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A Fantasy Fulfilled Ch. 03

It had been several weeks since Tracy and I had been together. I was still masturbating to the memories of our last meeting, when I presented her with her very own strap-on and she fucked my ass. This had always been a fantasy of mine and of hers. I had wanted a woman to take my ass with a strap-on for several years. Tracy had always wondered what it would be like to have a cock and to actually be able to put it in someone. She also had a fantasy of me being fucked by another man, something I wasn’t really up for, no pun intended.

On this Saturday morning my phone rang around 10:30. I was being lazy that day, having the day off, and hadn’t even showered yet. I noticed the call was from Tracy and my pulse quickened instantly. There was usually only one reason she called me – she wanted sex. And I was always happy to oblige her.

“Hey T,” I said when I answered the phone.

“Hi honey. Whatcha doing?”

“Nothing. Having a quiet morning at the house. What’s up?” I asked.

“You, if you come over here and play your cards right. Wanna have some fun?” she responded.

My heart jumped and my cock started to grow immediately. “That sounds great. I need to take a shower though, so I’ll be clean.”

“Be sure and wash your ass really well Baby. And hurry. When can you be here?”

“I can be there by 11, I’m sure. I’ll shower quickly” I said, already moving toward the bathroom.

“See you then. And remember what I said about your ass” she said with a sly laugh.

Tracy hung up the phone and I stripped off my clothes. I shaved quickly, not wanting my morning beard to scratch her face, and showered quickly. My cock was semi-hard and for a few seconds I debated soaping it and massaging it but I knew whatever Tracy had in mind would be better if I waited. I soaped my ass well, plunging my soapy finger in my rectum to be sure I was nice and clean. I knew Tracy liked to lick my asshole and then she’d want to fuck it, so I wanted to be ready.

I got out of the shower in record time and put on a pair of jeans and a T-shirt. I brushed my wet hair back, stepped into a pair of flip flops and headed out the door. I was definitely going to be there by 11.

I pulled into a parking space in front of Tracy’s apartment at 10:58. After knocking, I waited as patiently as possible for her to answer. My heart was thumping and I was willing myself not to get hard standing outside her door. It took her about 30 seconds to open the door and peer around at me from behind it. I could see her bare shoulder and I was sure she was naked. And I was correct. When I stepped inside she closed the door and there she was, in all her glory. Tracy’s body is killer, her breasts a full C cup with sliver dollar nipples that were currently hard as rocks. She has a tiny little waist and a great ass with a hot, wet, nicely trimmed pussy. Except today her pussy was partially covered because she was already wearing the strap-on that I bought her. She had one end of it inside her and the other end stuck out in front of her.

“Hi baby!” she said with a big smile, stepping into my arms to kiss me deeply. I felt her phallus rub up against my now hard cock as she pressed her body into mine.

“Hi Trace” I responded after she broke our kiss. “You look incredible. Still liking your new toy, I see.”

Tracy smiled and said “I love my new toy. Thank you so much for this” she said as she reached down and squeezed it lewdly with both hands. “I love using it and can’t wait to put it in you again. Now take your clothes off and follow me upstairs.”

Tracy led the way upstairs as I stepped out of my shoes, pulled my T-shirt over my head and unbuttoned my jeans. I walked up the stairs behind her, watching her hot ass that was crisscrossed by the straps of her phallus. I couldn’t help but reach up and take a handful of that ass.

“Mmmmm” Tracy moaned. “I love your hands on me. But we have plenty of time.”

I thought it an odd comment but brushed it aside. As we got to the top of the stairs Tracy turned around and stopped. She kissed me deeply, shoving her tongue into my mouth as far as it would go and stroked my cock through my now unzipped fly. “Baby,” she said, “I hope you’re ready for some fun. Today is all about fulfillment.” She kissed me again and kept stroking my raging hard-on.

She was standing one step above me and it brought her phallus up to where it was pressing against my stomach. I now knew what it felt like for her when we embraced and my cock pressed against her. “You’ve got me ready for anything babe” I said, grabbing her ass with both hands.

“I hope so….” she said, with an interesting look on her face. She turned around and moved toward the bedroom and I heard her say “Let’s do this.”

I peeled off my jeans and followed her. As I approached the bedroom I could see more and more of the left side of the bed through the open door. Tracy entered and walked toward the far end of the bed. As I got to the door frame I noticed a pair of feet and legs on the right side of the bed… a man’s feet and legs. As I stepped through the door there he was, in all his glory. He was about 40, in decent shape, with a 7 inch hard cock in his left hand. He was stroking it very slowly seeming to be maintaining his erection rather than trying to get off. He wasn’t a bad looking guy but I was quite surprised. I wasn’t expecting this.

