Harry Herricks Naked Summer Pt 06

Judith

I stumbled towards the house and into the kitchen. Judith was sitting on a stool, still finger fucking herself.

"Am I an evil woman to get so aroused watching my daughter getting so comprehensively fucked."

"Who am I to say. I saw you watching and didn't care. Ann knew you were around and didn't care."

She stood up and embraced me, holding me tightly. For once I was unable to respond even though I could feel her erect nipples poking at my chest.

"Am I bad for looking forward to our time next week too. If you can give me one tenth of that," she waved her hands vaguely towards the garden, "I'll be a very happy woman."

I eased away. It was a sign of my exhaustion and dehydration that a glass of cold water was more important than holding Judith's naked body. I filled two glasses and took them outside.

"I saw Mum hugging you through the window. What was that about? She can't expect you to fuck her in your state."

"No, she's worried because she watched us outside and got aroused by it."

"Well when I'm away next week, after you've done your practice, you can give her what you just gave me. It's too good not to share."

"Are you serious? Your Mum has been threatening to jump me and you were telling her no. Now you are happy with that?"

"One thing I learned from Mum is to take your chances when you can. I'd be a hypocrite if I didn't say the same to you. She wants you, she has a great body, take your chance."

"This is crazy."

"Harry. I love what we do very much but neither of us have any real experience of sex. I certainly intend for Stewart to fuck me again, several times if possible. He keeps Mum happy, so I'm guessing he's good at it. He was when I claimed my present. So don't worry about fucking Mum. She'll give you a great time, you'll learn a few things that you can pass on to me, I'll get some tips from Stewart. That way we all gain."

"This is crazy." I knew I was repeating myself, but it was. I was having extraordinary sex with the most beautiful girl in the world and she now wanted to pass me over to the sexiest woman I had ever met. A woman who was even now, stark naked inside.

"OK," Ann said. "You can't decide, so I will decide for you."

Anal with Judith

She grabbed my cock with one hand and led me back into the house. I was still limp, but being led around by like this started to stiffen me up again. Inside, still holding me firmly, she led me into the kitchen. Judith turned as we came in, her eyebrows shooting up.

"Harry was dithering so I've decided for him."

She pulled me across the room to her mother, literally handing me over.

"I'm a bit sore, so he's yours for a couple of hours, although you will have to give him a bit of time. I'm going to have a soothing bath. I want him back when you've finished with him. I still have plans for him before I send him home. You can do what you want while I'm away too. No restrictions."

Judith tugged on my cock, pulling me closer.

"Well this is an unexpected pleasure. Thank you my darling daughter. I'll try not to break him."

Ann pecked me on the cheek, and disappeared out of the room.

"I hadn't planned for this," Judith said. "What am I going to do with you, I wonder?"

She released me and sat down on a stool, spreading her legs wide and exposing her wild hair. It was already glistening.

"You can start here I think. Let's see what your tongue can do. Kneel down." I sank to my knees, then placing one hand on the back of my head she pushed my face into her wet cunt. I didn't really need any encouragement, but as I dived in, she grabbed my head to hold me back.

"Take your time, it isn't a race. Higher up, yes, a bit more. Oh yes, that's the spot. Oh that's nice, now slip a finger next to that spot, gently at first. Yess, now another. Deeper. Now your tongue again. Ohh god yes. Now keep on like that until I tell you to stop. Ohhhhh yessss. Just what I needed."

By now she was lying back against the kitchen counter, head thrown back, her mouth open. With her coaching I'd somehow found the right spot and she was already beginning to climax, very loudly too. As she did, I eased off, but she pulled my head back in between her thighs.

"Not yet, just keep on going."

I was happy to oblige. She tasted divine and who wouldn't enjoy burying their face between such wonderful soft thighs. As I carried on fingering and lapping away, her back arched and her legs gripped my head. She cried out again, even more loudly.

"Oh yes, yes, keep on like that for ever...."

Finally she began to relax and her legs released me, letting my head move. Reluctantly I sat back, her juices smeared over my face. I felt quite proud of myself to get such a reaction, although I suspected she had given herself a head start before Ann had left me there.

