First Intercourse with (M)y Girl(f)riend

This is my recollection of the first time my girlfriend and I had sex. I’m sure my words won’t do it complete justice, but it will hopefully trigger some happy memories for the two of us. Like the previous stories, details have been changed a bit to protect ourselves. So, without further ado, here’s my side of the story.

*****

I was really grateful that we had both gone to the same college, I reflected, as we strolled through the crisp night air back to our hotel room from our night out in our college town downtown. We had been out to drinks with our friends in our annual trek back to re-live our college glory days. It’s always good energy with the group, but I was grateful my girlfriend was on the same wavelength as me as we decided to call it a night, after all, we’d hang with our friends the rest of the weekend. She closed her tab, said our goodbyes, and left the crowds and thumping music of the college scene behind us as we headed back. It was not overly cold out, so we had decided to walk the mile and a half rather than take an uber. It always feels good to stretch your legs after a few drinks, in my opinion. On our way back, we chatted about finally catching up with our friends and the usual small talk, and she revealed she had a surprise for me when we got back to the hotel. I was pretty much instantly hard thinking about what it could be, and revealed that I, too, had a surprise for her.

Once we got back to our little boutique hotel, we embraced and kissed, happy to be in each others’ arms after a long day of work, driving, drinking and catching up with old friends. There seemed to be something a little different in the way she was kissing me tonight, and I was pretty sure she was plenty horny from the combination of drinks and lack of orgasms during her period (she gets a little shy still on her period, which is her prerogative). Her hands found their way to the buttons on my shirt, opening it up as she kissed her way down my body, before stopping and coming back up to kiss me. I stopped her and mentioned I needed to use the restroom before we went any further… after doing my business, I left my shirt and pants in a heap on the floor, before coming out of the bathroom. While I had been undressing, she had taken the opportunity to get herself down to her underwear as well! I came out of the bathroom to the lovely sight of her sexy body in matching sexy bra and panty set, giving me her best smouldering look from one side of the king bed. As my cock started to rise, at the sight of her lightly tanned, tight body, her expression suddenly changed to surprise…

“Oh really?” She motioned to my now bulging boxer briefs… “I thought you only wore boxers?”
“Surprise!” I said as I wiggled my bulge toward her… “You like?”
She bounced up to the end of the bed “Mmmmhmmm, come over here, you stud!”

I made my way over to the edge of the bed, leaning down to kiss her upturned lips, tasting just a hint of her last vodka cranberry on her tongue, as I sucked her lower lip into my mouth, sucking on it lightly as I pulled away from her. Her eyes fluttered open and she brought her hands to my cock, stroking it through the fabric, causing it to jump at her touch. I stated the obvious, “Mmm, that feels good” and leaned in to kiss her again. This time she broke away from me, pushing my shoulders upright and fishing my cock out from the tight confines of the elastic underpants. It quickly disappeared into her mouth, and I groaned my approval “That feels better still!”

She continued to suck me as I gathered her long, soft brown hair to keep it out of the way. She, meanwhile brought her hand up to fondle my balls as she was sucking me, flooding my mind with pleasurable sensations. I could see her magnificent boobs jiggling in her bra as she came up to the tip, then just as quickly disappear behind those luscious lips moving swiftly down to meet the base of my cock before reversing course and repeating. She enthusiastically continued, for a minute or two like this, before I took her face in both my hands and pulled them away from my cock, tilting her lips up to meet mine as I showed her some appreciation for the job she was doing. My hands made their way to her bra clasp, and I fumbled momentarily, then broke off the kiss.

“You’ve never been good at multi-tasking” she teased as I finally freed her boobs from the confines of her bra, admiring them bounce a little as their support was taken away.
“I don’t like getting teased” came my deadpan response as I pinched her erect nipple. She giggled and pulled away a little.
“Come lay over here” She pointed to the head of the bed.

I didn’t have to be told twice, as I eased onto the bed and laid back, dick now pointing straight in the air. “You won’t be needing these anymore” she said, as she stripped off my boxer-briefs before taking up a place between my legs. I brought my knees up and propped myself up on a pillow so I could see a little. She started to kiss her way around my rock hard cock, hitting sensitive skin where my trimmed bush met my legs and right at the base of my stomach, teasing me some more. I twitched involuntarily and she grinned up at me, before wrapping her hand around my cock and starting in on a combo blowjob-handjob using her spit as lube.

