Harry Herrick’s Naked Summer Pt. 05

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Ass

Opportunities lost

Saturday night we met up with old friends from school in a local bar. There was a great cheer as we walked in holding hands. “About time” was the general response. It seemed everyone had been expecting it to happen for years. It had been a while since we had seen some of them so over the night we circulated around, chatting and generally having a good time. At one point I found myself sitting next to another girl, Paula Thomas. I’d literally known Paula all my life. We were born on the same day in the same hospital and our mums had been in adjacent beds. Since then they had been firm friends and the two of us had grown up together. She had gone to a different, religious, Secondary School so we had not become as close as Ann and I.

“So, have you done the deed yet?” she asked. I spluttered a non-committal answer.

“That’s yes then,” she said with a wry smile. “A pity though. I had always hoped you would break your fast with me.”

She looked across the room at Ann, in animated conversation with a couple of other boys.

“Looking at her though, I’m not surprised. She’s been totally focused on you since she was about 12, she’s stunning. The rest of us didn’t have a chance did we?”

I was still trying to come to terms with the idea that Paula had dreamed of losing her virginity with me, then suddenly the full implication of ‘the rest of us’ hit me. In any normal company, Paula would have stood out. Her mother was from Ethiopia and her father was Italian. She had the most gorgeous coffee coloured skin, jet black hair and was built like Anita Ekberg in the film La Dolce Vita, which she had insisted we watch once. She was obsessed with film. She had no interest in acting though, although we had been in a school play together once. It had been fun, but it just confirmed her interest in directing. In September she was off to film school in Italy where her dad now lived.

She looked at me quizzically.

“You are clueless. Half the girls we know, in either of our schools, would have opened their legs for you at the drop of a hat. That’s including most of them here tonight. Apart from anything else, we all wanted to know if the bits we couldn’t see were built like the bits we could. We’re all pleased you and Ann are together, believe me, but all of us are wishing it was us not her.”

“Does Ann realise she was in a competition?”

“Of course. Most of us though waited for you to make the approach. I bet she didn’t.”

She laughed. “From the expression on your face I’m right. I’m guessing that’s something else she got from her mother besides her looks.”

At the reference to Judith I looked up, but Paula was lost in her own thoughts.

“Her mother may act all demure at PTA meetings, but from what I hear, she’s really very different. Did you know she’s stolen two boy friends from Ann? You’ve met her, what’s she really like?”

“Intense, terrifying, very sexy and she knows it. She’s totally focussed on what she thinks are Ann’s best interests, which may not be what Ann wants. I think the boy friend story is true, although from what Ann says they were easily distracted, so perhaps not the best for her anyway.”

“Sexy?” said Paula, incredulously. “I suppose she must have something to take those boys away from Ann, but I just assumed they liked the idea of fucking an older woman.”

“I think if you were male, you would see her in a slightly different light.”

“Well I like boys and girls, but she’s too over the top for my tastes.”

I suspected that was probably her attraction to men, but didn’t say more. Ann’s relationship with her mother was not something I could share. Paula didn’t notice though, she was still lost in her own thoughts.

“Anyway, if things don’t work out for the two of you, you know where I am…”

I couldn’t tell if my relationship with Ann had changed my perspective, but over the night I had a succession of girls making it very clear that if we ever split, I wouldn’t have to look far to replace her. I couldn’t tell what the blokes were saying to her but she had lots of attention all night, so I wondered if she was getting a similar story. It was late when we left and even later by the time I dropped her off at home. We resisted the temptation for a quickie in the garden and I went home with yet another erection.

Ann plans another threesome

By Monday though I was literally up and ready, so rang Ann. Judith answered saying Ann was out shopping but would be back soon, so pop over. I rang the doorbell and wasn’t surprised to see a naked Judith behind it when it opened.

“Is Ann back yet?” I asked.

“She’s in her room. Go on up.”

I was surprised not to be groped as I passed, but assumed even Judith had a rest sometimes. Upstairs, Ann wrapped herself around me in greeting, then dragged me over to the bed, pulling at my clothes as she did so. We fell onto it in a tangle of clothing but somehow managed another glorious quickie, Ann coming as rapidly as I did.

Afterwards we finished undressing and cuddled up on the bed.

“Your Türbanlı escort Mum was quiet when I arrived. No lewd comments, no attempts to grope me.”

