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By *andyandtim OP Man
over a year ago
Celtic Manor Hotel |
The Stud and the call girl
He had said on the phone, “I want a respectable girl, none of your cheap sluts with no dress sense”. So I got the call, “Some guy who’s a bit choosy, he wants respectability’ so it’s one for you darling.”
“Oh well,” I thought, “I need the money so why not?”, “Ok, what’s the details?”
“He’s in a hotel on the sea front. Don’t worry, there’s no problem. This hotel has access from outside, so there’s no need to go through reception with all the hassle of nosy hotel staff wondering just who you are and what you’re doing there.”
“Thank goodness for that, I’ve had enough of trying to talk my way into a guy’s hotel room.” I went on, “Did he say anything about what he wanted?”
“He was a bit mysterious on that – he was a bit evasive, I got the feeling that he knew what he wanted but didn’t want to say it outright.”
“Oh dear, you reckon he’s a bit kinky then?”
“Could be, but he sounded quite nice, you know, business type, nice accent, nice and polite. He’s probably a married guy who fancies a bit of action while he’s on the loose in a strange town where nobody knows him.”
“Did you talk money?”
“Nothing was said apart from a sort of comment that ‘Money was not a problem’ – I guess that means it’s up to you.”
“Ok, I’ll take it. You’ll want your usual ‘finder’s fee’.”
“Just the usual ten percent darling.”
“Ok, give me the address, hotel, room number and so on. By the way did he use a name?”
She gave me all the details, and confirmed that he called himself ‘Tim’ – probably not his real name but who cares. So I went.
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As I was getting ready I thought about his request. Most guys don’t really comment on dress sense. The normal routine generally implies getting your kit off as quickly as possible. But he wanted ‘respectability’ so what’s that? I selected black underwear – most guys like that. But what to wear on top? I decided to please myself on that score. So a proper length skirt with a smart blouse. I have a thing about full, flared skirts. This stems from my childhood when I was fascinated by watching pretty girls in flared skirts walking along the sea front with the wind catching their skirts and revealing their stocking tops and suspenders.
I selected a full circular skirt in light georgette which was almost transparent. As it was a bit too revealing, I put a satin slip under it to maintain a measure of respectability A blouse to go with it? Something enticing perhaps. I picked out a see-through blouse which went well with the skirt. Black bra, black stockings and suspenders, black panties and black high-heeled stiletto shoes completed the ensemble. As usual I had chosen my black under-wired bra which gave me the support I needed for my breasts, but had nothing covering the breasts and nipples. This gave instant access to my nipples which happened to be my most erogenous zone and thus allowed a client to quickly get me aroused which I really needed if I was to perform to the client’s satisfaction. Finally I put a smart business-suit type jacket on top and I was ready.
But there remained one lingering thought. He had some strange desires which he wasn’t going to reveal – and did he know what sort of escort agency he was telephoning? It was in the fine print but perhaps he didn’t read the leaflet thoroughly? Did he fully understand what was meant by ‘She-male’? I guess he will fairly quickly get to find out so I had better be prepared to make a run for it if he was expecting something a little (or a lot) different from me.
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I found the hotel easily enough, and quickly spotted the room.
I knocked. There was some sound from inside the room and the door opened. I was faced with a man of about average height dressed in an expensive business suit. He looked quite normal and relaxed. Maybe I was exactly what he was expecting.
“Hi,” I said, “I’m Helen, the agency passed me your details complete with the required ‘respectability’. So here I am.”
“And very nice you look too.” He responded, and continued. “Please come in.”
“My names ‘Tim’ and I’m afraid the hotel doesn’t run to sitting rooms so we’ll have to make do with the bed as a sofa.” He motioned me to sit down. “Would you like a drink, tea, coffee maybe?”
“Thank you Tim, a cup of coffee would be nice – milk and no sugar please.”
While Tim was busying himself with the usual hotel room electric kettle and the sachets of coffee and the like, I looked around the room. Nothing unusual there as far as I could tell. I kept thinking about his special, unmentioned, requirements. One thing though – he seemed very untidy with his neckties. There were a number of them seemingly scattered around for no particular reason. Why so many? And they didn’t look the sort of tie a business man would wear. In fact they looked both very ordinary, and a bit the worse for wear.
