Gay Sex

"The Naked Summer Phase 3 by Harry Herrick"

Judith motivates Harry and Ann.

Spankmasters
May 18, 2024
13 min read
first timeHarry Herrick's Naked Summer Pt. 03nudity
Harry Herrick's Naked Summer Pt. 03
Harry Herrick's Naked Summer Pt. 03

"The Naked Summer Phase 3 by Harry Herrick"

As I headed toward the entrance door, I heard Judith's voice calling out from behind.

"You can't just depart without even a "goodbye," right? I expected more from you."

I turned around to find Judith still naked, yet I managed to keep my composure long enough to mention that it would be inappropriate in this situation.

"Don't be ridiculous, Harry. Ann filled me in on your afternoon plans, and I'm thrilled for both of you. I'm sorry to have interrupted. Honestly, the two of you should have paired up a long time ago. It still baffles me that you never did."

"We're just friends, Mrs. Wilson. We didn't want to mess up what we have."

"You can be friends and have intimate relations, too. Based on experience, don't you agree? I believe your own thoughts must confirm that. By the way, since we've now shared a kiss, feel free to call me Judith from now on, if that's what you prefer."

"Yes, Mrs., I mean Judith."

Judith smiled and liked the fact I used her first name.

"Now then, let's put some clothes on. Cooking naked isn't a good idea, as I've found out the hard way. We can all dress up for tonight's dinner."

I quickly mentioned how I didn't have any formal attire for the occasion.

"There's no need to worry. You have enough time to go home and get changed. You must promise to return, though, for Ann's sake. If you fail to honor your commitment, you'll regret it, and I'll stop at nothing to keep you from leaving."

Ann suddenly appeared, her face stained red with tears.

"She's more than capable of carrying out her threat, Harry."

I gently held Ann in my arms.

"Do you still want me to show up for dinner tonight?"

She nodded, but not very confidently.

"Very well, I'll join you both. For your sake, Ann."

"Thank you, Judith. I'll be back within the hour."

Judith nodded. "Looking forward to your return, Harry."

I dashed home, changed into something more appropriate for a dinner party, left a note informing my parents where I was going, and returned to Judith and Ann's house as promised within an hour. This time, I made sure to press the doorbell. Judith greeted me, now fully clothed.

"Welcome back, Harry. The dinner will be ready soon. Ann will join us shortly."

Knowing the layout of the house well, I guided myself to the garden. I sat and admired the view, feeling disappointed about what had been missed.

"I've got a bottle of wine open if you feel like a drink. There's also some beer if you'd prefer that," Judith called out from behind me.

I stood up to see Ann walking toward me. She appeared absolutely stunning in a dress which perfectly showcased her figure. The dress matched the color of her hair, and its tight bodice complemented her long neck and long sleeves. The skirt, divided at the sides almost up to her hip, displayed her toned thighs whenever she moved.

As she neared, I stood up to greet her.

"You look absolutely stunning, Ann," I complimented her.

Her cheeks flushed with enthusiasm, and she gave me a warm hug.

"This dress was my mother's. She bought it in Hong Kong when she was my age. I didn't know she owned it until tonight when she gave it to me. It fits perfectly."

"I can't express how much you dazzle me. You're the most beautifully elegant woman I've ever met."

Her face reddened with affection.

"There's something I must confess, Harry," she revealed with a shy smile. "When I was around thirteen, I fell in love with you. You seemed so determined to remain just friends, though, so I never had the guts to say it. When we kissed at the Carol's party two years ago, I felt incredibly close to you. I couldn't accept when you backed down. Your rejection left me crying for an entire week."

"I'm sorry, Ann. I've always thought you were stunning, but still wished to keep our friendship. I must have appeared dense."

Her eyes filled with water, but her expression softened.

"We'll make up for lost time..."

"I'll do my best to catch up."

We found ourselves standing there, our hands entwined while we stared at each other awkwardly until Judith called out the meal was served. I won't remember what we ate since all that stands out is the stunning girl facing me, even though I occasionally stole glances towards Judith as she excitedly anticipated each course. My disinterest in discreetness was evident as Ann gave me a swift kick when she noticed me admiring Judith's spectacular derrière. She did it with a grin, indicating she didn't mind too much.