“Stewart rang last night. His trip has been extended and he’s going to be away for almost six weeks. I’m not sure how she’ll survive without sex for that long and if she’s frustrated I get the brunt. For my sanity I may have to let her have you for a couple of days.”

“I’m not a book to be loaned out you know.”

She laughed. “Don’t pretend you wouldn’t do it though if I said you could.”

It seemed safest not to answer, but that was almost as revealing. Lying naked together, my cock was a good indicator of my real response, whatever I said.

“I had some rather curious conversations on Saturday night,” I said. “I hadn’t realised I was the prize in some competition. If I’d been the type I could have taken most of the girls out the back for a quick fuck. They didn’t actually offer, none of them wanted to split us up, but otherwise they were pretty upfront.”

“I saw you having some pretty intense conversations.”

“Don’t take this the wrong way, but if I’d realised just how many women were lusting after me, I think the last year would have been rather different.”

“Do you regret being with me? All those lost opportunities…”

“No, it’s not regret, it’s just made me see myself rather differently. Any way you seemed to be having a lot of conversations yourself.”

“I know. I swear some of those boys can smell a sexually active woman. No one propositioned me or said anything explicit, but I’m sure if I’d given the tiniest hint of being interested I would have been flat on my back on the pool table.”

I was trying to get the image of a naked Ann being thoroughly fucked in the back room of the bar by a succession of my school friends when she spoke again, jolting me back to reality.

“Anyway, I have another favour to ask, which may help. After what happened with Stewart on Friday.”

“You haven’t found another man you want me to have sex with have you?”

“No, but I do want another threesome. Would you mind if one day I brought another girl along?”

This time my cock really gave me away.

“Do you have someone in mind? And where do I come in?”

“I’ve snogged with a girl a couple of times and it was fun, so I wondered what it would be like to do it properly. Whoever it was would have to agree to be shared between us though. I thought Paula might be willing.”

I had only just got used to the idea that Paula fancied me. The idea that she might be willing to join in a threesome with Ann and I almost made me come on the spot. Ann was watching me.

“I take it you would approve” she said dryly.

“What makes you think she would be interested?”

“Well first, as you have now realised she, along with most of the girls, fancies you rotten and always has, and second, she was the girl I snogged with and we’ve always talked about taking it further. So, I’m pretty sure she will agree.”

“Shall I give her a call?” Ann said, innocently.

I wasn’t listening properly, I had this image on my head of Paula and Ann snogging, Paula’s hand jammed between Ann’s legs, finger fucking her.

“I said, shall I give her a call?” she repeated.

“Worth a try,” I said casually, fooling Ann not one bit.

I could only hear one side of the conversation, but from the excited squealing noises coming down the line, I guessed the response was positive. I got the impression though that it wasn’t the first time the subject had come up between them. Paula agreed to come to Ann’s house the next day. After she put the phone down, I jumped her and we fucked energetically for ages, rolling around, falling off the bed and generally knocking things over, finishing with me pounding on her from behind, her favourite. This time I managed to make her come three times before I finally had to release it and flood her with cum.

“I’ll have to arrange more threesomes if you are going to fuck me like that,” she panted.

“Just line ’em up.”

We had to break then. Both of us needed some recovery time. We went downstairs to get something to eat. Judith made us some sandwiches, standing naked at the kitchen table as if it was the most normal thing in the world.

“I’m sorry Stewart is going to be away so long, Mum. You’ll get through it I’m sure.”

“Are you sure I can’t borrow Harry for a couple of days. From the noise the pair of you make I think he could keep me going for a couple of months.”

As ever, Ann ignored her mother’s comments.

“By the way I’ve got a friend coming over tomorrow. She’ll be here for lunch along with Harry.”

“Who’s the girl? I assume you are planning another threesome.”

“Paula.”

“Paula? You are a very lucky boy Harry. She is absolutely stunning.”

I kept my head down and ate my sandwich. Having Judith’s naked body sitting across from the table as I ate while casually talking about a threesome with Ann and Paula was giving me yet another erection. Judith of course made Ulus escort it obvious that she had noticed, without explicitly mentioning it.

“It’s a nice day today. Don’t stay in your room all day. Get some sun. I promise not to watch.”

