Do We Need Protection?
Copyright© 2026 by Peter Cummings
Chapter 1
Romance Sex Story: Chapter 1 - An older man meets a much younger woman at a software users conference and they have a week-long sex fest resulting in her pregnancy.
Caution: This Romance Sex Story contains strong sexual content, including Ma/Fa Age Gap Consensual Heterosexual Fiction Anal Sex Cream Pie Oral Sex Pregnancy
I knew Emily first as a high school friend of my daughter Carol. She was busty, with a narrow waist, sweet ass, beautiful hair, always immaculately groomed. More recently, I’d see her occasionally at Church, and I shamelessly fantasized sex with her.
When I almost literally bumped into her on Day One of the Annual ESRI Software conference in San Diego, she was 22 and recently divorced — I was 41, and my divorce was in the works. We were both in a bit of a rush that morning but agreed to meet that evening for dinner at my favorite spot, Royal Thai Cuisine.
We met outside and went in and took a booth in a quiet corner. We talked throughout a leisurely meal. and as our server cleared our dishes, Emily said, “You know, I had a crush on you in high school. “You did?,” I said. “Yep, and when I told Carol you were ‘hot,’ she hit me.” Then she leaned into me, put her hand on my upper thigh and said, “I still think you’re hot, Mr. C.”
My cock began to stir. I was briefly speechless, but recovered and said said “Does ‘hot’ still mean, sexy or desirable?” Emily slowly inched her hand towards my bulging crotch and whispered, “Very. Desirable.”
She scooted away, got up, smiled coyly, and said, “Hold that thought, I’ll just be a sec,” and headed for the restroom. As I gazed at that short white skirt walking away, my mind was racing and my cock was throbbing. “Down boy,” I said to myself, “this is just a tease.”
She was back quickly, sat down in the booth and scooted over so we were touching from shoulder to knees. I said, “Emily, if you’re teasing me...” She shushed me, took my hand and pushed it down between her open legs and under her skirt. She gave me a sexy smile and come-on look I knew was no tease.
Holding her gaze, I inched my fingers up her warm thigh until they brushed against her pussy. I felt her shiver, and she said “I took my panties off, Mr. C.” My fingers grazed her furry mound and she gasped and closed her legs on my hand.
I said, “Emily, just so you know, I fantasize sex with you every time I see you at Church.” She blushed and her facial expression was priceless, as I said, “And if we’re going to have sex you’ve got to stop calling me Mr. C.” She put her lips to mine, gave me just the tip of her tongue, then said, “Oh, we’re definitely going to have sex, Phil!!
I hailed our server for the check, gave him some cash and, winking, said “Keep the change.” The chic boutique motel I was in was only a few blocks away so we headed there. In the empty elevator, we stumbled to the back corner and I had one hand up her dress, fingering her, while kissing and nibbling her neck, before the door closed.
She gasped, “I think we better slow down,” and I said, “I know, I’m about to lose it.” After we broke apart I put one of my wet fingers to my lips, tasting her juice, then offered her a taste. She gave me a curious look, but took my hand and licked my fingers. Then we kissed again, sharing her tangy nectar just as the elevator stopped.
The door opened and we peeked into the hall — empty. I said, “The room is to the left, not far, just act natural.” “Act natural?” she said, and grabbed my keycard and hurried to the door. I just shook my head a smiled, slowly heading for the room.
The door was unlatched and as I opened it Emily was sitting on the edge of the bed, blouse off, unhooking her bra. As I walked slowly towards her I shucked my shirt as she was slipping out of her skirt and I had my belt unbuckled when I reached the bed. I cupped her beautiful breasts as she unzipped me and pulled my trousers and boxers down.
As I was stepping out of my pants, she bent down and kissed my knob, sending a chill through my body, and began rubbing my cock. I said, “Emily, I’ll only last about 30 seconds if you keep that up.”
She stopped, took my hand and moved back into the middle of the bed, pulling me along like a puppy on a leash. I lay down alongside her with my swelling cock poking her side, kissed her and said, “Where were we?” Emily said, “Well, let’s see ... you had your fingers inside me...” “Like this?,” I said. “Oh, yes...” she said, “And you were chewing my neck...” “Like this?,” I said, “Uh huh,” she said.
Purring breathlessly, Emily said, “I need you inside me now, please.” “Do we need protection?” I asked. Emily, kissing me hungrily: “No, it’s safe, please Phil, get inside me...”[“But what about eggwhite-like cervical fluid,” I thought?]
