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Hotel Encounter

January 31, 2018 gssguy

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hotel encounter

I was in an online chat room one morning when I met a man named Thomas. He told me he was at a hotel nearby and he was looking for oral sex. I asked Thomas if he would like some company and he said to come over to his room. The hotel in question is only five minutes drive from my home. I drove over and found Thomas’s room number.

I knocked and was greeted by a surprise. Thomas opened the door, he had just stepped out of the shower. Thomas was a short, black man who was totally naked. I looked down to see an enormous black cock dangling between Thomas’s legs. It was close to ten inches long and as thick as my wrist. The first thing that went through my head was how I would ever suck that big of a cock.

Thomas invited me in and told me to get comfortable by taking off my clothes. I was a bit embarrassed when I slipped out of my duds. My seven inch cock looked so tiny when I compared it to Thomas’s dick. Thomas went over to the bed and motioned me to follow. I crawled in between Thomas’s thighs. I took his massive pecker into my hand and brought it up to my lips.

Thomas took his one hand and started to push my head down onto his shaft. I could barely fit his cockhead between my lips. I was almost choking on his rod. I tried to swallow as much as I could. Thomas was beginning to get harder from the action of my mouth. In reality I could maybe get four or five inches down my throat. His cock was just too big.

Bus Buddy

January 21, 2018 gssguy

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Sean rubbed his sleepy blurry eyes and tried to focus on the alarm clock on the nightstand. 6:25 AM, five minutes until the alarm went off. He usually hated waking up before the alarm, but this morning he had a raging hard on that demanded his immediate attention. At 18 years old, his cock demanded attention just about all the time, but sometimes were more urgent than others. He had to piss like a race horse, and that was only making him harder. He threw back the sheet and blanket, shed his boxers and grabbed hold of his pulsing rock hard cock, squeezing it and rubbing it. He briefly entertained the idea of grabbing the hand lotion out of the bathroom and making it a real event, but there wasn’t time, he had a bus to catch.

It had been a cold night and his skin was dry, so he was able to rub his hand up the entire length smoothly, even without lube. He rubbed his thumb in small circles around the head, coaxing a shiny drop of precum out of the tip. He squeezed his fist around the shaft and slowly stroked from the base to the tip, forcing more precum out until it started to slowly run down the head. The more he stroked, the more precum oozed from the tip, finally he had enough to coat his thumb and forefinger and lube up the head. Sometimes it seemed as though his cock was connected to an undrainable resevoir of precum. On more than one occasion merely fantasizing had produced enough of it that he had to change his pants.

Sean’s mind formed the dirtiest images he could conjure as stroked the entire five and half inch length of his pulsing shaft. He imagined Trisha Mcintyre, the blond chick that sat next to him in his senior english class in high school. He had never spoken to her in reality, but they had been fuck buddies in his mind since freshman year. “Oh Sean, I need your big hard cock” he imagined her saying, as she rubbed her big beautiful breasts through her uniform blouse. He could see her huge nipples straining against the thin fabric of her now see through top. She was such a slut in his head. She sprang from her desk and ripped open her blouse before falling to her knees in front of him. He just leaned back and let her pull open his pants, releasing his hardening cock. She stuffed his prick into her beautiful thick lipped mouth, twirling her tongue around the head, using her hands to stroke the shaft and massage his aching balls. He could only imagine poking into her puckered pink ass, using only her spit and his precum as lube. He squeezed his hand tight, then slowly pushed his oozing cock into it to simulate what he thought it would feel like to fuck Trisha’s perfect teenage ass. It was already the spring semester of his first year at community college and he was still fantasizing about Trisha from high school. But then, she did have the tightest ass in his mental world of fuck buddies.

Seans hips bucked, pumping his cock into his hand and he was getting close to cumming. He felt that pleasant urgent ache forming deep inside his groin, at the base of his cock and in his balls. He moved his free hand down to his clenched sack and started to gently massage the two fleshy orbs. Without missing a stroke he playfully rubbed each ball against the other in the sack, at the same time pulling them away from his slender body to prolong the moment. “Come on baby, fuck me harder!” Trisha silently yelled in near desperation, “I want your cum baby, cum in my mouth!” Trisha was such a dirty whore, she even went ass to mouth.

