by Sarah Daltry
“That’s true.”
“Are you sure this whole arrangement is okay?” I want to make sure there are no surprises. I screwed up with Jay, Chris, and Rob; I promised never to do anything he did not know about or malicious.
“As long as you have something left for me when you get home.”
I unbutton his pants and pull out his penis. His bulge has been growing and once it is free from the fabric, it is at full attention. I slip my mouth over him, sucking him until he comes. When he is done, he brings me to the bedroom.
“Let’s see that sweet little pussy everyone wants so bad. You’ve got a real asset there. Maybe you should work on your entrepreneurial spirit,” he suggests.
We are both quickly naked. Mike goes to the freezer and comes back with a popsicle. I know what he is planning and the thought makes me crazy before he is even all the way in the room.
“You are just wild,” he says. He slides the whole icy treat into my hole and I come all over it. He inserts it repeatedly until it melts. When there is nothing left but the stick, he tosses it aside and licks the sweet juices that remain from my crotch. His tongue twirls around my clit and he gets his dick ready for me.
“I’m wild for you,” I tell him. I force him down on the bed and straddle him. “Let me show you how well this cowgirl can ride.” I am bouncing up and down on his meat and he is straining with pleasure. My little pony knows how to buck and I yell out as he forces himself further and further inside. When he hits my G-spot with the head, I orgasm and scream his name.
“Mike, don’t ever stop fucking me. I want to you ride you all night.”
He is happy to oblige, but after I come a few more times and he finishes, it is late and we are exhausted. He lets out a sigh of satisfaction. His dick is still inside of me as we fall asleep.
#
When we wake up, Mike is hard again and he is already inside of me. We are in a spooning position and the angle is perfect. I wake up to my first orgasm and then open my legs further so he can fuck me harder. He grabs my tits and uses them as leverage to slam me full of dick. I feel myself come on his cock and he finishes soon after.
Before we both leave for work, Mike kisses me and tells me he has a surprise for me this weekend. I look forward to it as I drive to Maria’s. She is ready for me when I arrive and leads me to her office.
“So this client is actually unable to be here to meet you, but I have a webcam set up for your conference. You have the room and I left you some things he may want to see. Otherwise, have fun. It’s your day.”
She leaves and log into the conference she has already set up. An older man, maybe Mike’s age, is sitting on a hotel room bed looking anxious.
“Hello,” I purr.
“Hello. Jayni?”
“Yes and you are?”
“Nick. Nice to meet you.”
“You too. So Maria tells me you can’t make it out here to meet with me?”
“Unfortunately I cannot. I don’t think my wife would approve. As you can see, I had to rent this room just to talk to you. But it isn’t cheating if it’s only online, right?”
I laugh. I am the last person who can define cheating.
“That’s too bad. I hear that I have a very nice pussy,” I tell him.
“Could I see it?” He asks this nervously. It is cute how unsure he is. All of the men I have met, with the exception of Eric who was into awkwardness, are very experienced and I like meeting with someone with no expectations. I feel more confident that I can please him. Until a couple weeks ago, I was not exactly the expert on these sorts of things.
I find a stool on the floor that I can place on the chair so that my crotch is in view of the webcam. Stripping before I sit back down, I spread my legs and watch Nick’s face light up. He starts rubbing at his pants.
“I would love to see what you have in there,” I tell him. He unzips his pants and takes out his dick. He is masturbating as he looks at my wetness.
“Alright, Nick, this is your show. Why don’t you tell me what you want to see?”
“What kinds of things should I ask for?” His nervousness is adorable. I take a vibrator from the box Maria left me and start using it on my clit.
“Well, how wet do you want my cunt?”
“I want to see it drip.”
“Mmm,” I groan. The vibrator is working its magic and Nick is getting his wish.
“Jayni, your twat looks lonely. I feel like it needs to be filled.” The awkwardness in his voice makes me think he doubts he should say these things, so I give him confidence.
