Brother SpyChapter 10 Martha s Boyfriend Roger
- 3 years ago
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The Return Of Sir Roger free porn video
** This was written as a follow-up to another story – which was a memory of some of my time living on St. Croix. I was in my mid-twenties then, lived there for five years and, mostly slutted around or, made money by being a TS prostitute.
A few weeks later, on a beautiful Sunday morning, the girls and I were having a late breakfast on the veranda of the good old King Christian. Molly was sitting directly opposite me at the table. Suddenly, she looked up, directly behind me, gave a twisted little smile and said, “Ut oh s*s…here comes your boss man!” before I could react to her remark a strong hand was placed on each of my shoulders and I was given a big wet kiss on the neck.
Roger was back in town.
******
During my life there were three guys I should have been smart enough to become the ‘partner’ of or, in the case of Jack, marry. All of them had told me that they loved me, had asked me the big question [more than once] and were what I needed. They were all strong dominant males, a little older, all pretty well endowed and, they all knew how to keep me towing the line. Roger was the first and, I would have been fixed for life.
******
While this [his return] was expected, the timing could have been a little better. I’d just spent an evening with two guys from New York, who’d tried to fuck me to death. They’d taken turns for almost five hours; I’d made a decent amount of money but was showing and feeling the effects of it. The one guy had been a little bit of a spanker…not too hard but, I’d spent some time getting my ass warmed while over his knee. Yes, it was still a little sore and tingling. I’d done a fair job on myself before meeting the girls, not a lot of makeup but enough. I was sore in a few spots and, my little cunt was still pretty damned raw. There was a Kotex jammed between my cheeks and the envelope, with the money in it, was firmly stuffed into the front of my panties.
I’d picked them up [or they’d picked me up] at our favorite bar, on a whim. It had been a productive night, with only a few hours sleep, and I was showing the effects of being a little TS whore.
Being me and, being genuinely thrilled; I got to my feet, turned around, went up on my toes and threw my arms around his neck. Being Roger, he gave me a bigger, much longer and wetter kiss along with tongue. His hands slipped down my body, found my cheeks and grabbed a handful of each one, lifting me almost off of my feet. We hugged warmly, kissed a little more, I whispered, “Welcome back.” in his ear and clung to him. I had missed him a lot and, was very glad he was back, even if the timing was not the best. He took my seat and, I plopped myself in his lap and put my one arm around his neck. After the flurry of ‘hellos’ we settled down to our meals, my bloody Mary and sausages and, a lot of talk. I had no reason to ask him anything. The greeting, being allowed to sit on his lap, his one hand on my leg, said it all – my position in his life was still safe. How I was gonna’ get around my sore bottom and, my sore cunt, was something I’d have to – maybe – wiggle my way out of.
When things settled down Roger made the announcement that there were gifts on the way. He’d sent them as ‘cargo’ and they hadn’t been put on his plane in Miami however, they should be on the morning plane here and, it should have landed a few minutes ago…we’d wait.
His flight had only made it to St. Thomas, where it had engine problems; he had arrived on the morning Goose and, had managed to grab the last available seat.
I snuggled and enjoyed his renewed company while we both put up with raunchy comments from the girls. We had a few more drinks and, Roger made sure that there was a nice room available. It looked like I wasn’t getting out of anything. When I went to power my nose, Molly made sure she went with me.
I was a little worried, “Shit…he’ll know that I was fucked good and hard last night!”
“Yes baby but, you aren’t really ‘property’ yet, are you?”
“No but, hell if he gets pissed about this…” I wasn’t worried about being punished, it was losing my future meal ticket.
“Show him a lot of attention and then give him a good ride…that should make everything ok. What kind of shape are you in?” patting my backside.
“Ok, a little tender, ya know, little raw back there. I didn’t even check to see if there were bruises…dammit!”
I gave her the envelope to keep then, turned and lifted my dress.
“Not too bad,” she said, “a few little bruises low down, but not too big.” I was a little relieved but…I was still leaking a little.
Molly said, as she bent me forward and jerked my panties down, “I can fix that.” I bent, her arm went around me slightly above my waist and she tucked me in against her side saying, “spread your feet and turn your toes in…”
As soon as I did, my backside got a good smack then, another then, another…
She stopped after she lit a fire back there, “Now you have an excuse for a sore bottom…you lost a bet to me and I just collected…stand up.” I stood up, tossed the pad and pulled my panties up…damn, my backside did sting! We hugged and went back to join the group; the presents were just arriving. I don’t think Roger noticed that I was a little flushed.
