I picked up the hairbrush and rubbed the back of it over her ass to get it coated with oil as well. I wanted her to feel the instrument that would soon be punishing her. I let her get used to it and as soon as she was comfortable and enjoying its touch, I raised it up and brought it down hard on her ass cheek.
“SMACK!” The sound reverberated in the quiet room.
“OH FUCK!” was her instant reply.
“SMACK!” another swat to the other cheek and now she had two red marks shaped perfectly like the hairbrush.
“OWWCH!” she shrieked again.
Then I gave Carol two back to back swats, one on each cheek and in different spots to further pinken her up.
“Now that I have your attention, slut, I’m going to heat up that ass of yours properly. I’m going to give you ten swats, then pause and check on you. I’m not going to give you a chance to catch your breath until all ten swats have been delivered. So if you need to stop before that, use your safeword.”
I didn’t wait for her reply this time. I just dove right in and began. After the first ten swats, she was screaming out. I paused to allow her to catch her breath. “How are you doing?”
“G-Green.”
I immediately gave her another ten swats and again I stopped. “How are you doing, slut?”
She replied with another “Green.”
I could see I had underestimated her tolerance. “Okay, let’s not waste any more time. It’s plain to see you can take it, so I’m going to paddle you until I’m done or you cry out your safeword. I want to get on with the next part.”
I began raining down swats on her ass moving from cheek to cheek and around so that I covered her whole ass. Then when her ass was glowing bright red, I moved down the backs of her thighs a bit. That really got her attention–I don’t think she was expecting that.
A couple swats to each thigh and she’d gotten enough. “Red! Red Tommy!” As I promised I stopped instantly, without another blow falling on her tortured ass. I stood up and she slid down onto the floor on her knees.
I grabbed a handful of hair and pulled her to the sofa so her face and chest were on the seat. I yanked her panties off her and tossed them on the sofa next to her. I poured a bit of baby oil on her asshole and using my finger, I worked it into her crinkled ass.
She lay on the sofa back moaning and pushing back against my finger as I lubed her insides. Then I put some oil on my hand and lubed up my very hard cock. Carol had already told me she was no stranger to anal sex and, in fact, loved it.
So I wasn’t worried about her being a “virgin” in that regard. She was tight, no doubt about that, but she would loosen up fairly easily once she got used to me being in her ass.
I pulled her around and made her sit on the front edge of the sofa pushing her back and raising her leg up until her feet hooked over the sofa back. With both her pussy and her ass completely open and exposed, she was ready for me now.
I placed the head of my cock on her shiny, puckered little hole. I could feel the tightness of her anus against the head of my cock.
Slowly, I began applying pressure to open her up and enter her ass. Her muscles flexed and relaxed as she tried to stay calm. I continued to push on her tightly closed anal hole harder, then a little harder yet. I could feel her asshole start to spread open ever so slightly.
“Ohhh,” Carol whimpered. It wasn’t from pain, but from getting her asshole stretched open by my hard cock. She hadn’t had anyone fuck her ass in a long time and it felt a bit unfamiliar to her now.
I applied a little more pressure and her tightly puckered asshole spread apart to take in my cock. My cock head slipped inside Carol’s ass and I was immediately gripped by her tight anal ring. She took a deep breath to relax. “It’s so big,” she moaned out, experiencing my cock in her ass for the first time.
I started pushing in deeper, driving my cock into her ass. I looked at her face. Her eyes were wide as I pushed my cock into her but she made a grateful facial expression as she moaned, “Oh, God it feels so big.”
Then I penetrated her still deeper, pushing through her asshole another couple inches. “Oh my God! Ohhh!” she continued moaning as my cock burrowed into her incredibly tight bunghole.
It was incredibly exciting to watch my cock slide between Carol’s beautiful soft asscheeks and disappear inch by inch into her tight asshole. Slowly her ass took my cock into its firm grip as I leaned into her to fully penetrate her rear end. I couldn’t believe it.
After all the years of dreaming and more than a few late-night masturbatory fantasies, I was actually doing it. I was fucking Carol, my dream woman, in the ass. My cock was inside her rectum and her asshole had a tight grip on me.
I couldn’t stop telling Carol how terrific her ass felt. “Your ass is so hot and tight, baby. My cock feels so good inside you. I’ve wanted to fuck this sexy ass for so long.” Then finally I was all the way in.
I held myself there for a few moments, as deep in her ass as I could get, feeling the tight hug she was giving my cock and waiting for her to get accustomed to having something (me) back there. I moved an inch or two in and out to encourage her ass to loosen so we could continue.
