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The Poolside Question I Was Not Expecting (Part 7)

(John gets what he earned)

After such a wonderful day of lovemaking with my beautiful girlfriend Kathy, I was reliving the day in my head while my husband John cut a piece of cheesecake for me. I went to the sofa in the living room with my refreshing glass of white wine and snuggled into my favorite spot in the corner. Slipping my feet out of my kitten heeled slippers, I rested my feet on the cushion next to me. John delivered a nice big piece of his famous cheesecake topped in strawberry sauce and an ice pack. He returned with his glass of wine and sat at the other end of the sofa facing me.

I gingerly placed the ice pack on the upper part of my left breast. That side was the most painful from my first ever flogging. John just stared at me as I ate the cheesecake. “You are sure you are ok MJ? I mean those look very painful,” he finally said. “Yes, Sweetheart, I am more than ok. They are sore but in a very good way and the intensity of the experience was amazing. You are so sweet to be concerned but I am fine,” was my reply. He continued, “Well you look amazing. I never thought I would be turned on by seeing you bruised, but that is definitely very hot. I can’t wait to hear more details, but the sounds coming from the bedroom were insane.” I could see the outline of his chastity cage changing as he was obviously becoming aroused. He had been so attentive today I was thinking he needed a little treat.

I took my half eaten cheesecake and placed it on the cushion just in front of my feet, and now with both hands free, I started to slowly rub the icepack across my chest from side to side. Looking down, I could see that the bruising was still forming and they were even more red and beginning to look purple in some areas. The pain was still pretty intense but in a very good way.

I had John’s full attention now and his eyes were fixed on me. While still rubbing my battered breasts, I took the toes of my right foot and pressed them into the strawberry sauce that covered the cheesecake and then slowly guided it up toward John’s lips. He opened his mouth wide and extended his tongue. I pressed my big toe and as many of my toes as would fit passed his lips. I held it there for a few seconds, then with four or five quick motions I fucked his eager mouth with my toes. He held his mouth open wide and tongue extended as I had trained him to do until I said, “Clean up.” His lips closed quickly and his tongue greedily cleaned each toe. I withdrew my toes and as I was scooping them back into the cheesecake I said, “Clothes please.” He stood, dropped his shorts to the floor and as he stepped out of them also removed his shirt. I admired my handsome husband for a few seconds, his caged cock was so hard it was pressing between the bars of the cage and a long rope of precum was beginning to form. I wanted his hard cock in my mouth, but wanted more to feel the pleasure of controlling him for a bit longer. “Sit please, closer,” I said and he quickly obeyed. I now rested my left foot on his chastity cage and began rubbing my toes over it and then under his balls again and again. My right foot dipped into the cheesecake again and again and repeated the previous process fucking John’s mouth with my toes before allowing him to clean them up. By the time the cheesecake was gone John was clearly as excited as he could possibly be while constrained by his cage.

“Get a shower and meet me in bed,” I directed as I rose from the sofa. I went to the bedroom to straighten up and arrange for the finale for the evening. I removed my panties and gently removed my bra fully exposing my breasts which were continuing to change colors, and the stripes and raised whelps were still more obvious. John’s shower was quickly completed and my beautiful handsome man joined me in our bed. “On your back please,” was my request. I wrapped a leather restraint on each of his ankles and snapped each of the straps to the rope which was secured to the foot of the bed. He knew the routine and raised his arms high over his head. Straddling his chest I leaned forward over his face, my now fully purple beaten breasts inches from his face and the key to his chastity cage resting on his lips. “God, those are sexy,” he said. “Don’t move,” was my reply as I lowered my 46DDD breasts onto his face. I pressed my full weight onto his face as I snapped shut the handcuffs on each of his wrists securing his arms to the reinforcement John had added to the headboard. I raised up and now dangling my breasts an inch from his lips I instructed, “Tongue only! No sucking, no biting. They are too sore for that.” “Yes, Ma’am,” was his reply. With the rules set, I began to alternate my nipples pressing them against his tongue and lips. The warmth and his gentle touch felt good. He was obviously enjoying it too and I think the fact that his chastity cage key was also swinging off its chain and hitting him in the head was a huge turn on for us both.

I had in the past locked John away for a couple of weeks at a time, but not with this level of teasing from both my beautiful girlfriend Kathy and me and all in the same day. And he had given us both so much pleasure today, so I decided I was going to unlock him. I raised up from John’s mouth and climbed off of his chest. He looked around wide eyed as I asked him, “Should I unlock you?” He first blurted out, “Yes Ma’am…” and then quickly corrected himself, “I mean only when you are ready for me to be unlocked.” His devotion and submission was touching, so I took the key from around my neck and put it into the lock. He watched as I unlocked and removed the lock. The part of the cage covering his cock spung up under the force of what had to be his tenth restrained erection of the day. I slowly worked the cage off of his hard cock which was marked with indentions in each area it was hitting the cage. Next I pulled off the spiked pull-out guard. I gently squeezed his balls but realized there was no way the ring was coming off as long as his cock was this hard. I climbed back onto his chest although this time with my ass in his face and I leaned down with my face just inches from his now freed cock. I pressed my ass and pussy back toward his mouth and I immediately felt his tongue moving in long strokes up from my clit all the way to my ass where it circled a couple of times and them moved back toward my clit. I slide back a tiny bit further and then began rocking back and forth on his tongue. Each time I raised up I could tell my weight was forcing my big round ass over his mouth and nose and although it was cutting off his breathing he would plunge his tongue as deeply into my ass as he could. He held there as long as I had his face smothered and then when I would lean forward his tongue would pull out of my ass and I would hear him gasp for air. Once he regained his breath he would be immediately back on my clit and again I would rock back to meet his tongue filling my ass. I could tell my ass was opening more and more and although I am not a huge fan of anal, I was thinking tonight might be the night, My breath control game continued with each time I pressed back my ass and John’s masterful analinguis was non-stop.

I reached over on the night stand and retrieved a bottle of lube and slowly dripped it onto John’s throbbing erection coating his entire cock without ever touching it. One more time I pressed back onto his long tongue and this time bounced there enjoying the feeling of his tongue fucking my ass. I leaned forward and turned around again to straddle his waist and face him. “Do you want to fuck my ass? You have earned a treat.” I said. “Yes, please,” was all I needed to hear him say.