But the coffee was ready. Tim came over to the bed bringing two cups of coffee and sat beside me. He put both cups on the bedside table
“Why don’t you take your jacket off?” Tim made to help me off with my jacket and I let him do that. He very carefully put my jacket to one side and returned to the bed.
“I think you look very smart Helen. You look the perfect secretary; I only wish my Jenny back at the office looked like you.” I couldn’t help noticing that his eyes were glued to my breasts where my rosy red nipples could clearly be seen through the almost transparent blouse.
We were sitting side by side with Tim on my right. He put his left hand on my right thigh. “I like this skirt; it’s a fine material, very expensive looking.”
He made no attempt to squeeze my leg; he just placed it on my thigh just above my knee. I could feel the warmth of his hand through the thin material of my skirt.
“I have a bit of a fetish about skirts.” “How’s that?” asked Tim. “Well I like full circular skirts which swirl as you walk and draw attention to your legs which gets the guys watching as you walk.” “Circular?” asked Tim, “show me.”
I stood up facing Tim and grasped the side seams of the skirt taking care to grip the under slip at the same time. I then raised my hands to the level of my waist. I had my back to the main light in the room and I was fully aware that my legs were nicely silhouetted through the thin material of the skirt and slip.
“I see what you mean,” said Tim. “Come closer.” I moved towards Tim letting go of the skirt allowing it to drape round my legs. Tim leant forward and placed his hands on my thighs. He moved his hands up and down my legs. “I like the feel of your legs through your skirt. I can feel the contours of your muscles. No sign of fat there – do you work out?”
“Not especially.” I responded. “Why don’t you investigate further?”
“Like this.” Tim said. And ran his hands down my skirt to my legs and then slid them up under my skirt. His hands passed the top of my stockings to the bare flesh above. Tim pulled me towards him and, still holding my bare thighs in both hands, nuzzled his face into my tummy. “My God, you’re wonderful Helen.”
Tim then slid his hands further up and grasped my buttocks and pulled me closer.
At this point I realised that my secret would soon be exposed. His hands touching my body in a gentle, soothing motion was getting me sexually aroused. I could feel my cock getting stiff. I pulled away from Tim, “Let’s have our coffee.”
I swirled round and sat back on the bed, letting my skirt cover Tim’s knees. Tim gently took the hem of my skirt and placed it back on my thighs but making sure my knees were exposed and showing the hem of my slip. “I like the satin slip you’ve got on.” He said, and slid his hands under my skirt but on top of the slip. “This satin is so sensual.”
At this point I was sure he would discover my secret unless I did something quickly. I got up and went to the bedside table and began drinking my coffee.
Tim drank his quietly and the two of us sat silently for a while.
Tim said, “I hope I haven’t upset you Helen dear.” “Of course not Tim, I was just thirsty.” We finished our drinks and Tim stood up and took the cups away. He then turned back towards me and raised both arms inviting me to come closer.
I stood up and went to him. He put his arms around my waist and I put my arms round his neck. He bent his head towards me and kissed me gently on the lips. His kiss became stronger and he slightly opened his mouth. His tongue explored my mouth and I responded with our tongues battling for supremacy. He then pulled away from the kiss and whispered in my ear, “We both know why you’re here so why don’t we ‘get acquainted’ so to speak.” He quickly turned me round so I had my back to him. He then slid his hands up to my breasts cupping one in each palm.
“You have a lovely body.” He said, and brushed his hands over my breasts. This immediately made my nipples become erect. “Wow,” he said, “it seems like you’re getting excited. Your nipples are rock hard, a bit like some parts of my anatomy.”
I said nothing. Tim then grasped my nipples one between the thumb and index finger of each hand. He squeezed. I gave out a little moan. “So you like that do you, Helen dear?” “How about a bit more?” He squeezed harder. “It looks like I’m getting to you eh?”
Tim was still holding me tightly to his body and my arms were down by my sides. I wriggled a bit a moved my hands together between our two bodies. I could feel Tim’s cock. It was quite hard. Tim opened up a gap between us and, releasing his right hand from my right breast, quickly unzipped his trousers allowing my hands to grope for his cock. I found it easily enough – he had no underpants on!
