This is a work of fiction depicting sexual acts between consenting adults, aged eighteen and over. There are no similarities to anyone real or living, other than myself who is the main character, set in deep running fantasy. There are depictions of unprotected sex and smoking. I do not condone either, as each is an individual's choice. Constructive feedback welcome at rachellenaughty@yahoo.com. Also, support Nifty with a donation if you are able.
A Career Change Chapter 15 -- A Weekend to Remember
After Saturday with Dale, I was feeling good about myself. The late afternoon and evening, after I left him and came back to the apartment, was spent relaxing and getting ready for Sunday. My second private session and this was a threesome with those two delightful men from the booth, Sam, and Jack. I thought I knew what to expect because I had a threesome once as a guy many years ago. They were a gay couple. The older of the two was seventy-nine and the younger was in his mid to late fifties. The older was as hard as the younger one. I got on my knees and sucked them both, then the younger put on a condom and took me doggy style while I sucked the older one. After he was done, the older one asked if he could fuck me and I said yes of course. He then put on a condom and fucked me until he came. He called me an insatiable bottom. He was right.
I read up on what type of meeting the two men today requested. Full service, pee play optional. That is interesting I thought. Sam was not into kissing and Jack was; therefore, I had to keep that in mind. Whoever kisses me is the kisser I thought. Five after one rolled around on Sunday and the message appeared on my phone that the members had arrived. I had a bit more confidence than I did the day before, remembering to not speak in my male voice and to act as femme as possible.
"Hello, Sirs," I said as I walked into the room. The room was cleaned sometime after my session the day before with Dale.
"Rachelle, I am Jack and you look very beautiful today, more so than in the booth," he said. He was the smaller of the two men. They were about my height based on their stats in the dossier. The four-inch pumps made me slightly taller. They were both in their early sixties, and Sam probably played sports as he was a little more muscular than Jack. They are both upper management in a large investment bank. They both wear glasses and dress well even for a weekend.
"Let's get a good look at you, Rachelle, come closer," Jack motioned me towards him. I was wearing the same thing I wore yesterday, just fresh panties and thigh highs.
He came up behind me and said, "May I remove your robe."
"You can do whatever you want to do to me, Sir," I replied in a low sultry voice.
"Call me Daddy Jack," he said.
"And call me Daddy Sam," Sam said. "Please don't call us Sirs."
"Well Daddies, I want to show you both a very, very good time this afternoon."
With that the robe was removed from my shoulders and I felt my panties being tugged down. These men were wasting no time, they knew what they wanted. They both slipped off their shoes, socks, pants, and their shirts. They stood next to each other as I got down on my knees. They stood there with the bulges in their briefs getting bigger.
"Oh Daddies, what do you have for me," I said innocently, looking up at them.
"Why don't you look for yourself baby," Daddy Sam said.
With that I reached up to grab his briefs, tugging them down, his cock popping out as I did so. I then did the same to Daddy Jack.
I let out a little squeal "They look better here than in the booths," I said. "Let me see if they taste any different."
With that I took each one in a hand and licked the heads simultaneously as they moved closer together.
"Oh yes, they taste much better here," I said.
I started to work each one back and forth, sucking one and slowly stroking the other. I was getting moans and quiet words of satisfaction from them both. At various times when working between the two of them one of them put a hand on the back of my head and pulled me closer to them. I took each balls deep with not much difficulty and they loved that.
"Rachelle, I want to eat your pussy, get on the bed baby, and suck Sam while I savor your hole," Daddy Jack said.
With that I broke off servicing them both as Daddy Sam laid across the bed. I got on all four with my pussy exposed to the side of the bed. I went back to sucking Sam as Daddy Jack, spread my pussy, and sunk his tongue into it. I let at a muffled moan. He was great at what he was doing. His tongue was long, and he was getting into my pussy. He was into it, eating me for at least 10 minutes and massaging my balls which were suspended through the cage loop. He carefully inserted a finger, then two and then three into me.
"Oh my God," I exclaimed
"Too much baby?"
"No, its ok," I said, not wanting to disappoint them.
And more he did. He pushed three fingers fully into my pussy, which was still sore from yesterday's fucking. He bottomed out his fingers, pulled out and slipped a fourth finger into me. Oh my God I thought. I was wrong when I was on the machine in the salon and said no man has a cock this big. I never thought about a fist. Although he didn't fist me, he was close to trying. I was certain I was not ready for that.
"I will get that fist in there some day baby, don't you worry," he said.
"Jack let me have some of that pussy." The fingers were removed from my pussy, and they switched positions. I immediately went down on Daddy Jack as Daddy Sam got to work licking and kissing my pussy hole.
After a few minutes he said, "I have to fuck this now."
He put one foot on the bed and pushed me down, he grabbed lube from the nightstand, applied it to his cock and pushed it in. He went balls deep, with no hesitation. My pussy accepted him with some resistance as he increased his thrusts. He then got on his knees behind me and increased his thrusting more. Shit, I thought, he is going hard, doing so for a few minutes, and then stopping.
"Your turn Jack" he said as Daddy Jack got up from the bed and came around to take his place. He was a bit more gentle, but my pussy was stretched from his fingers so there was little resistance. He fucked me for what seemed like five or ten minutes, but I had no sense of time.
"Sam, let's double up on her," he said. "Rachelle, we want to try something. Move forward, and straddle Sam. I am going to try to slip in there with him.
I did as I was instructed to do. and straddled Daddy Sam as he reached under and found my pussy with his cock, it went in balls deep again. Daddy Jack got behind me and soon I felt his manhood pushing at my pussy. I had to move up slightly from Daddy Sam's cock to allow the Jack to slip in. As it did, it stretched me to a new and painful place. Oh my God, this is tearing me apart I thought. I let out a squeal and said "ouch". I felt terrible that I said that. I am supposed to be capable of taking it and I wasn't.
"Too much baby?"
"A little," I replied.
"Lift yourself up a little more I am almost in," he said.
Doing as he instructed, he was then able to push and spread my pussy wide. Oh my God. I have never done this before. I let out a louder squeal because it was increasingly uncomfortable.
He immediately pulled out and Daddy Sam's cock slipped out.
"Sorry baby, I wanted to try that, and you seem so easy to do things with," he said.
"It's ok, I just need to rest a little," I said. Moving off of Daddy Sam and laying on the bed.
They laid down on either side of me. I did not want to disappoint them, but I was feeling like I already had. I took each of their cocks in my hands and slowly stroked them. I didn't want them to lose their erections. I then got up so they could move closer together. I got on my knees and sucked them alternating back and forth.
"I am sorry Daddy's that I couldn't take both of you at once," I said, "I want to do that for you both, but I need to work on making room back there. I want you both to be happy, how can I do that best for each of you."
"We are both going to cum inside you. Jack, you go first."
It didn't take long for both of them to cum. Daddy Jack came first inside me. I then rode on top of Daddy Sam and let him fill my pussy up further with his creamy load. I collapsed onto the bed with both of them. We were sweaty and exhausted.
"Sam, can you do this again next Sunday," Daddy Jack said.
"Probably, I have to see if we are going anywhere," he replied.
I presumed by `we' he was referring to his wife.
At least I knew at that point I didn't disappoint them and that they would be back. "They are only allowing me three to four privates a week right now. You may want to book the appointment today." Thinking that I didn't tell Dale that yesterday.
With that Daddy Jack grabbed his phone and made the appointment.
They thanked me and said it was a great start and they will be back as often as possible. With that they both got dressed. I thanked them for being understanding and I went back to my apartment. It was only two o'clock. Could I work the booths this afternoon I thought. I was horny from taking both of their loads and wanted more.