"Hey Mom?" I said, answering the knock at my bedroom door.
"How are you, dear?" My mom said as she poked her head through my door.
"I'm fine, just playing Terraria. What's up?"
"Could you come with me to the living room please?"
"Sure thing." I said, getting up out of my gaming chair and following her downstairs to the living room.
"Adam, there's no easy way to say this, so I'll just come out and say it: Dad and I are worried that you might be gay." My mom said as she sat down on our big brown couch.
I sat up in my deck chair. "What?" I gasped. "Mom, I have no idea where you got that idea from. I'm sorry if I worried you, but I'm not gay."
My mother, as beautiful as she was, was the world's most pious Catholic. Her biggest fear was catching one of her daughters sinning in bed with a man (or worse yet, her son). The thought of her good little boy with a dick up his ass was too much to bear.
"I know," said Mom. "And we're just going to make sure that is not the case."
I sat down on the couch across from her. "And umm how is that, Mom?"
"You know Madison from down the street? The one who's parent's held that big barbecue last year for the Fourth of July?" She grinned. "Well, she has a little crush on you."
"Huh? Madison Johnson? The one whose parents are big shot lawyers?"
"Yes, that one." Mom chuckled. "I spoke with her parents and we've all agreed, you two are going to date!"
I shot back up from the couch. "What? You can't just tell me who to date."
"I can, and I am. Your father already gave his blessing."
"I'm not gay mom, I promise. I don't know why you're doing this?"
A moment of silence, then my mom responded "Honey, a boy as good looking as you, 20 years old and still has never had a girlfriend? Now I might have been born on Sunday, but I wasn't born last Sunday."
Shit, how do I explain that? I thought. "Mom, I love you and nothing would make me happier than to have a girlfriend as cute as Maddie. To be blunt; she’s smart, kind, and curvy. But there are some things that I need to do for myself. I can't have my mom bringing women to me to date!"
"Why not?"
"It's an invasion of privacy! And I don't know, it's unmanly! What man's mother chooses who they can and can't go out with? You’re not helping me look confidant and in charge."
"Well, so long as you live under my roof, it’s my way or you're sleeping under the highway."
"This is so emasculating."
"Don't worry, you'll thank me later. She thinks you really like her, but are afraid that she’s out of your league. Besides," my mom chuckled. "It's about time you got your dick wet!"
"Mom!"
"Oops! Mum's the word!"
It was decided. On Friday night I would be taking Maddie out for a date at a nice restaurant near the river park. I thought about what even to say. All these years being single, I was too busy working on school and gaming tournaments. I definitely missed out on things. Other kids were getting head in the backseat during after-prom or getting drunk at parties & at the lake; I was playing Yu-Gi-Oh. At college I had some friends but only a couple. Making friends, and especially meeting women, was hard. I've never gone to a party and have never even been drunk. In fact; I stayed in my room and worked on my essays. I do like women though, don't I? Just because I've never kissed one, doesn't mean that I'm gay. Sure! Plenty of men haven't touched a woman until their twenties! I'm only 20, I've still got time! And as annoying as this whole setting me up on a date situation was, I couldn't deny that Madison was pretty cute, in her preppy sort of way. What scared me most though, was the fact I'm a virgin. The Date
"Damn, look at you! Tall, tan and handsome. My god, you are a serious looker!"
"Thanks mom, I just hope this goes well." I sighed.
It was true. I really did hope things went well. While I had only ever had limited interactions with Maddie, she was definitely my type. Smart & tall. Plus I love her fat ass that pressed tightly against her jeans, and sways when she walks.
"Well I'm going. Wish me luck!" I said, leaving the front door in my snazzy outfit. I did not dress up often.
"Good luck hun!" My mom cheered.
I picked up Maddie down the street, and together we went to the restaurant. She was dressed in an adorable little denim jacket, tight jeans, and was wearing these long black boots. I even opened up the door for her, so that I could get a peek at her big round bubble ass. Luckily, it wasn't that long of a wait for a table. When we sat down, we started talking and getting to know each other.