When she did relax her ass a little, I began moving my hips back and forth. Starting slowly, I pulled almost all the way out until just the mushroom head stayed inside. Then I pushed slowly forward deep into her ass again. A few long slow strokes later and I felt she was ready for fucking.
She still had an incredibly tight asshole. Fucking her ass was beyond belief. I looked at Carol’s cute ass as I fucked it, admiring its beautiful shape and curves. As I pulled back from her asshole, her anal ring hugged my cock tight and stretched outward until I fucked back into her.
Her ass was so hot inside and it felt so good. “My God, honey. Your ass is so fuckin’ tight. I dreamed about this day of fucking your beautiful asshole.”
I could have stayed right there forever with my cock inside her ass and been perfectly happy. It was as close to heaven as I’d ever been. Once I felt she had been “sized” properly, I began fucking her hole a little faster and harder.
My cock was moving in and out of her ass like a piston in a car engine. She was taking it like a pro. It was hard to believe that my neighbor and my mother’s best friend–a woman I had always pictured as the consummate lady–was such an accomplished anal expert!
But there she was right in front of me and there was no denying how good she felt. I knew there was no way I could keep this up long. I was too aroused fucking my dream goddess in the ass.
Knowing that my time in this anal Shangri-la was limited, I decided to push my luck and see if I could really make this hot sexy incredible woman mine after all. Could I convince her that I was more than just her neighbor? Could I prove I was enough man to handle her in all her moods and keep her under my control and command?
I believed I could, otherwise, I wouldn’t have started down this path. The last thing I wanted to do was get myself into something that was over my head. I was trying to prove I was capable of being the man she needed–making a fool of myself by biting off more than I could chew was not going to get me the girl!
No, I was sure I could handle her needs and give her what she wanted so much. All I needed to do now was convince HER of the same. So I decided to go all-in. A quote from my high school history course comes to mind. It is a quote from Virgil: “Audaces Fortuna Iuvat (Latin) – Fortune favors the bold.” I was going for broke!
“Now, you told me you love a good assfucking. So I’m going to show you what good assfucking’s all about.” I shoved my hard cock back in Carol’s asshole hard slamming my balls against her ass.
She moaned out loud. “Ahhhh…”
I pulled out almost all the way then slammed her ass again. “Oh FUCK Tommy!”
And then again I backed out and let her feel my full eight inches move in and out of her asshole. The friction her tight fuckhole was causing as my cock rammed her over and over again was unbelievable. I kept going, shoving my whole length in and out of her ass as fast as I could.
“How’s that feel, Carol? Do you like my cock up your ass? Do I make you feel like a slut?”
“Oh yessss… fuck me, baby, fuck my slut asshole!”
I was all too happy to grant her request and reamed her asshole good and proper while I continued to coax and taunt her into begging for more. “You like getting fucked like a cheap whore, don’t you? Tell me, whore, tell me how much you like my big cock up your tight ass.”
“Ohhh! Oh my God! Yesss… Fuck me, Tommy!”
“Fuck me, baby, harder! Yeah, fuck my whore asshole! Oohh… Oohh… Oohh…”
She was screaming in delight as my cock plunged in and out of her tight hole like I was drilling for oil in it. I was driving her lust to the limits as my hard cock pumped in and out, and my balls slammed against her asscheeks.
“Oh, God!” Oh my God! Yess… fuck me, Tommy! Oh, please fuck me…”
I slammed into her ass again. Carol’s breathing became heavier and more ragged–I could tell she was lost now in her own lustful delirium. She started clawing at her tits pinching and tugging at her nipples. She was losing control totally and could only think of my cock fucking her ass. She was enjoying this buttfucking and didn’t want it to stop…
“Ohhh! Oh, fuck! Ohh! Don’t stop! Oh, please… Ohh…!”
“Feels good up the ass, doesn’t it?”…
“Yes! Oh God yes! Ohhh! Ohhh!… Fuck me! Fuck my asshole!… Harder! Please, harder!”
She was desperately pleading for me to ram her asshole harder and harder. I don’t know how she was able to handle the brutal fucking I was giving her asshole as it was, but she wanted more. I knew she had to be on the verge of an orgasm, she was literally out of her mind as I was slamming her ass.
“Oh my God! Oh my God! Oh my God! Fuck me… Fuck me, harder, Tommy! Ohhhh!…”
I figured it was time to help her over the edge. “Play with your clit, whore. Play with your clit and fingerfuck your nasty pussy while I fuck that ass!”
She did as I said, adding yet another layer to her anguish. “Ohhh! Oh my God, Tommy, please…”
“That’s it, Carol, just let yourself go. You like this, don’t you? You like acting like a filthy slut, don’t you?”