“God-DAMN that feels good” I said as she worked my cock into her hot, waiting mouth, swirling her tongue around the tip slowly while it was inside. I bucked my hips up a little and she took me deeper into her mouth before drawing my cock back out, hand gliding over the head before sliding it back down and replacing it with her mouth yet again. “Oh my God, that is hot” I said as she smiled up at me, eyes dancing with delight at my pleasure. Her eyes once again dropped to her task at hand and I flopped back on the pillow, closing my eyes and concentrating on the immense pleasure, meeting her mouth by thrusting my hips upward slightly when her hand had nearly reached the base and dipping them back slightly when her hand reached the head. “Fuuuuuccccckkkk” I breathed as I smiled, thinking that I could die right then a happy man. Little did I know the best was yet to come! (Pun intended, obviously.)

She switched to giving me a handjob exclusively and I looked back down at her. “So, bad news; now I have to go to the bathroom.”
“Damn!”
She rolled off the bed and headed to the bathroom, leaving the door open. I slowly slid my hand down my cock thinking about what had just happened, then quickly got up and grabbed some oil from my bag, waited for the toilet to flush, then joined her as she washed her hands in the sink. Apparently, she had set her panties aside when going to the bathroom as I admired her now bare ass, as I set the oil next to her with my left hand, while sliding my cock between her legs and right hand down her stomach to…
“Surprise!!” she said as my fingers found nothing but smooth skin between her legs. I smiled and brought my left hand up to turn her head to kiss her as my right hand fingered her gloriously smooth pussy.
“I love it!” I whispered into her ear before nibbling on her earlobe and burying a finger into her soaking wet wet depths. I brought it back out and she moaned as I rubbed against her clit a bit before asking if we could head back to the bed. I assented and she got herself on the edge of the bed on her back.

“God, you are so hot!” I exclaimed before standing between her legs, leaning in to kiss her. I then dipped my head down to give her nipples a few appreciative licks before making my way down to see her handiwork from up close.
“You like it?”
“You did a really nice job, I love it!” I encouraged her, before diving in with my tongue and returning the favor from her previous teasing. ‘Anywhere but the clit’ as the game for the first 45 seconds or so, as my tongue explored her pubic region and inner thighs. The area shined a little in the lights, still slick with the oil from earlier. I ran my fingers up and down her soft and silky smooth pubic mound before my tongue finally connected with her clit. She breathed what almost sounded like a sigh of relief as my tongue flicked across it. I wrapped my right arm around her thigh, teasing the underside of her boobs before settling back on her smooth mound, relishing the slickness underneath. I paused momentarily to get my left hand in on the action, slipping a finger into her pussy, which seemed wet enough to immediately jump to two fingers. She moaned her appreciation as my fingers sank deep inside her, now a tight fit despite the considerable wetness. I continued to lick her as she moaned. After a couple minutes, I let up and she let out a discontented moan before I stood up and kissed her hard. I rubbed my dick along her pussy and she closed her thighs to create a pleasurable “love tunnel.”

As an aside – We had discussed previously that we definitely did not want any kids before we were married, so we were staying away from full vaginal sex (despite her being on BC), instead opting for various forms of “fooling around” (oral, HJs, mutual masturbation, etc.). I had discovered the joy of spooning outercourse early on, and that had progressed to other types of outercourse (including her grinding on top of me, me grinding between her asscheeks while she was prone, etc.), including a run or two at “front outercourse” wherein I had rubbed my dick along her pussy from the missionary position. What she was offering now was basically a variation of that “missionary outercourse” position.

I got a little more oil and spread it on her pussy and my cock before widening my stance and pushing my dick between her thighs. She sighed a little as my oiled-up member slid past her clit, then past her swollen pussy lips. I quickly resumed kissing her, running my fingers through her hair as my hips pumped back and forth, grinding my cock against her pussy. We started to get into it, and she got her hips into the action, meeting mine as I thrust in, then widening the gap as I pulled away. I sped up a little, edging closer to blowing my load between her thighs, when suddenly either one or both of us inadvertantly adjusted the angle and I found myself buried an inch deep into her waiting pussy. Our eyes both widened a little, and she pulled me in a little further. I stopped and asked if she was ok with this, and she assented… “just this once, ok?” I affirmed that and pushed deeper into her. Her mouth flew open as I continued to press into her, slowly sinking down to the hilt into her well-lubricated vagina.
“Oh my god, you’re so tight!” I gushed, and she quickly added “That’s because you’re so wide!”