I Need His Ass Now

December 25, 2017 gssguy

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I came home from work tired, stressed, & horny. My brother’s friend, Dabnis, was drunk sleep on the couch. Dab had been staying with me as a favor to my brother, who was stationed in Iraq . As I walked past the couch, I couldn’t help but notice that Dab was lying on his stomach. That fat ass of his was sitting on his back. Looking like two basketballs dipped in white chocolate. His boxers were hanging loosely off his ass, making my mouth water.

Ever since Dab had come to stay with me, I have been feigning for that booty. And tonight, I was going to get some. After getting out of my clothes, I headed back to the couch. I knew that Dab was pissy drunk because he snored whenever he was in a drunk sleep. I walked up to the couch and slowly slid my hand into the back of his boxers. Dab’s tight hole twitched when my finger made contact with it. This was risky, but I didn’t give no fuck. I had to have that ass.

If I didn’t know any better, I could have sworn that I heard a moan come from Dab as I probed that ass. Soon, his ass began to get wet from me playing with it. Was this nigga enjoying getting fingered? I had always suspected that he got down, but this was proof of it. My thick, long 9 inches was bricking up. I slid Dab’s boxers down lower than they already were.

Taxi Ride

November 30, 2017 gssguy

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It was still dark outside when the cab arrived to take me to the airport. The driver pulled up, climbed out of the car and went to unlock the trunk so I could put my suitcase and computer back in. He was tall, maybe six foot two or six foot three with large muscular arms and legs which were intriguing to watch as he easily picked up my heavy bag. As he turned to climb back into the driver’s side of the cab I noticed his tight ass.

I climbed in back and confirmed I wanted to go to Terminal C at the airport for a ten a.m. flight. It was about a forty five minute drive to the airport and considering my early start I knew I would get there several hours early, but I thought I might try to catch an earlier flight, but if not I could get a bite to eat at a restaurant in the terminal.

As the car pulled onto the road I looked at the driver in the mirror. He was fair skinned but spoke with a bit of an accent, so I guessed he was from somewhere in Europe, or somewhere. Wherever it was a heck of a lot different than the East Texan twang I run into a lot since I moved here. Not that the East Texan twang was a bad thing, but I always was worried I’d say something wrong and some red-neck would be ready to string me up for being a radical.

Still looking at the driver he wasn’t what I’d call good looking, but I am sure some women might admire his rugged features. I’m not real good at conversation so besides a few remarks about where I was going and the weather, the ride was proceeding in silence. Diverting my attention from the driver’s face, I noticed they had a number of postings on the car windows with the fares.

The main fare I saw was the one eleventh of a mile for seventeen cents and I had to ponder that amount, I mean why not one tenth of a mile for twenty cents, it certainly would be easier to calculate. Then I noticed they charged twenty dollars an hour for waiting. I could stop and spend an hour eating and then simply pay the driver twenty dollars.

As we continued toward the airport I began to wonder about the waiting time, did the driver just sit and read or something while waiting? What if the wait was only thirty minutes, did they charge ten dollars or did you pay something more? Remembering his powerful looking legs and arms I pondered another good possibility for the waiting period. What if… nah, he would never, or would he.

Leaning forward in the seat, I said, “You know I have plenty of time before need to be at the airport.”

“I wondered about that, I mean you had me pick you up so early for a ten o’clock flight. I figured you might be trying to catch an earlier flight.”

“I had thought of that, but the weather here is so nice I wonder, say if we stopped for maybe thirty minutes. The fare here says you charge twenty dollars for an hour, what do you charge for half and hour?”

“Well, we really don’t have a rate outlined for that, but if you want to stop and have me wait I’d only charge you twelve dollars.”

“Twelve isn’t bad,” I said. “Do you know of a quiet place to stop?”

Willing First Time Submission

November 13, 2017 gssguy

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willing firs time submission

The wonderful thing about the internet is that it gives you an anonymous freedom to explore. Lets face it, more people are looking at porn than ever before, because it is accessible form home. I am no different. At 30 year of age I am an average looking guy with a girlfriend who is pretty hot, but very old fashioned. So old fashioned that she does not want to have sex until she is married. So after 3 months of dating my frustration was getting the better of me and having just dropped her at home after a night out, I decided to explore a bit of porn on internet.