"That, young man, was pretty damn good for a beginner. A lot of men expect me to spend time on their cocks but aren't willing to return the favour. That's just the starting course though."

She got to her feet and took hold of my cock again.

"This way I think," she smiled, leading me back upstairs to her bedroom. Once there she led me over to her huge bed and pushed me down. I waited apprehensively as she opened a drawer and produced several lengths of soft cord, which she used to fasten me to the bed. I was spread eagled on my back, hardly able to move. My cock still wasn't fully hard, but was certainly picking up.

"I'm sure Ann has told you I like to take charge of things. She probably doesn't appreciate quite how far that goes, although there was that rather unsuitable young man I took from her. He spent two days where you are and seemed in the end to quite enjoy it."

She probably saw my panic and laughed.

"Don't worry, I promised to give you back to her tonight. Whether you'll be any use to her I don't know, but..."

From the same drawer she pulled a long black flexible rod. She smacked it gently against her palm, looking appraisingly at me.

"I think perhaps we'll bring your lesson forward from Monday.

She showed the rod in her hand to me. It was a double ended dildo, slimmer than a real cock, but much longer too.

"It's OK, I won't be putting it all in. It's meant to be used between two women, but the other end gives me more control. Now, if you promise not to run away, I'm going to untie you. We'll save that for another time. Now lift your legs towards your head and hold them in place by wrapping your arms around them."

I did as she asked and realised this raised my anus up too. She was holding the dildo in her left hand, pouring some oil along it's length from a small bottle in her right. Then she spread the oil as if masturbating it. Spreading her legs, she slowly inserted one end into herself, feeding it in gently, them strapping it in place with a harness. She stood there, the thin rod poking obscenely into the air, in stark contrast to her tanned skin.

Kneeling on the bed opposite me, she carefully poured a little oil on me, letting it run down between my cheeks. I felt the warm oil run down, then a finger entered me, reaming back and forth, taking the oil inside me. Taking a last polish of oil she leaned forward and I felt the dildo head pressing against me. Slowly she pushed in, then suddenly, as had happened with Ann, the sphincter relaxed and it was in.

"I'm stopping there to let you got used to it. Are you OK so far?"

"It's strange, but so far, yes."

"Good, now let your legs down onto my shoulders. You'll be more comfortable. Take it slowly."

As I did so, I felt her pushing further in. She grunted.

"Don't forget this is inside me too, although not like you."

She stopped again. So far I had a strange sensation but nothing sexual, although seeing Judith's wonderful boobs facing me between my upraised legs was certainly arousing. Suddenly as she pushed, I felt the tip of the dildo pressing on something inside me. As it did, I began to harden. She was sliding in and out now. There was no friction, just the pressure and the disturbing sensation of whatever she had reached.

"That's your prostate I'm pressing on. You should be feeling stretched by the dildo, but I'm adding pressure. It will start to make you hard. Can you feel it?"

I couldn't answer at first, but as she pushed back and forwards I could feel it more and more. Each time she hit the bottom this strange feeling grew and grew and I got harder and harder with each stroke. At first it felt like I wanted to pee but that switched suddenly and I felt myself swelling and growing. All I could think about was that pressure against my prostate and in my penis. Suddenly I came, all over myself. It seemed to go on for ages as she slowly withdrew. I felt sore, but it felt strangely good too.

"I can see I hit the spot," said Judith. "Most straight men who have the courage to do what you've just done will come quite quickly. The trouble for women though is that we don't have a prostate. There are lots of nerve endings in there of course and that helps to stimulate. You must take it slowly though to avoid damage."

"Men like doing it to women because it is supertight. You'll come quickly though and then you have to clean up thoroughly before you do anything else. For women it can be really messy, which tends to dampen ardour quite a lot."

I felt torn. I still wanted to take Judith anally. The brief time I had been inside Ann that way had been great. On the other hand I knew if I did, it would be almost entirely for my benefit. Was I that selfish? Of course Ann had given Judith complete freedom in what she could do, so if I didn't bother with the anal I could expect some really mind blowing sex with an incredibly sexy woman who had much more experience than I did. Did I want to trade 5 minutes of anal for hours of hot sex with Judith today and when

Ann was away next week?

