tagAnalMy First Time With Sandy

My First Time With Sandy

byALawyer©

My first time with Sandy, who was 32 and newly married at the time, was because she and her husband owned a cell phone company that was going under. They had worked hard to bring in money, but they had also spent hard. New house, SUV, car, cabin in the mountains and suddenly their debt was towering over their cabin.

Sandy did the books for the business. When the recession hit she started borrowing to finance all their luxuries, but they soon exhausted every available source of cash. Sandy came to me, not for more cash, but to help them look at bankruptcy. They were in danger of losing their home to foreclosure and Sandy was distraught at the thought of losing her home.

Gail led her into the office and offered her coffee. She sat and sipped it while I looked at the papers she had brought with her. As I scanned the papers I also glanced up periodically to appraise her case as well. Her face fit her curly blonde hair perfectly. She had C sized tits that, I noticed, bounced nicely as she walked into the room and sat down. Her thin blouse amplified the slightest move of her full, firm breasts. She was a full-figured woman. I could see her being an underwear model for Lane Bryant, standing in a white lace corset, garter belt, white stockings, and g-string panties. Her breasts would bulge over the cups of her corset creating a distracting amount of cleavage. Suddenly my dick is getting hard looking at her. I look back down at the papers.

I started discussing her case, working through the papers she brought with here. As we talked about her problems, I was thinking about her in a black chemise with black thong panties, the chemise thin so her nipples are displayed both in their state of arousal and their visibility through the thin lace. She is posed in profile. Her tits holding out the material of the chemise, which is short enough to display a full ass cheek. Fuck, I sure can’t stand up now. I reach down under the desk and squeeze my cock, down boy.

As I reviewed their financial records I noticed she got up and started looking at the my pictures and awards on the wall: the plaques for community service and law degrees, and pictures with well known state and national political figures. She stood up and moved close to the wall examining them. She’s now wearing a light-blue satin baby doll nightie that barely covers her ass cheeks, no bra, and tiny panties, nothing more than string and a small triangle covering her shaved pussy. As she walked along the wall I focused on her lightly veiled ass. Think about what pleasure it could provide. My cock had grown so hard it was painful; it needed release. I stroked it a bit, because I couldn’t not do it.

“John, are you married.”

“Yes, my wife and I have been married over thirty years.”

“You seem such a young man for being married for so long.”

“Thank you. You are also quite beautiful.”

“Oh, I could lose a few pounds.”

“Sandy, some woman think they are fat, and they are, and some women think they are fat, and what they truly are is very sensual and erotic. You are most definitely in the sensual category.”

She beamed at me and went back to looking at the pictures. She was sensual as she was now wearing one of my shirts and nothing else. I knew as I looked at her freshly fucked glow, that my cum was in her pussy, and at any second I would see a small stream run down her leg. Shit, I’ve got to stop looking at these lingerie catalogs. I reach down and stroke my cock a couple of times just to relieve some stress. Much more of this and I’m going to have wet pants.

She noticed some people at the bank which held all her debt. Sandy walked over to my desk. My shirt was not buttoned and I could see the inner slopes of her tits and her pussy with it small crown of hair. I was sure she arched her back to show off her breasts to me. My cock was close to unloading in my pants.

“John, is there any way you could use your connections to the people at the bank to help us.”

“I really can’t. Our relationship with them is completely confidential. Our firm could suffer serious damage if I abused this relationship.”

She slowly came behind my desk. I saw she had dropped the shirt to the floor. I blinked and suddenly she was dressed in her suit. My dick was throbbing in my pants. She turned my chair around so I faced her as she leaned over me.

In a voice that promised much she softly said, “John, I will do anything not to lose my house and cars. I need you to help me. Save my house and cars and I will repay you with my love and body. I will offer you my body. I will suck you dry, you can fuck my ass, you can fuck these big tits of mine, you just can’t fuck my pussy. I can not get pregnant.”

“Well, Sandy, that’s quite the offer. Now you will have to sign a paper that states that you absolve me of any legal liability for our affair and that you are entering this consensually and without remorse.”

“I’ll sign anything; I’ll do anything, just help me.”

“Have a seat and I’ll get things going.”

She sat back down. I’m steadily leaking into my pants. She sat in the chair next to the table where my secretary and I fuck several times a week, while I went into my bathroom and called the local Hilton Hotel.

When I walked in Sandy appeared as if I had interrupted her deep in thought.

“Meet me tonight at the Hilton Hotel, room 189, at 7 p.m. I’ll bring the agreement and you can sign it then.”

I was standing next to her my erection was still in full force. She looked at the long bar stretching my pants. Her hand came up and touched the bulge. She stood up and said, “I’ll be there.” I watched her ass bobble as she left the office.

I quickly sat down at my desk and waited until I was sure she had left our offices. I pushed the intercom button on my phone. “Gail, could you come in here.”

“Sure, John, I’ll be right there.”