I wrested it out from his trousers. “Your cock is fantastic.” I said.
“Modesty forbids me from agreeing with you.” Said Tim. “But it wouldn’t surprise me if you were right.”
He then backed to the bed and sat down. I turned to face him. “To use your own phrase: why don’t you investigate further?” He said.
I quickly knelt before him, putting a hand on each side of his hips. I then opened my mouth wide and lowered it onto his cock. I took it in as far as I could and gripped it. I slowly worked my mouth up and down the shaft. As I did this Tim reached down to my breasts and again gripped my nipples. He squeezed them hard. I moaned and writhed around with his cock firmly gripped in my mouth.
It was not long before I felt the hard throbbing in his cock and suddenly my mouth was full of his cum. I thought: “This is a bit soon; I’ve only been here an hour or so.” But I needn’t have worried. I grabbed my bag and headed to the en-suite bathroom. I repaired my lipstick and returned to the bedroom where I fully expected to find Tim getting ready for bed and asking me to leave. But he was fully dressed as if about to go to the office.
You look smart.” I said, “going somewhere?”
“No, I’d just like you to stay a while; come and sit near me.”
I sat next to him. “Do you remember what I said about having a girl like you as my secretary?” “Yes I do.” “Well let’s play at being in the office.” “Ok, so what happens now?” “Something like this.” Tim turned towards me, embraced me and went to kiss me. He said, “If this happened what do you think my secretary would do?”
Now I got the picture – he wanted me to react and reject his advances. To play out the reluctant secretary role. Maybe he was going to force himself on me – a rape scene.
Tim moved to re-enact the kiss which he had interrupted as he spoke. Now I put both my hands on his shoulders and pushed him away. But he was strong and held me tight. He then pushed me back onto the bed and half climbed on top of me and forced a kiss. I moved my head from side to side to avoid his kiss but I couldn’t avoid it much longer. I relaxed and then turned my head to his, and, opening my mouth, fully enjoyed his kiss.
“That’s right Jenny, I knew you would really like me if only you got used to the idea of me as a lover.” It was clear that he was enacting out a scene at his office that he had dreamt of for some time but never had the opportunity or the bravado to carry out in reality. My problem now was would he now pursue this play acting to the point of consummation resulting in his discovering my secret?
Whilst he was kissing me his hands explored my breasts and, as before, discovered my nipples which very easily became erect. At this point I became so sexually aroused that I thought “What the hell, I’ll enjoy it as much as I can before things get out of hand.” As things turned out I needn’t have worried.
Tim pulled back from kissing and slid his right hand down from my breasts and over my tummy. Then further. “No, no.” I said. “Why not.” said Tim. He went on, “Are you afraid that I’ll find out that you have a little more down there than you think I should find?” I said nothing. Tim said, “I know exactly what you are, that’s why you are here. You are a gorgeous transvestite and I adore you.”
“That’s a relief.” I replied. “So don’t let me stop you.”
Tim then continued to run his hand over my tummy, over my thighs reaching the hem of my skirt. He then skid his hand up my legs under my skirt raising my skirt as he did so. He laid my skirt over my abdomen revealing my black panties and suspender belt and my stocking tops. “What have we here?” He said, placing his hand on my cock which was becoming engorged and enlarged under the panties. “Let’s have a closer look.” He pulled the panties down revealing my cock which, by now, was fully erect. “I must have some of that.” Tim said, and bent to take my cock into his mouth.
I was now lying back on the bed with my knees at the edge and my calves hanging over. Tim then knelt on the floor between my legs and moved his hands up to my breasts to grasp and squeeze my nipples as he continued to suck my cock. For me this was seventh heaven, I just lay back with my arms over my head totally enjoying it.
Suddenly Tim’s mood changed. “Alright, Jenny, I know what you want and you are going to get it!” He stood up and quickly grabbed my panties with both hands, and, with one swift movement, removed them entirely. He then put his hands under my knees and lifted them high up almost over my head. This exposed my cock and balls and my opening. Somehow, without me noticing, Tim had undone his trousers at the waist. He stood up, letting his trousers drop to the floor and revealing his erect cock. Without further hesitation he dropped to his knees and put his hands under my hips and pulled my body to the edge of the bed. He then he forced his cock into me.
