Part 24: Ryan Puts Me in More Embarrassing Situations

My Clit Ring

I mean the little ring that my clit goes through, not the piercing through my clit hood.

About a year ago it stopped vibrating and after a while Ryan decided that it would have to come off. Now I don't know if you remember how Ryan put it on my clit but it involved getting my clit VERY cold and then Ryan forcing the little ring over my very shrunk clit.

To get it off Ryan decided that he'd have to stretch my clit and gently ease it off. When it came to the appointed time Ryan teased me right up to just before cumming 3 times before he said that he was going for it. His theory was that I'd be so desperate to cum that a bit of pain would be lost in the pleasure. As for lubrication, I suggested some butter but Ryan said that I'd be producing more than enough.

He was right, my pussy was oozing and as he pulled on the ring I started cumming and never felt a thing.

Fast forward until we got back from holiday (see 'We hate clothes' parts 7a, 7b and 7c where one of the twins writes all about that holiday); in the pile of post waiting for us was the ring. We were both quite excited. The next morning Ryan decided that it was going to be put back where it belongs. As he teased my clit up to the point of cumming he told me that he was going to try a different way of putting it on.

It still involved ice and just as I was about to cum he slapped the ice cubes on for a couple of minutes while the fingers on his other hand were fucking me. When he thought I was ready he slid the little ring over a pair of slim tweezers and gripped the end of my clit. It was so cold that I hardly felt a thing.

Then Ryan pulled on the tweezers, stretching my clit so much that the ring slid off the end of the tweezers and over my clit. Still stretching my clit, Ryan used another pair of tweezers to push the ring as far down as it would go.

As soon as he was happy, Ryan dropped the tweezers and used his mouth to warm me up; and to make me cum.

In the same package as my ring was a note saying that the manufacturer had upgraded it and that each charge would now last 2 days and each random vibration would now last double the time.

Jenny and Tom thought I had gone crazy when I went out of our room wearing the charging knickers. When I showed them why Jenny said that she was jealous and couldn't wait until her and Tom got jobs and could afford things like that.

Since that day I've had a bit of a smile on my face all the time. It's great to have mini-orgasms at almost any unexpected time but I was embarrassed one time on the second day back at work when I was giving a presentation to my boss (Tim) and a client and I shuddered, clenched my teeth and closed my eyes for about 20 seconds when I was stood right in front of them. Tim asked me if I was okay. I wanted to say that I'd just cum but I didn't have the courage.

Sometimes those random zaps take me over the edge and I have a full blown orgasm where ever I happen to be. Fortunately, so far, I've always been on my own when that has happened but I'm sure that it's going to be really embarrassing sooner or later.

Another thing that the ring has brought back is the need for me to go to the rest room more often to clean myself up. My pussy is constantly leaking and because I never wear knickers the insides of my thighs are wet quite often.

The gym

Even though I'd had some amazing fun on holiday in Spain, I'd still missed my visits to the gym. That first week back I took 2 flex afternoons and went there on my own. Each time I'd worn a remote vibe set on low all morning so that I could have fun without being embarrassed or feeling humiliated. With that and my clit ring I was quite happy and quite horny by the time I'd got to the gym.

I felt super horny as I started displaying my pussy with the clit ring on, and the men seemed to stare for even longer. I had a couple of orgasms just watching those men stare at me; and that was before I got on the dildo exercise cycle.

The second afternoon was the best; Kieran was in the workout room when I got there and he watched me all the time. We exchanged hellos and he complemented me on my all-over tan. The twins arrived after I'd been there for about half an hour and we talked while stretching and exercising and in between one of us cumming.

It didn't take long for Kate to spot my clit ring. At first she just said that I looked different. I was stood on both feet and she said that my clit was sticking out more than normal.

I didn't say anything; instead I lifted my right leg up so that my right foot was way above my head.

"What the fuck is that?" Jude said as they both got down on their knees to get a better look.

As I stood there I told them all about it and they both said that they were jealous and that they wanted one.

As we got back into our synchronised routine of exposing our pussies the twins made life even more pleasurable for me because each time one of them started to cum they'd both quietly say 'treadmill' over and over.