“Nick, you have no idea. It feels so empty. I just wish you could fill it with that big cock of yours.” He rubs faster and is breathing heavy. I take out a dildo and slip it into myself. He almost chokes when he sees me sliding it in and out.
“How does that feel Jayni?”
“It’s pretty nice. My pussy loves being full, but I wish it was a nice juicy dick. You’re driving me crazy, taunting me with that meat sword, and not flying out here to stick it in me. I need a big old prick to really come.”
“If I flew out there, what would we do?” He is struggling to speak now and the dildo is not making it easy for me either.
“I would let you tie me up. You could come here and feel how wet I am, and I could feel how hard that massive dick is. Is it as hard as it looks?”
“It is. It really is.”
I pout and shove the dildo all the way up inside me.
“Oh Nick this is just not the same as a real balls deep dicking. Are you sure you can’t bring some of that here for me?”
“I think a cunt like that could change my mind.”
I push the dildo deeper and use the vibrator to stimulate my clit. I scream Nick’s name and beg him to come fuck me, announcing my orgasm. As I squirt everywhere, Nick comes too.
“So, Nick, how about flying out here for a meeting?”
He holds his dick in his hand. I can see the vein throbbing on screen. My pussy juices drip off the dildo and down the stool.
“Jayni, how does next week sound?”
5.
Because I have nailed Nick as a client (or will next week!), Maria gives me the rest of the week off. I spend a lot of time at home. Mike does not call until Friday, which really frustrates me. It is not just sexual; as much as I would like to make love to him, I also miss spending time with him. When he finally calls on Friday, it is only to tell me that we can’t make plans until Sunday.
“What do you mean?” I am agitated.
“I am so swamped. We have had so many new contracts and Alice, the new receptionist, is a bit of a mess, so things are chaotic. Ms. Schulman is ready to lose it and I have to start looking for someone to replace Alice.”
“I could do it,” I offer.
“Jayni, you’re committed to Maria.” He’s right. Still, I hope he hires an ugly old woman for the job.
“Do you promise we will see each other Sunday?” I complain.
“Yes. The entire day. I will be there bright and early.”
“And the surprise?”
“Still on,” he says cheerfully.
I spend Friday and Saturday cleaning up and reading. On Saturday, Katie calls to invite me out clubbing and I almost decline. Then I realize that I have barely seen her. I also have no excuse, so I dress up and go meet her. Steve is out of town so it is just us girls.
At the club, it is loud and crowded and neither Katie nor I is really in the mood for dancing. We are not there even an hour, before I invite her back to my apartment to hang out. We get a few bottles of wine. Both of us are slightly tipsy when she asks about Mike.
“Are you really getting married?” She is a bit unclear about the nature of our relationship; I admit I am, too.
“That’s the plan. Not for a while, though. He’s great, though. I can’t wait until you meet him.”
“And the sex is good? I mean, he is so much older...”
“Katie, the sex is mind-blowing. I feel like I am mak
ing up for a lot of lost time in college.” She laughs, remembering her wild adventures while I stayed in the dorm.
“As long as you are happy. You’re my best friend and I would hate-”
“I’m happy. I really am. I wish he worked a bit less, but I know that he is completely smitten with me.” We finish off the wine and she passes out on the couch. I make it to the bedroom, but the wine is too much and I don’t even get undressed before falling asleep.
#
When Mike comes in Sunday morning, Katie is still asleep on the couch and I have fallen from the bed in my club clothes. He picks me up and brings me to the bed, kissing me. I wake momentarily, but the wine is strong and fall back asleep. When I finally get out of bed a few hours later, he is sitting in the den with Katie. She is wide-awake; they are both drinking coffee.
“Good morning, sleepyhead,” Mike says. I go to him and sit on his lap, wrapping my arms around his neck. He kisses me deeply and I lose myself until Katie coughs.
“Sorry.” I say.
“I can leave,” she offers.