When in high school, I was deathly anxious around girls my age. I never dated. Madison had not dated much either. She had only a few close girlfriends and had always been very self-conscious and ashamed that she didn't have the ideal body that she saw on Instagram; or heard about on the rap songs they'd play on TikTok. She was also apparently the type to trauma dump on a first date, but hey, nobody's perfect. She was very pretty to me though. Her short blonde hair, long legs and athletic build. I'd be lying if I said I had never peeped a glimpse at her bubble ass whenever her family invited us over for holiday parties. Her chest wasn't exactly massive, but I didn't mind that. I'm more of an ass guy anyway. Neither of us were popular in high school but where I was playing Smash Bros with my friends, she was competing in academic challenge and in Key Club. God I hate academic clubs. Pretentious shit for people with nothing better to do, so that they can pad their resumes. I found out she plans to major in engineering. She said she discovered her mechanical skills in home economics. Evidently, she was creating her own clothing patterns at 14, and liked to help her dad recreate a replica of his old muscle car, from the 80s. She wants to work at nasa, developing better rockets and space suits. Did I mention she’s a gamer, too! After dinner we walked along the trail at river park. Then I drove her home.
"I'll be honest with you, I had a really good time. I've never had such an enrapturing conversation about prevalent character tropes in Nintendo games before with a girl, well with anyone. You are really fun to talk to!"
She smiled at my compliment. "Thank you, truly. You are too, I've never felt someone listen to me as much as you have. Not just hear the words I was saying but actually listen." she said, blushing.
I didn't know what to say, so I said "Thanks, no problem. Any time." Damn my awkward tongue.
Once at her place, I opened her car door for her and carried her ‘to go’ box to the door.
"It's so beautiful here," I said. "I can understand why you love Rowan trees."
"Yeah, they're pretty," she said. "Like you."
"Thanks I guess?" I nervously laughed. "I think you mean handsome."
"No," she said "pretty." I chose to accept that she is a woman and talks in a feminine vocabulary.
At the door, we starred into each other's eyes and just stood there. I was too nervous though and wimped out when I had the chance to kiss her.
The porch light came on and spooked me. "Have a good night!" I said, running back to my car.
"Thanks, you too." She said, sounding a little bit dejected.
I felt embarrassed not kissing her. But it was probably for the best. As I drove away, I noticed her dad peering through the blinds at me. Mom’s sex talk
My mom had interrogated me the next morning. "Okay," I said. "It went well." She was prying every detail from me about the evening. "Relax. Nothing happened. We just flirted a little.'"
I could sense my mother's disappointment. "That's it? Not even a kiss??"
"No? But there's plenty of time for that. No need to rush things."
"Son, I haven't been on a date in decades. And as a good Christian woman, I have always stayed faithful to your father, but when I was in college I at least kissed every boy I went out with. Almost always on the first date too."
There was a long pause. I tried to imagine my mom getting frisky. "Gross!” Then I added; “Maddie didn’t initiate it either. Are you going to call her up and hound her about it, too?”
"Oh well. When you're young your passions overrun your senses. Do you know how to have sex?"
I decided not to add fuel to the fire, so I stayed silent.
"Oh boy. Looks like I have my work cut out for me." My mother sighed. "You see, when a man likes a woman his penis gets hard. It feels really good for things to touch it, so he'll want to stick it in a woman's wet hole that she has between her legs. This is a fun activity for married couples to do but sometimes young adults will do it before they get married. This is wrong and a sin. But, inevitable, especially for young men who are having their hormones going wild. It's not as bad, and actually somewhat okay, for a man to have sex with women before he gets married. Men have stronger urges than women."
‘Holy shit,’ I thought. My mom's really sexist?
Mom looked at me. "Do you have any sexual urges, Adam?"
"Yeah." I said, embarrassed. "What if I cum too soon and embarrass myself?"
"Well, it won’t happen if you relieve yourself often enough. How many times a day do you masturbate?"
My face was already beet red from the embarrassing conversation. Oh hell I might as well be honest. I haven't any shame left. "Once a day."
"Only once a day? For a young man like yourself? God you're only 20, you should be stroking it out three to five times a day!"
I looked even more embarrassed, although I wasn't sure that was even possible until now. "Well, it's hard to keep interested. Usually just one is enough. I'm too busy with other things to have five orgasms in a day."