Once the meal was cleared away, we resumed our seats outside. Despite the decrease in temperature as dusk settled, I felt content snuggled between these two lovely women, chatting about mundane topics. Eventually, Judith rose.

"I'm going inside before my nipples poke a hole through this dress."

"Moom!"

"Look at them," she stated, cupping her chest in her hands. "You realize I can't wear a bra with this dress," she pointed out, her nipples plainly evident through the sheer fabric.

It was true; I could see both images poking through the material.

"Impressive for an older woman, aren't they Harry?"

"Stop teasing him, Mum. He doesn't know where to look."

Ann sighed with exasperation. I wondered what part I'd play in maintaining their truce. I didn't anticipate I'd have much say in matters. Still, I didn't care.

"I'm heading inside. I'll let you two figure things out. Remember what I said, Ann. I meant it."

At that, she sauntered off, her hips exuding sensuality. I admired her, glancing up as she reached the door.

"Harry? Be careful not to damage the dress. It has fond memories for me," she said, twirling on her way in but not without giving her bottom one last wiggle.

"She's insufferable to live with," Ann exclaimed. "I know she loves me, that she has my welfare at heart, but she just can't resist trying to control the situation."

"So, what did she tell you?"

"She said she approved of you and had no objection to us sleeping together. If for any reason we didn't connect, she'd be more than happy to sleep with you in my stead and let me have Stewart until I left for college. She said if you hurt me, she'd brutally steal your cock and force it inside me raw. In her book, this would be quite a positive endorsement, as she always speaks candidly."

"I'll keep that in mind. Especially the last bit."

As we lingered for a bit longer, a random thought struck me.

"What happened to Stewart tonight?"

"Oh, he's just for sex." Ann replied. "Mum says he's good-looking but unbelievably dull. She's right. He's solely interested in planes, which is as uninteresting as it gets. He's content with being used for sex, it seems."

"Has he ever bothered you?"

"No. In fact, he's utterly enamored with Mum."

"Harry?"

"Yes?"

"What next?"

"You can begin by taking off that dress. I'm frightened of touching you while you're wearing it, terrified of possible revenge from her."

She peeled away from my embrace, turning her back to me.

"You'll need to unfasten the fastenings down the spine."

Sacrificing my trembling hands to her back, I undid her dress of memories. With her arms spread wide, she slipped the dagger dress off, stepping out of it and motioning me to fetch it, her buttocks swaying tantalizingly. As she bent down to retrieve her dress, I let my eyes drink in her perfection.

Beneath the dress lay a pair of microscopic lace panties and an equally vulnerable bra. As she faced me again, she urged, "Are you enchanted?"

My mouth went dry. My diving tent was a clear indicator of my desire for her.

"Oh, Ann. I crave you so much."

Without warning, she took a step forward. She was still wearing her high heels, constantly swaying in a similar fashion to her mother. Her beauty was undeniable as I marveled at her.

"Aren't you going to comment on my appearance?"

My head shook, and I sank to my knees, my face brushing against her neatly trimmed pubic hair. Inhaling her perfume, I drew in her scent.

"Anything to say?"

My eyes widened; I couldn't utter a word.

She stepped forward. With her proof of possession, she arched her back, presenting me with her bare bottom.

"Will you do that fucking magnificent cock of yours anywhere you like all over my body?"

As she spoke, her nakedness was exposed. The contrast in Judith's curvaceous form versus Ann's trim and athletic figure continued to stand out. I would gladly compare their physicalities at every opportunity.

I breathed in her sexiness and said, "I want you more than anything."

She reached behind her and loosened the bra's clasp. Her breasts revealed themselves. She discarded her panties, and her entire nakedness was exposed to my gaze. The juxtaposition of Judith's voluptuous body in comparison to Ann's sleek form amused me.

I opened my mouth, unable to speak. She stepped towards me, her swaying hips enticing. As I gazed at her, she asked, "Aren't you going to say a word?"

My head shook. I bodily worshipped her.