“What’s going on?” I asked Tracy. “I didn’t know you had company already.”

“This is Steve” she replied. “He and I are having some fun already. I was just getting ready to fuck his ass when you got here. I want you to watch. I think you’ll like it.”

I wasn’t so sure. Yet here I was, standing in Tracy’s bedroom with a hard-on, looking at Steve on the bed with a hard-on, and looking at Tracy with her strap-on. One way or another I wanted to fuck Tracy. If I had to watch her fuck Steve for that to happen, so be it.

“Lay down there beside Steve and watch us” said Tracy. “You don’t have to do anything and you don’t have to touch him. Just watch.”

“Steve” she said, “slide your ass down here to the end of the bed and put your legs up. I’m ready to fuck you.”

Steve did as Tracy instructed as I sat on the edge of the bed, not wanting to get too close to him. Steve put his ass right at the edge of the bed, which was the perfect height for Tracy’s cock. He pulled his knees up to his chest and held them with his hands. Tracy reached down to the floor and picked up something. A couple seconds later she was squeezing lube onto Steve’s asshole, then a little on her cock. Tracy used her finger to spread the lube around Steve’s sphincter, then inserted a finger into him.

“Damn, that feels good” Steve groaned. “I can’t wait to feel that cock inside me.”

Tracy stuck a second finger into her target, and then a third. Since she had slim, delicate fingers, it took three of them to be close to the size of the cock she was sporting. She pumped them in and out for a few minutes, getting him well lubed and open.

I have to admit, it was a bit exciting watching Tracy fuck this guy’s ass with her fingers. His cock was bouncing up and down on his stomach with each of her thrusts and I could see pre-cum dripping from the circumcised head. I was trying not to look at it but watching what Tracy was doing and taking in the whole picture, I couldn’t help it. My own cock was throbbing as I watched.

Tracy pulled her fingers out of Steve’s ass, looked at me with a smile, then back at Steve. “You ready to be fucked?” she asked him.

“Hell, yeah. I want your cock. Fuck me in the ass and make me cum!” Steve growled. “Do it. Fuck me.”

I watched Tracy step forward with her cock in her hand. She rubbed the tip of it against and around his asshole, then lined it up and pressed forward, popping it through the ring of muscle and into him.

“Mmmmmmm” they both groaned at the same time. Tracy pushed forward and her cock buried itself in Steve’s ass. Her pussy hairs were against his cheeks. She backed out about 5 inches, then pushed forward forcefully, stopping when she was all the way inside. Then she started moving slowly in and out, building up a rhythm, holding Steve’s thighs with both hands. Her breasts swung slowly in time with her strokes. She was looking down at her cock sliding in and out of Steve’s asshole, as was I.

I glanced quickly at Steve’s face. His eyes were closed and he had a look of pleasure on his face. I moved my eyes down toward the action and again found myself looking at his hard cock, bouncing up and down, leaking copious amounts of pre-cum onto his stomach. God, I couldn’t wait to get Tracy’s cock into me and to experience that feeling for myself.

My attention went back to Tracy’s cock and Steve’s asshole. She was really getting into it now, picking up her speed and breathing faster. She reached out with one hand rubbed the head of Steve’s cock, coating her hand with his pre-cum, then began stroking him up and down in time with her thrusts. This was too much for Steve. “I’m gonna cum, baby!” he announced. Tracy stroked his cock faster.

“Go for it” she said with a smile. “Cum for me! Cum all over yourself!”

With that, Steve erupted. The first rope of cum hit his face and neck on the left side. The second, his chin and the third hit his chest. The fourth, fifth and sixth were less powerful but still hit his chest and abdomen. I thought he was going to cum forever. I was mesmerized by the sight of it. I had seen men cum before in movies but never in real life. It was pretty hot.

Tracy stopped milking Steve’s cock and stopped her thrusts. She was breathing hard and smiling. “Damn” she said. “That was pretty hot. I guess you liked it a little, huh Steve?”

“I loved it Tracy” Steve replied. “God, that was so good. Thank you.”

Tracy looked at me and asked “What about you honey? Looks to me like you enjoyed it too,” referring to my rock hard, throbbing cock sticking up from my groin.

“Actually,” I said, “that was hot. Watching you fuck his ass turned me on more than I expected. I’m ready for you to do mine now.”

“I was hoping you’d say that baby. Slide down here and assume the position,” replied Tracy with a smile. “I need to fuck you. I didn’t cum yet.”