After a while of enjoying a few sites I stumbled into a chat room site with various rooms. There was the usual mix of lesbian, teen, amateur type rooms. The one that caught the eye was the one which invited you to find a Master / Mistress. It was perfect I thought to myself. I have been waiting for my girlfriend but she will not let me do anything, here I could go into a room and pretend with someone who was the opposite and just wanted to use me for sex.

The room invited you to leave your inhibitions at the door, so to speak. So what the hell I thought, and in I went! I did not give away much in profile, just stating I was from Sydney and that I was 30 year old and willing to submit. Within moments I had a private message from someone asking if I was prepared to submit, calling me boi. At this point I had no idea if I was talking to a male or female, all I knew was that they were from the US — the mystery was a turn on. So I simply said ‘yes’.

I was asked if I had a webcam? Again the answer was yes. I was ordered to turn it on. I had only ever used my webcam to correspond with last girlfriend who had lived interstate part of the time we were going out. I switched the webcam on. It was strangely arousing to be watched by someone, not knowing anything about them. I liked the lack of control.

For the next few minutes I followed simple instructions to get the position of the camera correct as well as the lights. I was eventually told to strip. What the hell, its not like it was anyone who could recognise me, so I complied. I was getting hard…

After submitting to an inspection of my naked body, I was told that I needed to shave my balls now. I had always been curious about doing that and given that it was summer and getting quite warm, it was the perfect time to shed some fur. I returned from the bathroom with a razor and followed directions to remove all the hair from my balls, but just to trim the hairs above my cock.

When I was finished I was told I was a good boi and that I would be rewarded. But first I was asked some personal questions about what I was looking for and if I was enjoying being a sub. I gave the details I mentioned earlier about my lack of sex life and that yes I was being turned on (though I thought that might have been obvious by increasingly hard cock) and was willing to be owned. I was also asked…

“Do you live alone boi?”

“Yes Sir, I replied.”

“Good boi.”

“Before you get your reward boi, you need to prove your loyalty and give me your address. It is a sign of trust as you know I am not in your country. I do not want to know your real name.” Lots of things went through my head, but my delayed response was clearly annoying the person watching me because I was immediately buzzed. I decided not to think about it and go for the ride, after all they were in a different country and they could not save the webcam broadcast , so there was no way of identifying me. I gave my address. “Now boi, you will get a pair of women’s underwear on and then you will be able to ask me one question as your reward.” I’d never worn it before, but my mindset had became one of compliance now, so I went to my bedroom to retrieve a pair of ex’s panties that she had left behind once.

When I returned to my chair, I was again told I was a good boi and sit there for a few minutes to think about my question — but not to touch myself, which was becoming increasingly harder as I was very horny by now.

After about 10 minutes I was finally given the ok to ask a question.

I asked if the person at the other end would tell me anything about themselves. The reply was swift. “A sub does not need to know anything about their Master other than the fact that I am man in his 40s. You wasted your question boi.”

Massage Parlour Heaven

October 15, 2017 gssguy

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massage parlour heaven

It was about 3 o’clock on a Thursday afternoon, and everybody was winding down at work. Another long day inside a gray glass and steel skyscraper. My boss stopped by and looked at the paltry pile in my inbox and suggested I take the rest of the day off. Big deal, two extra hours. I had to wait for the train after 5 anyway. Two hours to kill. What to do? I wandered out into the street, slipped into a bookstore for a few minutes and then walked towards the train station. Then I remembered the massage parlor.

For years I had been going to the rub ‘n tugs. I figured it wasn’t really cheating, my wife wouldn’t know the difference and I hadn’t actually had sex. Usually I paid my fee and the girls massaged me and gave me a pretty good handjob but nothing more. Well, occasionally I’d massage their breasts through their flimsy t-shirts and would hold onto their asses as I climaxed, but nothing more. Yes, the parlor would be a good way to kill some time before my train came.

