We laughed it off. You know, it was crazy talk. But Chucky kept working us. I’d see him talking to Jason, looking at me, probably telling Jason what a good lay I was or something. And then he’d come over to me and tell me how good it would be and how much he wanted to see it. And we were still laughing it off. You know, just another crazy old Chucky moment. But it must have been working because even as people split off to hit other bars or go home or whatever, we kept hanging around until it was just the three of us left from the group still playing pool.

  “And now, Chucky was getting even louder, more insistent about it. And in a weird way, it pushed Jason and me together, the two of us teamed up to try to get Chucky to chill out. Jason was like, come on dude, cool it, leave her alone. You know taking my side.

  “Anyway, at one point, Chucky got into it again, and I was like, what even makes you think Jason wants to fuck me? I don’t know why I said it. In my mind, it sounded like a snappy comeback, but looking back it seems desperate, fishing for a compliment or something. Chucky laughed. He goes, duh, because he’s a dude and you have a pulse. And Jason snorted and shook his head at Chucky. Then he turned toward me and said, Terri, let me assure you that you are much MUCH more than just a girl with a pulse.

  “I know it doesn’t seem like much. But I guess you had to be there. There was this moment between us. We were just looking at each other. It was like the rest of the bar just faded away for a second. And then Chucky goes, Dude, you gonna shoot at the 8 ball? Or you just gonna bang her right here on the table? That broke the spell, but after that, I think it was pretty well a foregone conclusion that Jason and I would be having sex that night.”

  I felt my cock twitch as she said it, and she too seemed to get even more excited. Her breathing was getting raspier. I looked down to see her nipples now pressing at the thin fabric of her t-shirt. We were in a weird place, both of us excited, aroused, together, and yet, somehow, both responding to something which had occurred years ago.

  She looked at me. I nodded. I couldn’t get the words out, but I needed to hear the rest.

  “We went back to Chucky’s place. It would have been awkward, but Chucky didn’t let it. He had Jason pour us drinks, and then with Jason on the sofa, Chucky stripped me.”

  I groa
ned. “He stripped you?”

  “Uh huh. I was wearing a little sundress and he just slipped it off my shoulders and let it slide to the floor. I knew Jason was looking at me, but my eyes were locked on Chucky’s. Somehow, it was like if I didn’t look at Jason, I could deny what was happening. But it went so fast. Chucky unsnapped my bra and pulled it off. I crossed my arms over my boobs just as he bend down to pull off my panties.

  “Then he marched me over to Jason. I still couldn’t look at him, even when I felt his knees between my thighs, pushing them apart. I was sort of half-straddling him, but still on my feet. Chucky grabbed my hands and pressed them to my sides, and as he did, Jason leaned forward and sucked my nipple hard into his mouth.”

  Her hand trailed over her left nipple absentmindedly as she recalled the moment. I shivered with excitement.

  Then she continued. “I gasped and Chucky chuckled approvingly. That’s it man, he encouraged, suck on those big tits. I finally looked down at Jason, and he was looking up at me with those luscious blue eyes, his mouth on my breast. I moaned and Jason pulled off for a moment and with a big smile said, I’ve been wanting to do this forever.”

  Terri pealed off her t-shirt and climbed into my lap. I could feel her heat, her wetness through my boxers. I was hard again. My cock strained against the fabric. She cupped her breasts, her nipples dark red and erect, and offered them to me. “Do you want to suck on them like Jason did?”

  I nodded mutely and took her nips into my mouth, one at a time, going back and forth, feeling her squirming with delight.

  “That’s it, honey,” she moaned. “That’s just how he did it. He got me so excited. So hot.”

  She let me suck her nipples for several minutes, until they were swollen, her areolae waxy and puffy. She reached down and wrenched down my boxers, just enough to free my cock, which sprung to attention in my lap. Finally she continued.

  “Then I felt Chucky’s hands on my shoulders, pushing down firmly, pressing me into Jason’s lap. And between my legs, I could feel Jason’s cock, engorged, rigid. I was so wet, it, it just slid into me.”

  And with that, she slowly lowered herself on my own cock, her pussy so wet, so ready, just like it must have been that evening with Jason.

  “It just slid into me,” she repeated. “Deeper and deeper and deeper. He was so big, so thick. I’d never...” she paused and looked me straight in the eye as she settled into my lap. “I’ve never felt anything like it since.”

  I couldn’t help it. I exploded deep inside her. Not as deep as Jason had been, I reflected, but as deep as I could go. And immediately, I blushed red, too embarrassed to look at Terri, frustrated that I kept coming so fast, cognizant that ever since this game had begun, I’d been taking my pleasure in microseconds and leaving Terri high and dry.

  “I’m sorry,” I groaned miserably, desperate to free myself from this embrace, wanting nothing more than to crawl under a rock.

  But she refused to move. “Shhh, baby, shhh, it’s okay, it’s okay,” she whispered reassuringly. “Just sit still.”

  I relaxed and nodded at her, and even though I could feel my cock softening, shrinking, my jism now leaking into my lap, by not moving, the tip stayed inside her, prolonging our embrace.

  “There’s more,” she said after another few moments.

  “More?”

  “Uh huh. You didn’t think it just ended like that, did you? Me naked in a room with two men, full of the biggest cock of my life...that sound more like a beginning than an ending doesn’t it?”

  I couldn’t speak. I swallowed hard.

  “So...what happened?”

  “What do you think happened?”

  “I...I don’t know.”

  “But you have some ideas, don’t you?”

  “They fucked you. Both of them.”

  She smiled. “Yes, but not right away. At first, it was just me and Jason. He started thrusting, driving that big cock into me from below, with Chucky urging him on.”