I raised my ass and slipped back over his wet cock. I reached behind and with one finger raised it to rest against my now open and wet asshole. I moved down just enough to feel myself start to spread ever so slightly. I raised my arms up to ensure John had a full view of my purple, beaten breasts and then dropped all my weight onto his hard cock. His cock was instantly balls deep in my ass, where it had only been four or five times in all the years we had been together. My drop onto his cock caused more than a little pain in my breasts, but I could tell John was really enjoying watching my tits swing. I gave him a few more seconds to compose himself, not wanting him to cum quickly even though he had earned a release. I slow began to raise and lower my hips, feeling his huge ridge cock being gripped by my extremely tight ass. I gradually increased the speed of my movements and the height I was raising my hips, faster and faster, harder and harder I rode his cock. His hips were now also rising to meet me and when I stopped with my ass elevated, he continued to thrust his cock into my ass. “Do you like watching my abused tits swing while you fuck my ass?” My question was apparently too much for mine because I felt him tensing and I again dropped my weight onto his hardness and felt him exploding inside my tight wet ass. His orgasm was clearly intense and lasted for what seemed to be minutes. He finally began to relax and my evil side had one more idea. I raised off of his cock slowly but immediately guided it into my wet very pussy that had been so well used all day. He said, “No, no, no, that’s too much,” I just said it is still my cock and I began his post orgasm torture by riding his slowly softening cock. His hips were bucking and moving side to side and he was pulling hard against the handcuffs. I wanted one final orgasm for the day and I wanted it while riding his cock, so rather than slowing down I sped up my riding. I reached to stroke my clit and in seconds felt my face filling with the rush of adrenaline as I started to orgasm. The shuttering warmth built very slowly and then suddenly I was in the depths of my orgasm. As quickly as it had built it passed and I collapsed onto John’s chest kissing him deeply. As he does every time, he whispered, “Thank you.”

I slid up John’s chest to place a knee on either side of his head and lowered my well fucked ass and pussy onto John’s face. Eager as always his tongue was instantly at work retrieving every drop of our juices. Knowing most hot, thick cum from John’s long awaited orgasm was still deep in my ass, I spread my cheeks directly over his mouth and slowly pushed and flexed my ass to expel the treasure it held. As soon as the deposit began to ooze from its hiding place, John’s tongue was again probing my ass hunting for every last drop. Satisfied he had done his duty, I retrieved the key to the handcuffs and released him from indenture. He removed the last part of his chastity cage from around his now limp cock and emptied balls, while I removed the cuffs from each of his ankles.

I crawled into bed next to him and pressed my back and ass back against him. “Hold me please, but don’t touch the boobs”, I said as he wrapped his strong arm over me and I was asleep in seconds.

Services to a lady as her husband watched

Dominic (Mr)Goodhead is my pseudonym as a mature male escort. Usually my clients are gents wishing to avail themselves of my personal services but. occasionally, requests come my way from ladies and couples.

This is the true story of a booking from a lady who wanted to be ‘serviced’ as her partner watched and filmed events.

I turned up at their ground-floor partment at the time and date requested to be met by a short slim brown-haired lady on her 40s dressed in a loose fitting blouse, with clearly no bra, and tight jogging bottoms with no visible panty line. Are you Dominic she asked…..come in..

She led me into the living room and introduced me to her partner, a big thick set guy who was clearly eager for this to happen. Over a cup of tea we discussed my services and the role I was to perform. By this time I was hot-to-trot and eager to get it on.

Ok..she said and disappeared into a bedroom. Her partner indicated to me that I should get my stuff ready. I was fully prepared with the usual tools of my trade – baby oil, lube, condoms and stripped to my pants.

I went into the bedroom and found her lying on the bed fully naked on top of a large towel. Ok she said, massage me. This is where i got to work on that lovely slim body. I asked her to roll over on to her chest (a very nice chest with lovely pert breasts) and worked on her shoulders and down her body to her legs getting rid of as much tension out of her as I could. Of course, I gently worked those inner thighs and slid a cheeky finger into what was becoming a rather moist pussy.

I turned her over and starting from the top gently ran my fingers over those beautiful tits and slowly worked my way down past her lovely, trimmed (not shaven) pussy…again giving it a cheeky fingering along the way before massaging her legs.

When I felt I had some this long enough I got to work with my tongue and licked that now moist and eager pussy while all the time gently stroking her breasts. As I got deeper and deeper into her she pushed my head down and groaned until I felt her tense and cum inside. THAT felt good she saId. I was so enjoying it I had forgotten I was being filmed until a voice said…can you move over to the right a bit mate?

I looked to where the voice had come from to find her partner holding a cam-corder in one hand and his erect cock in the other…

After a little time she asked if I liked her body and she wondered if she could be an escort. I thought that she cerainly could. If you were stuck in a hotel room dying to fuck and she turned up you wouldn’t feel short-changed I can tell you.

Anyway, by this time I was fully naked with a good hard-on and wondering/hoping if I would be called upon to make use of it.

She got up from the bed and disappeared in to the ensuite for a minute. While she was doing this Mr Cameraman says don’t worry you will get a ‘ride’ and true enough she came back in to the room and picking up my condoms said…here put this on before lying back down on the bed.

I did a little bit more magic with my fingers and tongue to get the mood rolling again before slipping my cock into that beauriful looking pussy and banging away as her partner filmed. No problem for me – I’m a born exhibitionist.

I fucked until I was ready to cum when the-man-with-the-cam asked if I wouln’t mind shooting over her tits. Would I mind! Not a problem. I withdrew, took off the condom and finished off with a glorious wank as my cock exploded cum all over her tits. Fucking wow!

After that, there was nothing else to do except pick up my cash, shower quickly and leave….

I always hoped I’d be called to see her again but never did. Perhaps she became an escort afterward. I’d loved to have been her agent.

A weekend gangbang….

I was at a friends house and we were watching the game on television, it was one of those interstate games where the two teams meet for bragging rights of state champion. The game s was an exciting one with the score tied even all fourth quarter and ten minute to go. We had been drinking and smoking and having fun as the camera switched to the cheer leaders.

Well we started to talk as to how we would luv to have a girl there to watch with us. My friend suddenly pulled out his dick and started to stroke it, I asked him to ‘…put your dick back in your pants no one here interested in that..’ We both laughed and started to smoke and drink again it was about that time I started to notice I was getting light headed.