I walked into the parlour and Stacey, who had massaged me in the past, was at the front. “Hi!” she shouted and smiled. “Be with you in a minute,” she said, pointing to the chairs and magazines. She locked the door and disappeared into the back for a few minutes. The doorbell rang and another guy came in. Then another guy. Stacey had her hands full at front. It didn’t look as if they had a full staff, and why would they in the middle of the afternoon.

After a few minutes Stacey waived me down the hallway and followed me into a waiting massage room. I paid my fee then started taking off my clothes as she watched and smiled. Then the doorbell rang again. “Oh damn,” she said. “I can’t believe this. Just a sec.” I finished taking off my clothes and lay down on my stomach on the gurney. I loved the feeling of my naked body on the soft cotton sheets, and looking down through the hole in the table, as I had so often before.

Stacey opened the door after a couple of minutes. “I’m sorry, John,” she said. “It’s just too busy and I can’t get away from the front and none of the other girls are busy. I’m afraid it’s going to be a long wait. I’m really sorry.”

“It’s okay,” I said. “Too bad, I was really horny.” I got up on my side. Stacey looked at my rockhard cock and frowned.

“Wait a minute,” she said and came into the room and closed it behind her. “There is one option, but you might not like it.”

“What is it?”

“Well, we do have one guy on staff who–”

“A guy? Forget it.”

“Are you sure? He gives a good massage and could help you with this little–I mean big–problem,” she said, her cold hand enveloping my veined member.

“I don’t think so,” I said. “I’m not gay.”

“You would hardly know the difference. It’s almost dark in here. I’ll give you a free one next time if you try it out. He’s not making much money except with some of the odd women who walk in here, and I mean odd.”

I sighed. I’d never been with a guy or had really been interested. But I did want to get off. “Maybe he could massage me and then I’ll take care of it myself,” I said.

Vacation At The Beach

September 28, 2017 gssguy

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vacation at the beach

Up until now, I have always been a heterosexual male. Recently, though I have been rethinking my sexuality. The last few relationships with girls have been less than exciting and have ended badly. I am not saying that I am giving up entirely on girls, but I am curious about how I would feel about having sex with another man.

So, to explore my newfound curiosity I decided to go on a vacation to an Island resort in Jamaica by myself. However, before going on this vacation, I needed to spend a few extra hours in the gym to whip my body in shape. After all if I was going to attract any attention, I needed to be as fit and trim as I could possible be.

After a month of extra hard workouts, I decided to book my trip. My travel agent was a nice guy, so when I told him that I wanted to go to a secluded beach resort in Jamaica, he said that he had the perfect place. Once the trip was all set, I went shopping for a new bathing suit since all of mine were sort of old and outdated.

I went to this little shop downtown and started looking around at all of the suits. There were hundreds of those surfer-type suits that hang down to your knees and are covered with every color in the rainbow. I didn’t think that style was going to get the reaction that I was looking for, so I ventured into another section that carried men’s thong bathing suits. I was just about to buy a black one, when I spotted a suit rack with what looked like a bunch of strings hanging from it. I thought “what the hell!” if I was going to go down that road, I might as well go all the way. I picked out a bright pink string bikini that was comprised of a piece of cloth no larger than my hand and some strings attached that tied together to hold it in place.

I was almost ready for my trip. On occasion when I have been on a beach before, I had noticed some guys with small rings hanging from their nipples. It really intrigued me and since I have always had naturally larger than normal nipples, I thought that some day I might want to have my nipples pierced. Well, today was that day. I was just in a mood to do a whole bunch of things differently than I have ever done before. Right near the little shop where I just bought my new “bathing suit” was another little shop advertising tattoos and piercing on its front window. So I walked right into the shop.

There was a rough-looking guy at the front desk with tattoos all over his arms and neck that asked if he could help me. I told him that I was considering having my nipples pierced. He said that he had an opening right now if I was interested. I said absolutely and escorted me into a back room. After picking out some jewelry to adorn my nipples, he asked me to remove my shirt and sit back in what looked like a dentist’s chair.