"Cheeze-Itz and rice!" my mother laughed. "Well I recommend you start doing it more often now, so that you don't embarrass yourself in front of your pretty girlfriend when she finally decides she can't keep it in her pants anymore. How old is she, 19? Women at that age are whores, putting everything in their cunt that they can."
I did not appreciate the way she was talking about Maddie, but was too afraid to say anything sticking up for her. I just stared at her until she got the message not to call Maddie a whore.
"Don't get me wrong though, Maddie seems like a nice girl sweetie. Of course they all seem like good Christian girls until they're lying on their back spreading their legs for you." my Mom said in a tone of voice that could only have been jealousy. I think my mom is sexually frustrated, and turning her focus to vicarious challenges.
Mom was silent for a while. "Tell me, how big is it? Your penis. Your father has a massive seven inches, but my brother's, I saw it a couple times; and it seemed to be about a pitiful five. I figure yours is likely pretty average then. Hardly matters I suppose, it’s more about how you use it than the size."
"God, Mom."
Mom grinned. "Do not use the Lord's name so nonchalantly!" She paused for a second.
“Mom, you’re telling me to enter a life of sinful sexual debauchery; but offended that I said God?” I turned the tables on her.
“I’m doing no such thing, young man.” She got defensive. “I’m helping you be receptive to the woman God is wanting to give you. Besides, you should be thanking me."
"And why is that?"
"Because I'm about to get you some alone time, so that you can deflower your cute little girlfriend." My Mom said with the biggest fucking devilish grin on her face.
Good God! My catholic mother’s lecture boiled down to three words, ‘start fucking her!’ Another date
Mom came up with a clever, yet simple, plan to get Maddie and I alone together. She invited Mr. and Mrs. Johnson over to dinner while Maddie and I were "out on another date;" to discuss our future. They were, after all, responsible for us dating in the first place.
At 6:45pm I picked up Maddie and left. Maddie said; “You wanna do fast food and go back to my house? We’ll have it all to ourselves while my folks will have dinner at your house?” I told her she was reading my mind. “My mom said she’d text me when your folks leave, so we can make the most of the evening date.” It was simple, yet effective. Maddie’s face blushed and she grinned. The grin stayed on her face for quite a while.
At 7:00pm The Johnson parents rang our doorbell. "Mr. & Mrs. Johnson, please come in, take a seat!"
"Don't mind if we do!"
"Martha! Your home is so beautiful! Is that a marble entertainment center?"
"Yes!" My mother gushed, "It's an import! From Italy! Oh yes, also dinner should be finished in about fifteen minutes! Sorry, for running a little late. It's my famous Albanian Pasta!"
"Oh, Albanian?" Mrs. Johnson asked.
"Yes! The noodles are a little thicker and the meat used is venison meat!" Taking her home early
At 7:15pm Maddie and I had already had fast food drive through, and pulled back into her driveway. Once inside, she grabbed my hand then immediately made a dash for the stairs with a certain giddiness to her step. I told her I would have invited her over to my place, but my Dad; a work-from-home engineer, would never have let me have a girl around in my room.
Never mind that my mom was quite the odd one, but hey I wasn't complaining! Her intervention was about to get me laid!
Maddie and I sat on her bed and she smiled at me. "Honey, I; I want to, she paused, “Umm well, I want to have sex with you. I've thought about it for a long time and you're just so damn amazing and I want you. I want to be yours. And I'm willing to do anything to make that happen. I know boys are always thinking about ‘popping a girl’s cherry’, my mom told me so. And I want to give it to you, as a sign of my love."
That hit me like a tidal wave. Crap! Is it that easy to get a girl? Who knew? How am I supposed to respond to that?
"Woah. I; I love you too." I was a little hesitant using the L word, but I was about to have sex for the first time and didn't want to say anything that might possibly jeopardize my chances. Besides, eventually it would probably prove to be true anyway.
"You're an amazing woman and the only person to make me feel this way. You're kind, caring and smart with a great future ahead of you. Being a Nasa engineer? That is the coolest possible profession I can think of." Did I say that she has a passion for engineering? My dad would slap me silly if I blew this chance.