What happened after that I do not remember, only coming to with a slight headache and bent over some home made contraption. My head was hanging down and my arms stretched out from my sides, I tried to move and found my movement limited to only very slight moves my ankles were subdued to something and my waist was strapped to the same contraption.

It was then that I became aware of the pain in my butt and the sticky substance on my lips and in my mouth. I was thinking that I must have puked or something and that I had an accident and messed my clothes. I tried to speak but my throat hurt as if something had been jammed down my throat. I turned my head from side to side and was able to lift my head up some what to look around.

A noise got my attention a door opened and closed and voices were speaking. I tried to look back when some one said ‘…the pussy is woke…’ My body tremble as fingers probed my buttocks and I grunted my disapproval. A body came round from my left naked as I could see from the waste down. Hands gripped my head and lifted it to a point that I was straining.

The guy inched forward brushing his rigid penis against my lips, my head was being pulled so far up that I had trouble clinching my lips tight. The penile glans at the end of a very steel hard dick shaft had little trouble parting my tightly closed lips. I kept my teeth clinched as the penile glands slid over them till some one else said ‘…let me give you a hand so you can get your dick down his throat…’

A hand gripped my forehead and pulled back, another hand gripped my jaws between a thumb and forefinger and my mouth was made to open. The thick dick head enter my oral cavity and even tho I tried to block it with my tongue it still struck my throat and caused me to gag.The guy that owned the dick in my mouth had one hand at the base of his dick shaft and the other at the back of my head as he slid his dick back and forth in my mouth.

Gagging and coughing I was made to endue having my mouth fucked in such a manner and it was then I understood why my throat ached so. With one powerful plunge the guy pushed his dick pass my tongue and part way into my throat as his dick erupted filling my throat with his seed. Unable to breath and my throat blocked by the huge dick head most of his seed sent down my throat into my stomach and caused it to begin to churn.

As soon as he pulled his dick from my lips and stepped away my head was released and my stomach started to regurgitate. A five gallon bucket was brought and hung under my face to the contraption as I puked my guts up. Some one said ‘…damn, the Bitch been filling that bucket all night. You think he done got rid of every thing he ate all month…’ laughing another said ‘…you forgetting all the cum that Bitch has swallowed…’ more laughter.

Some one slapped my buttocks and asked ‘…you ready for some more dick Bitch…’ more laughter from the guys that was in the room. As I was gagging and vomiting the tears of anger, shame and humiliation streaked down my cum caked face. A voice said ‘… that pussy should be lose as hell now and well lubed. Shyt just about all of us has cum in that hole…’ more laughter.

Between the convulsions of my stomach and uncontrolled quivering of my body I tried to plead to be released. Fingers gripped my buttocks and spread them apart causing an obscene sound of air to escape and some one to say ‘…damn that’s some sweet music to my ears. Go on and fuck the Bitch again you holding up the line…’ My mind was swirling as I thought of what was happening, I tried to count the different voices but there was so many I could not make all out.

My anus was on fire as the male member probed at it’s entrance and then my anal sphincter muscle just opened and allowed the huge penile glans to slip on in. It felt as if some one was sticking a thick pole into my anus as the penile shaft followed the dick head and my anal sphincter closed tight round the penile shaft. Voices exclaimed ‘…look at that see how easy my dick slid in. Damn this Bitch is a dick whore for sure now…’ more laughter.

The guy that had entered my anus, started to saw his member back and forth at first pulling his thick shaft back slowly till only the head remained and then sliding back in till his pubic hair was nestled between my aching buttocks. After a few strokes like that he gripped my hips and started to ram full speed into me till he got me to whimpering as loudly as my sore throat could. Then he started to grind his midsection against my buttocks causing his male member to gyrate in my rectum, this went on for so long that it felt as if he was in me for hours.

When he slammed into me and I felt his male member begin to throb and twitch as he emptied his balls of their seed in to my rectum. After a moment of rest he pulled from my anus with a wet slurping sound as I felt a thick liquid escape and stream down my thigh congealing just at my knee.

Another pair of hands gripped my buttocks and another huge penile glans was shoved into my well lube bung hole to t a very obscene moist sound. i grimaced in agony as this guy that felt as if he was twice the size rammed in and out my opened anus. His thighs slapping against mine as if he was using them to spank me with. Tears flowed freely down my cheeks as I struggled to maintain my sanity.

After this guy emptied his load others followed behind in regular secession, I tried to count I got up to f******n then my mind went numb when I heard some one say ‘…damn man that’s your fucking third or fourth time…’ and he answered ‘…no it’s my fifth since yesterday…’ and they all laughed. There were so many voices that I could not count and my body ached so much it kept me from going u*********s.

Night came and they were still at it sticking their penis into my mouth and in my bung so many times that my jaws ached and my anus felt as if it was raw as liver. Some one said that they had to leave to ‘…get ready for work…’ and others agreed that it would be their last time so ‘…make it good…’ Dick after dick entered me and some filled me with their seed and others only entered for a few strokes and pulled out.

It was some time that they cycled thru and I drifted off in a slumber. When I came to again I was in a ball on the concrete floor covered in cum and caked in cum also.

Granny’s Wet Dream.

What can you say about poor Helen? A lonely, depressed widow invited to a party by her dear friends, just because they thought it would be fun. A retirement party was anything but fun, especially Helen, who would rather have stayed home and drink her sorrows away. Instead of sticking around for the stroke of midnight, Helen sat by the swimming pool with her feet in the water, drinking a tall glass of champagne.

Helen took one foot out of the water, seeing the blue polish on her toenails from the recent pedicure she received. Wearing a nice dress and looking all pretty wasn’t enough to put her in a good mood. The one thing makeup couldn’t take away were her crow’s feet and turkey neck; just seeing her own reflection depressed her even more.

Later, she noticed she wasn’t the only one not having a good time. Her friend Betty was ready to leave with the goal of going straight home.

“What are you doing out here?” Betty asked.

“Drowning my sorrows”, said Helen. “Want to join me?”

“Thanks, but I’m going home and straight to bed.”

“Not having fun ether? I told you it was a mistake coming here.”

“Yeah, I know, you told me so. Anyway, you need a ride?”

“No, I’m good.”

“You sure? You don’t look fine.”

“Listen, don’t worry about me. Go on home and I’ll take you later, or tomorrow, whatever.”

“All right, goodnight Helen.”

“Goodnight, Betty.”

“Don’t drink too much.”

“Can’t make promises.”

