So this is the fifth part (probably) of my deflowering story with my first girlfriend Lucy.
Part 1: https://www.reddit.com/r/gonewildstories/comments/qua13l/kinda_losing_my_virginity_at_26_mf/
Part 2: https://www.reddit.com/r/gonewildstories/comments/r06erf/actually_losing_my_virginity_at_26_mf/
Part 3: TBA
Part 4: TBA
I was initially planning to write this story in the new year, but I’ll write it now and fill in parts 3 and 4 later because of this month’s competition.
Setting the scene: it was about 6 or 7 months since Lucy and I started dating, and it was my birthday.
As the sun began to light up her bedroom, I was awoken by a hand caressing my chest and kisses on my cheek.
“Happy birthday,” Lucy whispered into my ear. As her warm breath disappeared across my face, she began to suck, nibble and lick my ear.
To be honest, I wasn’t a huge fan of her licking my ear (especially my ear hole), but she would usually be doing this while humping my leg or otherwise getting really horny, so it didn’t feel right to stop her.
In my grogginess all I could muster was a grunt. As her hand went under my shirt, across my chest, and then down towards my pajama pants, my brain finally caught on to what was happening, and I mustered a more enthusiastic “Thank you, babe.”
Before the words were out my mouth, her hand was already on top of my pants, rubbing my cock through two layers of fabric. It didn’t take long for my member to get hard.
“Mmmm, I guess you’re ready for birthday present,” she muttered into my ear slyly.
My brain was still searching for a witty reply, when she began lifting up my t-shirt. As I wiggled around to help her help me out my top, she ended up straddling me. With my chest naked, she sat up and began grinding on me gently.
As she did so, she began taking her shirt off, but paused when she had her shirt around her face.
I opened my eyes fully. The room was filled was dimly lit, and a mixture of shadows, discernible shapes and some noticeable features.
Lucy’s back was arched slightly, and I could see the outline of her wonderful body, mainly her chest, her small but perky breasts.
“What’s wrong, babe?” I asked.
“Oh, I just wanted to get your attention,” she replied, finally taking her shirt off.
I raised my hands and began fondling her breasts, slowly kneading her mammaries, but keen to avoid her nipples. They were soft and supple, and still amazing to touch. I thought back to a year ago where it would’ve been inconceivable that I would wake up on the morning of my birthday fondling a pair of breasts.
“Stop teasing me,” Lucy said.
“You stop teasing me.”
She started grinding on me again, running herself back and forth along the length of my shaft. In response, I began playing with her nipples, first on one side, and then the other.
The feeling of the fabric, and her sheer horniness was getting me closer and closer to the edge.
“Babe, I hope your present isn’t about making me come in my pants.”
Lucy stopped, pondered for a moment, climbed off me, and then in one fell swoop, pulled down my pajama pants and underpants off in (almost) one move.
Caught a little by surprise, but also emboldened by her move, I sat up quickly, lay her on her back, and did the same to her.
In just a few seconds, we were both naked. I paused for a second. I could feel my little member was standing to attention at 60 degrees. He was telling me to spread her legs apart, and enter her (probably) very wet pussy.
As much as I wanted to, I probably would’ve lasted five seconds inside her at this moment. And I didn’t want any babies.
So I straddled her right leg her knee, bent over, cupped one her breasts with one hand and began licking around her areola. As I circled in, getting closer to her nipple, I ran my other hand down her chest, over her trimmed mound of pubic hair and towards her sweet lips.
With my index and third finger in a V, my hand went down along the side of pussy. My suspicion was right, she was as wet as a river.
As I rubbed the side of her pussy, I flicked, licked and sucked her nipples.
“Oh god,” she moaned. After a bit she said that I give her other breast some attention too. I duly complied.
I then shifted my fingers so that my index and ring fingers made the V, and slid my middle finger inside her as I rubbed her pussy lips. Her slot was hot, wet and tight around my finger.
She bucked her hips to meet my finger thrusts, and given her gyrations and heavy breathing, I thought I was getting her close to the edge.
“I want to ride you,” she said. I stopped with my finger inside of her.
“I want you to come first.”
“I want to feel you inside of me.”
“I am inside of you.”
“I want YOU inside of me.”
Who am I to turn down a woman on heat on my birthday?
We switched positions, and Lucy grabbed my dick, which was at half mast, and was about to throw her leg over me.
“Shouldn’t we get a condom?” I asked.
“Just let me know when you’re close, and I’ll get off … and then I’ll get off.”
She was a genius. What a great plan! I nodded greedily.
She threw her leg over, and guided herself onto my rapidly hardening dick. She puckered her lips as my head grazed her pussy entrance and then pushed through her threshold.
My cock felt like it was entering a tight, wet, leather glove. And I could also feel her weight bearing down on me as I got deeper and deeper into her twat.
Goddamnit, it was amazing. We had been doing more and more condom-free penetration during sex, and despite the increasing frequency, I still couldn’t get over how much more intense and fulfilling it felt compared to sex with a condom. I was beginning to understand how people ended getting “accidentally” pregnant, the feeling was just too good.