Ann didn’t respond, but I had a brief fantasy of fucking Ann while Judith sat on my face. Ann was already on her way out, so didn’t see anything, but Judith grinned and pinched my backside.

We went out to the garden. It was completely private so we didn’t have to worry about being seen.

“I think I need a break. Let’s just sit in the sun for a bit.”

She grabbed some sun cream and passed it to me.

“Spread it on my back will you. Then I’ll do you.”

She lay down on a towel she had spread over the paving. I put a good dollop on my hands and began gently smoothing it into her skin. I started with her neck and shoulders, then gradually worked my way down, making sure every square inch was covered. When I got to her backside, I couldn’t resist kissing it, before rubbing the cream into her skin, massaging it it into every little crevice, including between her cheeks, exposing her little pink rose. I slipped a finger into it, lubricated with the cream. She shivered as I did so, but didn’t stop me.

I moved further down, massaging into the crease of her buttocks, then between her legs, making sure I didn’t miss anything. She was breathing hard now. I continued down her legs, massaging the back of her thighs in long smooth strokes, then taking each foot in turn. I kissed the soft soles of her feet, before applying cream, working it into the skin.

I went back to her bum, massaging both cheeks, parting them and trickling cream between them before gently rubbing it in. I reached between her legs again and started playing with her. She crumpled the towel and bit on it, her body shaking as she came. I didn’t stop, making her come several times.

I took another towel and rolled it up, placing it under her stomach, raising her bum slightly, before parting her legs. I placed myself over her and pushed my cock into the cleft between her cheeks, sliding it in, pressing at her rosebud. I wondered what it would be like to keep pushing and enter her. I pushed harder. She wriggled a little but didn’t stop me. Slowly I pressed forwards. She was very tight at first, but then her sphincter released and I was in. I stopped with just the glans inside her, rolling my hips, savouring the feeling. I started to push deeper, but she stopped me.

“Not yet, Harry. I’m not ready for that yet.”

I pulled back and came out with a distinct tug.

“Thank you” she said quietly.

Still above her, I pushed between her legs. She arched her back slightly and I found myself sliding smoothly into her. The angle was strange, but I gently pushed on until I was fully in. I started moving gently in and out. She groaned as I moved.

“Don’t stop, but keep it slow”

Slow and steady it was. The feeling of her bum pressing into me was wonderful. It wasn’t like when she was kneeling. This way we had full skin to skin contact from neck down. Her legs moved apart a little further and the angle I was at changed again. Still slow and steady, slow and steady, although I was speeding up, I couldn’t resist it. Ann had already come from my fingers so was close then as I speeded up, I began to feel myself getting closer too. I had my arms under her arms, gripping back on her shoulders, levering myself into her as I thrust, harder and harder, faster and faster. We both came together, Ann shuddering and shaking against my whole body, my hips pushing down against the cushioning of her cheeks, crying out in beautiful agony. I collapsed across her, pinning her down, unable to move for a moment, then we separated and she turned to face me, kissing my face, my chest, nails digging in my back as somehow she came again.

“You keep surprising me Harry, you really do. I think I’ve found a new favourite position. Next time though, we need to find somewhere a bit softer.”

I was still breathless from the effort, but agreed. My knees and toes were grazed from the paving.

“I need some cream on my back too. Will you put it on for me. The skin already feels a bit tight from the sun.”

I moved into the shade and dragged a sun bed with me. I laid face down and let Ann’s cool hands smooth the cream into my skin. She was a bit brisker than I had been but she knew I wasn’t ready for any fun and games yet. Even so, it was wonderful as her hands gently massaged it into my bum cheeks even pushing a finger into me as I had done to her. It felt strange but wasn’t unpleasant, but then nothing she did to me was likely to be unpleasant.

“I’ve done for now, stay out of the sun for today. I’m going for a cold drink, I’ll bring you one back.”

I lay, utterly relaxed, letting a cool breeze blow over my back. I think I dozed for while, coming to, only when I sensed a hand placing a tall cold beer next to me. I rolled over on my back to pick it up, then jumped as I realised it was Judith sitting in the Üniversiteli escort chair beside me.

“You can relax Harry. I’m not going to jump you, not yet anyway. I want to have a serious talk about you and Ann. Earlier on, you didn’t exactly go out of your way to hide what you were doing out here. I couldn’t help but notice, since you were directly outside the window. It looked very much to me as if you were indulging in some serious buggery. I spoke to Ann, and once she had calmed down, she assured me that you started, but withdrew immediately she asked and what I saw was not what it seemed.”