Forgetting about the naked, cum-covered Steve right there next to me on the bed, I slid down to the end and pulled my legs up, just as Steve had done. Tracy poured the lube onto my asshole and began her massage of my sphincter. She inserted a finger into me and I couldn’t help but moan, as Steve had done. She inserted a second, then a third and began fucking my ass with her fingers. All of this was déjà vu since I had just seen her do it to Steve a few minutes earlier.

I glanced over at Steve and saw him sliding back up the bed and putting his legs back down. His cock was shrinking and the cum was dripping off his body seemingly everywhere. He was watching Tracy finger fuck my ass with interest. I remembered how much I had enjoyed watching her do him.

“You ready baby?” asked Tracy, immediately drawing my attention back to her. She slid her fingers out and lined up her cock with my asshole.

“I’m ready” I answered, holding my legs up and apart.

Tracy put the tip of her phallus against my pucker and she leaned forward. I was relaxed enough that it slid right in. She pushed it slowly to the hilt, then backed off. Then she started her slow, rhythmic thrusting again. God, it felt incredible. My own cock was throbbing with the beat of my heart and I was also dripping pre-cum like it was from a faucet.

Tracy had a look of pure lust on her face as she fucked me. I could tell she wanted release but was hoping she wouldn’t cum too soon. This felt too good and I wanted it to last for a long time.

I glanced at Steve and saw he was stroking his cock. It was still fairly soft but he had covered it with his own cum and was stroking it back to life. His eyes were glued to Tracy’s cock sliding in and out of my ass. Apparently it turned him on as much as it had me. “Damn,” he said. “That really is hot.”

Tracy began thrusting faster. The feeling of her cock fucking in and out of me was turning me on tremendously. Her gorgeous breasts were bouncing up and down with each thrust and her eyes were closed. I was completely lost in lust and wanted her to fuck me as hard as she could.

“Fuck me Trace. Make me cum like you did Steve. Fuck me harder. Fuck me forever. Just don’t stop,” I gasped.

Suddenly, Tracy’s eyes opened and she announced “Oh God, I’m cuuummmmiiiinnnnggggg!” She pushed deep into my asshole and stopped, her orgasm shaking her body and taking her completely. I watched her orgasm take her and tried to will my own to happen as well, with no luck. I wasn’t there yet. And as much as I loved watching her intense pleasure, I was already regretting my own loss. Damn, I wanted more fucking!!!

Tracy’s cock slipped out of me as her knees almost buckled. She reached forward and stroked my cock a few times.

“This time it was you who didn’t cum. What are we going to do about that?” she asked.

“Can’t you keep fucking me? You’re great at multiple orgasms. You don’t have to stop now, do you? I need your cock back in me!” I was almost begging. I was so horny I’d fuck my own ass if I could.

“I’m spent,” she said. “I can barely stand up right now. I’ll have to wait a while before I can do that again. But I have an idea…..” “Anything Trace. I need to cum. You’ve got me so worked up I can’t take it. Suck me, play with me, finger fuck my ass, just make me cum!”

Tracy looked me in the eye and said “I think Steve can help you out. He’s nice and hard and I bet he’ll fuck you if you’ll let him.” She pushed two fingers into my ass as she said it, pumping me slowly. My cock ached and my balls were ready to explode. “You know I’ve always wanted to watch you get fucked by a man. Here’s your chance to get off and give me a fantasy at the same time. How about it? You ready to get fucked some more?” She bent down and sucked my cock into her mouth.

I looked over at Steve and saw him stroking a full length hard-on again. I didn’t know if it was from watching Tracy fuck me or from hearing Tracy offer him my ass but at that point, I didn’t really give a shit. I wanted, no, I needed to get fucked again to completion. “What the hell,” I said. “I need to get fucked and if you can’t do it, baby, I guess Steve can. I just need a cock in my ass again.

Tracy raised her mouth off of my cock and moved around the bed to my side. She kissed me and pushed her tongue into my mouth. “God baby, this is going to be so hot. I can’t wait to see Steve fuck your ass and I can’t wait for you to cum all over me. I’m going to lay here beside you and watch.”

Tracy kissed me again then lay half on my chest so she could see everything. Steve, who hadn’t said a word, walked around with his hard cock in his hand and picked up the lube. He rubbed a large amount of lube on his cock and stepped up to my ass. He was taller than Tracy and had to bend his knees to line up with my asshole.

“Here,” I said, handing him a pillow. Put this under my ass to raise it up.”

