SOME BACKGROUND: Much like Part 1, this story has grounding in reality…to a point. The plot is all fiction; however, the other characters are based on other people I’ve talked to or met, and the things we do are ones that the original date/hook up and I touched on in our conversations. Like me, she was very much a budding sensualist and hedonist, wanting to try a great number of things. What follows below is how I imagine some that might’ve happened. Enjoy!
Morning arrived as a slow burn.
I rolled over in unfamiliar sheets on top of a mattress that hadn’t been molded by my sleeping habits with the glow of sunshine streaming into the bedroom through curtainless windows. Barely opening my eyes to the glare, the sun was just peeking over the trees surrounding Maggie’s house.
Closing my eyes, I tried going back to sleep. On the other hand, Maggie gently shifted herself enough or let out tiny moans, making it impossible to clear my mind. Her thigh brushing mine was more than enough for my mind to go off in a million erotic directions. Still trying my best to slip into a light sleep, Maggie shifted again, her hand resting on my stomach. As her hand slid down and felt my clearly evident morning wood, a purr emanated from her with a smile curling up the corners of her mouth.
Not really trying to stop her, she gently stroked my cock in an almost loving fashion. As Maggie rolled onto her side, she draped one leg over mine, her breasts pressed against my arm and side. Even muted by last night’s sex, I could still smell her perfume. I reached over with my free arm, trying to figure out how I could reciprocate, but she gently uttered a “uh uh” moan, fingers still exploring my cock. Her other arm was moving – I peeked under the sheets, and she was fingering herself at the same time.
Maggie got up, pulling the covers back and straddled me, planting herself on top of me. For just a moment, she sat there, her pussy sitting still on my hard as a rock manhood. She was wet and warm and I could see the tip of my cock sticking out from under her clit. Maggie stretched her arms up and wide as she shifted her hips backwards and forwards, riding my cock without penetrating. She rode it from balls to tip, and I could feel her clit against me. I was slick and covered in her wetness as she rubbed me faster and harder, her purrs replaced by gasps and sighs.
I could barely stand it, grabbing her hips and pushing mine up harder against her. Maggie must’ve felt it too as she rode high up on me, shifted her hips down to slide me inside her, making it look easy. No build up or art this time, Maggie ground herself into me, my cock hot and wet inside her. I grabbed her breasts with both hands, feeling how hard her nipples were in my palms. Eyes closed, head back, she moaned.

Pushing her off of me and onto her back, I rose up and rammed my cock into her, pounding away as hard as I could. Every time I entered her, I need to get deeper. Maggie wrapped her thighs around and locked her feet behind me. We were sweaty and intense, her breasts bouncing from how hard I was fucking her. She was screaming with a smile on her face.
I felt the pressure of me about to cum, and almost as if she read my mind, she pushed against me until my cock was out of her, grabbed it in her hand and held it over her stomach, stroking it hard, hot and wet, her own hand slick from her pussy’s wetness. In moments, I groaned – my cock stiffened and pumped, Maggie stroking me as I came all over her stomach and breasts. Even after I finished, she eventually slowed down stroking me until the very last drop trickled out and dropped on her just above her pussy.

Maggie’s legs fell limp on the bed as I collapsed next to her. She traced a single finger through my cum adorning her from hips all the way up to her nipples. With a little on her fingertip, she held it over her mouth until a drop fell onto her extended tongue. After that she sucked on the finger and drew it out with nothing but her saliva on it.
Maggie was up in the shower a few minutes later. She came out of the bathroom in a silk robe and tossed me a clean towel and washcloth as an invite to clean up.
The smell of fresh brewed coffee wafted through her house as I made my way to the kitchen in last night’s clothes. Maggie had changed into a t-shirt and biker shorts and was already nursing a steaming mug while setting out some croissants and spreads. She dug in, clearly hungry and I followed suit once I had a cup of coffee.
“You feeling okay?” I asked.
Maggie gave me a half smile, “I’m definitely okay…don’t tell me you couldn’t tell I was ok.”
“Yeah…just being polite.”
She laughed. “At last, a man who cares about when she gets off!”
I took a bite out of some jelly covered bread and smiled back. “I feel I should bring something up, but don’t want to imply anything – ”
“Am I clean?” Maggie asked a bit bluntly.
My face burned from the flush of heat, and my eyes nearly popped out of their sockets. “I…okay…it’s not like we practiced safe sex last night.”
Maggie nodded, “Relax, I got tested a few months ago figuring I might cross this bridge with someone. I can show you the results if you need proof.”
“No, no…I’ll go with the honor system from you on that.”
“And what about you, good sir?”
Did I blush even more?
“I haven’t been tested in a while, but I almost never not use protection.” I sheepishly answered.
Maggie’s half smiled turned into a smirk.
“I’ll call my doctor and get tested,” I promised.
“Yes, you will.” Maggie said, “And for the record, I’ve been on birth control for years to help regulate things, so between that and a few hot flashes, I probably won’t be getting pregnant anytime soon.”
Not really sure what to say, we sat there eating quietly for a moment.
“Actually,” Maggie said, breaking the silent tension, “I’m hoping you’re squeaky clean. I almost forgot how much I love feeling a man cum.”
“Really?”
She closed her eyes, her smile beaming. “There’s something about feeling him pump inside me…I love that warm, sticky feeling on my skin, too.” She slowly ran two fingers down the edge of her robe, gently tracing the cleavage. I’d swear she knew what that was doing to me.
“You didn’t seem shy about tasting it, either.”