Helen was alone once again, staying put where she was. When the clock struck midnight and the festivities indoors started, she didn’t even bother joining in on the singing.

“Screw it”, said Helen.

Later, her friend Gladys looked ready to leave, only she wasn’t leaving on her own. A well dressed young man was by her side, all set to take her home. Before leaving, Gladys stroked Helen’s blond hair and kissed her goodnight. Helen almost felt like laughing when Gladys told her she was going home by motorcycle. She felt her old friend was out of her mind going through with the idea. Then again Gladys did always have a wild side, dating back when they were hippies, spreading peace and love, and the many sexual escapades they went through. Helen wished she could go back to those days, but thinking about them made her drink more.

As the party started to slowly calm down, something loud caught her attention. A big splash took place at the end of the pool. The swimmer, a young stud in perfect condition, slowly swam in her direction. Helen thought maybe she had too much to drink. Once the young man stuck his head out near her legs, he was as real as he can get.

“Sorry”, he said. “I didn’t know anyone else was using the pool.”

“I’m not”, said Helen, “not exactly.”

“You want to join me?”

“Certainly not. I haven’t swam in a long time.”

“You never forget. It’s just like riding a bike.”

“Also I haven’t done in a long time.”

“You look sad.”

“It’s that obvious?”

“You want some company?”

“Listen, boy I don’t-”

Helen didn’t get a chance to finish her sentence once he got out of the pool. She realized that he’d been skinny dipping the whole time, and felt an attack coming on once she how hung out like a horse he was. It’d been a long time since she saw a naked man, especially someone so young and tight.

“You lose your clothes or something?” Betty asked, nearly choking on her beverage.

“No, I just felt like being naked and taking a big dip in the pool. Actually, there’s more to the story.”

“What do you mean?”

“For starters, I’m Bobby.”

“Pleased to meet you.”

“And you’re Helen.”

“How do you know my name?”

“That’s a long story.”

The story he told became a surprise to Helen, but deep down she thought this was crazy and stupid. Once he brought up Gladys’ name in the conversation, the mood changed in a hurry.

“That fucking bitch”, said Helen. “That miserable little shit. You mean to tell me you’re a what…a cheap whore?”

“I’m not that cheap”, said Tommy.

“And Gladys bought and paid for your services, just to keep me company?”

“That’s right. Is there a problem?”

“Listen, I don’t know what she put in your head but it’s not what it looks like. Thanks, but no thanks.”

“You don’t have to be nervous. I promise I’ll be gentle.”

“I’m sure you can. Trust me, I’m out of your league.”

“Now why would you say that?”

“Come on, look at me. Why would someone like you want to hang around with an old prune like me?”

Tommy felt deeply hurt by her comment, but he wasn’t willing to give up just yet.

“You shouldn’t say that”, he said. “I’ve entertained older women before.”

“Does that include senior citizens?” Helen asked, finishing her glass of champagne.

“Especially senior citizens. Some willing to pay top dollar.”

“They don’t get strokes just looking at you?”

“No, they are very much alive, as far as I know. Is that what you’re worried about?”

“I, I don’t know what to say.”

“You don’t have to say anything. Just trust me.”

“Trust you? And where do you suggest we go and take care of business?”

“How about the pool house? Nobody’s using it.”

“The pool house? This is nuts.”

“Come on, it’ll be fun. Just trust me.”

Tommy rose up with his big cock nearly touching Helen’s face. He extended his hand to her and helped her out of the pool. Helen picked up her high heels and silk stockings and followed Tommy’s lead towards the pool house.

Once inside, Tommy made her as comfortable as he could, starting with unzipping her dress and removing her bra. He enjoyed what he saw in front of him and admired it like a work of art. Her its were small but they were perfect. He feasted upon each one and sucked on each erect nipple. Helen moaned and trembled, feeling the nerves kicking in.

He laid her down on the bed and removed her black undies, all the way down using his teeth, getting a laugh out of Helen just to calm her nerves. The trembling returned once his tongue touched her hairy pussy, but this was a feeling she hadn’t felt for so long. The licking and sucking on her bush made her feel alive and young again. The sounds of her own moaning even surprised her; sounds she had not heard for as long as she can remember. The feel of a human tongue exploring her pussy gave her an incredible feeling she sorely lacked.

“Oh, man”, she said. “Shit. Ooh. Hmm. Oh, that feels so good. Yes. Oh, that tongue is nice and so wet. Oh, it’s wonderful. I didn’t know guys like you could, oh, hmm, eat granny pussy this good. Ooooo. Aaaah. I can’t believe this is happening. If I’m dreaming, I don’t want to wake up. Ooh. Hmm. Oh, Gladys where did you find him?”

Helen didn’t know whether to thank Gladys or kill her for setting her up. Either way her feelings of depression were slowly fading. Tommy planted his lips on hers, allowing each other’s tongues to feel one another. Slowly, he planted his lips down to her cheek and turkey neck. He tasted everything in front of him and Helen just sighed in surrender.

“I think I know”, she said, “what’s coming next. A nice, young cock going inside me. It must feel good.”

“Trust me, it does”, said Tommy, making Helen giggle.

Carefully he planted his hard cock inside her pussy, giving it to her to and fro, going as deep as nature intended. The feel of that hard piece of flesh inside her gave her quite the thrill she hadn’t had for so long. Little did she know that her two best friends were also being kept company by younger men, nearly the same age as this working horse.

“Oh, that’s good”, said Helen, wrapping her legs around Tommy and locking her feet tight. “Hmm. Wow. A young cock inside this old body. Oh, it’s so good. I could feel it go deeper. Yes, go deeper. Pound my pussy. Pound it with that hard dick. Oh, yes just like that. Right there. Yes, right there. You nailed it.”

Tommy was far from done. He turned Helen around, planting his cock inside her ass. Helen was nearly speechless and amazed on what this young man could do to her body in ways she never thought possible. Once she felt that hard meat go in it was smooth sailing. As he pounded her he didn’t see the smile on her face.

“Wow”, said Helen, “you fucking me in the ass, ooh, it’s so nice. You pounding my pussy and my ass on the same night. Fucking wonderful. Oh, yes. You know how to fuck old ladies real good. Old ladies need to be fucked more. Oh, yes fuck my ass up. Fuck me with that young dick. It’s so good inside me.”

