I could see the anticipation in Gary’s eyes as I pulled out the strap-on from my drawer. His dick twitched at the sight of it, and I couldn’t help but grin. We’d been talking about this for weeks, and finally, the time had come.
“You ready for this, big guy?” I teased, holding the strap-on up to my waist. Gary’s eyes were wide with excitement, and he nodded eagerly. “Fuck yeah, Holly. I’ve been dreaming about this for weeks.”
I walked over to him, running my hands over his chest and down to his already hard dick. I gave it a playful squeeze, feeling it pulse in my hand. “Well then, let’s not waste any more time,” I said, leaning in to kiss him deeply.
Gary’s hands roamed over my body as we kissed, exploring every inch of me. He slipped his fingers under the waistband of my panties, and I moaned as he slid them inside me. “You’re already so wet, Holly,” he whispered in my ear.
I could feel my pussy clenching around his fingers, and I knew I was ready. I pushed him back onto the bed and climbed on top of him, straddling his waist. I reached down and guided his dick into me, sinking down onto him slowly. Gary groaned as I took him all the way in, and I could feel his dick twitching inside me.
I started to ride him, grinding my hips against his as I fucked him. Gary’s hands were on my ass, pulling me down onto him harder. “Fuck, Holly,” he moaned. “You feel so fucking good.”
I leaned down to kiss him again, my tongue exploring his mouth as I continued to ride him. I could feel my orgasm building, and I knew I was close. I reached down and started to rub my clit, and Gary’s eyes went wide as he watched me pleasure myself.
“I’m gonna come, Gary,” I gasped, my body shaking as I reached the edge. “I’m gonna come all over your fucking dick.”
Gary groaned as I came, my pussy clenching around him as I rode out my orgasm. He grabbed my hips and started to thrust up into me, fucking me harder as he chased his own release. I could feel his dick twitching inside me, and I knew he was close.
“Come for me, Gary,” I moaned, looking into his eyes. “Come inside me.”
Gary groaned and thrust up into me one last time, coming deep inside me. I could feel his hot cum filling me up, and I moaned as I felt it dripping out of me. We lay there for a moment, panting and catching our breath, before I slowly climbed off of him.
I reached for the strap-on, fastening it around my waist as Gary watched me. “Are you ready for round two?” I asked, grinning at him.
Gary’s eyes went wide, and he nodded eagerly. “Fuck yeah, Holly. I’m ready for whatever you’ve got.”
I climbed back onto the bed, positioning myself between his legs. I ran my hands over his ass, squeezing it gently as I lined up the strap-on with his hole. “You sure about this, Gary?” I asked, looking into his eyes.
“Fuck yes, Holly,” he groaned. “I want you to fuck my ass.”
I pushed forward slowly, feeling his ass give way to the strap-on. Gary moaned as I slid inside him, his ass clenching around the dildo. “Fuck, Holly,” he gasped. “That feels so fucking good.”
I started to fuck him, slowly at first, but gradually picking up speed. Gary’s moans filled the room as I fucked his ass, and I could feel my own pussy getting wet again. I reached down and started to rub my clit, feeling another orgasm building inside me.
“I’m gonna come again, Gary,” I moaned, my body shaking as I reached the edge. “I’m gonna come all over your fucking ass.”
Gary groaned as I came, my pussy clenching around the strap-on as I rode out my orgasm. I pulled out of him and collapsed onto the bed, panting and gasping for breath.
Gary turned to me, a wicked grin on his face. “Fuck, Holly,” he said, his eyes sparkling. “That was the best sex I’ve ever had.”
I grinned back at him, feeling satisfied and exhausted. “Well, I aim to please,” I said, leaning in to kiss him.
As we lay there, wrapped in each other’s arms, I couldn’t help but feel grateful for Gary. He was the only man who had ever been willing to explore my pegging kink with me, and he had done it with such enthusiasm and passion. I knew that we would have many more nights like this one, and I couldn’t wait to see where our kinky adventures would take us next.