She blushed, “I was…curious about yours.”
Finishing my bread, I asked her, “So, is it too big an assumption that this won’t our only get together?”
Maggie laughed a little too loud at that. “I’m open to seeing how things go for now. I like you, but I’m a ‘one step at a time’ type of girl.”
The temperature was already pushing toward 90 by mid morning, and I took my cue from Maggie that she wasn’t really prepared for me sticking around all day. With a warm hug and quick kiss, I hopped in the car and drove home.
Maggie voluntarily kept her word and stayed in touch, alternating between text messages and phone calls in what we agreed was a “anytime is fine outside of work” policy. We both seemed to get very comfortable with the casual ease we had for each other, already laughing at inside jokes and familiarity with aspects of our lives. True to my word, I got a doctor appointment to go over my sexual history and tested for all of the usual STDs, getting a clean bill of health to reassure Maggie.
The next few weekends developed something of a welcome and fun rhythm – meeting Saturday late morning or early afternoon to do something together – hiking, a winery or craft brewery, hanging out at her place. The age difference never seemed to be a factor between us, though I’d be lying if I said some looks from people around us made me a little self-conscious at times, but shrugged it off.
And of course, we had ridiculously fun sex, sometimes before the sun even set.
Maggie had an amazing confidence about what worked for her and what she did to me. When she offered advice or hints with my own skills, it was never out of superiority or disappointment, but more a mentor to an eager learner. I thought I had experienced amazing sex before, but it was all completely redefined with Maggie. Since we were healthy and in the clear, we agreed that forgoing protection was fine, and Maggie responded a lot when I came in or on her (her only condition – NEVER on her face).
One weekend, we went on a hike near the Shenandoah Drive, eventually finding a nice, secluded spot to lay out a blanket, strip naked and sun ourselves until temptation trumped self-control and we went down on the other. Maggie came so loud that I’m sure somebody must’ve heard her in the valley below. Though I’m sure the looks from one couple we passed by on the way back told us we definitely had an audience.
My friends noticed my absence from weekend activities enough to begin asking where I’ve been and what I was up to. I told them I was dating someone new, but left out the finer details (Maggie’s age) since I didn’t want the teasing or side-eye looks about the age difference. And I certainly didn’t want any cougar and cub jokes. Maggie had a couple of weekends where she had to be out of town (one for a conference, another to visit her cousins), so that left me with time to catch up with the friends and deal with a few chores still on my To Do list.
Even out of town, Maggie still texted me. Most of it was “how are things going?” messages, but sometimes she’d be a little flirty, or even send a picture of two of herself – one at her cousin’s pool in a bikini, another from the hotel room of her naked in the mirror. She was definitely keeping my attention.
After she got back from her conference, Maggie went a little quiet on me. I knew she needed time to catch up on some work issues since she was away for a few workdays. I had no doubt she needed some rest, too. I was never the clingy or needy type, so I texted her once to see if all was well and left it to her on replying when she had time. A day or two later, Maggie finally popped up for air and called me.
The initial conversation was neutral and felt a little awkward. We talked about her conference, the coworkers with her there, the networking she did, etc. Maggie’s normal, confident voice seemed almost reserved and hesitant. Not like Maggie at all. I didn’t think anything was “wrong,” but more like there was something on her mind and she wasn’t sure how to bring it up.
“You okay?” I asked.
She gave a slight pause, “Yeah, I’m fine. Why?”
“You sound almost anxious.”
“No, not nervous.” She replied, “I have a few things on mind, that’s all.”
I’m not sure what that meant, but I didn’t want to pry too hard either.
“Anything you need to vent about?” I offered.
“No,” Maggie said, then was quiet for a moment. “Can I…see you this weekend?”
“Sure, sometime on Saturday or – ”
“How about Friday evening?” she suddenly interrupted.
“That’s…fine.” I said. “Seriously, Maggie, what’s up? You don’t sound like yourself.”
Maggie sighed, “I’m fine…just tired and frazzled from the past few days. I want to have some wine and curl up with you, that’s all.”
“OK, it’s a date.”
The drive out to Front Royal felt longer than usual. DC area rush hour traffic was a nightmare at the best of times, and Friday afternoons were especially bad with everyone eager to begin their weekends. What was normally a thirty-minute trek out of the DC sphere of influence was more like an hour and half, but with so many thoughts going through my head about Maggie, the drive on I-66 west felt like it was all in slow motion.
Was she having some doubts about a relationship?
Did something happen on her trip that I wasn’t going to like?
A health issue?
I wasn’t one for over thinking things, so the mood was bothering me enough that I didn’t even realize the radio was off until I was almost to her exit. By the time I pulled up to Maggie’s house, it was dark and a slight chill in the drifting wind heralded the waning dog days of summer. I grabbed my bag and knocked on her door.
Maggie casually opened the door, the smooth and polished opposite to her more anxious tone on the phone. She was barefoot in just a pair of yoga pants and a loose t-shirt that betrayed her very erect nipples so much that I felt a stir in my groin. I could tell the smile on her face was genuine happiness to see me, and without a word she wrapped an arm around my neck to pull me into a deep kiss. I forgot how good her tongue felt around mine, and her penetrating and sliding style told me what kind of mood she was in.
Dropping my bag on the floor, we stood there making out for a while. Kissing, holding, and feeling one another after a while of not being near. I ran my hands up and down her smooth back and ass, not feeling any panties or thong under the yoga pants’ thin material. Her belly and waist pressed against mine had me hard as rock. Eventually, we slowed down and parted lips.