When we left the room Kieran followed us and asked me if I'd give him my opinion on the changes that he'd made to his 'obstacle challenge' as he called it.

Jude and Kate looked at me and Jude asked me what Kieran was on about. Kiran's response was to invite them to join us and give him their opinion as well.

When we walked into the big room Kate said that it was very different to when she'd first looked in there. It was setup very much like it had been when I'd last been there.

"It's really only setup for 2 girls to go round at a time," Kieran said, "so how about you 2 having ago and Tanya and I can assess how it goes and look for places that I can improve it. The only problem is that I can't tell you 2 apart; can you Tanya?"

"Yeah, it's easy." I said. I walked up to Kate, put my hand on her pussy and then eased her legs apart.

"See!" I said, letting Kieran look closely at her pussy. "Kate has a little mole right there."

Kieran continued to stare for a few seconds then said,

"Yeah, but that's not easy to see most of the time." Kieran said.

"You can have a close-up look anytime that you want Kieran." Kate replied.

"There is an easier way to tell us apart." Jude said, pointing to her nipples. "I've got the rings and Kate's got the barbells."

After a few seconds of staring Kieran said,

"Oh yes; right; rings for Jude and barbells for Kate. I'll try to remember that. You don't swap them at all do you?"

"Maybe!" Jude said.

After a few more seconds during which Kieran was still staring at Kate's and Jude's rock hard nipples, I decided to break the spell by saying,

"Right, shall we get started? Kieran, do you mind if I join in and compete against Kate and Jude where I can. I need the exercise."

"Yeah, sure." Kieran replied as he led us over to where he said the start was.

"Right, I think that everything is obvious but if you get stuck I'll be right there to explain it. Okay, the race is between Kate and Jude. When I say 'go' you need to walk in the crab position until the first white line; then walk on your hands until the next white line ... Okay, GO."

All 3 of us got down and started walking on our hands and feet, pussies thrust up as high as we could, Kieran following and looking at each of our pussies in turn. When we got to the first white line it was up onto our hands and keep going. I was leading with Kate and Jude, neck and neck.

I got to Kieran first and got up onto my feet and watched the twins finish. I was pleased to see that both of them were walking on their hands with their legs spread wide. As they crossed the line Kieran said,

"Right, 20 Jumping Jacks ladies."

As I did mine I watched 4 little tits wobble on the twins chests. Kieran was watching them as well.

We all finished about the same time and Kieran said,

"Do the splits 5 times and after each one jump up in the air, hands as high as you can."

We all dropped down, legs parallel to the floor then jumped up. Just as I got down the second time the little ring zapped me. I was so horny that it was a proper orgasm and I just stayed down, legs spread wide as I shook and moaned. Meanwhile the twins were jumping up in the air and getting down again.

"You okay Tanya?" Jude asked.

"Yeah she is," Kate said, "she's just cum; haven't you Tanya?"

I nodded my head while Kate and Jude got on with their 5. They were just finishing as I got back to my feet and said to Kieran,

"You will be having volunteers with their hands on the floor to check that we get right down won't you?"

"Of course!" Kieran replied.

Next it was under the big net. I passed on that one as there was only room for the 2 of them.

Then it was the climbing ropes. Unfortunately there are only 2 of them and as the race was between Kate and Jude, I stood back to watch. Both of them were struggling and could only manage to get about ¾ of the way up. As they climbed I shouted to them,

"When you're ready to come down make sure that the ropes tight against your pussy. If you lean back you'll find it easier and more fun."

"What!" Kate said, but when she got as far as she could I shouted to remind her to lean back and slide down slowly."

She did, in fact both of them did and within a couple of seconds Kieran and I could hear the 'ooows' and 'aarrggghs' and 'oh fucks'. Then they both stopped and in stereo we could hear,

"I'm cuuuuummming."

They both had the sense to make themselves cum one more time before getting to the bottom where Jude said,

"Fucking hell, I never would have thought of that. Can I have another go?"

Kieran said not and reminded them that it was a race. Both looked a little dejected until they saw the next 'obstacle'.