I could see the anticipation in Gary’s eyes as I pulled out the strap-on from my drawer. His dick twitched at the sight of it, and I couldn’t help but grin. We’d been talking about this for weeks, and finally, the time had come.
“You ready for this, big guy?” I teased, holding the strap-on up to my waist. Gary’s eyes were wide with excitement, and he nodded eagerly. “Fuck yeah, Holly. I’ve been dreaming about this for weeks.”
I walked over to him, running my hands over his chest and down to his already hard dick. I gave it a playful squeeze, feeling it pulse in my hand. “Well then, let’s not waste any more time,” I said, leaning in to kiss him deeply.
Gary’s hands roamed over my body as we kissed, exploring every inch of me. He slipped his fingers under the waistband of my panties, and I moaned as he slid them inside me. “You’re already so wet, Holly,” he whispered in my ear.
I could feel my pussy clenching around his fingers, and I knew I was ready. I pushed him back onto the bed and climbed on top of him, straddling his waist. I reached down and guided his dick into me, sinking down onto him slowly. Gary groaned as I took him all the way in, and I could feel his dick twitching inside me.
I started to ride him, grinding my hips against his as I fucked him. Gary’s hands were on my ass, pulling me down onto him harder. “Fuck, Holly,” he moaned. “You feel so fucking good.”
I leaned down to kiss him again, my tongue exploring his mouth as I continued to ride him. I could feel my orgasm building, and I knew I was close. I reached down and started to rub my clit, and Gary’s eyes went wide as he watched me pleasure myself.
“I’m gonna come, Gary,” I gasped, my body shaking as I reached the edge. “I’m gonna come all over your fucking dick.”
Gary groaned as I came, my pussy clenching around him as I rode out my orgasm. He grabbed my hips and started to thrust up into me, fucking me harder as he chased his own release. I could feel his dick twitching inside me, and I knew he was close.
“Come for me, Gary,” I moaned, looking into his eyes. “Come inside me.”
Gary groaned and thrust up into me one last time, coming deep inside me. I could feel his hot cum filling me up, and I moaned as I felt it dripping out of me. We lay there for a moment, panting and catching our breath, before I slowly climbed off of him.
I reached for the strap-on, fastening it around my waist as Gary watched me. “Are you ready for round two?” I asked, grinning at him.
Gary’s eyes went wide, and he nodded eagerly. “Fuck yeah, Holly. I’m ready for whatever you’ve got.”
I climbed back onto the bed, positioning myself between his legs. I ran my hands over his ass, squeezing it gently as I lined up the strap-on with his hole. “You sure about this, Gary?” I asked, looking into his eyes.
“Fuck yes, Holly,” he groaned. “I want you to fuck my ass.”
I pushed forward slowly, feeling his ass give way to the strap-on. Gary moaned as I slid inside him, his ass clenching around the dildo. “Fuck, Holly,” he gasped. “That feels so fucking good.”
I started to fuck him, slowly at first, but gradually picking up speed. Gary’s moans filled the room as I fucked his ass, and I could feel my own pussy getting wet again. I reached down and started to rub my clit, feeling another orgasm building inside me.
“I’m gonna come again, Gary,” I moaned, my body shaking as I reached the edge. “I’m gonna come all over your fucking ass.”
Gary groaned as I came, my pussy clenching around the strap-on as I rode out my orgasm. I pulled out of him and collapsed onto the bed, panting and gasping for breath.
Gary turned to me, a wicked grin on his face. “Fuck, Holly,” he said, his eyes sparkling. “That was the best sex I’ve ever had.”
I grinned back at him, feeling satisfied and exhausted. “Well, I aim to please,” I said, leaning in to kiss him.
As we lay there, wrapped in each other’s arms, I couldn’t help but feel grateful for Gary. He was the only man who had ever been willing to explore my pegging kink with me, and he had done it with such enthusiasm and passion. I knew that we would have many more nights like this one, and I couldn’t wait to see where our kinky adventures would take us next.