“So,” I said, “Glad to see you, too.”
She just smiled and gingerly led me to the living room by one hand, where an open bottle of wine and empty glasses were waiting. We spent the evening talking or watching each other quietly. Sometimes we were curled up together, other times she would stretch out toward the other end of the couch. When cuddling, we tenderly felt one another, but didn’t really initiate anything. Just feeling the curve of her breast, tip of her nipple, or hook of her hip felt almost as satisfying as her hand stroking past or along my semi-hard cock. Something about just being there, feeling one another’s warmth and breathing was enough. A yawn or two betrayed the fact that we were both exhausted, but not ready to go to sleep.
“I’ve really missed this,” Maggie purred.
“Same here,” I said, eyes closed.
“I – didn’t mean to worry you…on the phone,” she said.
“I wasn’t worried…confused. You didn’t sound like yourself.”
Maggie took a slow, deep breath in, and let it out just as slowly.
“What’s going on in that head of yours?” I asked.
“Have you ever been out on a double date?”
I thought about high school and college, trying to think of times when I was in a couple and we had gone out with friends. A few images from a carnival came to mind. A few dinners out.
“Yeah, I guess I could say I have. Why?”
“There’s a couple I know, friends who live closer into town. They asked about getting together tomorrow for dinner.”
“Okay.” I said.
“I wasn’t sure if you’d be comfortable with that.” Maggie said.
“I’m fine with it, why not?”
Maggie shifted a little, “They’re a little closer to my age, and we haven’t really been around one another’s friends yet. I didn’t want you to feel pressured.”
“Oh,” I said, “Do they know much about me?”
Maggie smiled, her eyes closed. “I…may have shared a little about you with them. That’s kind of why they want to meet you.”
“Oh God, you’re not parading me in front of them as your little ‘boy toy’ are you?”
Maggie chuckled. “Noooooo…they just want to meet you. They’ve seen me with a smile on my face and want to know who’s responsible for it.”
I sighed. “I didn’t bring any nice clothes – ”
“It’s fine,” she said, “This is Front Royal. Nobody wears a tux around here unless you’re going to the prom or a wedding.”
“Okay…” I said, though I felt like I still wasn’t being told everything. “Let’s meet your friends.”
With that, we went upstairs. I stripped down to my briefs and Maggie peeled off her yoga pants, getting in bed with just the t-shirt that barely covered her bare bottom.
Between the long week and wine, neither of us took long to fall asleep.
I stirred awake sometime in the very early hours – it was still dark outside. Through a barely awake haze, I felt Maggie slowly shifting rhythmically next to me and heard slight moans and breaths coming from her. As my mind cleared, I realized I was on my back with my briefs partially pulled down and Maggie softly stroking my semi-rigid cock in her hand. The covers were half on, half off of us enough that I could see her other hand down between her legs with the unmistakable wet sound of her fingers playing with herself. Closing my eyes, I focused on the sounds emanating from her, enjoying the feel of her bare hip rubbing against mine, hearing her moans climb up to a higher note as her back arched a little from something intense, and the steady touch of her palm and fingers on my now fully hard shaft.
Not really sure of how long this went on, I felt my own need to play with her. I reached over and slid a hand up her t-shirt to feel her warm breast, palming it in my hand to feel its curve and gentle weight. Her stroking me became less focused and deliberate as her moans grew more intense, her legs parting as she drove her hand deeper between them. The edge of her palm bounced back and forth over the tip of my cock, spreading some of my pre-cum juices on her hand and me.
Maggie grabbed my arm and pulled it out and away from her breast, then turned partially on her side.
I rolled over behind her, my cock perfectly aligned with her ass. Her leg hiked over mind, I guided myself until I felt her wet lips against the tip of my cock, then pushed myself into her. I felt her fingertips rap against me as she kept rubbing her clit. I slowly pumped myself a few times in and out of her, loving how her moans changed to gasps. I laid my arm across her and pulled her in tighter as I drew myself in and out of her. She felt amazing around me.

Just as I began to speed up my thrusting into her, she laid a hand on my waist and pushed for me to pull out of her. Covered in her juices, my wet cock was hot against her ass. She laid there for a moment, as if needing it to recover from whatever sensations were going through her. Her hand was still between her legs rubbing. Not sure what to do, I kept myself against her ass, desperately wanting to do something with her. As her breathing slowed again, she reached back with her other hand, gently took my cock with a few fingers, and guided it down to her ass, pressing the tip against its tight hole.
I tentatively started pushing myself in. I’d never done this before, so I opted for slow and easy. I was amazed at the tightness compared to her pussy, and found myself loving the feel of her ass cheeks against me as I fully entered her. Getting used to the new sensation, I got more comfortable with moving in and out, adding a little more speed and power to my thrusts as Maggie rubbed her clit and drove her fingers inside her pussy. Her gasps were louder, more sudden, her hand almost vibrating by her crotch. Before long I felt the lightning strike in me as I came hard, her ass feeling even tighter around me as I pumped away. Maggie yelled out loud as her own orgasm hit, her hand wildly in and out of her pussy.
Feeling the last few jolts leave me, I got out of her and pulled my briefs back up. I held her close, listening to and feeling her breathing slow down over I don’t know how long. She was limp and sweaty as I curled up against her and we fell asleep again.
When I awoke, sun was streaming through the partially drawn curtains and Maggie was no where in the bedroom. The aroma of fresh brewed coffee convinced me to get up and wander down the hall. As I poured a cup, a spotted Maggie out on the deck with a mug, wearing just the t-shirt and a pair of panties.
