A Fantasy Fulfilled

In my first submission, "A Fantasy Fulfilled", I related the story of my attempt to partially fulfill one of my ex's fantasies of seeing me get fucked in the ass. Tracy's real fantasy was watching another man take my ass. She settled (happily I might add) for taking it herself with a dildo. She really enjoyed herself, particularly the control she had over me. She had always told me of her "penis envy", how it must be really cool to be a man and put a part of your body inside a woman and just fuck her. (Tracy was also bi-sexual, another little thing we never explored together.)

We never followed up on the anal sex because we were divorced a few months later. We remained friendly after our divorce though, and after a couple of years, when neither of us were in a relationship, we'd get together occasionally for sex. We had better sex on these occasions than we did during most of our marriage.

I hadn't forgotten her fantasy and I had a similar one of my own. I wasn't interested in allowing some guy to put his cock into me. I was intrigued, however, by the thought of letting Tracy do it. Being taken anally by a woman had interested me ever since the episode with the dildo and I decided to fulfill both of our fantasies at the same time.

I decided that Saturday would be the big day. I called Tracy on Monday and asked if she'd like to spend Saturday with me and have some "unexpected fun."

"What do you mean by unexpected fun?" she asked.

"Trust me. I promise you a fun day that you won't forget," was my response. "Come over around 1 o'clock and you'll see."

She agreed to spend the day with me and my preparations began. On Tuesday I went to the adult toy store to look for Tracy's phallus. I figured if I was going to let her take my ass, I was going to pick out the right strap-on. Not too big, not too small. I wanted fun and pleasure but wasn't interested in pain, you know? I chose one made of firm latex that felt very close to the real thing. "My" end was about 6 inches long and about 1 and a quarter inches in diameter. Not huge but not tiny. Tracy's end was about the same size and was curved in a way that would allow it to fit into her easily when she strapped it on. I also bought some lube (a large tube) and asked the clerk to wrap them up. She gave me a knowing look and put them in a box, then wrapped it in plain white paper with a red ribbon.

"Have fun," she said as I was leaving, giving me a smile and a wink.

"Thanks. I hope to," I said.

I bought a couple bottles of Tracy's favorite wine and some things for dinner, which I knew we would eventually need. I could hardly contain myself during those days before Saturday and masturbated several times during the week while envisioning the scene. God, I was really ready and wanting this!

Saturday finally arrived. I had cleaned the house and changed the sheets on the bed. The wine was cold and Tracy's gift was sitting on the coffee table. She knocked on the door at about 5 minutes to one. When I opened the door I instantly began to get hard. Tracy was dressed in extremely short, tight denim shorts and a crop top with no bra. She looked like a hooker and I knew she was in the mood for sex. Tracy was 5'2" tall, small boned with C-cup breasts and a great ass. She had been working for a landscape company in the Florida heat and had lost several pounds. Her stomach was flat and her legs body was absolutely incredible. Her long, curly, reddish brown hair hung down around her face and she looked beautiful and extremely sexy. I pulled her to me and kissed her deeply, our tongues swirling together and our hands roaming.

"Hi honey," she said between kisses. "How are you?"

"Hey Baby. I'm good. In fact, right now I'm great!"

Tracy smiled and stepped inside. I closed the door and locked it, my eyes glued to her ass. The shorts were cut right up to her cheeks, not allowing them to show but just barely. "You look really hot," I said. "Damn."

"Thank you Baby. I'm glad you like it. I wanted to get your attention," she replied.

"You definitely got it," I said, pointing to my groin. It was obvious I was getting hard and Tracy walked over and rubbed her hand up and down on my cock, giving me another kiss as she did it.

"Is this for me?" she asked.

"Later," I said. "I have something else in mind first. Would you like a glass of wine?"

"Sure. What are you up to?" she asked, giving me a sideways glance.

"You'll see," I said. "Trust me, you'll like it."

I went to the kitchen and poured two glasses of wine and took them back into the living room. Tracy was sitting on the couch holding her present in her hand.

"What's this? Did you get me a present?" she asked with a smile.

"As a matter of fact, I did. But you can't open it yet. Be patient. You'll enjoy it, I promise."

"I'm sure I will," she said.

"I think we should take a shower and get wet and slippery. What do you think?"

Tracy stood up and began pulling her top over her head. "Sounds good to me. Lead the way, Baby," she said.