“Good idea,” he said, and folded the pillow in half. I raised my ass off the bed as he stuffed the pillow under me. It was nearly perfect. Steve lined his cock up with my gaping asshole and pushed in hard, all the way in. It felt incredible having something filling my ass again. Tracy watched him push into me, then turned and kissed me and whispered “Oh my God, that’s incredible. You’re really getting fucked by a man. How does it feel?”

“It feels great. I need to be fucked hard and I need to cum. C’mon Steve. Fuck me. Tear me up! I need it. Fuck my ass hard!”

As Tracy looked back around, Steve obliged me. He grabbed my thighs and began thrusting forcefully into me, his balls slapping my tailbone with each thrust. He was going faster and faster, snorting like a bull and breathing through his mouth.

“God damn, this is good,” Steve mumbled. “Your ass is tight and hot. It feels great.”

Tracy kissed me again, a look of pure lust in her eyes. “Cum on his cock” she said to me. “Show me you like it. Cum for me.” She reached for my cock and began stroking it.

“Don’t,” I said. She looked at me quizzically. “Just hold it. I want to cum just from being fucked. When I do cum I’ll let you know so you can aim it and milk me. But I want to cum from Steve fucking my ass.”

“Oh God, baby,” said Tracy. “That turns me on so much. Before you leave today I’m giving you my ass and letting you fuck it.”

I had never fucked Tracy’s ass before. She had promised it to me but hadn’t delivered on that promise as of yet. The thought of finally fucking that fine ass made my balls start to tingle. I was going to cum.

“Harder Steve. I’m going to cum!” I announced. “Fuck me. Fuck me hard! Cum in my ass!!”

Tracy was still holding my painfully hard cock and now aimed it at her tits. Steve was thrusting like a jackhammer and I felt the cum boiling up from my balls.

“Here it comes. I’m gonna explode,” I said.

“I’m gonna cum in your ass,” said Steve. “God, it feels good. I’m cumming!”

Steve pushed hard into my ass and stopped. I could feel his cock throbbing as he unloaded his hot sperm into my bowel. The feel of his orgasm pushed me over the edge.

“Oooooohhhhhh God!!” I screamed, as thick ropes of cum shot out of my cock. Tracy had it aimed at her tits but it was so forceful it splattered on her face, on my face and my chest as well. I thought Steve had cum a lot but I’m pretty sure I topped his. It felt like it was never going to stop. Tracy pumped me to keep me cumming as long as possible.

Steve pulled his softening cock from my ass as Tracy turned and kissed me. She slid her cum covered chest around on my cum covered chest and licked the cum from my face. I licked some from hers as well before we kissed again.

“That was amazing,” she whispered to me. “Rest a while and you can have my ass. Deal?”

“Deal,” I said. “And you’re right, it was amazing.”

Steve wiped his now flaccid cock with a towel and started to get dressed. He looked at us with a smile on his face and said “Thanks. I really enjoyed that. Maybe we can do it again sometime.” It was the most talkative he’d been the entire time we were together.

Tracy stood up and reached for her robe. “I think we can arrange that,” she said, giving me a wink. “I’ll be right back honey. I’m going to walk Steve down.”

“I’ll be here,” I said.

Steve reached out and shook my hand. “See ya later,” he said.

“You bet,” I replied. They walked out of the room and down the stairs.

As I lay there thinking of what just happened I heard Tracy talking softly to Steve. “Thanks buddy. I can’t believe it worked. I never thought he’d go for it.”

“He went for it, alright,” replied Steve. He laughed. “He enjoyed it too. You saw how much he came. Damn, I thought he was going to drown you.”

“Yeah, he did like it. I’m sure we can get him to do it again. Maybe next time he’ll be comfortable enough to suck your cock. I’d love to see that.”

“Me too” said Steve. “See you Tracy. Thanks again. I had a great time. ”

The front door opened and closed and Tracy came up the stairs with two beers. She handed one to me, tapped her bottle against mine and said “Here’s to great sex.”

We both took a long pull on the beers and I looked her in the eye. “What was that about you can’t believe it worked? Did you set me up?”, I asked.

“Did you hear us talking? You weren’t supposed to hear that.” Tracy laughed. “I did set you up. Steve is bisexual friend of mine who volunteered to help me try to fulfill my fantasy. You know, the one you’d probably never do on your own. I’ve always wanted to see you get fucked by a man and we figured out how to do it. I was still your choice to go through with it but I’m really glad you did. It was really hot to watch and, judging by the way you came, you seemed to enjoy it more than a little. Right?”

Updated: December 18, 2016 — 9:34 pm
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