“Morning,” I said stepping outside. The air was cool and dry – the first taste of fall.
Maggie had her eyes closed, her face toward the sun. She looked over at me and immediately broke out into a hysterical laugh.
“Huh?”
After taking a moment or two to recover, she gestured at my head, “Did you even look in a mirror?”
The look on my face must’ve spelled out the definition of cluelessness.
“You have bedhead that even God’s never seen before,” she giggled.
I felt my head and my hair was all over the place. I tried stamping it back down, but gave up after a few tries convinced me that it was no use. I sat with her enjoying to warm sun contrasting with the cool breeze tickling across my skin.
“You okay?” I asked.
She nodded, “A little sore.”
“Oh, uh…s – sorry?”
She smiled, “No, good sore.”
“Huh, I uh, I’ve never done that before.”
That made Maggie’s eyes pop open as she turned to look at me. “You’re kidding? Never?”
“Honest, you’re the first. I didn’t think you’d do that kind of thing.”
Her smile turned a little sly. “Oh, this ol’ gal still has a few surprises.”
I took a long drag of my coffee, “Do you – ”
“I don’t do that very often, or with many.” Maggie said. “It’s something I enjoy, but it’s very intimate for me, and I need a partner I can trust to really get into it.”
“Okay.”
She smiled more. “It’s a compliment, a big one. I didn’t want it as much as I wanted you doing it to me.”
I was a taken back by that. “That may be one of the nicest things anyone has ever said to me.”
She reached over and took my hand in hers, closed her eyes and looked back up at the sun.
We spent the day being lazy around her house. I think the past few weeks had been long ones for her and I wasn’t really interested in a long hike or bike ride either. We passed the time looking at some photo albums of her family and past vacations, and I tried to teach her the finer points of penny poker. I figured out that she needs to work on her poker face and hide a few tells.
As the day turned into late afternoon, we both finally got around to taking showers and making ourselves look somewhat decent for meeting others.
I usually pack a little bit of everything when I spend time at Maggie’s since mountain weather can get tricky when seasons start to change. Also, I was spending enough time out here that Maggie lent me an unused drawer in her dresser for spare clothes and a little space in her medicine cabinet to keep some extra toiletries. Fortunately, I packed a good pair of jeans and kept a sweater there that didn’t look like any old thing just sitting around.
Maggie took a little more time putting herself together, finally emerging in long sleeve casual dress given the cooler weather. Her hair was a bit more made up than normal, and though she rarely wore much make up, she put enough on to show off her immaculate cheekbones.
We hopped in my car and headed into the town proper. Front Royal felt quiet that evening, as if the chilled air had convinced everyone to stay in. There weren’t many cars out and the bars and restaurants looked busy but not mobbed.
Maggie and I held hands as I drove.
“Who are we meeting?” I asked.
“Dan and Lina. I met them in a hiking group we used to be in and stayed friends. Dan’s a COO for some company closer into DC, and Lina teaches Pilates – she has her own studio in town. They’re nice people and fun to drink with. They know I don’t have anyone else out here so we kind of adopted each other.”
“Okay,” I said, “And what have you told them about me?”
I swear I could feel Maggie’s burning cheeks just sitting next to her.
“Well…they know you’re a little bit…younger. And that we met online.”
We were stopped at a red light and I looked at her.
“I swear! I haven’t told them anything weird or bizarre! They just really want to meet you.”
“If you say so,” I said. “Okay, you’re navigating – tell me where we’re going.”
Maggie directed us through town, turning south onto Route 340, and then a few more blocks until we came to a McMansion neighborhood that completely clashed with the otherwise rural, outdated architecture of the houses surrounding it. Unlike my area of Northern Virginia, these houses had generous sized yards with enough trees to offer a little bit of privacy from other home owners peeping into your windows. Not quite the comforting isolation of Maggie’s place, but a nice change from the cramped developments dominating the suburbia I lived in.
Maggie led me down a few streets until we found the cul de sac Dan and Lina lived on. As we parked, I noticed how the house was immaculate – not a single blade of grass out of place, and the concrete driveway and sidewalk were spotless. And it was all lit up like a Christmas tree.
“Nice place,” I said.
Maggie nodded, “They’re doing well. C’mon!”
After ringing the doorbell, I could hear Dan and Lina chatting away inside as they walked up to the door. The door swung open and they filled the entryway. Dan was a tall, well-tanned white man, probably in his mid-forties, and incredibly fit for his age. My guess from his build is he ran or rode a bike every day. His sandy blonde hair was betrayed by the beginnings of greying temples, his face had a few lines framing his green eyes. Lina was somewhat shorter, with a thicker but athletic build – a short core with a generous bust and hips framing her waist. Her skin had a more natural darker tone, and she had jet black hair that looked like a lion’s mane surrounding her head. Her eyes were equally dark and deep, her smile warm and playful. She had on skin-tight yoga pants and a top that displayed a generous amount of cleavage. She was dripping in gold – earrings, necklace, bracelets on each wrist and a tiny stud piercing on the left side of her nose. I was pretty sure Lina was maybe five or ten years Dan’s junior.
“Hey, so glad you two could show up tonight!” Lina beamed at us, arms wide open.
“Long time, no see, stranger!” Dan chimed in.
Maggie and Lina went for a deep, warm hug, while Dan and I firmly shook hands. His grip was enough to convey his confidence and strength, but not trying to overwhelm me returning a hearty hand shake in return. As they parted from their hug, Lina clearly directed her attention at me, the look in her eye was like a shark surveying its prey.