It's a bar that swings out from the side of the room at something like 18 inches above their heads. Standing underneath of the bar are 2 big traffic cones with a pole sticking up from the middle. On the top of each pole is a big dildo; the tip being about at the bottom of the twin's rib cages. On the floor next to the cones were 2 tubes of KY Gel. When I saw them I laughed and said to Kieran,

"You won't need those; if a girl's entered this challenge she'll have more than enough natural lubrication."

Kieran looked a bit embarrassed then explained that the twins had to jump up, grab the bar, pull themselves up and then lower themselves onto the dildos. The task was complete when they were fully impaled.

Both girls jumped up, grabbed the bar and started to pull themselves up. I don't know how Kieran measured the right length of the pole in the middle of the cone but both girls had to strain to get high enough to have their pussies over the dildo. Kieran and I watched as they moved their butts around to line-up the dildo with their holes. Then they lowered themselves, the dildo slowly disappearing.

"Well done girls," Kieran said, "now you have to pull yourselves back up and off the dildo then lower yourself onto it again."

"I don't think that I can." Jude said.

"Come on, you can do it." I shouted.

A bit more of each dildo became visible but it was obvious that they were struggling.

"Help me please!" Kate said.

Kieran immediately moved in and stood in front of Kate, put his arms round her, grabbed her butt and lifted her up and off the dildo. As he held her, Kate let go of the bar and her tits slid down his face until her feet were on the ground.

"Err Guys," Jude said, "do you think you could help me as well please?"

I stepped forward but Kieran beat me to it and lifted Jude down the same way as he had Kate.

Challenge over, and both failed, I told Kieran that he'd better have a couple of strong guys waiting there just in case the same thing happened again. I added that I'd hate to think what would happen if a girl had her whole weight pressing down on one of those dildos.

"Hmm, yes, you're right Tanya; I never thought of that." Kieran said.

"Well you wouldn't would you, you're a man; but don't take this challenge out, just have some guys there waiting to help. I think that the girls and the guys will like that."

Both Kate and Jude giggled.

"Right, what's next?" Jude asked.

"Okay," Kieran said as he walked us over to 2 dildos screwed to the floor. "I got this idea from in the workout room and developed it to give you more exercise. What you have to do is stand with your feet either side of one of these then squat down impaling yourself as you go. When you've got right down you need to spring up and do a jumping jack. You need to do that 5 times. Oh, and just in case you were thinking of not going down all the way, someone will have their hand at the base to check."

"That sounds fun." Kate said, "Who's going to check us now?"

Kieran looked at me so I said,

"Don't look at me, I can't reach both of them at the same time; you'll have to do it Kieran."

"Ooow goody!" Jude said.

All 3 got into the required position, Kieran flat on his back with arms stretched as far as he could, which was just far enough for him to get his thumb round each dildo.

"Go!" I shouted and down the twins went. Both of them going far enough for Kieran's thumb and fingers to touch their pussies.

Up they went then down again. As they went through that 5 times they both started lingering while they were down on the dildos. It really looked like they were trying to rub their pussies on Kieran's hands. That was sort of confirmed when they finished the 5 and Kieran got up, both his hands were quite wet and shiny.

"That was easy for you," Kieran said, "I think that I'll have to get some small dumbbells for you to lift during the real thing."

"That was quite real for me." Jude said.

"Ah, yes, well," Kieran replied, "shall we go on to the next challenge?"

I didn't understand the next challenge at first, there were 2 ten-pin bowling pins stood on the floor; that's all.

"Okay girls," Kieran said, "the whole idea of a gym is for people to exercise their muscles. This challenge exercises muscles that don't normally get exercise. This challenge requires you each to move one of those pins from where they are to the white line up there, and back again. It sounds easy doesn't it, but you can't use your hands and you can't touch the pin with your feet."

I twigged before the twins did and a big grin appeared on my face. Then the twins got it.

"You mean we have to pick it up with our pussies?" Jude asked.

"That sounds fun." Kate added.

"That's right Jude – isn't it? Okay, get ready girls."