"Remove your clothing," she instructed me. I obeyed, first discarding my footwear, then letting go of my trousers and underwear after undoing the fastenings. Similar steps were taken to free my shirt from my upper body. Eventually, I was as nude as she. She urged me towards the lounger, and I took a seat while she settled onto my lap with her legs straddling me.

My semi-erection began growing with this proximity to her. She allowed me to enter her, and carefully guided my erection inside her. She winced initially but then relaxed, accommodating my full length.

She whispered, "Just stay still, let me get used to having you inside me." She clasped her arms around my neck with her face close to mine, her lips only a short distance away. Although she moved her hips circularly, they did so slowly. I was trying not to climax but my erection intensified in response to her motion.

Both of us were breathing heavily now. As I responded with thrusting, my hands found their way onto her bottom cheeks, massaging and gripping tightly. She moaned softly and half-closed her eyes while her lips parted. I resisted the urge to climax but instead increased the intensity of thrusting. She was lifting and falling with each of my thrusts, her nails clutched me possessively. We lunged towards each other and kissed passionately, both of us climaxing at the same moment in a forceful exit.

We held each other tightly, unwilling to let go and wishing to remain in that close embrace. My limbs felt numb from lack of movement; blood seeped from my lip where her teeth had bitten it during the fervent sex. She protested, "That hurt!" But also added, "But it was worth it!" before both of us released each other.

"Let me find my trousers before I put on something more," I said, retreating back into the house. We reached the bedroom, and gathered up our clothes to wash away the evidence of our tryst. It was difficult to focus on the task, but eventually we returned clean and dry. I indicated my problem: "I don't recall where I placed my shorts."

She teased me, "You could wear mine. You like how they feel."

She held out a pair of shorts before adding temptingly, "I quite like the idea of you in my panties."

I replied, "I'll have to pass on that offer. These shorts look a bit too small for me. And...no woman would wear only a bra...you know."

She grinned, conceding, "True, her top was a little revealing too."

"Would you like another round?"

She nodded, and promised, "If you're game, I'll show you what it's like."

We returned to the lounge room, sitting center stage. She watched me, eyes filling with desire. "I can't help but notice how aroused you are at the prospect," she said.

"It's hard to divorce the image of your mom being naked though."

She chuckled and moved to leave: "Get back to experience it like Stewart does. It's wonderful."

As she exited the room, I was beset by thoughts of their nudity, fearing my arousal would never diminish when they were bare. In a final attempt to control myself, I expressed my dilemma to her: "I'm not sure how I would feel, seeing you two here undressed together."

She smirked, "Imagine me in front of you, and I'm naked. If I were alone, I probably would be as well."

The thought was hard to ignore. "I believe I'd have trouble as well - my arousal would always be present."

Our exchanges took their toll on me, and I was ready for some action again.

She praised me, "It's clear how much you enjoyed yourself. We should continue?"

"Let's," I responded as she returned to sit on my lap. My arousal was in no way discreet, and so was her reaction: "No more stopping for oral, right?" I complied. A frenzied round of intercourse ensued, my arousal still in overdrive.

On my way out, I observed with admiration, "Wow, that took a lot out of me."

"I can't wait to do it again," she replied. "You're a pro now."

"Perhaps I should return with some chocolate to sweeten your mouth after being so good," I jested. She laughed, "I'll wait for that reward."

I returned on cue, now bringing with me a chocolate bar. "Now, taste this," I instructed. She thanked me, her eyes sparkling at the little gift.

Moments later, we resumed our amorous activities.

She knelt in front of me on the bed, her shapely behind facing away, firm and round. I moved my hand between her legs, feeling her damp folds. I approached her from behind, attempting to enter her, but the angle was wrong and the mattress kept shifting. She chuckled as we fumbled, but I was becoming annoyed due to not being able to penetrate her correctly and began to soften. She reached back to give me a couple of tugs.

"Careful," I cautioned, "or else I'll end up on your back. Move closer to the edge of the bed."

She slid backward, and I stood behind her. I held her hand and inserted my cock smoothly within her.