“Oh my, Maggie said you were a cutie! She’s told us so much about you, I’ve been looking forward to meeting you!” And with that, Lina snagged me into a hug that felt longer than it should’ve been. She smelled of expensive perfume and exotic incense.
They welcomed us in and took us to the kitchen, where something smelled amazing in the oven, and a pitcher filled with ice and something tempting sat on the counter. The table was set, lights were low with a few candles adding to the ambience. The house was open concept, and all of the furniture was some form of modern design, but all of the artwork and style touches were clearly older heirlooms and personal items and pictures. Everything was clean – not a speck of dust or item out of place. The sound of some kind of Spanish guitar emanated from the living room. It sounded low, atmospheric, and seductive.
Dan poured some drinks as Lina pulled a few trays out of the over – an assortment of tapas she had been keeping warm. We made idle chit chat as she plated everything and eventually moved over to the table. The various dishes sat in the middle of the table for us to dive into, and everything was incredible. The drinks tasted like some kind of sangria, complete with a kick of rum at the end…and not the cheap stuff. They both asked about my job and background, how I met Maggie, what I did when not working or spending time in Front Royal. They were charming and friendly, but definitely assessing or surveying me.
While Maggie sat to my right, Lina sat directly across from me. I kept thinking it was my imagination, but I swore Lina was eyeing me over a little with just the curl of a sly smile. She also seemed to enjoy leaning forward as she talked, displaying more of her cleavage and the dark, lacy bra underneath. I tried keeping my eyes in contact with Lina’s and directing my attention to Maggie, who seemed a little nervous herself. I badly wanted to pull her aside and ask if something was up, but there was no easy way to pull that off.
Dan refreshed the drinks as we cleared the table and moved everything back into the kitchen, then they escorted us to the living room. It was large, even for a family room, with one wall of bookshelves stuffed full of all kinds of novels, and the opposite wall a gigantic big screen TV with an accompanying sound system that was the source of the Spanish guitar music.
Throughout the evening, Dan was seemingly straight laced and confidence, and Lina was charm and energy. His laugh was normally not much more than a sturdy chuckle, and hers a lilt-like, contagious, genuine laugh that filled the room.
“So, it was so good you two could come out tonight.” Lina said as we settled into the seats – Maggie and I on one couch, Dan and Lina on an opposite one, “I know Dan and I have been looking forward to it.”
Maggie was all smiles and returning Lina’s golden vibe. “I know, it’s been a little while. I’ve missed you, too.”
Dan sat forward, his drink cradled in his hands, “Yes, but you seem to have found some good company in the meantime.” He said, with a bit of a wink at me.
Maggie took my hand in hers, “He’s been wonderful. I didn’t really expect to meet anyone, especially have so much fun with him, too.”
“I’m sure!” Lina said, again eyeing me with a sly smile and gaze locked on me.
“Funny how life works,” I said.
“What’s the biggest surprise you’ve had so far together?” Dan asked both of us.
Maggie thought for a moment, “I think it’s his sensitivity and patience. He knows my job can be a pain in the ass, and he’s never been pushy or insecure with me.”
All of them looked at me.
I half-coughed trying to take a sip of my drink. “I’m glad you think so!” They laughed. “Uh, I think it’s the age difference.”
“Oh, how’s that?” Maggie said, still smiling, but I could hear a slightly more serious tone in her voice.
Lina was completely focuses on me, and Dan sat back relaxed.
“Just that I’m used to meeting or seeing people my age. When Maggie and I began talking, I wasn’t sure if we’d have enough in common to really connect.” I gripped her hand a little tighter. “Maybe age really is just a number.”
“Nice,” Lina said. “Oh Dan, I almost wish you were ten years younger!”
Dan smiled.
“I just can’t help if some of the stories Maggie has told me make me just a…teensy bit jealous.” Lina added.
“Really?” I asked, giving Maggie a flirty but accused stare. “And what stories are those?”
Lina giggled into her drink as she took a sip, “Maggie tells me everything.”
Maggie laughed nervously next to me. “Yes, I might share a little too much. Lina knows I talk more after a few drinks.”
“I wouldn’t worry,” Dan said toward me, “Everything she’s said about you has been good.”
“Very…” Lina added, glaring at me.
I felt a need to change the subject. “That’s quite a book collection over there,” I said, gesturing at the wall of bookshelves.
Dan nodded, “I like history, she loves true crime. We eat books around here. I’ve my work and business related titles upstairs in the office, but the rest of our casual reading is downstairs.
Lina perked up, “Oh that’s right, and we haven’t really shown them around! C’mon, everyone up!” And with that, Lina was like a butterfly getting us up and heading to the stairs.
As we went down the stairwell, I noticed some framed portraits on wall of Lina, obviously from when she was younger. One was of her on some kind of white loveseat with a sheer scarf barely covering her nude form and showing enough of what it did cover. Another was of her in what looked like a dominatrix corset with heavy goth make up. The third was her on a beach, no swim suit, just her, the surf in the background and sand sticking to parts of her nude body. I looked at Maggie as we walked down, and her expression was less surprise and more of a wide-eyed “I know.”
The finished basement was just like the upstairs, perfectly set, stylish and clean. A pool table and juke box took up one side of the open area, a sitting area with a small couch and two arm chairs at the other with a bar. There was another room, but the French double doors leading into it were shut.