We went to the bathroom and I turned on the water, regulating it to the right temperature. I watched Tracy get undressed. Her gorgeous tits were now exposed and her beautiful silver dollar aureoles had hardened and shrunk to about half their normal size, her nipples protruding like extra large pencil erasers. I couldn't resist reaching over to caress and pinch them. Tracy let out a "mmmmmm" and continued peeling those tights shorts from her body. I watched as her short, neatly trimmed pubic hair appeared, then she turned around and wiggled her ass as she pulled the shorts down to her ankles. Her beautiful, pear shaped ass was facing me full on and I stepped up to it, rubbing my hard-on against her ass crack through my jeans. She pushed back against me, wriggling her ass sexily against my cock. I knew this was going to be an incredible day.

Tracy stood and faced me, unbuttoning my jeans as I pulled my shirt off over my head. Since I don't wear underwear with jeans, my hard on sprung free and pointed directly up at her beautiful orbs. I was already leaking pre-cum and visibly throbbing. Tracy leaned down and sucked me into her mouth, taking me in as far as possible before pulling her mouth off and planting a kiss right on the head. Then she stood up and kissed me hard, pushing her tongue into my mouth. I could taste my own pre-cum but was mesmerized by her kiss. Tracy has beautiful, full lips and her kisses are heavenly. I was enjoying the feel of her mouth again.

We stepped into the shower and began soaping each other up. I rubbed soap all over her tits, down her belly and in between her legs. I turned her sideways and soaped her ass and pussy at the same time, putting a finger in each. At the same time she was stroking her soaped finger up and down my ass crack, and I spread my legs so she could have access. Her finger slipped into my sphincter and I moaned audibly.

"You like that don't you Baby?" she asked.

"I've always liked it. You know that. Remember the time I gave you my ass and you fucked me with the dildo?"

"Oh God, yes. That was incredible. I never thought you'd allow me to do that," she replied.

"Well, I have a surprise for you. Let's get out of the shower and get this party started," I said, stepping out of the shower and grabbing a towel.

"What's the surprise? C'mon, tell me," said Tracy as she turned off the water and I handed her a towel of her own.

"Get dried off and come with me and I'll show you. You won't need your clothes," I responded, watching her dry herself off. Her nipples were rock hard now from the cool air. And my cock was aching.

She followed me into the living room and sat beside me on the couch. "Remember how much you liked fucking me in the ass with that dildo? Well, here's your surprise," I said, handing her the box. She pulled of the ribbon and the paper, opening the box tentatively. She pulled the paper apart and revealed her present.

"God Baby, is this for what I think it is? Do I get to fuck you in the ass?"

"It is and you do. Today I fulfill a fantasy for you and you fulfill a fantasy for me. I've wanted you to fuck me ever since that day with the dildo. I've been dreaming of this for several years and today is the day it becomes reality," I said, grabbing my throbbing cock and squeezing it. "I'm so fucking horny just thinking about it. I can't wait for you to fuck me, Trace."

"Well then get your ass to bed. You have made me so wet I can hardly stand it. I'm going to fuck you and make you cum, with my cock!!" She gave me another deep tongue kiss and then led me to the bedroom. I lay on the bed and watched her step into the harness. She pulled it up and inserted her end of the dildo into her now glistening wet pussy. Her eyes closed and she caught her breath as it slid in. "Damn, that feels really good," she said. "I can't wait to fuck you."

She tightened up the straps, her "cock" now sticking out at full mast. It was in the perfect angle for fucking, whether a pussy or my ass. My cock was leaking profusely as I watched and waited.

Tracy stepped up to the bed, leaned over and took my cock into her mouth, sucking me deeply. She moved down to my balls, licking each one, then pushed my legs up and began licking my freshly washed asshole. It was all I could do not to grab my cock and start stroking myself to orgasm. Instead, I picked up the lube and handed it to her saying "Why don't you get me ready?"

She took the lube without a word, squirted some into the crack of my ass and began rubbing it around with her fingers. One, then two fingers slipped into my virgin hole. Fortunately her fingers are slim and I felt no pain. Besides, I was so horny I wouldn't have felt anything anyway. I wanted her in there - fingers, tongue, cock, broom handle, by this time I didn't care. I just wanted her to fuck me!!

"Stand up and lean over the bed, Baby" Tracy said. "I want to fuck you standing up first."