Tommy was getting his money’s worth and then some. If she wanted to, Helen would tip him for doing a good job on her. Tommy turned her over and went back to eating her pussy, leaving poor Helen speechless. He opened up her pussy lips and dug that tongue deeper and deeper, all the way towards her sweet spot.

“Oh, shit”, she said, “you doing me more? Oh, shit. My pussy must really be good. Oh, I can’t believe how good this feels. Oh, shit. Ah, Ah, Oh, right there. Suck every drop. Oh, yes. Ooh. Ooh. Aah.”

Her mouth closed tight and fingernails digging into the sheets; the feeling was so great she didn’t want it to stop.

“Oh, shit”, she said, “you’re going to make me cum before you’re done.”

Helen insisted on riding his cock and he didn’t refuse her. He got her on top and Helen pretty much did all the work, bouncing up and down and her titties jiggling right in front of him. Tommy worried that she might wear him out before he was done with her. Helen had plenty of energy that laid dormant for some time and it was bursting right out in the open.

“I love it”, said Helen. “I love riding your young cock. It takes me back.”

Helen rode him like a pro and he admired her stamina. It was like looking at a new woman in action. The young stud still had much to give to this elderly babe; turning her around and planting his cock inside her pussy one more time, pounding harder and going faster than before. Helen wanted more and received it as much as she could endure. No matter how old she was she could take it like a trooper, and if she did have a stroke it would all be worth it.

“Oh, shit”, said Helen. “You’re fucking me again? You’re spoiling me. Oh, yes. Pound me. Pound me deep. Yes. Right there. Keep going. Don’t stop now. Oh, yes don’t stop mow. Deeper. Deeper. Faster. Faster. Yes. Yes. Yes.”

Tommy gave it to her nice and hard, ready to call it a night. He was done and squeezed his man seed all over Helen’s chest, who laid there nearly breathless, with a big smile on her face. Helen giggled and couldn’t stop herself. She felt so good that she wanted to tell the whole world what she just went through.

“Wow”, said Helen. “You were worth every dime.”

“I always get it done”, said Tommy.

“No argument here.”

“You want to go again?”

” I don’t know. I can barely move.”

“I’ve been known to do that.”

Helen giggled once again and she would continue to do so for the rest of the evening.

The following morning, Betty took a bubble bath, chatting with Gladys on the phone, sharing each other’s pleasant evening experience with young men. Just now Gladys sent her a photo of a well erect penis of the young man she spent the night with.

“Nice”, said Betty. “He has a future.”

“You’re telling me”, said Gladys.

“”Why don’t you come back to bed?” Said the young man. “I still have some free time the rest of the day.”

“Betty, I’m in trouble now. He’s slowly undressing me.”

“Oh, I love that.”

“It’s time to say goodbye, Gladys.”

“Goodbye, Gladys. Haven’t you had enough of me?”

“I’m not that tired.”

Betty pressed the phone close to her ear, hoping to hear the action that was starting so early.

“Betty”, said Gladys, “help me. I’m about to be ravished by a maniac.”

“I am a bit crazy.”

The last thing Betty heard was her friend giggling until she couldn’t hear her no more.

“We’re both lucky”, said Betty, letting out her own sigh of relief; rubbing herself underwater.

Her little orgy was so great she planted her leg on the edge of the tub, with enough room for her toes to curl. Betty breathed heavily and feeling excited until she was interrupted by an incoming call; it surprised her so much she almost dropped her phone.

“Helen?” She said.

“Hey, Betty.”

“I was worried about you. Are you all right?”

“Never better. In fact, I have a story to tell you.”

“Well go right ahead. I’m all ears.”

Wife exposed shoe shopping

Me and Anne were getting ready to go shopping in Leeds. It was a sunny, warm day. Anne was wearing a red, flowery, button down the front summer dress that came down to her mid thighs, it was shorter than she normally wears, and it accentuated her long legs. Underneath she wore a sheer white lace bra and matching thong. She was cleanly shaven and her slit was clearly visible through the lace. I told her she looked fantastic and wasted no time taking her into my arms, giving her a long, wet kiss as I groped her arse and boobs while grinding myself against her. I ran my hands up her long, smooth legs and began to finger her through her thong, I could feel the fabric become moist. I pushed the material to one side as I rubbed her clit. I felt her become wetter as I fingered her. I wanted to throw her onto the bed and fuck her right there and then, but she brushed my hands away and told me we didn’t have time. We needed to catch the next bus, otherwise she wouldn’t be able to get all her shopping done.
Went we got to Leeds, we walked down some of the shopping streets, guys were checking out Anne as she walked. The heels she was wearing made her legs seem even longer, and gave her bottom that extra little wiggle, and her boobs bounced with every step. She was enjoying the attention she was receiving, I wasn’t jealous by this attention, I was enjoying seeing her happy smiling face. She was growing in confidence, and a confident woman is a sexy woman too, so I knew I would reap the benefits later on. She was really enjoying strutting her stuff and I enjoyed watching her.
Then something happened as we walked down a crowed street, a gust of wind came up from nowhere, Anne’s dress blew up over her waist, exposing her sheer lace thong and bare ass to everyone on the street. Her thong was so sheer that her pussy and her lips were exposed through the lace. It looked incredible. I saw several guys in front of her stop and openly stare, as my wife froze, trying to push her dress down.
She pulled it down at the front but she was still flashing her arse. Then she tried to hold down the back but the front blew up again. I saw the guys in front smiling as she struggled to stop flashing everyone on the street. I turned around to see who was behind us and three guys looked at me smiling. One winked at me, another gave me a thumbs up, while the third stood there with his mouth open just staring. Women were elbowing their boyfriends and husbands as they glared at my wife’s accidental exposure. It only lasted about 10 seconds, if that, but those seconds seemed like my wife’s were exposed for 10 minutes; time seemed to stand still.
I have no idea how many people saw my wife, but it had to have been dozens, on that crowded street. The wind died away and her dress came back down and she blushed when she saw everyone looking at her. Then we hurried along and blended in with the crowd as we continued down the street. Everyone on the street that day seen my wife’s pussy, and I had enjoyed it immensely. As a matter of fact my dick was getting hard thinking about all those people looking at my wife’s accidental exposure. My heart was beating fast, the adrenaline was flowing and I was proud that so many guys were staring at my exposed wife, most likely wanting to fuck her. The fact that she was desired by so many other men made her even more desirable to me. I found it to be exciting and exhilarating. It was like taking a d**g; the high was indescribable, I was instantly addicted and had to have more, but I was afraid my wife wouldn’t let it happen again, let alone expose herself purposefully.
We talked about what happened over lunch when Anne had gotten over her initial embarrassment, and we had a good laugh over a couple of beers. She told me no matter what she did, her dress kept blowing up. She was so frantic for those few seconds. I told her how all the guys really enjoyed the show and were staring at her arse and pussy. I told her how sexy she looked, and how guys are always undressing women with their eyes, and with her incident, she cured their curiosity.
I then confessed, “To be honest Anne, I got really turned on seeing all those guys looking at your exposed body. They were almost drooling over you. I could tell they would love to fuck you.”
Anne blushed as I was telling her how turned on I got but she also confessed, “As long as we are being honest with each other, my pussy got a wet too. I felt kind of sexy with everyone watching me. I saw the guys staring at me. It was embarrassing but exciting with it. So you don’t mind if other men see me that way?”
My cock began to get hard. “It didn’t bother me one bit. All of those guys wished they were me. Knowing they want to fuck you makes me want you even more. It really turned me on and it’s getting me excited just talking about it now.”
“So you would be ok if I did something like that again? I don’t want you saying yes and then getting angry at me later.”
I looked into Anne’s green eyes and said, “I would encourage you to do it again. I’m so horny right now and it’s all because of how hot you looked, and all those guys wishing they could have seen more. Just knowing you were turned on from your flashing is driving me crazy!”
Anne looked deep into my eyes for a moment, then reached under the table and rubbed my hard cock through my pants, confirming I was serious. She then excused herself to go to the ladies room; I watched every sexy step she took.
Upon her return I noticed she had undone a few buttons on her dress, a few from the bottom, a few from the top, and had something in her hand. She passed it to me under the table. I looked down to see that she handed me her bra and thong. Initially, I was stunned but then I almost came in my pants when I realized my wife was naked underneath her dress. I hurriedly stuffed them into my pocket as she went to the bar to order some more drinks. I watched her standing at the bar with her back to me wondering how much of her breasts the bar man could see. We teased each other under the table as we drank.
Her nipples had got so hard that they now poked through the cotton material of her dress. I managed to unbutton a few more buttons on my wife’s dress under the table before we finished our drinks and headed out to carry on with our shopping. I don’t think she was aware that I’d undone more buttons. If she did, she pretended not to know.