“No, it’s fine. Do you have work tomorrow?” I ask.
“I got laid off last week. Restructuring.” I feel terrible that I did not ask and am just finding out now. I have been so wrapped up in myself.
“I’m so sorry.”
“It’s okay. I will find something else.”
“Hey,” I suggest. “Mike is looking for a receptionist.”
“Really?” She looks hopeful and Mike just laughs.
“Fine. There is no way I can say no. I will just get her to convince me it was the right choice later.”
“Thank you so much,” Katie says. She comes over to me and hugs me.
We talk about work and Katie leaves eventually. When she is gone, Mike turns to me and asks if I am sure Katie is a good match for his company.
“Definitely. She is smart and she-” I am about to list all of her assets when I realize he is teasing me.
“I think I need some convincing,” he says.
“It’s dinner time,” I tell him. “Not now.” I go to the kitchen but he chases me and soon I am on the table with my legs spread eagle.
“Dinner, you say?” He begins to eat my pussy and I grab the wall behind me. His flicking tongue on my clit moves faster and faster. He inserts a couple fingers into me as well and finger fucks me as he sucks my clit until I quiver and come all over the table.
“I think I like this diet,” I tell him.
6.
Driving to the hotel to meet Nick, I am already wet. I brought a portable vibrator and I leave it on low setting as I drive. The image of him sitting in his hotel bed, looking scared but horny, has stuck with me. I don’t know why this client is so exciting, but I have been looking forward to it since our web conference.
I realize that Mike never told me what his surprise was, but put it from my mind as I walk to the room. I have a basic black dress on, but underneath, I found an extremely sexy red and black teddy. Nick strikes me as the type who gets a little kinky; I can’t wait to see what he does to me.
What I am not expecting is to walk into the hotel room and find Nick sitting in the chair, with a video camera set up on the desk and a cute boy my age on the bed.
“What the-?”
“Jayni, this is my cousin, Taylor. He’s a senior in college, but he has inherited my shyness. He has never been with anyone.”
Taylor blushes when he sees me.
“I thought you were going to fuck me,” I ask.
“I was kind of hoping you could help me walk Taylor through the steps? I brought the camera so that when I am alone...”
I was looking forward to seeing what kind of things Nick got into, but I suppose this will do.
“Alright. Well, Taylor, the first step is for you to help me get undressed.” I lead his hands as he pulls my dress off over my head. The teddy is complicated but I show him how to unhook it. He brushes a hand against my breast and apologizes.
“Taylor, you are going to do a lot more than that by the time we are done.”
When I am naked, I pull his shirt over his head. I run my hands over his chest. The bulge in his pants strains against his zipper so I hurry to get it out. Nick is taping and his own bulge is obvious. I am going to get that in person before he leaves, regardless of his plan. I take Taylor’s dick and start masturbating him. He is already losing control.
“Taylor, you have to hold back your orgasm. It will be a lot more fun if you can make me come before you do. Besides, if you finish now, you’ll never get to feel this. I take his hand and help him get his fingers into me. I clench the walls around his fingers.
“Fuck,” he says.
“That’s the plan,” I tease. I make sure he is lying back and then I run my body along him. His cock twitches when I slide past it with my moistness, but it won’t be that easy. First, I lower myself onto his face.
“Alright, Taylor, remember what I did with your fingers? I want you to do that with your tongue.” He does and I moan. “Good. Now take the tongue out and flick it over that spot in the front.” He is a quick learner.
“What next?” He is trying to control himself, but I can tell he does not have long.
“Now you get to see what a cunt feels like and I get to ride that lovely cock.” I move onto him and ride him. He comes almost immediately, though, leaving me unsatisfied. Taylor is shaking and I am glad he had a good time; I just wish I were getting more out of this. I looked forward to it all week.
Nick must be able to sense my disappointment, because he asks Taylor to switch places with him. He comes over to me and runs his dick along my vagina.