  “Did you come?”

  She shook her head. “No, not then. It felt really good,” she sighed, “but it was just too weird. Especially with Chucky directing.”

  “Directing?”

  “Yeah, remember this was his idea. He wanted to see Jason banging me, you know, so he kept telling Jason to fuck me harder. Then he had Jason ragdoll me.”

  I gave her a quizzical look.

  “You know, like throw me around, bouncing me in his lap.”

  “Did you like that?”

  “Mmmm, it was pretty intense, but yeah, I guess. It’s hard to explain, and it’s not for everyday, but there is something about that kind of rough, dominant sex that can be hot. Being taken that way.”

  I groaned. There was something about the word taken that just set me off. I realized that while I wasn’t hard yet, there was definitely something going on. I wasn’t at any risk of slipping out of Terri anymore. She must have realized it as well because she starting moving slowly, rocking her hips, grinding against me.

  “He had Jason flip me onto my back on the sofa. Chucky grabbed my ankle and lifted it high in the air, spreading me completely open. Jason was thrusting deeper and deeper. I had my hand on his abdomen to slow him down. I didn’t think I could take it all. God, baby, you should have heard me, I don’t think I’ve ever been louder in my life. And that only seemed to get them both more excited. Chucky reached down and pulled my hand away, and Jason plunged in deeper and deeper, until finally, he was completely inside me.”

  I could picture it my mind. My lovely Terri, naked, spread open, exposed, a huge cock buried inside her. I could imagine the look on her face, a mixture of excitement and concern, but mostly just lust. It took me a moment to realize she’d stopped talking and was now just looking at me, waiting for a reaction. My thoughts were hazy. I felt drunk. And I found I could barely speak. She raised an eyebrow.

  “That’s hot,” I moaned softly.

  “It was,” she agreed. “But it doesn’t end there. I mean, you realize Chucky had sex with me too that night.”

  I nodded. Of course.

  “They put on me on the floor, on my hands and knees, and Jason took me from behind.”

  I moaned again. Terri usually didn’t like that. She always said it wasn’t intimate enough for her. But it was my favorite position. Her tight little ass in the air, her big boobs swaying beneath her, her long blond hair draped down back. I didn’t ask for it often out of respect, but thought about it all the time.

  “Then Chucky took off his clothes and stood in front of me. He grabbed my hair and pressed his cock into my mouth.”

  I let out another involuntary moan. I was rock hard again.

  “You’re a dirty boy, aren’t you?” she teased. “Getting all worked up thinking of me with those two men. Imagining your innocent little wife getting spit roasted by a couple of brutes.”

  “You’re not innocent,” I grunted.

  She smiled. “No, I wasn’t that night, that’s for sure.”

  She was fucking me slowly now, rising up and down on my shaft, her pussy drenched from her excitement and my jism. It felt sloppy and thankfully a little loose or I would have come again right away.

  “Does that feel good?” she moaned.

  “Hmmm, yeah.”

  She worked me expertly, slowly lifting herself up until just the tip of my cock as inside her. She dropped down, impaling herself hard on me. And yet, as good as it felt, all I could think of was her, on her knees, two men taking her, using her.

  “I haven’t told you the dirtiest part yet,” she sighed. “After a few minutes, they switched sides.”

  “Oh God,” I groaned.

  “Yeah, right,” she replied with a sheepish grin. “Jason was, um, too big for me to do much, but I licked him up and down.”

  Licked up her own juices. I pictured them, laughing, grinning at my wife, so submissively servicing them both. Did they think her a whore? Or were they too busy just using her for their pleasure to think abou
t it?

  And still she rode me, harder now, faster, reaching back to spread her ass cheeks so that she could take me even deeper.

  “How did it end?”

  “It didn’t, not right away. They switched back and forth again, and then finally Jason finished inside me. That really turned Chucky on. He flipped me onto my back and, well, I’d never seen him like that. Just wild. He came too. Then we move into the bedroom, and, you know, we sort of went back and forth until we fell asleep.”

  Her last sentence hinted at a conclusion, but her body was sending another signal. She was still riding me, but now her eyes were closed, her breaths raspy, her whole body exuding a raw sensuality.

  “What are you thinking of?” I asked.

  She stopped moving, opened her eyes and looked at me.

  “Jason.” She replied simply.

  I nodded. She was asking permission for something, and instinctively I’d just given it.

  She closed her eyes again and began moving on me, riding me, but not really riding me. She was just using me to relive her own memories.

  “I woke up.... I heard a noise.... Out in the living room....” Her voice was deep, throaty, each fragment punctuated with a groan. “I went to him.... Jason... He was dressed.... Leaving.... I.... I stopped him.... Took him by the hand.... Back to the sofa.... Stripped.... Pulled him on me.... We....ugh....made love.... Long.... Slow.... Kissed....”

  She leaned forward and kissed me, or him, whatever. Passionate soul kisses.

  “So deep.... So good.... So long.... Just the two of us.... On that sofa.... Oh Jesus!”

  She threw her head back. Her whole body shuddered. Her pussy spasmed on my cock. I’d never seen her come so hard. I knew it wasn’t me. I hadn’t done anything. She’d been thinking about her own past adventures. And the realization of that was too much. I came too, filling her with my jism.

  We melted together. Silent.

  CHAPTER 4:

  ADMISSIONS

  Here’s the thing. When I first met Terri, the attraction was purely physical, at least for me. The blond hair, the big rack, that impossibly small waist, she was—still is—a Barbie Doll. She had the look of a spoiled sorority girl, the kind of girl you take for a ride, but not the kind you bring home to mother.