"Thank you dear," she said; as she got up to dim the lights. "Besides, I think you'll be very happy with what you see underneath these." She said, shaking her big ass in the yoga pants she was wearing. They were form fitting and clung intently, to leave no room for the imagination. It was so sexy. She popped in a mix CD on the stereo and came back over.
"Would you like to kiss me?" She said after taking a seat next to me on the bed. The love songs and soft lighting transformed the room into a love nest.
I leaned into her body and she held me tight as we found each other’s mouths. Parents arrange our futures.
Mrs. Johnson said, "I knew that your son was the best candidate for our daughter, Madison.” She added, “We know that, well, all young men have, or want to have, a lot of sex. We don't want our daughter to be debased when some random man that she barely know, takes her purity away from her. We know your family well and just how devout you all are, in your faith."
Mr. Johnson continued from there, "We think some sexual activity is a necessary evil, to affirm devotion to each other. We just want what's best for our daughter. Your son is always such a gentleman with us, so I know we have nothing to fear from him. In fact, your son is such a gentleman that he did not even try to impose himself by kissing our daughter, after their date!"
"What are you saying?"
"We want your son to marry our daughter." The Johnsons said in unity.
"Goodness gracious," gasped Mom. "I thought I was getting ahead of things! Maybe this match is just to obvious to ignore?" Getting physical
I could feel Maddie’s breasts rubbing against my chest. She wasn’t just giving me a kiss, she was giving her body to me. I tried to be respectable, but I could feel my dick starting to rise in my pants. I knew I shouldn't be getting these urges but I couldn't help myself. Those years of Catechism did a good job of making me feel religious shame for being human. A slow song from Shania Twain began to play on her stereo it was slow sensual. ‘The Woman in Me Needs the Man in You.
Madison looked into my face and then she kissed me again, sliding her tongue down my throat. We just lost control. My hands went to my new girlfriend's chest and I rubbed her handful-sized tits. The chorus began to sing of the song began to play
Maddie stood up facing me, swaying to the song, lip-syncing the words and pointing at me for emphasis, and began stripping.
The woman in me Needs you to be The man in my arms To hold tenderly
'Cause I'm a woman in love And it's you I run to Yeah, the woman in me Needs the man in you
She got down to her bra and panties. Then, when she unhooked her bra, her tits gently popped out. Her nipples were tiny, like dimes. They were already hard. Madison then turned and rocked her fabulous ass for me. She looked over her shoulder in a teasing expression of mock shyness. The she turned and stared into my eyes as she pulled down her grey Calvin Klein panties. Her pubic hair was completely shaved off, I knew then that she had been expecting this. Her cunt glistened and I think I saw a drip running down her inner thigh. As the next song started to play, she moved to the headboard and sat naked, I got up and pulled down my pants.
It was Michael Bolton singing Sexual Healing. Maddie watched intently, grinning her approval of my presentation.
The chorus was passionate;
I need some lovin' And baby, I can't hold it much longer It's getting stronger and stronger And when I get that feeling
I want Sexual Healing Sexual Healing, baby Makes me feel so fine Helps to relieve my mind
She then slid down on her back and just laid there. I crawled up the bed and kissed her. Then I lowered on top of her and positioned my dick between her thighs. I spread her puffy cunt lips apart and I moved the head of my dick into place right in front of her sopping wet cunt hole.
I took a deep breath. "Maddie, I'm still a virgin."
"Oh," said my girlfriend. "Well So am I."
"Are you okay doing this, hun?"
"Yes." she said. "We're both adults and I'm not a prude. Please, I've been waiting for this forever! Yes!"
I didn't waste another second. I thrust my dick all the way into my girlfriend's sopping wet virgin vagina. God, did she let out a painful grunt as I slid all six inches into her. There was no foreplay. I stroked as fast and hard as I could. My balls were slapping hard against her round ass. She stretched her legs up into the air before bringing them behind my back and then locking them in place. I barely noticed as I continued to pound her virgin cunt.
“Slow down, a bit, cowboy!” She grunted. "Ah, are you enjoying your present?"
"Fuck yeah!" I said, wantonly thrusting my hips against hers.
"I love you, Adam." She whispered into my ear.
"I love you too babe" I said, unconvincingly.