Along another wall by the seating area was a few more bookshelves. At first, the collection looked like a continuation of the titles upstairs, but then I noticed others were more provocative. There were a set of books on the Kama Sutra, a few on the Sacred Feminine, others on gender roles and sexuality in ancient and non-Christian cultures, an entire run of Penthouse Letters trade paperback collections, Madonna’s Sex book, a collection of coffee table books of Maplethorpe’s pictures. And instead of a coffee table, there was a large and versatile wedge-shaped intimacy pillow.
I looked at Maggie, but she was distracted by the book collection.
“Like the books there?” Dan asked.
I must have been staring at the bookshelves long enough for one of them to notice.
“It’s – an interesting collection,” I nodded and felt myself blush.
Lina stepped over to the bookshelves and gently, lovingly touched her hand to several. “I bought Madonna’s book when it first came out. I’d hoped to get it signed, but never had the time or opportunity. When Dan and I met, I had some of the Penthouse Letters collections, he had others. It took some time and hunting on eBay, but we eventually got them all. I’m kind of fond of them, full of fun ideas.” She paused and gave me a wink.
Dan gestured at some of the other books, “The rest are from book stores we’ve combed while traveling. It’s amazing where some of these things pop up. One of the Kama Sutra guides was at an antique shop in Missouri – the Southern Baptist owner didn’t even know what the book was or had it.”
“Oh God, I thought that poor woman was going to chase us out of town!” Lina laughed, her hand to her chest without doing much to curb her billowing top from showing off more of her generous cleavage.
Maggie seemed to be half in awe and giggling with them.
“Are you alright?” Lina asked me.
Suddenly aware of the vibe I was emitting, I tried relaxing myself in a very not confident way. “I uh, need to use the facilities.”
“Oh here, I’ll show you,” and with that, Lina wove her arm around mine and led me to the other end of the finished basement to the bathroom. “Here you go,” she said, and as she turned, leaned in enough that her chest brushed against me enough to feel her press and heave on me, and while she then turned as if to go to the others, I’d swear I felt her hand cup my ass.
I thanked God for the timely piss and took my time letting it out. I could hear muffled talking and more laughter, including Maggie’s voice, so I tried convincing myself that whatever vibes I was getting from our hosts were just my imagination running wild. Stalling long enough from washing my hands, I took a deep breath and walked back to meet them.
Maggie and Lina were sitting on opposite each other, Maggie in a chair and Lina on the couch. Dan was down on one knee demonstrating how the intimacy pillow unfolded and could be rearranged into other shapes and positions.
“…I swear to God, I was leaning over so much that I fell forward and right on my face!” Dan finished with Maggie and Lina laughing out loud.
“Oh…God,” Lina barely got out between laughs, “You should’ve seen…the ER doctor…and explaining his broken nose!”
All three laughed out loud again. I aimed to sit in the other chair, but Dan beat me to it. When I turned to the couch, Lina leered at me with a definite grin on her face. Even though I tried sitting as far apart from Lina as I could, she somehow was right next to me, her thigh against mine.
“Oh man,” Dan snickered, “You could say that pillow has gotten to know us pretty well!”
I couldn’t help but notice the deep and wide depression in it that had to have been molded by Lina’s impressive bustline.
Keeping my attention on Maggie was a little tricky. She was all smiles and lit from a few too many drinks, and didn’t seem to get my “what the fuck is going on?” cues whenever I tried making eye contact with her. Lina seemed intent on me, her leg pressing up against mine, a playful tug on her top to vent cooler air while showing off her cleavage. Whenever we hit a funny high in the conversation, her hand managed to gently slap me top of my thigh, and then rest on it after a few times. At that moment, I couldn’t tell if more blood rushed to my crotch or face. Her thumb gently swept back and forth, her fingers curling into my inner thigh. Looking up, Maggie looked more fascinated than offended, and Dan’s expression was one of enjoying the show, clearly aware of his wife’s interest in me.
“So, Maggie” Lina said, her hand still resting on my leg, “I’m a little jealous of you. I think you’ve got a good one here!”
“Agreed!” Dan added.
Maggie was all smiles, “Yeah, I think I’ll keep him.” And with that, she got up and walked over to the couch, sitting on the opposite side of me, draping an arm behind me. Where I thought Maggie was signaling her turf, it seemed only to encourage Lina to slightly tighten her grip and slide her hand a little higher up my thigh.
Watching Maggie put her drink down on the side table, I was suddenly aware that both she and Lina were leaning against me, Lina’s generous chest heaving against me as Maggie rubbed my chest with her now free hand. I glanced at Lina just long enough to see her eyes almost glowing with definite intensity, and quickly turned to Maggie, her look as sultry but somewhat gentler by comparison.
When I felt Lina’s hand feel my crotch, I tried saying something to Maggie without much coming out.
Maggie kissed me. A long, hungry kiss where she couldn’t get her tongue deep enough into my mouth. Lina’s fingers traced the length and shape of my steadily hardening cock while gently planting kisses along my neck. I lost track of time while Maggie was kissing me, and she’d no sooner stopped and pulled back from me when Lina turned my head and kissed me in her own intense, flirty style. She and Maggie taking turns feeling me all over.
Lina purred next to me as Maggie’s breathing deepened, and one look at Dan told me that he was enjoying the show as he felt himself. Both took turns kissing and necking me and somehow one of them managed to unzip my fly as I felt different hands delving inside my pants.
“What do you think, baby?” Dan asked.