"I know you don't like it, so if I have anal sex with you, it will pretty much be for my benefit alone."

"Pretty much. Don't get me wrong. Having someone getting hot and sweaty with you and taking pleasure in your body is good, but generally I want more than that."

"You didn't mind taking what you wanted from me last week when you tied me up."

"You still got some hot sex and a great blowjob, but for me that was about making sure you were frightened of me so you wouldn't hurt Ann. I trust you more now. I've heard the two of you together and she is clearly getting a lot out of it. I saw you today and that was amazing. If I'd filmed you I could have made a fortune selling it."

"If I'm honest, I would still like to do it. Ann is the most beautiful woman I've ever met, but you are incredibly sexy and I would be an idiot to turn down the chance to fuck with you in as many ways as possible."

"Harry, that is the honest answer. It's my philosophy too -- take your chances when you have them, they may not come again. So I'm going to give you the works. You can have anal today, if that cock of yours still has something to give, then next week the sky is the limit. You better make sure you are well rested, because you will need every bit of stamina you can muster. How long before you can go again today do you think?"

I looked down. I was soft, but not shrunken, so on the way to recovery.

"You could try perking me up."

"Any excuse for a blow job! OK, let's see what we can do."

Still with the dildo inside her she leaned forward and took me in her mouth, a hand tight around the base. As she worked on me I grabbed the protruding end of the dildo, pulling it in and out. Still sucking on me, she took my hand and laid it firmly over her clitoris. I started gently massaging the area, then slipping a finger inside her alongside the dildo. I obviously found the right spot because she began pushing forwards onto my hand. I was getting a little firmer, but still not hard enough to find my way into her anus.

She climbed on the bed, the dildo hovering over my face as she bent forward and carried on attending to my cock. I reached up and slid my little finger into her sphincter, pushing gently. I worked my thumb in alongside the dildo. She moaned as I worked with my finger and thumb, the vibration adding further stimulation to her sucking and licking. Suddenly she started humming. I felt myself slowly growing harder. I don't know why but suddenly imagined Paula fingering in my anus as Judith sucked me back to life. It proved the last stimulus I needed and I sprang into life. She didn't stop though, but kept on with the blow job for a couple more minutes. I was panting and almost ready to come in her mouth when she stopped and pinched the glans between finger and thumb, causing me to subside slightly.

"I was enjoying myself there and nearly took you too far."

She stood up and unbuckled the straps, slowly removing the dildo with a sigh. She handed me the bottle of oil, then bent forwards on the bed, her cheeks elevated, her sphincter open to easy access.

"Use plenty of it on me and on you."

I poured a small stream onto her back watching it run down towards the anus. I took a little on my finger and slipped it in, letting the oil run in the opening, then working in and out to ensure she was well lubricated. I took more in the palm of my hand, working the oil along my full length, pulling back the foreskin and working it everywhere.

Slowly I pulled her cheeks apart and placed the head of my cock against the opening and pushed slightly. I went smoothly forwards, then suddenly the glans disappeared into her and the sphincter closed around it. I waited a few seconds before pushing more. She grunted as I stretched her. Slowly I worked my way in, pausing every few seconds. Then I was all the way in, buried to the root. It was incredibly tight. Only the fact that I had already come so many times today allowed me to hold back as I started stroking gently. I couldn't believe how tight she was.

"God that's a stretch," she grunted. "Keep going though."

I kept gently stroking in and out. I loved the tight feeling and then unbelievably she clamped down on me so tight I could hardly move, before releasing me. Gradually as I moved in and out the tightness reduced slightly, but before too long I was on the verge of coming and found my self speeding up my strokes.

I called out to warn her.

"Just do it, but slow down."

Finally I could hold it in no longer and started coming. I didn't have much in me but it spurted deep into her. I slid out carefully and she dashed off to the bathroom to clean herself up. After a few minutes she called me.

"You can come in now."

I followed her in and found her already running the shower.

"Join me and we can clean up together."