I knew that this obstacle would take a while; all 3 pussies in that room were extremely wet so those pins would be sliding out quite often. Also, I knew that neither girl had been doing kegel exercises. I left them to it and went back to one of the climbing ropes; I wanted to cum.

As I was climbing up the rope I could hear the odd thud and cuss as the pins slid out. I kept climbing then slid down making myself cum 3 times.

Both girls had not quite finished when I got back and as I stood there laughing Kate said,

"Okay smarty pants, you try it; let's see if you can do any better."

I wasn't going to miss a chance like that and when Kate crossed the line and let the pin slide out again I went over and stood the pin up. Squatting down and impaling myself on the pin, I then stood up and started waddling along.

"Bloody hell Kate," I said; "you're really gushing today."

It was hard work and my pussy muscles were starting to hurt but I managed to make it there and back with the pin only sliding out once.

"I'll show you a few exercises that can help you with those pins, and other things that you may just want in there sometime." I replied.

Kieran looked a bit puzzled then said,

"Well that's it girls, what do you think?"

The girls summed it up quite well when Kate said,

"Can we do it again please."

"So I can put your names down as contestants then?" Kieran asked.

"Of course!" All 3 of us said.

"Good, thank you girls."

"What about the wresting Kieran?" I asked.

"It's coming along."

"What's that about wrestling?" Jude asked.

"I've been thinking about organising some amateur wrestling fun in the ring." Kieran said.

"Can we have a go please? We do that at home on our bed sometimes, and sometimes in the lounge when Max has some of his mates over. They like watching us, especially when we stop struggling and start exercising our tongues a bit." Kate said.

I knew what Kate meant, but Kieran obviously didn't and he got that puzzled look on his face again.

The twins didn't wait to be asked and they climbed into the ring and started trying to get each other on the floor. From where I was stood I couldn't tell who was who but it wasn't long before they were rolling on the floor. They were soon in the 69 position and after a short pause each mouth attacked the other's pussy.

Kieran and I just stood there watching them eat each other out. It was only when one of them shouted that she was cumming that I realised that my right hand was on my pussy and my index finger was rubbing my clit. Poor Kieran must have been in a real state. His shorts definitely had a big tent in them.

As things in the ring calmed down, Kieran said,

"Actually girls, I meant a one girl against one man."

Both twins just stared a Kieran as he continued,

"The aim of the bout is for one to pin the other's shoulders to the mat. There are strict rules saying no hair pulling and no trying to hurt the other person. I'm guessing that competing against a naked girl and her finding it easy to distract him, will even things out. Tanya and I have already had a session and to be fair, I was whooped by her. She was way too quick for me and I just couldn't concentrate."

Jude jumped in,

"Okay, I'll take you on Kieran."

Kieran's face lit up. I wanted to say that whenever any man took on a naked girl in this gym it would quickly end up with the girl's pussy on the man's face and quite probably, a big wet patch on the man's shorts.

I wasn't wrong; Jude quickly got Kiran on the floor, her knees on his shoulders and her arms holding his legs down. Her face was VERY close to the front of his shorts. She was probably dreaming about what was outlined in front of her.

Kieran didn't waste the opportunity either and Jude quickly started cumming.

A couple of minutes later Kate was in the ring lifting Jude up and telling her that it was her turn.

Meanwhile my right hand was still busy and I came about the same time as Kate did.

After that Kate and Kieran got out of the ring and Kieran said,

"Well, what do you think girls?"

"Go live with it Kieran, put the sheet up, get the volunteers and get started." I said.

"That was fun," Kate said, "I want to do it again with all the guys in here watching me; and can I pick the guy that I wrestle with?"

"Me too." Jude said.

"Well I don't know about that, but okay I'll get the sheet up. Keep looking at the notice board girls."

The 3 of us left and headed for the sauna; the twins talking about which guy they wanted to get into the ring with.

The rest of the afternoon was good; 4 more orgasms before deciding that I'd better head for home.

The Party

Ryan got an invite to a party from one of the new bosses in his office. I hadn't met the guy so I was going a bit blind. At least I'd know some of the other people that Ryan works with; maybe Karen and Emma would be there I thought.