She panted so many painful grunts at first, and when I scooted up a bit I looked down to see a little bit of blood from her hymen; but eventually the sounds turned into cries of desire, as we locked eyes. I couldn't believe how tight she was! She had me in her gorilla grip as I punished her tiny pink cunt with my cock. She was a ravished whore, my whore. Eventually, I lowered my mouth and started to lick one of her hard nipples. This pushed her over the edge.
I could feel her contracting around my cock. She just cried incoherent rapid nonsense. We couldn't have been fucking for more than fifteen minutes. I was trying hard not to cum but I could feel it moving in my balls. I was so enamored by her warm, tight cunt that I didn't even bother trying to pull out. My body tensed up and I shot load after load of hot cum into her fertile sex. Maddie let out a gasp as she felt my seed hitting her vaginal walls. Her cunt clenched me tight and I dripped even more sticky cum into her cervix. Another Shania Twain song was playing.
I just laid there, on top of her, for close to five blissful minutes.
From this moment life has begun From this moment you are the one Right beside you is where I belong From this moment on
From this moment I have been blessed I live only for your happiness And for your love I'd give my last breath From this moment on
I then finally felt myself shrink up.
"Thank you.” She kissed me, “thank you." She said weakly.
Once we got ourselves cooled down, we cuddled for a little bit then got in her shower together. I got busy rinsing myself clean, then moved to let her stand under the hot spray. I wrapped my arms under hers from behind and fondled both her tits while kissing her neck and earlobes. As her arousal mounted, I gently reached one hand down and gently caressed her clit. This pushed her into a deep convulsion. She shook and started to fall back into me. I soon had to hold her up with both arms. I continued kissing her neck as she returned from her semi-conscious trance.
We both toweled off, then it was time for round two! This time Maddie had me lay back while she crawled up and fondled my cock for a while. I asked if she still had any pain from her first time?
“What pain? That was so long ago, Adam!” She said with a wink.
She kissed and stroked my shaft. Then she mounted me and slid down onto my cock. It was euphoric reaching up and squeezing her cute tits. We stared into each other’s eye, saying nothing. As Journey’s ‘Faithfully’ resonated the four walls of the room.
Then her arousal ramped up and she got loud. After a slow interlude of soft stroking my cock while she orgasmed; she got busy getting me off with her tight cunt action. One thing I did find out though: Maddie hated sticky cum on her skin. See, this time I actually did manage to scoot up pull out on her upstroke, and sprayed cum all over her stomach & tits. She did not like this and was grossed out by the sticky liquid and made me grab some tissues immediately.
The next song was ‘Perfect’ by Ed Sheeran.
It was fine with me that she wasn’t ready to deal with my semen. It just means next time I get to squirt my love juice into her cunt, and stay there a while. I hated pulling out.
We got back to the business of Sensing my motives, she said, “I went on the pill 6 months ago, so we’re safe.”
I beamed! “And since we’ve been virgins, I don’t think we really need to deal with condoms, Maddie.”
Maddie smiled, “I love your cock in my cunt. I don’t want to feel latex. I want to feel you!”
We laid there a while as the chorus bellowed out.
Baby I'm, dancing in the dark With you between my arms Barefoot on the grass Listening to our favorite song I have faith in what I see Now I know I have met an angel, In person, Darlin' you look perfect I don't deserve this Darlin' you look perfect tonight Afterglow
Eventually, though all good things must come to an end, and I drove away just as her parents were leaving my parents’ home. My mom, saint that she was, had talked them into staying & watching a movie.
The next day Mom was giddy. She told me that the Johnsons wanted me to marry their daughter. I was a bit apprehensive at first. Until the next day when Maddie sent me a long, romantic sext about how she wants my cock exclusively for herself. She wants me to knock her up after our wedding and then never stop making her pregnant. Just one baby after another. She was going to be my sex toy, and I was going to be her breeder.
From that point forward, life was awesome. Throughout our remaining years of college, I never had to beg my Maddie for sex. She never said no and loved to be of service. After our wedding sex got even better, because of her praise kink. All I had to do was say good girl and then sex was like Cloud Nine for her. Thanks Mom and Dad. And Mr. and Mrs. Johnson of course.
