Ann: A Love Story Ch. 21

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mimaster
mimaster
831 Followers

"Fuck...that cock makes me feel so fucking full! Fuck me Neil...make me cum AGAIN!"

Tina did; at least twice more in that position. I pulled out for just a moment after the second one to dip my fingers into her pussy, getting them nice and lubed. When I slammed back into her cunt on the first shove, I rammed the middle finger of my right hand into her ass all the way. Twisting my wrist as I fucked her in time with my thrusting cock, Tina started yelling. It was mostly a bunch if unrecognizable sounds that were attempting to emulate words, but didn't quite make it. But it was clear that she loved what I was doing to her, at the moment, at least.

One finger became two, and then three, each bringing Tina more intense sensations. She was cumming every few minutes. They were small ones; tiny waves of pleasure that ran through her quivering body. I could have fucked her like that all night. But I had eyes on another prize.

I slipped my cock out of Tina's pussy once more, and shoved three fingers of my other hand inside before pulling them out and stuffing my shaft back inside. I held my cock deep in her pussy, not moving, as I pulled out the fingers of my right hand and replaced them with those of the left, fucking her with them for a couple of deep strokes.

Turning my wrist, I held those three fingers inside Tina's ass at the first knuckle. I turned my other wrist inside out as well, so that the backs of both of my hands were against each other. At that angle, I knew three fingers weren't going to work, so I used the middle and index fingers of both hands, and shoved them inside Tina's rear hole as deep as I could to about the second knuckle. I had wanted six, but four fingers were more than I'd given her to that point, and it had an effect. Even without moving my cock, she cried out.

"Oh FUCK! I can't believe you're doing this to me! Shit Neil...that feels sooooo..."

I could only think she meant to say 'good' or something else positive based on the way her legs were shaking. I started slowly fucking her again, while moving my fingers in and out of her ass in the same rhythm. I'd hold the four fingers close together when I pushed them down into her Tina's tiny hole; but every time I would pull out, I'd use my fingers stretch at her ass, trying to make her hole wider.

There wasn't any hidden meaning to what I was doing. Tina knew exactly what I wanted at that point, and didn't say anything, or make any noises that let me know she was going to protest. In fact, I could feel her trying to relax her muscles, and after a few minutes of constant plying on my part, her opening seemed to widen some.

I was ready. I wasn't sure about Tina, but then again, I didn't ask. I was taking her ass. Pulling my cock out of her well worn pussy, I moved my hips up slightly and rested the tip of my raging cock against my fingers, still stretching her ass. I pressed the head against the hole until I could feel some resistance, and I quickly moved my fingers out of the way. I was about to grab Tina's ass cheeks with my thumbs to spread them, but as I went to do it, she reached back with her hands and did it for me. My heart skipped when I saw her perfectly manicured red nails gripping her ass, offering it for me to fuck. That was the extent of her invitation. In fact, it was more like she was surrendering her backside to me.

It seemed like forever before I bottomed out. I was taking my time for Tina, who was making a lot of groans and grimaces. But she never gave me any indication to stop. The weird thing was that we were both concentrating so much, we weren't talking. Usually when we fucked, there was a lot of chatter, mostly urging each other on. But we'd barely spoken since I'd read Ann's letter. We were communicating through our bodies, and that was erotic on an entirely different level.

Tina finally started bucking back against my crotch; her not so subtle way of letting me know I'd been idle too long, and she was ready to go. I pulled back half way and jabbed forward. Tina let out a couple of expletives and pushed herself back into me. I pulled out all the way the second time and cocked my pelvis as I got ready for a hard, deliberate thrust.

"Don't you wait, you fucker! You wanted my ass all this time...show me you know how to fuck it!" she growled as she let go of her cheeks and braced herself with her hands on the cushions in front of her.

I grabbed Tina's hips and ripped into her. She let out a low scream that told me she was in agony. I froze in fear, knowing I'd hurt her. But Tina looked over her shoulder, and even through the pain, she gritted her teeth and shoved her ass backward trying to ram more of my cock into her tight ass.

"I said don't WAIT! FUCK MY ASS!"

I was hesitant, and she growled again, spit coming out of her mouth. She was possessed, and I figured whatever damage I was going to do had already taken place. I was worried, but I began a fucking her, going faster and harder on each stroke. The faster I went, the more Tina calmed down, and the more she turned from screaming out loud to moaning out loud. And when she talked, she no longer was shouting in anger. She was talking, and it was almost pleasant.