I pumped back and forth into her with slow strokes, letting her get used to the feeling before she asked if we could move up to the head of the bed. I agreed and pulled out of her, gave her a quick kiss and she scooted back to the iron headboard, opening her legs for me. I joined her and lined up to deliberately enter her for the first time… I pushed my hips forward and watched the head pause at the brief resistance of her lips, then disappear into her as she moaned in delight, “Ooooh, that feels so good!!” I pressed into her and once I got to the base, looked into her love-filled caramel eyes before heading in for a slow kiss. I held my dick inside her during that initial kiss, loving fell of her around my cock, like a heated silky glove, wrapping along my length. I broke off our kiss and watched her face as I began to move my hips a little, drawing my cock back before replacing it. Her mouth would widen each time I got to my full length inside her, and she’d let out some great noises that implied she was loving every second of this. I drew back a little further, and this time when I came forward, I rotated my hips a little and pressed into her, giving her as deep a thrust as I could muster. She immediately responded with a much louder “ugggh” as her eyes fluttered open and I felt her legs wrap tight around my waist, beckoning me to hold it there for a moment.

Her eyes are usually twinkling with laughter or soft with love. But now, I saw something different – more along the lines of a “fuck me now” smouldering lust than anything I’d previously seen from her. Sensing that, I started to give her exactly that, now driving my hips into her with every thrust. She closed hers eyes again, and reached back and grabbed the iron bars that made up the headboard, bracing herself for each thrust as I picked up the pace; powerful thrusts now replaced by shorter, rapid strokes. I grabbed on to the top of the headboard for increased leverage, causing each stroke to clang the iron bars against the wall behind it. The room was filled with my grunts, her delighted moans and a fairly constant “clang-clang-clang” of the headboard. Sorry, neighbors! I was close to cumming after a couple minutes of this, so I thrust hard into her and dropped my hands to cradle her face and kiss her in a sort of hungry, desperate open-mouthed and sloppy kiss. I broke off the kiss and made my way over to her ear, whispering “I love fucking you!” into her ear. “Oh, Good”, she grinned. I set back out at more of a ‘love making’ pace once more, kissing her at semi-regular intervals as I pushed into her. Her groans got louder and I wasn’t sure I could hold it off much longer.

“Sweetie, I’m about to cum!” I told her…
“Please cum for me, baby! Oooh! Cum inside me! Uuuhhh! Please, baby, cum!”

I felt her pussy pulse around me and that was what pushed me over the edge, and I started to cum, pushing my seed into the woman I loved for the first time.

“I’m cumming!” I announced as my dick pulsed again. I pushed deep into her and it pulsed again, coating the inside of her walls with my cum. I twitched again and felt her suddenly tighten up around me, body tensing up underneath me. My softening cock suddenly was pushed out of her pussy and her back arched a little. “Oh my Gaawwwwwd!”

I wrapped my arm around her and lay on top of her, hugging her sweaty body to me… “Oh that felt so good,” she said as her senses came back to her, “different, but really good.”

I could see some tears forming in the corner of her eyes, as her emotion from the night bubbled up to the surface. “I love you, sweetie.”
“I love you, too.”
“That was so hot, thank you!”
“Thank you!!” she smiled back at me. I wiped a tear from her cheek and kissed her, softly this time. I rolled off to the side and held her in my arms, sweaty and spent.
After a minute or so I finally broke the silence… “And you wondered if we’d be any good at sex!”
She giggled, “Guess we know THAT was unfounded!”

****

Hope you enjoyed reading!

As a note to my girlfriend: This is just another of the long list of memories that solidified in my mind how compatible we are together. I believe very strongly that we’ll just keep adding to the list until we’re old and gray. I love you!

Source: reddit.com/r/gonewildstories/comments/49pxf7/first_intercourse_with_my_girlfriend