I had an antique bed frame at the time which was high off the floor and put the top of the mattress at about 40 inches high. It was perfect. I did as she asked and bent over the bed, laying my chest on the mattress and reaching back with both hands to open myself up for her.

"Baby, you have no idea how badly I want to stick my dick in you" said Tracy as she fingered my ass again. I felt her push three fingers into me and turn them this way and that, loosening me up for what was coming. "Are you ready, Baby? Are you ready for me to fuck your ass?" Tracy asked me.

"More than ready Babe. Do it. Stick your dick in my ass and fuck me. I want it bad. Take my asshole and make it yours!"

With that, Tracy removed her fingers from my ass and instantly put the head of the strap-on up to my sphincter. She pushed forward slowly and I felt the rubber cock pop through the ring of muscle. Thanks to her stretching there was no pain at all. It was starting to feel really good.

"Are you OK, Honey?"

"I'm fine," I said. "It feels great. Push it all the way in," I responded.

She obliged me and pushed her hips forward, burying the fake cock all the way in my ass. I felt her hips connect with my ass cheeks.

"God, that's an incredible sight," Tracy said. "I've always wondered what this is like. Thank you, Baby, for giving this to me."

"My pleasure, I hope. Now fuck me! Fuck me hard and make me cum!" I pushed my hips back into her to emphasize my point.

"You got it, Baby" she said as she pulled her cock out almost all the way. Then she plunged it in all the way to the base again. This time, instead of waiting, she began pumping her cock in and out of my ass. God, it felt just as good as I thought it would. Tracy got into a rhythm and I could tell she was beginning to feel the buildup of sexual energy just as I was. She moaned out loud, something she rarely does, and said "This is going to make me cum quickly. How about you, Baby?"

"I'm not far from it myself. Keep fucking me and talking to me and I'm going to shoot all over the bed and myself!!"

"Cum for me Baby" Tracy said. "You love this, don't you? You like me fucking your ass. I'm going to cum deep inside you and I want you to cum too. C'mon Baby, show me how much you like it. Cum for me now! I'm going to cum for you! Cum for me you whore!! As soon as you do I'll let you eat my pussy and make me cum again. Then I'm going to fuck you again. You want that? You want me to fuck you again later?"

"Oh yeah, Baby. I think we can do this all day. Fuck me hard Tracy! I'm going to cum!! Oh God, here it comes. I'm cumming Baby!! Oh my God. I'm cumming!!!"

With that, my cock exploded in the biggest, wettest, most cum producing orgasm I've ever experienced. I raised my body off the bed enough to look down and my cock was spewing cum out as far out as my head. If I'd been on my back it would have hit me square in the face. (Note to self.)

Tracy, in the meantime was breathing really hard and fast. She was pumping into my asshole with short, rapid strokes. She caught her breath and her body stiffened and began shaking, as is typical for her incredible orgasms. "Oh.... my....... God....." she said quietly and with some effort. Her orgasm lasted almost 30 seconds. With one final thrust into me, she collapsed onto my back and laid there for several minutes, breathing heavily and recovering.

"That... was.... incredible, Baby" she said when she got her breath back. "Oh my God. I can't even tell you. I can't believe I did that. I can't believe you let me do that. Thank you, Honey."

"The pleasure was mine as well, Baby. And we're not done. I want you to do it again, only this time from the front. I want us to be able to watch our orgasms. Care to fuck me again?"

"God," she said. "You just made me wetter than I already was. I'd be happy to. But how about a drink first?"

Tracy got up and went to the living room to retrieve our wine glasses. I loved watching her walk around the house naked and with the strap-on still in place; she looked bizarre and exciting at the same time. I started thinking about what I wanted to do to her when she was eventually done with me. I knew I was going to put my face in that pussy and would also cum in her ass before the day was over.

Tracy refilled our glasses and brought them back to the bedroom. "I feel so powerful with this hard cock sticking out. I wish it was real so I could see what it truly feels like", she said.

"I'm sorry I can't give you that but at least you now have some idea of what it's like to be a man. And you're not done learning." I said with a wink. I took the wine from her hand and took a long drink. "You about ready for some more?"

"Damn Baby, are you horny or what?" she asked with a laugh. She looked down and noticed that my cock was beginning to grow again. She leaned over and took it in her mouth, sucking it completely in and sliding her beautiful lips up and down the length a couple of times. At the same time I saw her reach down and grasp "her own cock" and stroke it a couple of times. Then she grabbed it hard and pushed on it, sending a jolt through her pussy. She pumped it a couple of times and said "OK Baby. I'm ready. Lay back and spread 'em" she said with another laugh.