“After all that work your pussy has done, now it’s still wet and ready.”
“You said you would fly here to fuck me,” I whine.
“I thought it would be nice to get my cousin some action, but I didn’t fly here just to watch. Don’t you worry. I am going to pound you into submission.” He holds my legs up in the air and slams his dick into my snatch. I feel myself squirting as he enters and I tighten so I can get every inch of him. He pounds me hard, using my legs for leverage.
“Are you getting this on tape?” I ask.
“I am,” he says. “I need to remember this pussy. You were right. It is pretty damn amazing.”
“Well your dick turned out to feel as good as I expected,” I say and he slams into me harder. The bed smashes into the wall and I hear the noise of the headboard. People are going to hear him fucking me like this.
“This guy is fucking me so good,” I announce. Might as well make sure they know what is happening.
“That’s because she has the best pussy around,” Nick adds. I tighten again when he says it, making sure he knows I appreciate the compliment. There is a knock on the door. Someone yells to keep it down. Taylor opens the door and a businessman enters the room.
“Do you mind?” He is watching Nick plow me against the end of the bed.
Nick laughs. “Do you see how hot this chick is? No, I don’t mind.”
The businessman looks at me and I smile. He scowls, but I blow him a kiss. “You want a turn? Is that why you’re so uptight? There is plenty of this snatch to go around. I can take quite the dicking.” He grunts and leaves.
Nick is laughing as he hammers me harder and harder.
“Do you ever get tired?” Taylor asks.
I come again and wait until Nick explodes all over me. “Why? Ready for more?”
Taylor takes the cue and flips me over. I feel like I have been fucked raw, but as soon as the head of him tickles my lips, I am bucking. He does not have the stamina Nick has so it is another quick one, but I am able to come this time and I leave the hotel more than satisfied.
7.
That night, Mike comes over after work and tells me he has a surprise. We never talked much the night before, so I am happy he did not forget. After we eat, we sit in bed and he hands me a small box.
“A ring?” I ask. We had not exchanged rin
gs, although a part of me would like something more serious than just a promise we will go to Vegas together.
“No, something else.” I open the box. Inside is a key. There is nothing else.
“A key?”
“To my apartment,” he smiles. This is a big step and I know it is a huge move on Mike’s part. “I think it’s time you come over when you would like.”
“I won’t show up unannounced,” I promise. I appreciate my own privacy but I am grateful for the gift.
“I want to share everything with you.” He brings me to the bathroom and draws a bath. He gets in first and lowers me down on top of me. We make love in the bath. It is slow and steady. There is no fucking; it is deliberate and focused and he explores every inch of my body.
“Jayni, I love you so much,” he whispers in my ear. I lean against him and we rock to ecstasy together. After we are done, he cleans me off and we lie in bed, cuddling.
“I love you too, Mike. Thank you for trusting me.”
He holds me close to him and we sleep.
#
After the gift of the key and our bathtub lovemaking, I don’t expect three days to go with no contact. I call his cell several times, but aside from one text saying he is busy, there is no communication. Finally, by Friday afternoon, I am livid. I promised I would not go by his apartment unannounced, but I decide I will remind him what he is missing and plan a big surprise for when he gets home.
I open the door into his apartment. It is huge with a great view. I am not surprised he lives in luxury and I am less surprised that everything is clean and efficient. What does surprise me is that as I put down the groceries I brought, I hear moaning from the bedroom. I don’t remember if Mike has a roommate; I don’t think he does, but I am still convinced there is nothing odd going on until I open the bedroom door.
Mike sits on the bed, his shirt still buttoned, shoes still on, and his pants around his ankles. In between his legs kneels a naked woman. Her head is bobbing up and down, sucking him off. He does not see me because he is leaning back, eyes closed in pleasure.
“What the hell?” Mike opens his eyes and his shock registers.
“Jayni,” he says, but there is no excuse, no explanation. The woman stands up and when she turns around, I feel sick.