She walked in and I motioned her to lock the door. She gave me a surprised look, then a look of understanding. She stood by the door and pulled up her dress and lowered her panties to the floor. She moved over to our table, bent over it raising her dress, spreading her legs and exposing her pussy to me. I could see her hand start to rub her clit. Her pussy opened and I could see the moisture begin to form. I stood up and moved behind her and unzipped my pants. I quickly lodged my cock into her cunt and started to fuck her hard.

“John, did little blonde turn you on? Did you get hard from her braless tits? Isn’t she a little on the fat side for you? I bet you couldn’t get you cock in her ass through those fat cheeks of hers. She looks so innocent. You don’t like innocent girls do you? You like women like me who know what they want. I know when you need to fuck my pussy because your cock got hard over some blonde piece of fluff. Fuck me, John, shoot your hot cum into my pussy, because if you shoot your cum into that fat blonde bitch’s cunt, I’ll cut your dick off. You know that don’t you, John?”

“Oh, yes, Gail, I know it.” I filled her cunt with a huge load of cum. I felt her pussy spasm around mine as she followed me with her orgasm. I pulled out my wet cock and stuffed it back in to my pants. She stood and leaned down to put on her panties. She smiled at me and returned to her office.

*****

So I’m sitting in room 189 at the Hilton Hotel at 6:45 p.m. with a drink waiting for Sandy. Beth thinks I am at a late meeting of city officials. I am not sure Sandy will show up. She might have second thoughts about the agreement she is coming to sign.

At 6:50 she knocks on the door and I let her in. She is dressed in a loose fitting blouse and a knee-length skirt and again no bra. She smells of soft soap and lavender perfume.

Setting her purse on the table she quickly comes to me and wraps her arms around my neck and kisses me. Her tongue enters my mouth seeking mine. Her hand goes to my crotch and begins encouraging my cock. I hold her close enjoying the plush feel of her body and the rounded softness of her ass.

Her hand is working my cock. Then she drops to her knees and begins unbuttoning my pants. She pulls out my dick, “You’re huge,“ she says. Her month covers the head and she is off to rapidly sucking the head while stroking the shaft with her hand. She gives a great blowjob. I am in no hurry to be anywhere so I ride along content for her to suck my cock.

“Sandy, I’m going to cum soon.” I thought I would give her the swallow option, even through she had said at my office she would swallow my cum. She sucked it all out of me and swallowed every drop and licked the head when she was done.

She smiled at me. “I love the taste of cum. I suck my husband’s cock all the time.”

“Let’s get undressed and then when you get hard again we can fuck.” She unzipped her skirt and displayed a black garter belt hooked to black stockings, and no panties. She unbuttoned her blouse and dropped it on the chair. She was naked. Her tits stood out proudly with little droop and her ass was wide and lush.

We got on the bed and made out, touching, and petting. She loved a couple of fingers in her cunt and my thumb thumping on her clit. She pulls my cock until I’m hard again and I turn her on her hands and knees and pull her ass up in the air.

“John, remember you can’t fuck my cunt. I can’t get pregnant, there’s some lube in my bag.” I open her bag and find the K-Y. I climb on the bed and squirt a nice dose right in the middle of her little asshole. I poke my finger into her ass and push some lube in.

“Oh, fuck, that feels good. Put your finger in my ass and fuck me with it.”

“Does your husband fuck your ass often?”

“A couple of times a week, I love getting my ass fucked.”

“Good, I love nothing better than a good ass fuck.”

“You’ll get a great ass fuck from me. That’s enough, get your cock ready and put it in me.” She reaches back and pulls open her cheeks and gives me a good target.

I finish lubing my dick and put the head in the middle of her anus. She and I push together and I pop past her tight ring. She opens immediately; she’s had cocks up her ass regularly from the ease I sink into her bowels.

“John, this feels so good. You’ve got a great cock, and it fills my ass wonderfully.” I can feel her ass quiver around my cock.

“You’re tight, Sandy. My cock loves your little ass.”

“You mean your cock loves my big ass. John, when you fuck me hold me by my hips and push in hard. I love my ass fucked hard.” She moves her hands from her cheeks and moves her right hand to her clit. Her left hand moves up and pulls on her nipple.

I fuck my cock in her tight little shitter as she moans about how good it feels. Her ass squeezed my cock tightly as I fucked her. I love a broad ass. She started cumming.

“Oh, fuck my ass, I’m going to cum!’” I increase the speed of my fucking. She is polishing her clit and nipple as she cums. She screams and shoves two fingers into her cunt. I can feel them on my cock as I fuck her ass. The tightness of her cumming ass and the finger tips on my cock drive me over the edge. I pull her hips tightly, and ram my dick into her and explode sending my hot cum into her bowels. Sandy cinches her muscles and milks by dick until I drop that last drop of cum into her. I collapse on top of her and roll off to the side.

“Sandy, that was a great fuck.”

“Wasn’t it. John.”

“You really know how to fuck.”

“Thanks. I hope you can help us.”

“I’ll certainly do my best if I’m rewarded like this. Let’s go take a shower and see what else we can do.”

We wash each other and warm up again. Sandy kneels in under the water spray and sucks me after washes me. She gets me hard and pulls me out of the shower and back to bed we go. I lay back on the bed and she takes me into her mouth. I find her hips and pull her over the top of me and I extend my tongue push it into her as far as it will go. Sandy rocks her hips against my mouth and strokes my cock and bathes the head with her tongue.