I was more than ready. Her mouth had made me hard again and my ass was waiting to be filled. Tracy crawled up and began kissing me with deep, wet kisses. Her fake cock made contact with mine and she humped me a couple of times. I couldn't help but push back while my hands traveled down her back to her ass. Her ass crack was wet with sweat and pussy juice and I rubbed my finger around her asshole a couple of times before pushing it into her.

"Oh. That feels good" she whispered. "Are you going to take care of me after I take care of you?"

"You know I am. I already have some things in mind to do to you later. But first I really need you to fuck me in the ass again. I know you love it. Put your cock in my ass, Baby. I want to watch you fuck me and I want you to watch me cum for you. Do it Baby. Take my ass again!"

"God, I want you!" said Tracy. She rose up and slid down between my legs and bent my knees up toward my chest. She then reached over and grabbed the lube, putting a large glob onto the end of her phallus and another on my already lubed sphincter. She rubbed the tip of her cock around my asshole, spreading the lube around just a bit before inserting the tip through the ring of muscle and into me. There was no pain, no discomfort, only a pleasant feeling of anticipation. My fantasy was finally going to come to realization. I was going to get fucked in the ass by this woman while lying on my back so I could watch everything. I'd been waiting for this for two years!

Tracy pushed her hips forward slowly, sliding into me very easily and gently. At the same time she leaned down, pulling my head forward to kiss me deeply. As her cock slowly penetrated me to the hilt, my own cock sprang up instantly to granite status. Tracy could feel my pre-cum leaking against her belly and she made a little side to side movement to spread the moisture around on her tummy. Because she is only 5' 2" tall I could see her gorgeous tits but they were out of range for my mouth. I reached down with both hands and cupped them, pinching her incredible nipples between my thumbs and forefingers. Her nipples were almost as hard as my cock and I was enjoying the feel of them in my hands.

Tracy wrapped her arms around my legs near my knees to support herself while at the same time holding my legs up and keeping my ass spread wide. She began pumping in and out in long, slow strokes. The feeling was incredible and I wanted to cum while at the same time wanting to prolong it as long as possible. After several minutes of stroking into me slowly, Tracy sped up her pace. I could see on her face that she was getting close to a major orgasm and she told me so. "I'm going to cum, Baby!"

"Go ahead, my love", I said. "Just don't stop fucking me. I want to cum while you watch!"

Tracy's strokes were getting shorter and faster. Her cock was only going in and out of me about three inches in either direction but the pace was picking up and every time she pushed in her hips pounded against my ass. I was beginning to get that feeling in my loins - my orgasm was building. I concentrated on stopping it right now so I could enjoy Tracy's orgasm fully, and then she could enjoy mine.

"Oh my God, I'm going to cum! God, it's so strong! Here it comes!! Aaaaaaaaahhhhhhhhhhhhh!!!!" The orgasm took her. Again she stiffened up and began to shake, a normal but intense orgasm for her. I love watching Tracy cum. It is so exciting to see how the physical release takes over her entire body. It's like watching a very pleasurable seizure.

I lay there quietly, stroking he hair as she recovered from her orgasm. "God, that was intense. I think that's the best one I've ever had. Thank you."

"You are very welcome. I'm glad you enjoyed it. Now it's my turn. I've been putting mine off so I could watch you but I'm ready. I need you to fuck me hard and fast. Make me your bitch and fuck me like you're punishing me. My cock needs release and I want you to make it happen. We're not even going to touch my dick - it's going to happen anyway. Now fuck me, Tracy. Make me cum for you."

Without a word Tracy began sliding her cock in and out of my ass again. She put her hands on either side of me for balance and I grabbed my knees and pulled them up and out. I was wide open and ready and Tracy took full advantage of it. She began pounding my ass without mercy. I was feeling incredible and watching her fuck me, seeing the look of lust and determination on her face, watching her tits bounce and sway, and looking down to see her cock disappearing into me just below my balls was too much. My cock felt like one of those guns in the cartoons when the character put his finger in the end. You know, it swelled up at the base of the barrel before exploding. This is how I felt. The feeling grew in my balls and my prostate until it was just too much. "I'm going to cum, Baby!!" I said. "And it's going to be huge!!"