“Ow, that hurts.” I said. “Of course it does, Jenny dear. That’s why they call it rape.” He began to move in and out, slowly at first. Then, as some natural juices started to flow, faster and faster. He then pulled back from leaning over me and, while still on his knees, moved his pelvis forward and back pushing his cock vigorously in and out. It got to the point where his body was literally banging against mine. There was nothing I could do – he just carried on. Now I know why they call it ‘banging’.
He finally came and withdrew his cock. “Now that’s what I call a good fuck!” I said, “I hope the real Jenny never gets to find out for herself.” Tim laughed, “Don’t worry, she’s a nice kid but I have my fantasies, and I thank you for letting me explore them with out anyone getting hurt or embarrassed.”
We were both somewhat exhausted after this energetic sex play so I moved up the bed and laid my head on the pillow. It was a double bed and Tim then lay beside me.
“Are there any other fantasies you want to act out?” I said, half expecting him to say that there was nothing else on his mind. Tim was silent for a moment. Then he spoke, “As a matter of fact there is something on my mind but I don’t know whether you would appreciate it.” I replied, “Now you’ve got me intrigued; give me a hint.” It’s something which I came across when looking at a porn video. I found it incredibly arousing but I’m not sure it’s to everyone’s taste.”
“Well I’ve watched some porn in my life time but when you’ve seen one you’ve seen them all – they can get quite boring.”
“This one was a bit specialised though.” Said Tim.
“Give me a clue then – go on, it won’t hurt.”
“Well that could be exactly the point – maybe it would hurt.” He went on, “You’ve doubtless heard the term ‘S and M’ but do you know what it stands for?”
“Yes, I’ve heard of it but never experienced it first hand. Are you saying you want to do it?”
Tim said, “Well I don’t know – I wouldn’t know where to start.”
“Ok, Tim, first you must decide if you are the masochist, or the sadist?”
“Neither of those really, I suppose I want to experience being in control.”
“In control of what? Me perhaps?” I said.
“Would you like that?” said Tim.
“Now you mention it, I must confess to a certain inclination towards some mild bondage. I suppose I sometimes feel the urge to be helpless and have a lover do things whilst I cannot object.”
“That sounds interesting,” said Tim, “a bit like the rape scene we just did, maybe?”
“A bit like that, I suppose.”
As we had been lying there, side by side on the bed, Tim had had one hand gently caressing my body. I wasn’t watching exactly what he was doing; I was on my back looking at the ceiling, sometimes with my eyes shut. Tim then began to move his hand around my body, exploring places where he knew I could be aroused. I was still fully clothed and I could feel a hand sliding up my legs under my skirt to gently play with my cock. I was becoming aroused at this. He then took me by the shoulders and pulled me to a sitting position. He unbuttoned my blouse and gentle drew it back over my shoulders to reveal my bare body clad only in my special bra which left my breasts exposed. Unbeknown to me, while all this was going on Tim had reached over to where one of his spare neck ties was lying and placed it behind him on the bed. Suddenly Tim turned me round to face the bed. He pushed me down so I was lying face down, full length on the bed. He grabbed my arms, forced them behind me and tied my wrists together. He tied them tightly. There were no half measures when he did this. I began to realise that this was one of his secret desires. He was into bondage! And I was his victim!
Although my wrists were tied behind my back I still had a lot of movement. I said, “This won’t keep me very still; you’ll have to do better than this.”
“I know.” He said, and, using another of the ties he tied my elbows together behind my back. Now I really was immobilised whilst lying on the bed. Tim then rolled me over and pulled me to a sitting position, pulling my knees to the edge of the bed so that my feet dangled over the edge.
With my elbows tied tightly together behind me I could feel that my breasts were pushed forward and totally exposed. Tim stood up in front of me.
“Perhaps a little fun now, eh!” He reached forward and grasped my nipples. Previously when he had done this he had started gently before becoming less gentle. This, as he well knew, got me fully aroused. But now he made no attempt to be gentle. He grabbed a nipple in each hand and squeezed. Squeezed hard, and I do mean hard. I gasped with the pain.