I pull her hard clit between my lips and tap it with my tongue. Sandy moans around my cock and I feel her body convulse as she comes. Her orgasm begins as the first steamer of cum splatters onto her tongue. She closes her mouth around my cock and swallows every drop. We fall apart again.

“John, I hoped I was offering my body to someone who was a good lay. This would have been a bad experience if you were a lousy lay. It least I can concentrate on the power of the sex and enjoy your cock.”

We lay on the bed getting to know each other while we recover. She has my cock in her hand and softly jacks my cock.

“Sandy, where does your husband think you are right now?”

“He thinks I’m out with a girlfriend. She has used me as an excuse when she has met up with a lover she has. She was glad to return the favor. What about you?”

“My wife thinks I’m at a meeting with city officials.”

“Do you have enough time for another round? Your cock’s ready.”

“Sure, I have plenty of time.”

Sandy picks up the lube and squirts a glob in her hand. She spreads it over my cock until it gleams. She squeezes more from the tube into her hand and reaches around to push the oil into her ass. I think, there’s something exceptional about a woman who gets herself ready to ass fuck without your assistance.

She swings her leg over me facing me and sets my cock into her anus. It spreads her open and she lowers herself until her cheeks rest on my legs. She leans down and kisses me as she starts to slowly rock her ass on my cock. I reach up for her full tits and move one to my mouth.

“Suck my tits. Bite my nipples. Oh, fuck, yes. Nip them.” She picks up the pace of her ass on my cock and I pinch her nipples with my fingers. She’s moaning loudly and panting as she rises and falls on my cock. “Fuck, I’m cumming again. Fuck it.” I’m not quite ready yet, two cums gives me a certain stamina. She cums choking my cock with her tight ass. Sandy keeps fucking and screaming. “Fuck my ass, I’m cumming again.” She goes over again and she is losing control.

“John, cum in my ass. I want to feel it shoot in my ass. Fuck me.” I am now ready. Her blizzard of dirty talk is pulling out my cum. I shoot in her ass and push her up with the force of my strokes. She cums again and then collapses on my chest. My cum running out of her ass.

“Fuck, John, I’ve never been fucked like this. Where’s that fucking paper I’m supposed to sign.”

*****

The next time I am with Sandy is a month later when it is time to sign papers for her to keep her house and cars. She comes to my office at lunch time. I sent Gail and another secretary out to a nice lunch on me so I would be alone with Sandy.

Sandy arrives on time and is wearing a business suit over her lush body. Her smiling face is framed by her curly blonde hair. I pull out a bulky file folder and she works her way through the documents signing paper after paper.

When we are finished she is quite happy. “John, I can’t thank you enough for all you have done for us, or perhaps I can.” He pulls down my zipper and extracts my cock. She leans down and sucks the head into her month. She licks me and massages the shaft with her soft fingers.

“John, I didn’t come her just to sign some papers and blow you in gratitude.” She turns and lies on the table where Gail and I fuck and pulls up her dress. She’s naked below the waist. “John, I stopped in the ladies room, before I came in here and my ass is very lubricated right now. Just step up behind me and slide your cock in my ass. It’s missed you over this past month. It’s addicted to your big dick. My husband just doesn’t stretch it like you do.”

I stood looking at the broad ass of hers. She has no tan lines as she doesn’t tan. Her ass is white and she reaches around to show me her shinny anus. She’s come ready to pay me for my efforts. I move up behind her and nudge my cock into her ass. I pop in and she gushes, “John, I’ve missed this cock so bad. I hope I can come back for more legal advice. I would hate to think this is my final time with your big dick in my ass.”

“I want to fuck your cunt someday.”

“John, you just can’t there’s too big a chance on getting pregnant.”

“I’ll wear a condom.”

“John, I’m on the pill and I still afraid. You’re just going to have to be happy fucking my ass. It’s all I’m going to give you.”

I pump her ass harder and she moans. Her ass is so tight that I am not that unhappy. Sandy is getting close to her orgasm; I have to tell her to be quiet when her moans are getting out of hand. She would be shocked to know that on the very spot she is standing now I fucked my secretary Gail two hours ago. Gail had come in just after the office opened and locked the door. She had brought her dildo with her. This always means she wants me to fuck her ass while she fucks herself with the dildo. So Sandy comes on the same spot as Gail.

I smile to myself as to how lucky I am that I get to ass fuck two beautiful women on the same spot two hours apart.

This idea brings on my orgasm as I unload all my cum into Sandy’s bowels. She’s bucking from the force of her cum and I see my cum start to leak out from her ass to my carpet. I must get this cleaned up as Gail cleaned up her mess from earlier and would know it wasn’t her cum on the carpet.

Sandy stands up and goes from ass slut to attractive business woman in seconds. She gives me a kiss and leaves with her papers.

I got to fuck Sandy’s ass one more time in my office. Then she began to want it regularly, and I had to say no. I have enough in the long haul in keeping Ruth, Beth, and Gail satisfied.

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