5:30pm
She picks the hotel room and checks in, a nice suite at Holiday Inn Express with the living/lounge area separate from the bedroom. In this case it wasn't separated by far, with only a half-wall between them. You couldn't sit on the couch in the living area and see into the bedroom, but if you stood in front of the couch you could see at least the lower half of the bed. Nice place, nothing fancy.
I pick up some drinks and wings on the way. There is this tremendous wing place near the hotel. I have always thought that wings were more or less the same no matter where you went, at least until she and I stopped into the "Spotted Dog". They do some sort of grill and baste thing that makes them amazing, she and I both make a special point of getting them when we can. Tonight is a special night, so amazing wings and our favorite drinks are definitely in order.
We spend a couple hours relaxing with one another in the room, talking about day to day things while we eat and have a couple drinks. We are feeling relaxed and content, and about 830 or so she gets in the shower to shave/freshen etc. I have a particular time that I told her she needs to be ready by. She gets out of the shower, puts on a T-shirt and a robe, and we chat until the first knock on the door.
9:30pm
I get up and answer the door. It's someone I have vetted for safety, but she hasn't met yet. I invite him in; sit him on the couch next to her. I sit on the seat facing them, and we make small talk for a few moments while she stretches her bare legs out. He is a bit uncomfortable with me there (intentional on my part, I am quite dominant and enjoy making other men uneasy) so it takes him a while to get the courage to compliment her. He says she has great legs, and she comments that he should feel how smooth everything is. I love the "everything" comment, the double meaning lets his imagination run without being so forward it ruins the uncertainty. His eyes are drawn down towards her legs as she extends her nearest towards him. Her robe still covers her, but with her legs parted now the hint of what he may soon have is unmistakable. He rubs his hand across her leg, down it, then up, then leans towards her. Her head tilts forward as their lips meet, and his hand begins to work his way across her stomach. He slides his hands under her robe, and I let him play with her nipple for just a moment before I suggest that they go into the bedroom. I enjoy interrupting his rhythm, and I especially enjoy the expression on his face when he is torn between continuing what he is doing or going into the bedroom to do even more. He looks at me, and the decision is made. They stand together and move to the bedroom, pausing by the bed to let their hands and mouths explore further.
I move past them as he pushes her toward the bed. He has her robe untied and wide open now. She lets it fall to the floor as he removes her shirt, kissing and biting his way up her sides. He pushes her back on the bed, and takes his own clothing off before climbing in beside her. He is in decent shape, though not a gym rat, with an average circumcised cock about 5 or 6 inches long. I move to my chair in the corner of the room, and watch to make sure she enjoys herself. I can tell that although she is excited she has been somewhat uncomfortable with this one so far, he is very crude with the dirty talk and though she likes that from me it's odd for her to hear it from a stranger. Also, as he has become surer of himself he has begun to act more aggressively, assuming he is the dominant to her submissive. This is something she loves, is in fact the entire point of the evening, but he seems to be misreading the situation. As he sucks her nipples and lets his hands wander between her legs, she looks over and makes eye contact with me. I show her the old Roman "Thumbs up, Thumbs down" signal. She pauses for a moment looking at me, and then she goes back to touching and trying to relax with him. He guides her head towards his cock as he kneels on the bed beside her. She takes him in her mouth, sucking and rubbing on him. He instructs her to take him all the way into her throat, and then stick her tongue out to lick his sack. She complies, gaining some enthusiasm but I can tell she is still a bit uncomfortable. I am wondering if he is going to be clueless enough for her to pull the plug, which would make for an awkward start to the evening, when he offers me the opportunity to salvage the situation.
He asks her if she is getting thirsty from blowing him, and she grunts yes around his cock. He turns to me and tells me to get her a drink. Perfect. I reply, telling him that he is welcome to get her a drink himself on the way out the door. He looks up at me again, the heat of the moment fading enough for him to understand who the true master in the room really is. His arrogant expression fades under the force of my gaze. In a moment, he goes back to instructing her but now the situation is clear. She continues working his cock with complete enthusiasm now, as he runs his hands around her torso to pinch and pull at her nipples. He must have done something right, because a few moments later she deep throats him, reaches around behind his back, and gives me the thumbs-up.
I relax as the two of them enjoy one another thoroughly. She continues working his cock with her tongue and mouth for several minutes, swallowing him deep and then sucking and swirling when she brings it back up. He has turned so that he can reach between her legs as she does, and soon she is grunting around him as he works her pussy with his hand. In moments I can hear the wetness of her, the sounds of his hand moving like footsteps on sodden ground. When he begins to approach his climax, he pulls out and lays her on her back. He is about to enter her, spreading her legs wide and guiding his cock with his hand, when I hear the next knock on the door.
10:00pm
I get up and head to the door. Behind me, I can hear the soft wet sounds of him driving his cock deep into her soaked pussy. She makes soft sounds of exhalation as his thrusts pound repeatedly into her. He tells her to give herself to him, not to hold back, to be the slut he knows she wants to be. He is right, this time he has read the situation correctly as she lets her self-control fall away. The sound of their bodies slapping together beats in time with my footsteps as I walk.
I open the door. I know that this fellow is significantly more well-endowed, at 8" long and at least three inches thick. Even after her time with her first suitor, this will definitely get her attention and I congratulate myself on my foresight. After all, I would be a poor master not to have planned for important details like this one.
I have him get naked on the couch while I go back to check on her. She is grabbing her nameless lover tightly as he works her hard, but she hasn't cum yet. This strikes me as odd, because she normally cums easily, often, and non-stop. I briefly wonder if this is because of his shaky start and the fact that I had not been in view for a few moments. No matter, I know exactly how to cure the situation. They are on the bed crosswise, so I go around to the other side of the bed and take one of her wrists in each of my hands. I pull her arms to me, and pin her down while her guy pumps hard into her. Once her arms are stretched and pinned it takes only seconds for her to start cumming, and her face gets super flushed as she does so at least three times in rapid succession. Her hips buck upwards with each climax, her cries interrupted by the impact of every thrust. I know from experience her pussy is grasping and pulling, the muscles inside her kneading his cock as the spasms of her orgasms course through her. Barely a minute goes by before his face also flushes and hammers himself bruisingly hard against her, pumping his seed as deeply into her womanhood as possible. She cums again, harder, the twitching of his cock and the feel of him filling her pushing her over the edge once more.