Ryan wanted to make an impression so he went in smart casuals and I wore just one of my nicer dresses and heels. I felt good as Ryan introduced me to his new boss.

"Ah yes," Owen said; "I've heard so much about you and seen quite a few photographs. They don't do you justice."

Boy was I embarrassed. The guy had obviously seen photos of me naked and people must have told him about some of the things that Ryan had got me to do.

"Hey Tanya," Owen said, "Don't be embarrassed; you sound and look like an amazing girl, Ryan's a lucky guy."

Someone else arrived and Owen moved over to them.

"I need a drink." I said, and we went looking for the booze. We found it; and Karen.

Karen and I talked while Ryan circulated. After a while things went quite quiet and Karen and I hit the bottle.

Shortly after that Owen called everyone into the lounge and told us that he was going to liven things up by getting everyone to take off one item of clothing. He added that shoes and socks didn't count.

I turned to Karen and said,

"Oh shit, I've only got this dress on."

"And I've only got this top and skirt on." Karen added.

After a few seconds of silence everyone started talking at once then items of clothing started getting thrown to the side of the room.

"I'll support you as much as I can girl." Karen said as she dropped her skirt to the floor leaving her bottomless.

I finished my drink and unzipped my dress. I looked round for Ryan for support but he was nowhere to be seen so I shrugged my shoulders shaking my dress of my shoulders and it fell to the ground.

"Whoa there!" A man nearby said, "Look at this; the stories are true; Tanya's buck naked."

I turned my head towards him and gave him a filthy look. Then Karen said,

"I see that you've got your little clit ring back. Ryan told me that he'd put it back on you; I can see your little clit poking out."

Just then Ryan appeared and put his arm round me.

"You look gorgeous TT; I'm so proud of you. Come and show Owen."

Bloody hell, my boyfriend wanted to show my naked body to his new boss. I think that I blushed again.

"Wow Tanya!" Owen said, looking me up and down; "you truly are amazing. I love the jewellery. You look so young."

Just then my little clit ring zapped me and I had to grit my teeth for a few seconds then I managed to say,

"Why thank you Owen. I know that I don't look it but I'm actually only a few months younger than Ryan.

"Oh, you carry it well young lady;" Owen continued, "would you mind posing for a selfie with me?"

"Yeah sure, why not;" I replied. By that time the booze was making me quite happy and any embarrassment was just history.

"Yeah, go for it girl," Ryan said; "maybe some others would like selfies with you as well."

"Err yes, okay then." I replied, not really expecting anyone to want a photograph with me in it; even if I was naked.

How wrong could I be? Ryan led me round the house asking everyone if they wanted a selfie with me in it and just about everyone did; even the couple of guys who didn't have their phones with them. Ryan lent them his phone and then sent the photo to their phones so that they could pick them up later.

As we went round I realised that I was the only one there that was fully naked. Okay, Karen was bottomless and a couple of girls were topless, but I was totally naked. It was a good job that I'd had a few drinks.

When we'd final got round everyone I was feeling a little tired, and drunk, so Ryan asked Owen if I could lay down for a while. He said that I could and pointed us to one of the bedrooms. Ryan turned the light off, leaving me on the bed. Within seconds I was fast asleep.

When I woke up the light was still off but Ryan was between my legs using his tongue on my pussy. I just opened my legs a bit more and enjoyed it.

A few minutes later I started to cum as Ryan kept going. After I'd cum again I sighed and relaxed. Ryan got up and I was expecting the light to come on but I heard, then saw the door opening; then close.

"Where's he going?" I thought.

After he hadn't returned after a few minutes I got up and went to the bathroom to freshen up. When I came out I went back to the party and found Ryan.

"Where did you go?" I asked.

"Nowhere love, I've been here talking to Karen for ages haven't I Karen?"

"He sure has!"

I was confused; was Ryan messing with my mind, was it a case of accidental cunnilingus, did someone accidentally get the wrong vagina, had I just been mouth raped; or what? It wouldn't be the first time that Ryan had messed with my mind. I decided to keep quiet for a while; maybe Ryan would come clean later.