I know that I was in the mood to try new things, but when the moment had arrived I was a little nervous. He marked the sides of both of my nipples with a black marker after cleaning the area to be pierced with an alcohol swab. He then reached over to his tray and grabbed a long needle. He placed the tip of the needle over one of the black markings on my right nipple and told me to brace myself. With one quick motion he pushed the needle right through my nipple. Boy, that hurt like a bitch. Then without wasting anytime, he picked up the 10 gauge nipple ring that I had chosen and inserted it into the hole in my nipple while pulling the needle all the way through.

Glory Hole

August 18, 2017 gssguy

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God I hate weirdos.

Long-haired weirdos, fast-talking weirdos, salesperson weirdos, gay weirdos. I hate weirdos.

I know, I know, to each his own. But I like good old fashioned values. Mom, apple pie, Old Glory and, as we used to say in the Army, the girl you left behind.

Well, I have to admit, in the spirit of full disclosure, that I have a few vices. There’s the occasional belt of straight up Jim Beam, there’s a penchant for fast cars which like to exceed the speed limit, and shaving a few strokes off my golf score. Oh, another vice came to the front by accident, when I attended a bachelor party which started at a strip club, moved over to an adult boutique, and then back to the club for a few lap dances.

So what, you say? No real harm there, right?

Probably not. Still, the latter trip to the world of exotic dancing and peep shows wet my appetite, and on a business trip to Philadelphia I found myself drawn, like metal to a magnet, to the flashing neon lights of an adult bookstore on Market Street.

Now I have to tell you that I’ve had a fairly normal sex life, at least to my knowledge. I like making love to a woman, caressing a soft body, hearing a woman moan to my ministrations. Of the dozens of positions explained in the Kama Sutra, though, I still liked missionary the best, although I have never tossed a young lady out of bed if she wanted to be on top or do the deed doggie or side-by-side. What can I say, missionary is my favorite, and I am not ashamed to admit it.

While I may not have the most active sex life, it is fulfilling. I’d like it to be more frequent, but, I can’t complain.

Still, when looking out the hotel window, that adult bookstore beckoned and I found myself casually walking over to it late one Tuesday night. My work was done after a productive business dinner, and I was catching the morning Metroliner back to the Big Apple.

As I approached the store I noticed a couple guys leaving, and since they looked “normal” I felt a boost of confidence, as if I wouldn’t be, well, a weirdo, for entering. Armed with that evidence I opened the door and stepped inside. There were magazines, videos, lingerie, adult toys, you name it. But what drew my attention was the wall filled with movie boxes depicting the clips being showed in the peep shows in the back room.

Wow, everything was on that wall, from straight to gay, from domination to transsexual, you name it, and it was there. I quickly looked around, then slipped back into the dark room with about two dozen booths. I went toward the back and slipped inside a booth in the back, making sure I closed, and locked, the door behind me.

That was my first mistake, because the room was totally dark. Damn, I thought, there must be a place to drop some quarters somewhere. After feeling around like a blind man, I finally found a place to drop my change, and dropped in a couple quarters, immediately starting a film.

With the start of the show there was light, and I immediately saw a place to deposit a bill, and added a fiver to my change. Then I settled back against the wall to watch the show. On the screen was a woman being mauled by a man with a huge penis. He was banging her and she was moaning in feigned ecstasy. I noticed a button, touched it, and immediately the view changed to a pair of men making it with each other…disgusting.

On to a blowjob which kept me spellbound, hardening my cock in my briefs. That feeling forced me to unhook my pants and unveil my cock to the dark booth. I slowly stroked it, watching the blonde suck the large cock, which ultimately erupted in her mouth. It was awesome. I especially like how she swirled the cum around in her mouth.

Another click and I saw a woman being gang-banged, while another click saw a young cheerleader being screwed in a locker room.

It was about that time when I heard a sound toward my right. I glanced down, and stepped back as, from the wall, a finger was sliding around a hole in the wall. At first I couldn’t believe it, but then I quickly came to the realization that these booths were sometime more than a place to watch porno, but a place for gays to have some sort of faceless rendezvous.

Unbelievable!

Getting a Workout

July 16, 2017 gssguy

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getting a workout

My girlfriend gave me a membership to a gym for my birthday. I didn’t really need to lose weight, just tone my body back up again and get some good muscle definition.