“Oh God, Yessss… “
“Yes, you like being a whore. But whose whore are you?”
“Yours… I’m your whore…”
“Say it! Whose whore are you?”
“I’M YOUR WHORE, TOMMY! I’M YOUR WHORE!”
“That’s right. You’re my whore now. You’re my cum eating, ass fucking, filthy dirty whore.”
“Ohh, Tommy! Oh, please! Fuck my asshole! Pleease…”
Making her admit that she enjoyed what I was doing to her and that she was mine now was all it took. Any resistance she might have had, any reservations about this being “wrong” or immoral, crumbled like a sandcastle to the incoming tide.
Her body went into a tremendous orgasm as she twisted and convulsed kneeling on the couch with my cock slamming in and out of her ass. She cried out over and over in her pleasure.
“Oh, Tommy, please! Please make me your slut, your whore! Please, I’ll do whatever you want, baby, anything you want! Please make me yours… please!”
Her screams and begging were just too much. There was no way I could keep this up regardless of how it felt. I was ready to cum. There was just no holding back.
“I’m gonna cum, slut. I’m gonna cum. Where do you want it?” I asked because I wasn’t sure what she liked yet. Some of the girls I’ve had sex with liked to swallow and some hated it. I’ve found that asking that first-time heads off any mistakes and leads to a second time!
“Cum in my ass, baby! Please, I want to feel you cum inside me! Please give me your cum deep in my ass!” Carol was like a bitch in heat. Lust had still consumed her as she clung to me pleading for me to cum inside her over and over. It was all I could take.
Her pleas were met almost immediately.
“Oh, fuck, I’m cumming!” I warned. She pulled me to her clinging to me like a baby monkey clings to its mother, waiting for me to flood her ass with my cum. And cum I did. I blasted several tremendous streams of thick cream into her rectum. She was really enjoying this.
“Give me your cum!” she whispered in my ear.
“Mmm… More… Give me more…”
I emptied my balls into her until I was completely drained. She held me to her even after I’d finished, afraid I think that I might be like her other boyfriend lovers and leave after the deed was done. But I wasn’t like her other men. I wasn’t going anywhere.
I pulled back just enough so that I could face her. I looked at my beautiful Carol, her eyes sparkling and a look of absolute bliss on her face. I hadn’t seen her this happy in years. I leaned forward to kiss her and she made a happy little purring sound deep in her throat as she continued to cling to me.
We stayed like that until we began to cramp up and had to change positions. I sat down on the sofa and pulled her onto my lap, straddling my legs and facing me. As she played in my hair, my hands cupped her magnificent tits, my thumbs rubbing over hard, eager nipples.
“I guess you liked my cock in your ass?”
“I didn’t care where your cock was, I just had to have you inside me. Mouth, pussy, or ass, I just wanted you inside me someplace.” She paused for a moment, still catching her breath. “You really fucked my ass hard, didn’t you?
“I sure did.”
“You like my ass don’t you? And you liked fucking it?”
“I sure did. You’re a great fuck and you got a great ass.”
“Well feel free to have it anytime you want it, baby!”
We sat there holding each other and feeling close for about a half-hour or so. Suddenly Carol sat back up and put her hand to my face making me face her directly.
“Tommy, honey, can I ask you a question?”
“Sure, anything, Carol. What is it?”
“Now be honest with me Tommy, this is important. And I can take the truth–I WANT the truth. Did you mean what you said earlier about how you felt about me? And that stuff about you not having any other girl… because you were waiting for me?”
I stood up and pulled her up to me eye level with me. I placed my hand on her soft cheek and looked straight into her eyes. “Carol, I meant every word I said. I am not the kind of guy that sweet-talks a woman just to get her into bed. I am always open and honest with my feelings.
“You deserve to know how I really feel. Yes, I do have feelings for you–deep feelings. Is it love? I don’t know. We haven’t gone far enough down that road yet, to be honest about that. But I do know that you have been my focus and my fantasy girl for a very, very long time.
“Yes, I haven’t had any real relationships because frankly, no one could compare to you. And I didn’t want to settle until I knew for sure that I had no chance with you.”
“Oh Tommy, my darling Tommy, you have more than a chance with me, sweetheart. I can’t believe I am saying this to my best friend’s son–someone who until now has just been a nice neighbor boy–but I do want to be your fantasy girl. I want to be more than your fantasy girl, to be honest. I want to be your girl, your slut, your whore. I want to be all you want me to be for you, baby.
“I don’t know how long it will last, how long you will be able to stand me, but until you get tired of me, I want to be yours, Tommy Daniels.”