Getting her so aroused had me just about ready to cum too, so I slid my fingers out of her hot, slick mess, and lubed my knob with her juices. She moaned and bent her knees, raising her warm thighs beside my hips. I eased my throbbing cock into her velvet tunnel and she wrapped her legs around my waist, gripping me like a vise. “My God, you’re so tight and wet,” I said. “Oh Phil, you feel so good inside me,” she said.
I gave her a hard kiss and Emily gasped as I pushed deep inside her and began a steady rhythm. Our fiery bodies seemed to melt together, as her hips met my thrusts. Increasing the pace, I pushed myself up so I could see her face and saw a sweet look of ecstasy — perhaps a longing fulfilled. We locked eyes as I pumped harder, then I slowly lowered my face to hers and kissed her tenderly, then harder, our tongues, teeth, and lips colliding, then suddenly, “Oh my god, I’m cumming,” she moaned, and bucked, crushing our hips together.
My cock had bottomed out against her cervix, and feeling her pussy clamp tightly around it, I exploded inside her — again and again-- as we throbbed and shuddered together. I’d never cummed so hard or long in my life.
My balls were empty and my happy penis began to relax, only to be teased several times as Emily’s pussy continued to spasm now and then. I was almost breathless — it was the best sex I could remember — so I was slow to realize she was wiping away tears.
“Are you alright?” I asked. She took a deep breath and nodded yes. I said, “You aren’t regretting this are you?” “No, silly, I’m just so happy; I’ve never had an orgasm like that,” she said. “Me neither,” I said, “I think you squeezed and milked me dry.” She laughed, kissed me sweetly, pulled a sheet over our cooling bodies and we cuddled in the afterglow of our passion.
We cuddled without speaking for awhile. It felt perfect, having Emily beside me in my bed. Not having sex, not talking, just being together like a happy couple. It felt “right.”
I said, “Are you asleep?” “No,” she said. “Sleepy?,” I asked. “No, just just warm and cozy,” she said. “Spend the night with me!,” I said. “I can’t.” “Why?” “I don’t know.” “Look, take a shower, relax, watch TV, whatever, while I go get what you need from your room.” “C’mon Emily, I just want to spend the night beside you.” “Beside me or inside me, Phil?” “Ha! You drained me, my balls are like dried peas!” Emily laughed out loud. “I promise, no sex, just cuddles,” I said.
Emily laughed and said, “Okay I’ll make a list.” I dressed, looked over the list, kissed her and headed for the Marriott, while my mind replayed recent events and scenes of us — in the restaurant, the elevator, the bed — moments I’d not soon forget.
But Emily’s claim of not needing protection didn’t jibe with her eggwhite-like fluid, and her horniness. By the time I got back to the Boutique I’d decided to ask Emily if she was on the pill.
She was in bed watching TV. I brushed my teeth, joined her in bed and said, “You look comfy, and very sexy in my shirt.” “Do you have panties on?” “Yes Phil, and we said ‘no sex’ remember?” “Sure, I’m too tired anyway.” She turned the TV off, and we cuddled and kissed a little and Emily said, “today’s been great, Phil, thank you.” “Well, I’d say ‘you’re welcome,’ but that would be taking too much credit. Thank you.”
I said, “How long had it been?” “What?” “Since you’d had sex.” She laughed and said, “Sex like today — Forever.” “No just plain sex.” “Um, several months, and it was bad; he liked to get rough.” I said, “He must have been a fool.” “I’ve moved on and he moved away, so that’s good.” “What about you, Phil?” she asked.
I said, “Well, my wife had her tubes tied after the baby was born, so, two and a half years, I guess. She didn’t even discuss it with me, just did it.” Emily said, “That’s sad, Phil, did you want more children?” “I just wanted a son,” I said. For perhaps a second, I thought Emily’s facial expression — her eyes in particular — enjoyed the sound of that — or was it my overactive mind?
We both laughed, a little nervously, I thought, then I said, “Emily are you on The Pill?” “No, why?” she said. I said, “Well I know you said we didn’t need protection, so I just wondered.” She said, “I’ve just always been very regular and I know my monthly cycle.”
We turned out the lights and got comfortable, spooning. I fell asleep weighing her “I know my monthly cycle” with the clear eggwhite-like fluid on my fingers, and wondering — “does she want a baby? My baby?”