“I’m not telling either of you what you can and can’t do with each other. It’s a bit late for that. I just want to urge you to be cautious. Anal sex from a woman’s perspective doesn’t have a lot to say for it. Most couples probably try it a couple of times or so, and some women seem to like it, but most don’t. Even so, you need to be careful. It would be easy to do some serious damage, especially to a young girl like Ann.”

“Whether she tries it, whether she keeps doing it is up to her and her alone. So don’t pester. Beyond that, and with her approval, I’m going to make you an offer. Before you stick your cock up any woman’s arse, I want you to see what it is like for yourself. Don’t worry, I’m not going to ask Stewart to do it! This is the deal. Let me fuck you with a dildo. I’ll stop whenever you want, I’ll take it only as far as you feel comfortable. Once you’ve done that and experienced it for yourself, you can do it to me. Anything beyond that will stay between the two of us,” she added, grinning.

“From then on, it is up to Ann. I won’t interfere. Well, I’ll try not to interfere. Do we have a deal?”

“So basically, you’ve persuaded Ann to agree to me having anal sex with you, if I let you do it to me first. After that she might let me do it to her. She stuck a finger in me earlier, It wasn’t unpleasant, but she didn’t go very far.”

Judith laughed and held up her hand.

“Only this far,” she said showing the length of her middle finger.

“Jeez.”

“Her only condition is that she isn’t around when we do it. She’s going over to Cambridge to sort out her accommodation next week and for an induction session.”

This was getting surreal now. I was making an appointment to be buggered with a dildo by Judith, followed with luck by me doing much the same to her, all with Ann’s full knowledge and consent.

“You said some people like it, others don’t. If I don’t like it, does that mean my doing it with you is off the menu.”

“No, so long as I do it to you, and you make a serious effort to take it.”

I took a deep breath.

“OK.”

“She is off on Monday morning, I’m taking her to the train for 8.00 in the morning, so I’ll be back her by 9.30 at the latest. I’m picking her up again on Wednesday evening, so we’ll have lots of time.”

She leered at me.

“Shall we say 10.00? I’ll get some nice cakes to have with our coffee. Thank you Harry for being so helpful. I always knew you were a nice boy.”

With that, she stood up and walked off. I watched her bare behind undulating away, unable to quite accept what I would be doing to it next week. Ann came out as she went in. Judith squeezed her hand then continued into the house. Ann sat next to me on the chair.

“Do you mind Harry. I said she could talk to you, but you had to agree too.”

“Ann, you have just given your approval for me to anally fuck another woman while you are away. I know she’s your Mum, but she also very much a woman. Why should I be upset?”

“Because of what she has to do to you first.”

“No more than I would be doing to you. It’s like with me and Stewart. You did it to me, he did it to me. I could hardly object could I?”

She hugged me and then pulled away.

“And tomorrow is Paula…” she said.

“I’m looking forward to it.”

“I’m sure you are.”

“No, I mean you watched me with Stewart, tomorrow I get to watch you with Paula.”

“That’s the bit I’m worried about. I’ve never done it before.”

“Last week we hadn’t done it either, but we seem to be managing quite well. Follow your instincts.”

“Tomorrow is tomorrow. Today I want to sit on your face until I’ve come at least twice.”

“Where?”

“The sun has gone down a bit, lets take some cushions back out on the paving. I want to feel the air around my naked body.”

“Isn’t your Mum in the kitchen.”

“I don’t care. She has seen us now, she has certainly heard us before. Let’s do it.”

So we did, at some length. As requested I made her come with my mouth, then I used a cushion to lift her up and take her from behind as we had on the paving, although a little more comfortably than before. Then after a rest, I laid on top of her, fucking at her mouth as I made her come again with my tongue. I held off from coming quite heroically, until she was on her fourth. Then we quickly reversed and I fucked her face to face, her legs wrapped tightly around me, rolling off the paving onto the grass so that she was back on top until after coming once more we united in one last ear-shattering joint climax. I’m sure we must have been heard around the neighbourhood, even if no one could see us, other than Judith, standing at the French doors, fingering herself to her own climax.

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