I spent the night with Carol that night and we sat up all night talking and getting to know each other–on a much deeper level than just the neighbor lady who baked cookies and did my laundry for me on occasion! We got to know each other intimately. And yes we had more sex!
By the time the morning came, we had talked about our hopes and dreams made plans for us and decided that we wouldn’t tell Mom or anyone at first and just see how things went for a while. One of the things that I had decided was what (or more to the point who) I was doing over Christmas!
After Christmas was over and work had resumed, I started spending the weekend with Carol and I could hardly wait for Friday so I could see Carol again. I was perfectly happy with my girl, and she must have been happy with me as well because we spent a lot of time together on the weekends.
[img]https://images.lushstories.com/5137371c55e28a24f0ce6bc1/three-astericks.jpg[/img]
It was probably three months into our relationship that things took a new and more serious turn. It was one Saturday afternoon and we had just finished another hard fucking session. As we lay there in the bed resting and enjoying the closeness, Carol suddenly sat up cross-legged on the bed.
“Tommy I need to talk to you. Seriously.”
Well needless to say that got my attention and I sat up facing her. “What is it, Carol? Did I do something wrong?”
“No, baby… but I might have.”
She looked down and was fiddling with her fingers as she tried to summon the courage to continue. I knew that whatever was on her mind was worrying her sick. I took hold of her hands stopping her fiddling.
“Carol, what is it? Whatever it is we can work it out, I’m sure. Just tell me what’s going on.”
“Oh, Tommy I am scared to! I don’t want to lose you! I don’t… I can’t go back to the way it used to be!”
“Honey, you aren’t going to lose me. I already told you that you are my dreamgirl. I’m not going anywhere. Now tell me what’s wrong.”
Until now she had been talking to me but looking at the bed in front of her. Suddenly she raised her head and looked me directly in the eyes. “Tommy, I’m pregnant. I didn’t mean for it to happen–hell I didn’t even think I could get pregnant anymore. But, I wasn’t feeling very good the last few days, so I went to the doctor and she told me the news.
“Please, Tommy, please say you won’t leave me! Please baby! Please say you’ll still be mine!” she said. She was shaking as she spoke. I knew she was terrified that I would just run out on her like Dave did.
I thought about it for about half a minute before I spoke. To be honest, I didn’t have to think about my answer at all, I just wanted her to think I mulled it over!
“Carol sweetheart, this doesn’t change anything. I am not leaving you now or ever. Pregnant or not Carol, I love you. I know you and I haven’t used the “L” word yet, but that’s how I feel. That’s how I have felt for a long time. But I didn’t say anything because I wasn’t sure how you felt. I still am not sure but there it is, out in the open now.”
Now it was Carol’s turn to keep me in suspense. She listened to what I was saying without making a sound and then sat there frozen as she tried to process the meaning.
Finally, I couldn’t take the waiting anymore. “Carol? What are you thinking honey?”
She rushed at me and bowled me over, pushing me backward onto the bed and climbing on top of me. “Oh, Tommy you sweet, wonderful, incredible man! Yes! Yes, of course, I love you! Oh, Tommy, I love you!” She kissed me several times and after each kiss, she repeated I love you,”
Once she had gotten all the I love you’s out of her system, she looked down at me. “Tommy my dear, these last few months have been the happiest of my life. Even more so than when I was with Dave. You have brought me back to life and shown me what it really means to love and be loved.
“Tommy now that I see how life should be and what I have missed out on all these years, I can’t imagine my life without you in it. I can’t picture a world where you aren’t there with me. And it’s certainly not a world I want any part of. I don’t know what I did to deserve you, my love, but I am sure glad I did it.”
She lowered herself down to kiss me again and that’s when I rolled her over so I was on top now.
“Carol, it is me who should be thankful. I have watched you and wanted from afar for so long and now that I have you, I am never letting you go. You tell me that I brought you back to life… well, you have given me life. You have taken a young starry-eyed kid and made a man of him.
“Before I met you all I thought about was work and what party I was going to that weekend. I had no purpose and no direction. But you have focused me and given me purpose, given me a direction that I want my life to go in. And I want you beside me as I do, Carol. I want you always beside me. You and Bobby are my family, and now this baby.”
I saw Carol’s eyes fill with tears as she listened to me. I saw them roll down her soft cheek. “Carol those are the last tears you will cry, my love. The last tears you will ever cry.”
“Oh but these are happy tears, Tommy sweetheart. I am so happy right now I can’t help but cry.” I accepted that and kissed the trail of tears.
That Dec 21st, Carol gave birth to a precious little blond-haired, blue-eyed baby girl. We named her Christmas, Chrissy for short, and she was the perfect anniversary present for Carol and me!