As we walked down the street I noticed that guys couldn’t take their eyes off my wife. Her long, shapely legs were on display and her tits bounced freely under her dress. The slight wind was in front of us and pressed her dress against her body, making her nipples more visible through the thin cotton material. I was proud as hell and so was she. Then I noticed that with so many buttons unbuttoned on my wife’s dress, not only was she flashing her long legs and thighs, but with every stride her dress opened up enough that she was also flashing her her bald pussy.
I wasn’t sure if Anne knew how exposed she actually was, but I wasn’t going to say anything that would ruin the fun of watching the exhibitionism of my wife. I remained silent and kept watching the looks on people’s faces when they noticed her exposed pussy. I would glance down to get a view of her myself just to make sure it wasn’t my imagination. I got a rush of desire each time I caught a glimpse of her pussy knowing other people could see it too. Her hard nipples poked through the top of her dress and her breasts moved freely with each step she took. It was obvious that she wasn’t wearing anything underneath her dress. I was so proud that my wife made other guys want to fuck her. She was mine; all mine and I loved showing her off. Her blatant exhibitionism fueled my desire for more; the more she displayed, the more I wanted.
We walked into an indoor shopping centre and did some window shopping, when we came upon a shoe shop, Anne instructed me to wait outside but where she could see me. I was curious but followed her instructions. She walked around the shop looking at the selection of shoes. A young salesman, probably only in his teens, noticed the gap in her dress and quickly offered his assistance. Anne showed him a pair of shoes and he went into the backroom to see if they had her size. When he returned, Anne sat down and the salesman got down on his knees in front of her. As she sat, the front of her dress opened up almost as far as her waist, her long legs exposed.
The salesman helped remove her shoes, her legs parted exposing her bare pussy right in front of his face. You could tell he’d got a glimpse and my heart rate double. I was shocked but excited by her boldness. He slowly removed each shoe while secretly peeking up my wife’s dress. He then maneuvered to spread her legs even further apart, as he helped her slip on the new shoes by lifting her foot onto his thigh one at a time. My wife was a great actress by pretending she didn’t know how exposed she really was.
She got up from the chair and began to strut around the store with the salesman’s eyes fixed upon her every move. She even bent over to adjust the straps on the shoes, so the salesman could see up the back of her dress to her bare arse. I was dying of excitement watching my wife exposing herself to this young man. The look on the salesman’s face was priceless; it was like he was hypnotised, and the rest of the world didn’t exist. His attention was 100% fixated upon my wife and what she may expose next. She then sat down and leaned over to take off the shoes and as she did, she gave him a great view down her dress of her soft 32FF boobs.
She asked him for another pair of shoes, he had to cover his erection with a shoebox as he went of the get them. He came back with another pair, but a colleague followed right behind him, and placed himself behind a rack of shoes, but in a perfect place to watch my wife. My cock was rock hard just watching my wife’s new found confidence. She knew she had the power over them now and she was playing her sexiness card to its fullest. I’m not sure if she noticed the second salesman, but it doubled my pleasure watching all of this unfold.
Anne was now in full control of the situation as the salesman helped her to put the shoes on her feet and her legs parted again, but not only flashing her salesman in front of her, but also his friend hiding behind the shoe rack. The friend’s face was priceless as he got a full view of Anne’s cunt as his friend helped fit the shoes on her feet. His jaw dropped and eyes widened as her pussy was fully exposed. She then leaned over to expose her tits once again. My dick was so hard just watching this take place in front of me and I was loving every second of it. The addiction of her exposure was intensifying with her every move. I couldn’t get enough and I wanted more. At one point, the salesman even got a little bold by openly ran his hands along my wife’s feet and calves.
Anne tried on several more pairs of shoes, but the highlight was when she tried on a pair of boots. She raised her leg really high and opened them wide; even drawing the attention of a few of the customers too. My wife was now putting hero on public display and I wished it would never end. As word spread around the store several more salesman would, at times, put themselves in a position to catch a glimpse of my wife’s exhibitionism. She might as well had been completely naked. She did end up buying a of pairs of shoes but at that point I would have let her buy a dozen pair just to see her on public display.
When she came out of the store she had a devilish grin on her face and asked, “Well, did you like the show? I was afraid you might get jealous but I was having such a good time, I couldn’t help myself.”
There were beads of sweat on my forehead as I responded, “Anne, you were fabulous. You are such a cock tease. I loved your performance and I love you. Those guys wanted to fuck you right there in the store and I don’t blame them.”
She winked at me and said, “You better carry the packages,” as she looked down at my obvious erection. “I’m glad you enjoyed it. I was afraid you’d be mad.”
“Mad is the furthest thing from my mind right now.”
We were both so horny by now that we almost ran back to the bus station. I even lifted the back of her dress a few times along the way to give the passersby a view of Her naked behind. She would playfully slap my hands and tell me to stop but there is no doubt she was loving it. I played with her soaking wet pussy on the back of the bus as we went home. The seat was rather wet when she stood up.
As soon as we got home and closed our front door we fell into each other’s arms and started mauling each other while stripping off our clothes. I threw Anne down on the bed and immediately began to lick her pussy, stopping at times to tell her this is what the men she flashed wanted to do to her. Each one wanted a taste of her pussy and to finger fuck her. Anne was dripping wet, hot and horny. Her exhibitionism lit a fire in both of us that we hadn’t felt in ages. It didn’t take her long to cum as I sucked on her clit. I didn’t stop eating her pussy until she had three orgasms. She was still on fire as I climbed between her legs and began to fuck her.
I kept telling her how hot she looked showing everyone her pussy and bending over to let them look at her tits down her dress. I told her what a slut she was as I was fucking her hard. I told her how each guy she flashed wished he was fucking her right now like I was. The kept thinking of the shoe salesman fucking her. I tried to ignore the thought of watching him pound her pussy, but the image in my mind kept coming back of my wife’s legs spread wide open, her juicy pussy on display as he climbed between them and started fucking her. I had never had a fantasy like this before. I tried to get that image out of my head but I had lost control of my thoughts.
I then bent her over to fuck her doggie style; her favorite position. I was fucking her so hard our skin was slapping together, as I fondled her tits. I imagined the young salesman touching her feet and legs and knew he wanted to touch more. As I fondled my wife, I secretly wished he was the one groping her while he fucked her from behind. It didn’t take me much longer to cum, but I imagined it was the salesman filling her pussy with his seed. Anne’s teasing had helped build a sea of cum in my balls and I grunted loudly as I released my sperm deep into her love hole. We both collapsed on the bed, breathing heavy to catch our breath. We hadn’t fucked like that in months. I knew at that point we were both addicted to Anne’s exhibitionism and I wondered what she would do next. My addiction had to be fed and I hoped Anne felt the same way.