"That's it. Fuck me stud. Fuck my tight little ass. You love my ass, don't you stud! You've wanted to fuck my tight little hole ever since I sucked that big beautiful cock that day I cut your hair. Haven't you!" I wasn't sure if that was actually true or not, but I nodded anyway, unwilling to cross Tina for fear the angry personality would return without notice.

I reached around and wormed my hand between the edge of the couch and Tina's crotch. Finding her engorged clit, I teased it.

"OH SHIT! I'M CUMMING AGAIN. FUCK!"

Tina clenched her ass as she came, and I could feel the inner walls gripping at my shaft. It felt like my cock was inside some kind of press, squeezing it. The friction made my balls jump, and I bucked forward awkwardly.

"Cum in my ass, stud! CUM IN MY ASS!"

I pumped just once more, and I felt my balls let go. It rarely hurt when I came, but my balls churned, and as the sperm raced up my cock, it felt like it was on fire. The pressure her ass was putting on my shaft made me cum harder. It was like someone putting their finger on the end of a hose to make a steady stream turn into a hard spray. It hurt. And at the same time, it felt absolutely incredible. The mixture of pain and pleasure struck me in a way I'd never experienced before.

"FUCK TINA! I'M CUMMING. FUCK I'M CUMMING SO HARD!" I yelled out, which was followed by a scream that sounded like Tarzan being hit with a cattle prod. Because of the angle of Tina's body, I was leaning on top of her, driving my hard cock downward. I fell on top of her, my feet coming off the floor with my dick still wedged inside that tight, hot, pulsing hole. It felt like I had cum emptying from my feet through my legs and into Tina. I was exhausted from cumming so...violently.

~*~*~*~*~*~

Driving home two and a half hours after I arrived, I had a contented smile on my face. Tina was just what the doctor ordered. That is, if Ann were some kind of Sexual Therapist who specialized in unusual treatments for sexual frustration caused by a separation anxiety; or maybe some kind of doctorate in advanced masturbation prevention. Either way, Tina was the prescription that Ann had written for me. I just wondered if I had to be concerned about suffering from a not so accidental overdose.

It was still hard to believe it all happened, but it did. I had left Tina at her shop. She had fallen asleep after I had made her cum for what had to have been somewhere in the double digits. I was proud of myself, and chuckled when I realized that I must have been what the doctor ordered for her as well. I came twice, the last one in her ass. I left her with my seed seeping from that tight hole. It was the first time I'd ever fucked Tina there, and that made it a memorable experience for the both of us.

Pulling into the driveway, I was exhausted. I had had a couple days rest since Ann had left, but any energy I'd stored up was burned off in the anxiety I'd been carrying around and the physical regimen that Tina's sexual preference to be satisfied had demanded. I trudged into the house at around 10:30, and needed to get to bed. Instead, I found my Mom talking on the phone.

"Oh...here he is dear. Hold on a minute," Mom said as she looked at me. Putting her hand over the phone, she said, "Neil, it's Ann."

"Did she just call?"

"No...we've been talking for about an hour. I guess we just lost track of time."

"An hour? What have you been talking about for an hour?"

"You!" she said as she laughed.

"Me?"

"Sure. I told her you were out playing ball, and she said you probably needed to get out and get some exercise. I was going to tell her that I'd have you call her back, but she said she'd like to talk. It's been nice...she IS going to be my daughter-in-law, after all."

"I know, Mom. I know. It's not like I don't want you talking to her. In fact, keep talking while I take a shower. I'll be quick."

"Oh...okay. We were just discussing wedding ideas."

I had a little shiver run down my spine as I walked down the hallway. She was talking to Ann again, but she stopped and said, "Honey, Ann wants to know how the game went."

"Tell her I was able to drive hard to the hole. I scored all night long."

"What? Didn't anybody play defense on you?" Mom asked, knowing the game, but not what I was really referring to.

"Not really. They seemed to just spread wide and let me drive inside. I'll be done in a minute!"

I laughed to myself while I showered. I took my time, letting the hot water soak my sore muscles. Closing my eyes, I dreamed of the day I could shower with Ann. I knew that was going to become an obsession with me. I'd had such good times with Dawn, I wanted to share that experience with the woman I loved. The thought of getting dirty with Ann while getting clean appealed to my sense of irony. And I dreamed it would appeal to hers as well.