I went to the gym and used some of the equipment that I was familiar with and was working up a sweat getting back into a routine. I noticed some new equipment and went to the front desk to ask if I could get some instruction. The girl at the desk told me that my new membership included instruction from a personal trainer at no charge for the first thirty days. We discussed the details and I signed up to start with a trainer the following week.

I made my appointment for late in the evening so I could come in after work. I met Antonio, my trainer, the first night. He was a very fit guy that most women would drool over. He was in his early 30s, average height and Latin.

Antonio showed me the equipment that I was not familiar with and explained how to use it. We discussed which areas of my body I wanted to target. I told him I felt I needed to work on my legs, butt and abs. He looked me over and I felt self conscious under his gaze, but at the same time his eyes ignited me like a fire. He told me that to record my progress we were going to take starting measurements and then do weekly updates. He pulled out a tape measure and proceeded to measure different parts of my body. His hands grazed me from time to time and I was working to keep my breath steady. As he parted my legs and wrapped the tape measure around each of my thighs to get the measurements I hoped he couldn’t tell that I was getting hard when he touched me. I didn’t know why. I had never been into guys, but it happened that night. He put the tape measure away and I was relieved that the torture of him touching me was over while at the same time I wanted him to keep touching me.

In the following weeks I worked hard and was seeing progress in the shape of my body. I was starting to feel more comfortable with how I looked and was starting to buy new clothes

One night Antonio and I were going through our normal routine. I was sitting on a weight machine and doing some rows when Antonio sat down behind me and placed his arms over mine. He told me that I needed to adjust my form to get better results. He pulled along with my pulls and his arms remained on mine as we let the weights gently slide back. After a few repetitions he placed one hand on my rib cage and told me that I needed to breathe through each repetition. I could barely breathe with his hands on me. The sensation was unfamiliar. His hand was just inches above my cock and I wanted him to reach down and touch me.

Office Indiscretion

June 22, 2017 gssguy

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This was meant to be a landmark day for me as it is the start of my exit strategy after 12 months of working away from home to bring the department up to standard. The company had an outsourcing contract with a large government department for the IT functions which meant our staff worked onsite under fairly strict security rules. Five interviews today for the two positions as supervisors in the IT Department luckily I was only present to help out Amanda a HR consultant and James who would be taking over my role as department head as soon as his security clearance comes through.

James was about thirty-five average height and build but kept fit going to the gym and playing squash. Amanda was in her early forties and a mother of two, but had a nice curvy figure and a pretty face with striking red hair.

The interviewees were all current employees and I had got to know them quite well over the last year two of them, Emma and Joanne, more intimately in the past week. I had already made my recommendations for the roles but to ensure fair play Amanda and James had not been allowed to see them until all the interviews have been completed and their assessment made.

Emma, Joanne and I had enjoyed each other the previous Friday after a few drinks and light hearted trial interviews. This was a well kept secret as both of the girls were my choices for the roles and Emma had already been accused by another candidate of using her obvious charms to her advantage.

The interviews were to be held in a conference room in the hotel I stay in during the working week as the security rules at the site prevented casual visitors. James was already in the room as he lived locally but we were waiting for Amanda to arrive from London. We had discussed the interviews briefly and he had decided to lead the proceedings and surprisingly wanted to change the running order to allow one particular candidate Rashid to be interviewed first. Although this was not normal all the other candidates were unconcerned. James then asked if we could interview Rashid before Amanda arrived this seemed strange and I said would appear like us preferring Rashid above the others. Before this could turn into a heated discussion Amanda arrived dragging a large suitcase behind her. “That’s a lot of luggage for one night” I said, Amanda replied that the company were negotiating a merger with a smaller company close by and she would be spending the rest of the week in the hotel.

Amanda frowned at the change of running order as she had already prepared her paperwork on the train up from London however she said she would be ready to start after a quick coffee. Rashid’s interview started poorly as he seemed surprised by Amanda’s presence and became nervous when she asked questions about his experience and previous qualifications. However he seemed to relax when questioned by James and his answers were confident almost as though they were rehearsed. As the interview came to an end I received a call on my mobile from the security branch at the office. They needed me to attend site immediately as they had a possible breach of security involving a member of my staff.