I didn't need to be asked twice. Standing next to her watching her soaping herself was almost enough to make me hard again, but I concentrated on getting myself clean as she had warned me was essential. Eventually though she was happy and moved to turn off the water. I stopped her and took her in my arms as the water streamed over us.

It was strange, she was almost exactly the same height as Ann, but her body felt so different. I felt different holding her. She looked up at me and I kissed her, putting all the passion I could into it. She responded with equal passion, grinding into my hip. I reached down between her legs and found her clit, probing into her.

I dropped to my knees and buried my face in the softness between her legs, probing with my tongue, searching for the spot that had made her come so wonderfully when we were downstairs. She pulled my face into her, moaning softly. I probed with a finger, nibbling and kissing. I could feel her clitoris becoming engorged and stroked it with finger and tongue. I felt her breathing coming harder and kept on until at last she came on my face.

I sat back slightly, gently biting the inside of each thigh, then returned to probing and kissing and nibbling around her pussy, my hands holding her cheeks, pulling her into me, burying my face in her wild pubic curls. She was shuddering now and I felt another orgasm sweep through her. I didn't stop though. I kept at her, until she had a whole series of rolling orgasms, finally collapsing into my arms under the hot running water.

I turned off the shower and sat holding her, kissing her face. Slowly she relaxed. I grabbed a towel and began gently to dry her skin, helping her back to her feet so that I could dry every inch of her luscious body. She was still staggering slightly, so I helped her across to her bed and laid her down, wrapping her in a robe to keep warm before lying down beside her.

She muttered something as she gradually dropped off to sleep but I couldn't make it out, then she said it again. It was my name. Once she was asleep, I went in search of Ann. I found her in her room, curled up on the bed in tears. I rushed across to her, trying to hold her, but she resisted.

"She's done it again, she's taken you. I should never have let you near her."

"She hasn't taken me, no. I'm still yours, ready to give you whatever I can."

"I heard her though. You made her come so hard."

"Of course I did. We did what we had planned for Monday. Then in the shower once we had cleaned up I gave her an orgasm with my tongue and fingers. That was only fair surely."

She sniffed.

"It sounded like you gave her a really good one."

"I hope so. In fact I gave her several I think. She was like you were with Stewart. She could hardly move, so I dried her and put her to bed. She's asleep now."

"I really thought I had lost you. I know I don't own you, but even so."

"That was pretty damn silly. Apart from anything else, you told me when we started that when you got to Cambridge you intended to have lots of sex. Even here, you've already fucked Stewart and you are planning to do it again. Tomorrow you intend to fuck Paula. OK I do too, but my point remains. So you can't really object if I take my own opportunities."

"If though you are starting to develop feelings for me other than looking forward to a good fuck, then I need to know. Tomorrow is a big step. We're involving other people. I'm looking forward to it and I hope you are too. I'm looking forward to fucking Paula from behind while she has her face buried between your thighs. I'm looking forward to having the two of you taking turns on my cock with your mouths. I want to watch while the two of you eat each other. I want to have you both on your knees in front of me while I fuck one and then the other, trying to get both of you to come at the same time. Forget about Judith for now. Next week is next week. For all I know you might meet some hot piece of cock at your induction and spend your time away fucking your brains out. If you do, good for you. Think about Paula tomorrow. Think about seeing that sexy coffee coloured body sprawled out in your bed waiting for you. I am for sure!"

Ann was too fraught to think about more sex, so I sat and held her for a while until she had calmed, then went home to dream of her and Paula and Judith all mixed into one surreal sexy mashup.

Ann, Paula -- and me

The next morning I woke up with a huge erection that refused to go down. I sneaked into the bathroom to get rid of it while I showered, otherwise it would have been a very embarrassing breakfast. Once I arrived at Ann's house, I was already stiff again. Judith answered the door as usual, but surprisingly, not naked. Instead she was wearing trousers and a tee shirt. Of course, being Judith, both were so tight that everything was on display.

"I didn't want to frighten your little playmate away," she said, groping my crotch as I passed. "My, you are looking forward to your play date aren't you. Anyway, I'm off out for the day, so I'll see you later."

She pecked me on the cheek as she went out, whispering in my ear "You will save something for me later won't you. I shall want details."