When I came out of the bathroom, still damp and in just my boxer's Mom was standing at the other end of the hallway ready to turn out the lights.

"Is Ann still on the phone?"

"No...she said she'd call back in a little bit. I've turned off the other phones, so only yours will ring. I think we may have to start doing that if she's going to keep calling you late at night. The time difference will drive your Dad nuts. You know how he hates the phone ringing in the middle of the night."

"Okay...well, goodnight, Mom. See you in the morning."

"Don't stay up too late, Neil. You have work in the morning." She was always being a Mom. The only difference from that moment and the first time I lived at home was she would have replaced 'work' with 'school'. It was a Déjà vu moment. But she was wrong.

"No I don't. It's Saturday."

"Gee...you're right! I guess I don't have to get up so early either. And neither does your Dad," she said with an impish grin. I could only wonder what that was all about.

~*~*~*~*~*~

I was watching a late night ball game in the dark of my room when the phone rang. I was glad I had the foresight to set the ringer on low so that it didn't wake up the entire house. It also helped that the rest of the house had the phones turned off. It was like I had a private line again. Still, I answered on the first ring.

"Hello?"

"Hi baby. Are you still taking it hard to the hole, or have you finished that for the night?" Ann said with a laugh.

"You heard me, did you?"

"You are so bad! I can't believe you'd talk like that in front of your Mother."

"We were talking hoops, babe."

"Sure you were. I suppose you were taking it to her rim?"

"If you're referring to Tina, then yes. I did take it to her rim. And it was great, thanks."

"Ouch. Is that supposed to be some kind of slam at me, baby?" Ann said with a little pout in her voice.

"Not at all, why?"

"It just sounds like you enjoyed it a little TOO much."

"I wouldn't say that. I did have a good time...and so did she. But she's not you."

"And apparently I'm not her, either."

I was worried we were getting into a testy area, and I treaded forward in the conversation very wary, and with a lot of trepidation. "What do you mean by that, Ann?" I said as openly as I could say it, trying to sound surprised and concerned at her reaction.

"It's just...you seem to really love anal...and I've never..."

"I know that Ann. And I asked you to marry me anyway. Is there some kind of point you want to make?"

"Yes. The point is, the first time I let you fuck someone in our little arrangement, and that's immediately what you hone in on. I guess I'm just a little concerned, that's all."

"Concerned about what? You wanted me to fuck her. This wasn't my idea," I snapped a little, and felt the instant regret at how it came out.

"Neil, I did it for the both of us. I wanted this to be adventurous. You know, dangerous and sexy. I wanted us to be totally free and uninhibited about our life together. You sound like you're pissed I did this."

I let out a little laugh, and that made Ann snap. "What's so fucking funny about this?"

"Actually, what you just said was funny. Not to mention a little bit hypocritical, to be honest."

"What are you talking about?"

"You just got done saying that you want US to be free and uninhibited. And yet, you want me to fuck other women, but only the way YOU want me to fuck them. I don't recall you acting like this when I told you about my weekend in Michigan, or what I did with Tina before...or with Nancy or Paula afterward. So what's so different now? And why are you testing me in the first place. You write me a letter telling me we need to trust each other, and that we've both learned from our pasts so you know I'm not going to do anything behind your back...and then you test me for that very thing? I don't get it."

"Okay...first of all, I'm not telling you how to fuck...I just find in interesting that the first chance you get, you fuck Tina in the ass!"

"Anna Renee?"

"What!"

"I'm reading your note right now. The one you sent to Tina to give me after she called you. I want to read this sentence to you...okay?"

"Fine...whatever you want!"

"Calm down and listen. You wrote, and I quote, 'You have my permission, Neil. Just like with Nancy and Paula. And I want you to do whatever you want with her. Eat her, fuck her tits, fuck her pussy...fuck her ass. Fuck her any where you want. The only rules I have are that you can't fuck her again after tonight unless I say so, and you have to tell me all about tonight.' Does any of that sound familiar to you, or did someone else with handwriting eerily similar to yours write this?"

Ann was silent, caught in a web of her own words. Perhaps she was so caught up in the moment when she was writing the letter that she didn't really mean the part about me fucking Tina's ass. Or maybe she was having second thoughts. Whichever the case, I could hear her breathing hard into the phone, trying to come up with something to say. Instead, there was just stuttering and stammering.