Lina purred, “Oh, he’s definitely a good one, love.” And the only time she turned her gaze to him, if even for a moment, as she asked, “Do you mind if I play some more?”
Dan nodded ever so suggestively while raising up his phone toward us. I heard the unmistakable ding of his camera starting to record.
Lina slid down to being on knees on the floor in front of me, her hands feeling me up and then pulling my pants down.
I looked at Maggie once more, almost wondering if I was dreaming or in some kind of out of body experience.
“Relax,” Maggie whispered, “I want this.”
Glancing down at Lina, she had drawn down the front of my briefs, gently caressing my balls with one hand while stroking and feeling my cock in the other. Maggie and I were in full making out mode, tongues wrapped around each other, one hand holding the back of my head, the other inside my shirt. I pulled her dress top down so I could feel and hold her bare breasts.
When Lina’s mouth slid on top of my cock, I almost sat up straight from surprise, but found myself welcoming her there. Unlike Maggie, Lina’s style was faster, the rhythm unpredictable. Instead of caressing my cock with all of her tongue, she playfully traced it with just the tip, and loved flicking it on the head. As she sucked on it, she drew it completely in, all the way to the base where I could feel the back of her throat. And without a single gag.
Maggie say up more on the couch so I could better nuzzle her neck, then move down to kissing, licking, and sucking on her breasts. She pulled up her skirt at first so she could feel herself until I dove my free hand in to take over. Dan was now standing and hovering around us, getting everything on video. I found myself wanting Maggie to mount me more than ever, but was also loving everything Lina was doing at the same time. Looking down, Lina was topless, her clothes strewn next to her. When she made eye contact, she smiled and rose up, planting my cock between her beautiful breasts and rubbing them back and forth.
Lina eventually moved back down to kiss and lick my cock as Maggie slid down off the couch, licking it on the opposite side from her. As they both reached the head, their tongues came together, almost kissing one another with me in between. Both of them took turns sucking on me, the other kissing around it or taking my balls her mouth. At some point, Maggie took to sitting behind Lina and groping her breasts as she sucked on me, and sliding one of her hands down between Lina’s legs, generating a definitely moan from Lina.
They both managed to completely pull off my pants and briefs, Dan capturing every moment on digital. “We should move to the playroom,” he said. Right on cue, Lina and Maggie stood up, each taking one of my hands and helping me rise up. Lina guided us toward the double doors at the end of the room as Dan opened them, taking a break from recording us.
The room was pretty spartan except for what looked like a ridiculously comfortable king-size four-poster bed and an armoire. Both ladies led me into the room and to the foot of the bed. I made to sit on the edge of the bed, but a gentle push on my back from Lina told me to get up on the bed and lay down as I pulled off the rest of my clothes. Maggie’s dress dropped to the floor and she sat down next to me, while Lina’s breasts lobbed back and forth as she wiggled out of her pants and crawled on top of me. She wasted no time in resuming her licking and sucking on my cock.
I looked over at Maggie, who had one hand deep down between her legs, and stroking Dan’s cock (who was now fully naked and somehow set up his phone on a tripod to record everything). I started to rise a little, not liking seeing Maggie with another man, but Lina gently pressed a hand on my chest as she increased her sucking on me. I closed my eyes and tried to relax, letting Lina do whatever she wanted to me as a distraction from my mixed feelings about Maggie.
The bed shifted as Maggie laid down next to me. I looked over, her eyes were closed and her armed stretched over her head. Dan’s head was between her legs as I heard the unmistakable slurp of him eating her out as she moaned in approval. Maggie lazily opened her eyes and turned her toward me, a warm smile on her face as she brushed my cheek with her hand. She leaned closer and we kissed one another as Dan and Lina continued on us below. I looked back down, watching Lina’s head bob up and down on my cock, and noticed a few other minicams strategically set up around the bed. I was sure they were on and recording, too.
Lina’s lips parted from my cock as I felt her move up on the bed, then feeling her lower her pussy onto my cock, rubbing it back and forth along the shaft. I tried not comparing to Maggie, but Lina was far wetter than Maggie has ever been, and she had a perfect triangle of thick, black hair above her pussy that felt amazing whenever it brushed against me. Lina eventually rose up again and guided me inside her, slowly riding me, pushing her hips down onto me, trying to get me as deep in her as possible. She was running hot, and her pussy felt amazing around me. She leaned over to support herself with her arms, putting her breasts right where I needed to lick and suck on her nipples as she rode up and down, back and forth. I grabbed her hips with my hands.

As Lina slowed down, I gestured for her to get up, and we switched positions. I got behind her and grabbed her hip with one hand as I guided my very hard and very wet cock back inside her. Next to us, Dan was licking and sucking on Maggie’s breasts as he stroked his cock while aiming it for her own pussy. Maggie gasped as he entered her with a forceful thrust, driving himself into her again and again. Maggie gasped and groaned every time.
I pushed and pulled my own cock in and out of Lina, taking a more deliberate pace and sometimes pulling out almost until the head of my cock was out of her. Her mixed sighs of anticipation and frustration made me even harder as I slipped back inside of her. I gradually picked up the pace, taking turns holding Lina by the hips or reaching in front to grab her breasts or finger her clit.
Maggie yelled out loud as Dan continued pounding into her, one powerful thrust after another. Admittedly, I was pretty impressed at how physical he was, clearly he kept himself in good shape. Probably necessary for his and Lina’s predilections and hobbies. Maggie laid there, her arms above her head, letting Dan go at it.