I pictured having sex with Judith in this position, thrusting into her ample buttocks as I moved faster. I pushed such thoughts aside, though not entirely, and focused on entering Ann forcefully. As I pushed, she moved forward and I risked slipping out. I gripped her hips tightly to hold her steady. Once secure, I began to build up my rhythm, plunging deeply into her. The sensation was completely different. As I entered, I was aware of her pressing against the tip of my cock, then the pressure switched when things got deeper and I could feel the sensitive end being cradled by her. The shifting pressures forced me to slow down, even though Ann bucked against me, trying to have me ram her with the force Stewart had. I ignored the need to hold on and began to pound aggressively, uttering grunts as I did. She placed her forearms on the bed and lowered her head, causing her body to tilt at an angle. I couldn't stop now, even if I tried, so I continued thrusting in and out. She was no longer Ann, but rather a snug, damp opening, hugging my cock. I climaxed loudly, filling her, still thrusting, finding it difficult to release my grip on her hips.

I loosened my hold and she collapsed forward, then flopped onto her back to gaze up at me and my now-spent penis, secretions trickling onto her leg.

"I wasn't able to reach orgasm during that climax," she gasped, "but I loved it when you began to hammer away vigorously. I can't believe you could lose control like that."

"I apologize."

She scooted back on the bed, her fingers exploring herself.

"Don't worry about it!"

She rapidly finger-fucked herself. Her breaths grew quick and she moaned. I lowered myself to watch her intently, trying to revive my own penis. Suddenly, she reached another orgasm, gasping and wincing slightly. She didn't cease her activity and soon she came again, then again. Each climax seemed to feed into the next. Eventually, she paused, breathing deeply, her blush fading from her face and chest. The skin between her fingers appeared red and inflamed; I lowered my head to kiss the area. She moaned and wrapped her legs around my head in pleasure.

The sensations subsided, and she let me go. Upon looking at me, she smiled broadly.

"You did make me climax multiple times," she said. "Last night was incredible. I've never been able to orgasm four times in a row."

"It's amazing."

She stroked my cheek.

"Thank you, Harry," she whispered. "I can't imagine anything better than what we just experienced."

"I'm sorry," I admitted. "I became overpowered by the sensation of my cock inside you. I reached orgasm too quickly to give you an adequate amount of time."

She scooted back, using one hand to spread her labia open while feverishly rubbing her clitoris with the other. I dropped to my knees, watching her endeavor to resurrect my arousal. Out of nowhere, she climaxed, screaming softly. Despite my attempt to hold back, I came again, my legs trembling.

We tumbled onto the bed, exhausted.

"I feel as though I've been hit by a truck..."

She turned onto her side to face me, stroking my face.

"Thank you, Harry. I think that will go down as the best first time ever. It feels as if I've been fucked senseless!"

We rested for a moment, and later left the bed with resignation.

"I can't remain here, unfortunately. I didn't tell Mum and Dad I was staying overnight, so they'll be worried if I don't return home."

"I understand. We'll have more romantic encounters in the future," she vowed.

We took a nap, then reluctantly I prepared to go home. I peered at her, sprawled on the bed with her legs apart, cum seeping from her, her expression flushed.

"I can't believe I'm leaving you in that state. But you are looking wonderfully fucked."

"I am walked-up, which also implies I'm eager for another round of sex."

I resisted and merely kissed her damp core. She moaned and smiled.

"If you repeat that toy, I'll have to borrow Mum's handcuffs to bind you here."

Hey, could you put on those underwear? I don't know why, but it's super hot when I imagine you wearing them.

I reluctantly agreed, hesitating over the tight but flexible garments. Once fully clothed, I headed out towards the entrance. A light shone faintly in the back of the house, and quiet music played within. Deciding that it was safer to remain cautious, I opted for the front door instead. I had my hand on the doorknob, ready to open it, when I heard Judith calling for me.

To say goodbye, I turned around and prepared to speak, but was surprised when she moved closer and grabbed my private area. In response, I was pulled into a room off the hallway, the door slamming shut behind us.

(Source: https://www.reflectedmag.com/this-is-a-kinky-story/)}

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