“Not so good when you can’t stop me is it?” Although it had hurt, squeezing my nipples had still had the same effect – my body became aroused. He pulled me to a standing position – I could do nothing to stop him. He undid the waistband of my skirt and the under slip and let them drop to the floor. I was now standing in front of him wearing only my underclothes. My panties had disappeared to across the room ever since he had removed them when he fucked me. So there I was, breasts exposed and my cock fully erect and standing proud of my body.
“So now what will your master do with you?”, “You’re a woman maybe?” “But what’s this thing I see sticking out which shouldn’t be there?”
Tim slapped my cock with his open hand. I squirmed, trying to get away from his reach.
“So you don’t like that.” He did it again. This is where part of my sexuality gets confused. I was enjoying the idea of being abused by Tim especially whilst being in a state of sexual arousal. But . . . it does hurt – a bit.
Tim went back to my nipples and worked on them hard. Again it hurt, but turned me on even more. He then turned me round to face the bed. He pushed me onto the bed, face down. I wondered what was coming next – I didn’t have to wait long. There was a stinging sensation to my buttocks accompanied by a sound a bit like the cracking of a whip. “Now you know who’s in charge, eh Helen?” “A bit more punishment just to make sure you know.” There was another whip crack and my buttocks stung as he hit me again. Although this had hurt I felt a certain satisfaction at being under his control. He hit me again and again. He said, “Punishing you gets me really turned on – what’s it doing for you?” “It’s hurting Tim, I want you to stop, please.” “So you really appreciate that I’m in charge and I can do anything I like to you.” “Yes, Tim – you can do anything.” “Now that that’s understood,” said Tim, “how about this?”
I gritted my teeth not knowing what to expect. But Tim started to gently caress my rear with a strange effect. I found the total contrast of his gentle stroking, after the painful beating, very arousing. Tim now untied my bonds and turned me over to lie back on the bed. He leant over me and kissed me gently on the mouth. I responded. We then made love like two devoted lovers. That final act was strangely in contrast to the earlier sexual fun we had both enjoyed; it was satisfying and rewarding and I felt truly loved by this man with whom I had enjoyed so many aspects of a sexual relationship.
“I’m still aroused, Helen” said Tim. “My God, Tim you are really a magnificent stallion of a man, I don’t know how you do it?”
“So how are you going to help me out of this situation?”
“There’s one thing you’ve not done yet.”
Tim, intrigued, said “What’s that Helen, I can’t think of anything.”
“You’ve not yet fucked me the way a lot of guys do which gives them better control.”
“Oh, what’s that?” Tim asked.
“The doggy position of course.” I replied.
I quickly got off the bed and onto my knees on the floor. He came behind me and entered me. By now, after all the previous activity, I was quite moist and he easily entered me. He then moved vigorously in and out. He continued for what seemed ages till he finally came.
“That was lovely.” He said.
We both got up from the floor and collapsed on the bed and lay there quite still.
Tim then said, “I’m not finished with you yet.” I looked down at Tim’s body. His cock was rigid – like a rock. “So what now Tim?”
“Roll over on your side with your back to me.” I did this, and felt two things happen – his hands came round my body and grasped my nipples while his cock slid into me. Tim worked my nipples as he slid in and out of me. I was enjoying this immensely. Finally Tim came again. Lots of guys boast that they can keep going but Tim was the only one ever to do it.
Tim spoke, “Now there’s only one thing left to do. During all this fun you’ve not had your orgasm, I’ve had plenty, now it’s your turn.”
“Had he remembered?” I thought. I don’t think I actually said anything out loud but maybe he sensed it in the way I had reacted.
Tim moved me to the edge of the bed, again with my legs hanging over. He then knelt at the bedside, moved my knees apart, reached up to my nipples. He worked on them now gently until they became rigid. He then squeezed gently, but firmly. As he had anticipated, I became aroused and my cock stiffened. He then took my cock in his mouth and worked on it whilst, at the same time keeping the stimulation to my nipples.
I sighed at the excitement of the dual sensations and I knew I was getting to the point of ejaculation. “Oh, oh.” I cried out. “Don’t stop, don’t stop.” Tim carried on with nipples and cock, more vigorously in both areas. Finally I came and my whole body relaxed with a sensation of sublime happiness.
I got up from the bed and got dressed. Tim kissed me goodnight and sent me on my way.
He never paid me, and I never asked.
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