"Ann, obviously that caught you off guard. Look, I'm sorry that I..."

"No. I'm sorry, Neil. You only did what I told you to do. I actually forgot writing that. I guess I should have been more careful in my words."

A light bulb went on in my head, and I jumped at a third option that didn't occur to me a moment before. "Oh, I think you wrote exactly what you meant. In fact, that would explain the three little dots you put before it. You wanted that part to stand out so I'd see it and do it."

"What the fuck are you talking about now?"

"I think you subconsciously wanted me to fuck Tina in the ass."

"And just why would I do that?" Ann said defiantly.

"Because it scares you, that's why."

Ann laughed, but it was a nervous laugh. If she were in front of me, I was sure she would be blushing. But she valiantly tried to cover up her tracks. "I think you've been having a little too much sex lately. Now you think you're a therapist."

"I don't think I'm a therapist. But I do think I'm right."

"How so, Mr. know it all?"

"Funny. And that sarcasm helps prove I'm right. I think you're scared of getting fucked there...and you remembered I told you that Tina was small, and we'd never done that before. So you figured I'd try, get rejected, and you'd ask me about it. That would give you validation that it's not just you that doesn't want to do it."

There was more silence. I was either pretty close, or I was so far off there wasn't a map to get where I landed. Finally, I could hear Ann crying a little.

"Ann, are you okay?"

"Yes. You're right. I'm scared."

"Of what?"

"I'm scared that if I don't let you fuck me in the ass, you won't want to marry me!"

I let out a chuckle, and Ann sobbed more.

"Baby, stop crying. It's okay."

"No it's not."

"I meant what I said Ann. I asked you to marry me, and I never fucked you in the ass. And just because I'm marrying you doesn't mean that I staked a claim on it, and I expect you to all of a sudden. Is this whole thing about me fucking other women some way of giving me that so you won't have to? So you won't lose me?"

"NO! I meant every word of what I said before! I WANT us to be what I said. I loved last week...and I don't ever want to lose that feeling."

"Then why the test? What's this all about?"

"I want to be everything for you. I want to be your slave sometimes. I want you to make me do things. I want you to treat me like a queen other times. I want an incredible sex life...with you! And I want you to have that variety from time to time. I'm just hung up on the anal thing. I don't know why."

"Then don't worry about it. You're the most amazing lover I've ever been with Ann. And if I don't ever fuck your ass, who cares? I'm pretty sure I can find another place or two to put my dick."

"Are you sure?"

"I never fucked anyone in the ass until a couple of weeks ago when I met Dawn, Ann. I lived without it before, I can do it again."

"You won't have to live without it, Neil. I promise I won't get jealous if you fuck Tina's ass anymore, okay?"

"I don't think I'll be fucking Tina again, Ann."

"Why not?"

"Because of tonight. This was all just a test."

"Don't say that. I want you to fuck whomever I tell you to fuck. Don't you understand that!"

"Sounds like you're ordering me to fuck her."

"If I have to, I will," she said, knowing how ridiculous her statement was.

"So I'm your slave now?" I said with a laugh.

"Maybe...sometime. If the mood strikes us."

I realized Ann was trying to make amends. She felt bad about setting me up on her little 'fuck' date, and then freaking out once I did what she asked. I wanted to make amends too, and the only way to do that was relent. I wasn't sure how it was all going to work out, but I knew enough that I had to trust her instead of bucking it.

"Whatever you say, Mistress!"

"Ohhh, I like the sound of that."

"Fine...I could do that for you someday. If that's what you want. But I need to know what this entire thing is all about. I have to tell you, Ann, I don't understand. You talk about trust and all of that in the first letter. Why did you test me tonight?"

"You're right. I can see now why you would think I'm contradicting myself. And maybe I was, I suppose. Look, I meant what I said in the first letter. We do have to figure out our partnership...together. It's not about me and what I want. It's about us, and what we want."

"No argument there," I said.

"I think the thing is, we're still learning about each other, Neil. Getting to know one another. And we're doing it long distance now, which sucks. But I know in my heart I'm not going to do anything to hurt you. And I believe with all my heart that you think the same thing about me. I told you once before, I either trust you, or I don't. And I trust you."

mimaster
mimaster
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