He had gifts for everyone and handed them out to a bunch of kisses. Saving the last two boxes he said to me, “These are for you…you get them in the room…everyone else gets to see them at dinner tonight.” with a smile. I faked a pout but gave him a nice kiss. The girls opened theirs and raised hell with surprise and joy – I had a feeling mine would be a little more intimate. I had a feeling I’d be ‘earning’ them very soon.
When we went upstairs, Roger pulled a comfortable chair into the center of the floor then, off to the side and then, gave me the boxes to open. Everything was beautiful. “Now,” he said, “change in the bathroom then, I want to have first look.”
There was a beautiful blouse with a pretty low neckline; it was all lace and very sheer material in antique white. The matching skirt was a cobalt blue with a hint of lace, slit up one side to almost my ass! The open-toe heels were four inch with a nice little ankle strap and, they matched the skirt perfectly. Everything else was satin and white and lace – a strapless bra that was next to nothing, a matching garter belt, very brief lace bikini panties and lace topped white stockings. Damn…I was gonna’ look pretty damned good! I quickly cleaned myself up, spritzed on some talcum powder and slipped into everything. I was trembling so bad that I had trouble with the buttons on the blouse.
Once my little fashion show was over, he had me strip to the undies then go and change. I folded everything neat and tidy then, joined him minus the stockings and garter belt.
He held off for about half an hour while I knelt and made love to that beautiful hard cock. Once in bed, he carefully removed the new panties then mounted me like a crazy man. I didn’t have to fake any of the noise; his magnificent cock, my sore bottom and matching sore cunt did all of it…I was very loud! There was no love involved; it was pure a****l lust as he tried to fuck the bottom out of me! And, he did a very, very good job of that.
His thick nine inches was a good tight fit in my small frame. Doing doggie or missionary he could and, often did hit bottom in me. Not too hard because, for some reason, I was made to take longer cocks. Most longer guys were amazed at first, with a little work and patience I could take twelve or even f******n inches. In either of those positions, I could work at it for a while then take it all; it was a matter of getting things stretched-out right. Roger was just about perfect for good hard steady lovemaking.
I could also handle – within reason – nice thick ones. That little cunt of mine is nice and tight but, when played with, as I relax more and more, I can get a very thick one in there with minimal pain after a few minutes.
That’s me…I’ve always been attracted to the thicker meat.
Roger was a little thicker than a full one and a half inches when good and aroused and, I seemed to do that to him a lot. Two nice long sessions with that man and this little slut was walking funny for a while – it put a different wiggle in my little ass.
When it was over and, I lay there cradled in his arms, then – I felt love and caring and - my guts rolling with some little cramps. That was it for me; if he really wanted me, I was ready to be ‘kept’ by him.
I promised myself that I’d act like a perfect ‘lady’ during dinner and, any time I was in public with him…to a point. The rest of the time, I was his whore, his slut. I was ready.
That was the night that, during dinner, Mel announced that she was returning to the states. One of her ‘dates’ had fallen hopelessly in love with her. He’d made several trips back to see her and she’d finally given in to him. We were gonna’ miss the girl but she’d gotten lucky with this guy.
Roger and I had come to an agreement, early in the afternoon, while we were taking a break from a very long session.
He’d missed me more than he thought he would. I negotiated myself into it before completely giving myself to him. Things would be set up so that I’d get a small but substantial allowance every month. In return for this I would be at his beck and call whenever he was in the islands – which was most of the year. He would get a small but nice house in Christiansted, I’d live there but…I’d also spend time with him on his home island, at the plantation.
He knew that I was a total slut so he didn’t put many restrictions on how I behaved. On St. Croix I could do pretty much what I wanted except, when he was there, I was to give him 100% of my time without question. On his island I was to behave like a lady always, no fucking around, especially with the hired help. He’d make sure that, if I wanted or needed something, I’d get it – within reason. He wasn’t curtailing my lifestyle much; he was just making some little changes in it.
When I was with him, he would expect obedience and total submission.
Before getting ready for dinner, I was given my first little ‘lesson’ in submission/obedience. Corner time…a pretty good spanking then, more corner time. I think everyone, in our end of the hotel, knew someone was being spanked, I didn’t hold anything back!
I sat on a sore bottom during the meal.
The next few days were filled with shopping, fucking and hanging out with the girls. We found a nice little house, furnished it and I moved in, all with the help of the girls. Roger had a little business to do but most of his time was devoted to me. It was also agreed that Molly was to move in with me; the house was small but had three bedrooms. This would lead to something else in the future – something very sweet.
At the end of it, everything set up and settled, Roger and I grabbed a Goose for Tortuga. It was time for me to meet everyone on his island now.
Marisol
- 02.12.2021
- 22
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