Florida trip

Trip to Florida
I was at work and they decided that some of us had to go to Florida to work on some problems so I was picked. I went home and packed and made sure to pack some of my sissy outfits also because I would be in a hotel for 7 days and have the room to myself it was perfect. The next morning me and the others met at the airport and we flew to the airport got a few cars and went and checked in to the hotel. It was a nice place with a pool so we all unpacked and decided to meet in the lobby and talk about what we had to do. I went down to the lobby and met the others and it was then I saw one of the girls that had come from another place to help us out. She was maybe 22 5’2” and around 110# and had a nice small set of tits from what I could see from her outfit. We all sat around in the conference room and figured out what we had to do and we then got into the cars and drove to the place we would be working. We started to get things figured out and organized and I noticed the girl paying close attention to me. I could see that she liked me so I figured cool I can have some fun on this trip. We decided to finish early because it was real hot and hit the pool so we all went back to the hotel and put on our suits and went down to the pool. I put on my suit and some water shoes because my toes were red like always. The hotel had free beer for guests for a few hours so we had some and cooled off and I then saw the girl come over to the pool and look around. I waved her over to my area and said have a seat so she sat down next to me in a chair and relaxed. She had on a nice bikini top but also had on shorts, so I figured damn it is that time of the month but figured oh well we have 7 days. I did notice she had very nice toes and they were red I love red toes. I got her a beer and we sat and talked and I found out her name was Sally and she was 22. She was from Ohio and lived with her parents still. We sat around for a while and then decided to go get some dinner so we all went up to our rooms and changed and met by the lobby. Some of the guys wanted to go into Orlando and get some sea food but I hate sea food and so did Sally, so we decided to just walk down the block to a little bar grill while the rest of the crew drove into Orlando. Sally and I went inside and found a nice little booth and sat down and ordered a few more drinks and then some dinner and talked some more. We talked about her job and her family and other stuff and then I asked her if she had a boyfriend? She smiled and said well I have had a few but nothing that has lasted long. I said well that is hard to believe as pretty as you are I would think they would be knocking down your door. She smiled and said well thanks and then she asked me about myself and I told her. We had a nice dinner and a few more drinks and I could tell she was getting drunk so I figured we had better quit drinking. She said I need some air so I paid the bill and we walked back to the hotel and as we walked she talked and finally she said can I tell you a secret? I looked at her and said sure what is it and she said well and she said well never mind lets go up to my room so I can get something and we can sit out by the pool for a while. I said okay and we went up to her room that was just a short distance from my room and she said have a seat be right back. She went into the bathroom and I had a seat on the chair. She soon opened the door and walked out into the room and stood in front of me in nothing but a smile. I looked at her and checked her out and it was then I noticed she had a hard cock between her legs. It was about 7” long and along with her nice 32 tits she looked beautiful. She said this is why I do not keep any boyfriends. I figured I better show you before we get to close, and I feel bad about losing another nice guy. I looked up at her and said well as long as we are being honest I want to show you something also. I stood up and said be right back and I went into the bedroom and took off my stuff. I had on a pair of nylons with garter belt under my cloths along with my red toes and I then walked out into the room so she could see me. She was sitting down on a chair so I went up to her and she smiled and said well I like it. I smiled and got down on my knees and took her hard cock into my mouth and started to suck her cock. I also started to play with her nice tits and nipples while i sucked her cock and I could tell she was loving it. She started to moan and stuff and said you better stop soon or I will explode so I took her deeper into my mouth and I could feel her cock swell up and then it exploded filling my mouth with a nice big load of hot sticky cum. I kept on sucking her and swallowed all of her cum and then got up and said now that was fun. She got up and pushed me onto the bed and took my cock into her mouth and started to suck my cock. As she did this she started to play with my nylon legs and finally my balls and then started to finger my ass. Well that was all it took and I soon exploded in a huge orgasm into her mouth that she swallowed down just like me. We both lay down on the bed and finally she said damn that was nice so you do not mind that I have a cock? I said you do not mind that I cross dress? We both smiled and laughed. I was getting horny again so I moved around and started to lick and suck on her nice tits and hard nipples and she said lets get into a 69 and play. We moved around and I took her cock into my mouth and she took mine and we sucked each other till we both exploded into each other’s mouth. We both lay down in the bed and talked and she finally got a look at my red toes and said damn I did not ever notice your red toes I really love them. I told her that I kept them red most of the time except for spring and summer because I love to walk around barefoot and people do not understand about a man with red toes. She laughed and said I bet kind of like a woman with a cock. We both had a good laugh and I put my arm around her and we both fell asleep. I woke up a few hours later with her sucking my cock again but I had other ideas so I said be right back. I went into the bathroom and grabbed the lotion and gave it to her. She looked at it and I bent over and put my ass into the air and she got the idea so she put some on my ass and got behind me and positioned her cock and slowly started to fuck me. I started to meet her thrusts and soon she was balls deep in my ass and I started to help her hammer my ass deep and hard. Soon she exploded deep in my ass filling me with a nice hot load of cum. She fell out and then bent over the bed so I used the lotion and started to fuck her ass deep and hard till I exploded in her nice soft ass. We both collapsed on the bed and fell asleep until morning and we had to rush to get to the work site on time. We kept looking at each other and smiling but I do not think anybody expected anything. We got done with work that day and went back to my room this time and we stripped and took a shower together and I sucked her cock in the shower till she filled my mouth with another nice load. she got up and put her foot on the wall and opened her ass so I stuck my cock in her ass and fucked her till I filled her ass with a nice load of cum. We both got dried off a she said she had to go get some stuff to wear in her room, so I said okay. She took off and said she would be back quickly, so I went and put on a new pair of nylons red this time along with a red and black garter belt and a pair of sheer panties. I also put on a nice open cup bra and a sheer baby doll nighty along with a pair of high heel sandals. I went into the bathroom and soon she was at the door and opened it and walked inside and I walked out into the room, so she could see my outfit. She stopped in her tracks and checked me from head to toe and smiled and said now that is a sexy outfit. She said be right back and she went into the bathroom and soon came out in a nice little outfit of her own with a pair of pantyhose nice bra and a baby doll nighty. We ended up playing all night and never had dinner but had fun. We spent the trip together and had a wonderful time. When we finally had to head home we got each other’s phone number and made plans to get together soon. She did not live that far away from me.