Later, I heard a voice, “Phil, Phil...” Emily was facing me, pushed up on one elbow, saying “Phil, are you awake?” “Yes, what is it, Emily.” I sat up and I pulled her to me, saying what’s wrong? Her face was flushed, and her eyes teary, her lips quivering. I thought, “this is it, here it comes.” She gave me a searching look, looked away, then lowered her head to my chest, trembling and I stroked her hair and patted her head.
Phil, “I have a confession. You’re going to hate me and I wouldn’t blame you.” “Honey, I couldn’t hate you if I tried.” “But this is bad...” “Stop, Emily, hush...” “I know.” “What?” “I know you’re ovulating, you’re horny, you want a baby. And making love to you, knowing I might be planting my seed in your fertile, unprotected womb is a huge turn on. You’re no more to blame than me.”
“But ... how?” “How could you know?” “Remember in the elevator? I had my fingers in your pussy before the doors closed. Then I tasted your juice and offered you a taste, remember?” Emily’s eyes widen and her mouth opened as she realized. “Oh, you nasty old man!” “Yep, an old married man who knows what slippery, eggwhite-like fluid means. When you said we didn’t need protection, I guessed you wanted a baby.
“Oh Phil, and you don’t hate me?” “Honey, I’m rock hard imagining my baby growing in your belly right now!” “A son, Phil,” she said, “maybe a son.”
Early Tuesday morning I carefully left the bed, trying not to wake Emily, started the coffeemaker and went to shower. It was a walk-in shower — no door — just off the small vanity alcove. I had turned the water off, and was soaping up, when Emily walked in behind me. “Thought you were sleeping?,” I said. She said, “I was, but maybe I could wash your back, or something?” I said, “Or something?”
“Something like this,” Emily said, reaching around me, her breasts against my back, hips pushing into me, and taking my cock in her hand. “I’m so happy and relieved now, that I was honest with you,” she said, “I want you even more than I did yesterday.” “I want you too, but I think I’m too old for shower sex,” I said. “You’re only as old as you feel. Your penis feels young and alive,” she said, as she pressed her body into mine, and slid her hand up and down my stiffening shaft.
I said, “How about something more along the lines of me teasing your young, horny, ovulating pussy with my tongue until you can’t stand it, then filling you with more of my baby-making swimmers?” Emily said, “Oh Phil, you’re very naughty. I don’t know ... I’ve never ... no one has ever...”
Turning around, grabbing her ass and kissing her hard, then walking her back against the shower wall, and very slowly trailing my fingers down her torso, I said, “What, pleasured you with his tongue?” as I caressed and teased her pussy lips, while smothering her with kisses to her face, neck and breasts.
“You’re wet already just thinking about it, aren’t you? Let me be the first,” I said, bending and kissing below her breasts, her flat tummy, her navel. Emily began to purr, “Oh I am wet just thinking about it. “Yes, yes, please, taste me, do whatever you want, Phil.”
I went to my knees and she held my head as I kissed her thighs and teased my fingers along the backs of her legs. Then planting my face in her aroused pussy, I lapped up her juicy nectar, smearing it over the smooth skin of her upper thighs and my cheeks and chin. Emily trembled and began to moan, as she pushed her hips forward and I tongued up and down her simmering slit.
Grabbing her ass cheeks, I hungrily began probing my tongue deep into her pussy, ravaging her clit — nibbling and flicking it — sucking and licking her delicious honey. She began to moan louder and louder, forcing her hips into my face as I sucked, licked and kissed her opening. I said, “Cum for your lover, Emily.” And she did, spasming and grinding herself on my face.
“Oh my God, Oh my God, Oh my God, Phil, hold me, or I’ll fall over,” she gasped. I quickly got up and wrapped her in my arms, the shower wall helping me hold her through her final fireworks of orgasm.
I carried Emily to my bed and we cuddled and when she’d recovered she said, “What time is it?” I said, “It’s still early — only seven.” She said, “I have a presentation I can’t miss at ten,” then tenderly took my flaccid cock in her soft hand and it quickly began to harden. When it was hard as a rock, she smiled and said, “Now I’m going to pleasure you.” She straddled my hips, raised up and I watched as she guided my cock into her hot juicy folds, a breathtaking sight and sensation.
With our eyes locked, she slowly began to lift and lower herself on my shaft, her breasts keeping time. “Oh Emily,” I whispered, “This is amazing, but I won’t last a minute.” She said, “I’ll slow down, then” and she did, but that was no better, the slowness was like a tease. I said, “Emily just lie down on me, let me hold you.” She lowered her beautiful torso to mine and I wrapped my arms around her and squeezed her to me, and just as my balls began tightening and I could feel the pressure building, she said, “Phil you feel so big inside me.” I said, “You’re so tight, it almost hurts,” then my cock throbbed, and the powerful eruption came as I grabbed her hips and crushed her to me as I flooded her depths with my seed. Emily cried out, “Oh Phil I’m cumming too,” as her walls clamped my rod and she began to tremble and spasm inside.