I was feeling better after my nap and it was a good job because the party went on for quite a while. We had a great time dancing and talking and I just about forgot that I was naked. I even tried to leave without my dress but Owen shouted after us and I went back for it.

My Boy Dildo

Ryan did what I'd been half expecting, he took me to a sports centre in a city about 15 miles away with me dressed as a boy. Before we left home Ryan had got me to take all my nipple jewellery and my clit hood chain off. I left the barbell and stirrup in my clit hood because they'd be covered by the boy dildo.

I'd remembered the teenage boy's way of doing things and we walked into the men's changing rooms with me feeling quite a bit nervous.

That boy dildo was just as uncomfortable as it had been the previous times that I'd worn it. Wearing those shorts gave me a great insight into why men walk the way they do. They have my sympathy.

Anyway, the thing that was different to the last time that I'd been in a men's changing room was that this time Ryan told me to turn and face the men in there. There I was; naked, facing 2 naked guys in the shower. It was then that I realised that heterosexual men don't look at other naked men. Neither of them looked at me other than a quick glance, and then I decided that I'd better not stare at them.

It was so different to being naked in a girl's changing room where most of the women in there will talk to one another regardless of their state of dress.

Ryan had switched the vibe on just before we'd got out of the car and my arousal factor was going up as I got dressed ready to play squash. As we walked to the court I looked down at my chest and saw that the tight T-shirt had 2 prominent bulges in the front.

How the hell do men run around with those 'things' dangling between their legs? Mine are soft and spongy but they still kept making their presence known. I wondered if running around with them dangling made them get aroused but Ryan was running around as much as I was and he showed no signs of getting hard.

After about 10 minutes the vibrators got the better of me and I lost a point as I stopped to cum; Ryan just grinning at me.

After about 20 minutes Ryan stopped and took his shirt off. As he did so he looked at my chest and nodded. He wanted me to take my top off as well, so I did. I looked down at my chest and saw that my nipples were as hard as they felt.

We never finished the game because I came again, just as a man was walking passed the glass end of the court. He gave me a strange look as he kept walking.

It was a topless walk back to an empty men's changing room where we changed into swimming shorts and went looking for the pool. I felt quite naughty walking around the leisure centre topless but having cum twice since I'd got there, I didn't really care.

We messed around in the pool for a while and it was difficult for me keep my hands of Ryan but that would have looked more weird than it actually was. Having said that, no one gave me any strange looks, probably because there were teenage boys there with tits a lot bigger than mine.

When it came time for us to get out Ryan walked me all round the pool on the way to the changing rooms. Another orgasm was building so I didn't care if anyone had looked at me or said anything.

There were quite a few teenage boys and men getting showered and changed and just before we went it Ryan told me to get my shorts off as soon as we got to our locker. When I had, Ryan indicated to me to turn round so that I was facing all those men. The strange thing was that none of them took any notice of me; even when we walked to the showers with our towels over our shoulders. How Ryan didn't get a hard-on I will never know but he didn't.

My pussy was on fire and that vibrator inside me was giving me serious problems. I didn't want to cum in the showers with all those men around me but I couldn't help it.

I gritted my teeth and just stood there under the shower with my back to everyone. I couldn't help it as a long groan came out of my mouth and the man next to me turned and looked at my face.

"Are you alright son?" He asked.

I couldn't answer but Ryan did,

"Yeah, he's okay, he's just cumming."

"Yeah right." The man said as he turned his face away from us.

We finished showering and went and got dressed, me remembering not to groom myself as I normally would.

As soon as we got back to the car I climbed in the back, got those stupid shorts off, pulled the dildo out and begged Ryan to fuck me.

He did.

The twins

While I was at the gym one afternoon, and the twins were there, Jude asked me if they could come round one day before they went back to school. They wanted to ride my Sybian and exercise bike without worrying about anyone else wanting to have a go. That was okay by me, and I was sure that Ryan wouldn't object. I told them that Jenny and Tom wouldn't be there because they'd gone off to visit a friend for a few days and where we keep a spare key. I told them to go round anytime that they liked, but to be sensible; that I didn't want to get home and find them fucked to death by those machines.