Trying Medical

Getting a bit fed up one day I searched a website that had links to various characters who had all sorts of kinks. Some were not for me but others held some intrigue. One was a male who delighted in medicals. As I had not actually tried this sort of play in any big way I got in touch by email personal message. The following day he contacted me and asked what I wanted. I told him just a full medical that we can both enjoy. That was no problem and we agreed to meet at a boat marina in Cheshire. As it was late October there was little or no activity anywhere when I arrived. The cafe was closed and there was just one solitary car on the car park. I had given him a description of my car with part of the numberplate lettering. Pointless really as the other car was probably his. After waiting a few minutes I saw a figure coming towards me. Could this be him, I wondered? Yep, it was. He told me he had a boat on the marina and to follow him. We arrived at a jetty and at the far end was a narrowboat leisure craft. As we got on I was surprised at how warm it was. There was a small fire in a grate that heated it up nicely. He told me to get fully undressed and put on the hospital gown, back to front as in hospitals and wait in the area. A few minutes later he appeared in a white coat, undone at the front revealing his naked body underneath. I was ushered to the rear of the boat and told to get on the bed. At each end was a metal frame with ropes. I was told to slip my arms out of the gown and keep the rest of me covered. My arms were then tied to the frame at the top end and my legs hoisted and tied at the bottom end. All the time he kept as much of me covered as possible. Then the gown was pulled down to my waist and he sounded my chest with his hands and then listened with a very expensive stethescope. I was more and more convinced that he was actually a real doctor. Then he said he had to examine my testicles and penis. This was done in a thorough manner probing and squeezing my balls. Then he wanted the foreskin back to check the head of my cock. Back it went, right back, until I thought it was going to be worn as a tight scarf around my neck it went so far back. He knew it was uncomfortable and I could see he was looking for my reactions. ” Do you masturbate regularly” he asked. “Yes” I said. “How often?” he enquired “Once a day twice, how many times?” I answered honestly and said” Usually just once but sometimes twice” “Good, that is healthy. What about intercourse?” “Not that often” I replied. “That’s fine, hand relief is a better option” he said. “Do you have anal sex with anyone either giving or receiving?” “I have had items pushed up me in the past” “No cocks then?” ” Just once” I replied. “Good, I like to see you have tried” he said. “I am going to stretch you up a bit in your arse now, so that it will make it easier for you to take bigger toys and most importantly, COCK” he smilingly said. I felt him lubing me up and probing me deeply with his finger ” Your prostate is loaded and that will have to be emptied soon” he exclaimed. Then in went a speculum and it was gently widened up stretching me. “I will leave that there for a few minutes to complete the stretching” after a few minutes he removed it and probed again with three fingers deep into me. It was very uncomfortable but he was satisfied with his efforts. “OK, down you come I want a urine sample” he said. I was given a jar and he got me to stand up and try to give a sample. I just couldn’t do it. “Never mind, I usually get my specialist patients to get a sample and then swallow it, to show that they are not frightened of their own body fluids when I know that they like oral being done to them and expecting someone else to swallow I usually start with urine and then sperm later. Have you ever swallowed sperm?” ” Yes doctor an couple of times. Ususlly my own when forced to” I replied. “Excellent, then no need to carry out that test” ” I would like you to bend over that stool and do not move” he said. I duly bent over and felt him slip his cock into me. Slowly he pumped away and then he speeded up slightly with two hard pushes up me before withdrawal. I stood there with spunk string to dribble from my arse. He wiped it away and told me to stand up. “Right I need a sample from you so show me how you masturbate” I got hold of my cock and started to pump it quickly I shot my load. He said that the examination was now completed and to get dressed. He would be in touch regarding my results. I left and went home not sure if this was what I had expected. It was fun but that nagging feeling of the not quite sure was in my mind.