Secretly wishing we could stay locked together forever, I gently rolled us over, our hips still joined, kissed her as lovingly as I knew how, and said, “You’re amazing, and there’s nothing better than morning sex. Can I keep you?” Emily gave me a curious smile and said, “Maybe, we’ll see.”
We left the hotel happy, holding hands, enjoying a typical sunny San Diego morning, grabbed coffees and bagels, and walked to the Convention Center. Before parting for our morning sessions we agreed to meet around noon near the Marina Kitchen for lunch.
At lunch, I told Emily I had Exhibition Hall commitments in the afternoon and asked about her schedule. She had one “must-attend” session, but was free after three. I said I’d call her room probably around 3:30. We walked around the Marina holding hands for for a few minutes, kissed then went our separate ways.
I was at the ESRI Local Government Applications exhibit getting to know ESRI’s Joe Noonan and the LGA programs, when Emily walked up, smiling and looking very sexy in a blue silky pantsuit. “Emily! What a surprise,” I said, trying to mask my discomfort in her presence. I said, “Emily, this Joe Noonan, ESRI’s Local Government Apps director, Joe, this my, uh, my niece, Emily.” Emily gave me a smirky look and said, “Niece, Phil?” Then shaking Joe’s hand, Emily looked from Joe to me, then back to Joe and said, “Hi, I’m not Phil’s niece, we’re lovers.” I thought I’d die!
I said to Joe, “She’s always kidding around, and sometimes goes a little overboard.” I took Emily by the arm and said, “Excuse us a minute will you Joe?” I walked her a few yards and guided here into a service aisle. By this time Emily’s smile had faded, replaced by a pouty bad-girl expression.
“What the fuck, Emily? ‘Lovers’? You just told an ESRI executive we’re lovers? I have an interview with Joe and other ESRI folks in the morning.” Oh Phil, “I’m sorry, it just, popped out,” she said. I had to smile at “popped out” and she saw the tension ease, smiled coyly and said, “Anyway, this is California, people are far more liberal-minded. If anything he’ll just be envious.”
I had to laugh and said, “Well, I hope so.” I had to go and told her I’d call her later in the afternoon. Then I said teasingly, “Emily, you’ve been very naughty. I may have to spank you.” She gave me a spontaneous kiss and said, “Another of your fantasies, Daddy?”
I was wowed. “Daddy?” I thought, “This young woman is good looking, smart, funny, mischievous, and sexy as hell. Is this a dream, or what?” Back at the booth, I said, “Sorry about that.” Joe said, “Yeah, ‘niece,’ that was some pretty quick thinking Phil. I wish I had a ‘niece’(air quotes) built like that!” That was it. I guess Emily was right. Welcome to California.
I called Emily around three and she said meet her at the Marriott around four. She had changed out of the pantsuit into a pair of white cut-off jeans and a very sexy halter top — green and white — with the fabric crossing her breasts, and forming a perfect cleavage.
The top ended just beneath her breasts and her shorts came just to the top of her hips. Between them, her creamy smooth skin, flat tummy and perfect navel seemed to beg for kissing. She said, Phil, “You’re staring. What is it?” “Your outfit,” I said, “you look amazing.” (I was really thinking how delicious she looked, and fantasizing.)
“Thanks,” she said, “the top is a designer knockoff.” Are we going out eat?” “Sure, what would you like?” “Seafood, maybe?” “Sounds good,” shesaid. “Have you been to Coronado Island?” I asked. “No,” she said. “There’s this place ... c’mon we’ll walk and I’ll tell you about it,” I said. We walked down to the Embarcadero and found a water taxi.
Emily loved the ride across the water. We walked to the Il Fornaio Coronado Restaurant and I asked for a table on the patio. We had a great view across the bay of the San Diego waterfront including the Convention Center. Emily said, “This is really sweet Phil, thanks for thinking of it.” “I came over here last year alone” I said, “the food and view was great, but being with you makes it special.”
We ordered, talked, got our food, talked some more, passed on dessert and I asked for our check. Emily said, “You know this feels like a date, Phil, a special date.” I said, “I was thinking the same thing.”