Lina began moaning louder as an orgasm built up. She was sweaty against me as the distinctive plopping sound of me against her wonderfully-shaped ass accompanied my own thrusts into her. I sped up as I felt my own climax nearing. Lina leaned over, first cupping one of Maggie’s breasts in her hand, then kissing her, her tongue diving deep into Maggie’s mouth as she continued moaning and yelling. Lina suddenly stiffened, her head rose up sharply, then she let out a yell that must come from the deepest part of her as I felt her pussy quiver and tighten around my cock. Her arms splayed across the bed as she relaxed, letting wave after wave of her orgasm run its course.
I felt the pressure inside myself building up as Lina rolled over onto her back, looking me in the eye. I made to thrust myself into her again, but she grabbed my cock in her hand, stroking me until I came, firing myself all over her stomach, hips, and that beautiful patch of fuzz crowning her crotch. She kept stroking it, even after I was finished, a warm thread of cum connecting us and covering her hand. She closed her eyes and smiled.
Dan growled next to me as got on top of Maggie, who stroked his cock until he came into her wide open mouth, taking it all in. Dan eventually collapsed next to her as Lina turned her head to gently kiss her, tasting her husband all over her lips and tongue. Maggie traced some of my cum on Lina’s stomach.
I laid down close next to Lina, letting myself recover. We all laid there silent for a while, enjoying the afterglow and catching our collective breath.
Lina eventually sat up, leaning on one elbow toward me.
“You okay, dear?” she asked.
After a moment, I answered “I think so…wasn’t expecting all this.”
“Well, you can blame Dan and I, this was kind our idea.”
“What?”
“I didn’t know how to bring it up or ask you,” Maggie said from behind Lina, her voice relaxed but still with a hint of apprehension.
Lina nodded. “Maggie’s known that Dan and I like to play, and she’s been so happy with you, I had an itch to see if you’d be willing to join us like this.”
I sat up a little and looked around Lina at Maggie. “Sweetie, a little warning would’ve been nice.” Then looking at Lina, “But this was definitely a fun surprise.”
Lina beamed back her wicked smile.
“And I’ll be honest,” Dan added, “I’ve been teasing Maggie about playing with her for a while, but she was always too nervous to go for it. Then you two started dating and wasn’t sure I’d get that shot!”
Maggie wiggled over to get a little closer to me, her hand on my chest. “Are…are you okay?”
I nodded back. “I think so…this was a new one for me.”
“Me, too.” Maggie replied with a shy smile. I rubbed her cheek with the back of my hand, and she smiled more.
“Well,” Lina said, sitting up. “Much as I love a man cumming on me, I think we’d all better get cleaned up!”
Lina led us out of the room and to the bathroom on the other side of the basement. The shower was big enough to fit all of us at once, but we took turns – first Dan and Lina, then Maggie and I.
After drying and dressing, Lina served a tray with glasses of lime and mint spa water.
“I hope you aren’t too upset with us,” Dan said. “Maggie wasn’t sure you’d get into the moment.”
Maggie was curled up against me, her arm wrapped around mine. Her eyes wide and anxious.
“I’m okay…just really wasn’t expecting all that.”
I smiled warmly at her. Her look relaxed a bit.
“Well,” Dan said, a big smile on his face, “I certainly hope this isn’t the last time we see you.”
Maggie and I were stepping through the doorway when we replied, “Oh, count on seeing us again!”
The evening had cooled and I helped Maggie in on her side, then turned the heat on after starting the car. It was quiet until we were halfway back to Maggie’s place.
“I’m sorry,” Maggie said, finally breaking the awkward silence. “I really didn’t know how to ask you, and thought a few drinks, some flirting, you’d be okay with it…are you?”
I smile back, “Don’t get me wrong, this was more fun than I ever thought I’d have with someone…or her friends.”
“But…?”
“I need to get used to it.”
Maggie nodded, “I know, Lina was pretty aggressive – “
“And I wasn’t ever expecting to see you with another man. Lina was a wonderful distraction during that. I just – I have some weird feelings going through me right now, that’s all.”
I felt Maggie’s hand tighten around mine.
“I’m not mad at any of you, and I’m definitely not leaving you. Just, let me process this evening.”
Maggie let out a slow sigh – somewhat relieved. Insecurity didn’t suit her, but I understood what was going through her head about me at that moment.
“Have,” I started to ask, “Have you done something like this before?”
“No,” she said. “Well, I’ve been to a few swingers parties in the past – one I didn’t know what it was and they other was Dan and Lina bringing me along to one they were invited to. They tried to get me to join in, but I didn’t want to have sex with a bunch of strangers and whatever they had.” She paused. “Dan and Lina opened up about their lifestyle not long after we were hanging out a lot, and kept asking me to try some things with them, but wasn’t ready for that step.”
“So, why now?”
“I wanted someone I trust with me – for emotional support. I, care about you a lot and wouldn’t have tried this if I didn’t trust you to handle it, good or bad.” A tear ran down her cheek. “I was terrified you’d be upset and end things.”
We pulled into her driveway and went inside the house. We were both quiet as we got in bed, Maggie curling up against me with her head on my chest as I wrapped an arm around her. We laid there silent for what seemed like hours.
“What are you thinking?” she asked me.
“How?”
“I know when you’re falling asleep by your breathing. I know you’re awake.” she said.
“Okay, guilty as charged.” I replied. “Still have a lot going on in my head.”
“And?”
“And…yes, one thing I definitely want to get off my chest with you.”
Maggie looked up at me. “What is it?”
[TO BE CONTINUED]