I never trusted myself fully without a condom, though, so our condomless sessions were usually fairly short before I would pull out and slide a cover over my baby dragon.
All 3.75 inches or so of my dick were now inside her. She leant forward and began kissing my neck, chin, face and finally my lips. Lucy rocked backwards and forwards gently on my dick.
There wasn’t much in-and-out action, with my dick only moving about an inch within her. I think this position was mainly about her rubbing her clit against my pelvis, and having the sensation of having my member in her snatch.
Normally if we had a condom on I’d prefer it if she was sitting upright, and thrusting in and out, but given my small length, it was kinda hard to do this without my cock falling out every couple of strokes.
Sans condom though, there was a quiet intensity and strong sense of intimacy to this position. I could feel her body moving around me, her hips grinding into me, the texture of her cavern walls, and every now and then I would feel her breast or nipple graze my chest or the brush of her hair across my face.
Thanks to some rhythmic breathing techniques I had learnt, I was doing pretty well at not getting carried away with the sensations enveloping my cock.
She kept on grinding, and her movements became more and more erratic, and her breathing got heavier and little frantic. Because of this my breathing lost its rhythm, and the feeling of me being inside her giving her all this pleasure was building into a feedback loop.
I could feel the pressure rising within me so I blurted out, “I think it’s time to stop.”
“Can you last another minute? I’m really close,” she pleaded.
Although I felt like such a chump for being unable to be stay inside for her climax, I didn’t want to take the risk.
A little reluctantly she slid up, and my member plopped out. Lucy sat up straight, scooted down a bit, straddled one of my legs, and started riding me with great fury. She was going fast and pressing down hard on my thigh. She grabbed her tits tightly and pushed them together as she upped the intensity still further.
It was beginning to hurt, but I didn’t want to let her down again. As the pain was becoming slightly unbearable, she let out a “ugh, ugggghhhhh, ugggghhhhhh”, threw her head back a bit, and stopped grinding.
I could feel her quiver. After a few moments she let go of her breasts, and slumped forward, her head of my chest and my still wet and sticky cock pressing against her torso. Lucy’s breathing was heavy but content.
After waiting a minute or two, I murmured, “Sorry.”
“Don’t be. I like that you want us to be safe.”
“But I want to be in you when you come.”
“I do too,” she replied as she scratched my chest slightly and gave my ribs a kiss. “We’ll just have to keep on trying.”
We’d been having sex for about half a year now, and my cock still hadn’t been able to feel her come on me. She would sometimes get close when we were going condom-free, but I couldn’t last long enough to stay inside. With a condom on, neither she nor I could get her to the point where she was about to climax.
“Your turn now,” she said, waking me up from my thoughts. Lucy reached over to the nightstand to grab the box of condoms. Quickly enough a packet was out, and she was pumping my dick to get it hard again.
After sliding the condom on, she asked how I wanted her.
“On your back. I want to look into your eyes.” Although the blinds were doing a good job, there was now enough light in the room to see things clearly, if somewhat dimly.
Once lying down, she spread her legs, I held my rock hard little member, looked into her eyes and tried to guide myself in. Oops, missed, skirted straight over the top. We laughed, and then I looked down at groomed bush, aimed my cock for somewhere just below that and felt my covered head pressing against her lips.
She was still plenty wet and with a bit of a thrust I was in again. I felt heat, tightness and (somehow) wetness, but it was muted compared to when she was on top of me.
It was looking going from watching 4K TV to an old video cassette. (Not that this analogy worked back then.)
The one good thing about going from unprotected sex to condom sex was I could last a lot longer afterwards with the condom on.
After quite a bit of plain missionary, I grabbed her legs and pulled them up so Lucy was now bent in an L-shape. Slowly I pushed her legs back so they were near head. This made her pussy tighter and the sensations more intense.
Pinning her down, I slowly sank my short one in and out of her.
Oh god, that was more like it. I could feel every inch of me entering her tight cavern. It was heavenly. The tension was rising within my loins. Lucy’s breathing was getting heavier, and she was letting out the odd groan.
Then, all of a sudden, she put a hand on my chest.
“I think you have to stop … it’s too intense.”
I paused, my dick deep inside her.
“I think it’s because I already came.”
Not wanting to loose the welling sensation in my pecker, we went back to straight missionary quickly. While kissing her neck, I thrust as hard and deep into her as I could, slowly withdrew, and then thrust into her again. Each of these deep, hard thrusts elicited an “oooh” from her.
Within about 10 strokes I was about to explode, so I prepared for one last charge. As I put my head in the pillow next to her and yelled out “I’m coming”, I buried myself as I deep into her as I could.
After the waves of semen left me and filled the condom, my body loosened and my cock spasmed noticeably to get the last of the jizz out.
“Oooh,” Lucy cooed. She tightened her pussy around my cock. Instinctively my dick jerked one more time, emptying out the dregs.
“Ahhh,” she sighed.
I always enjoyed this final act of our love making sessions. I lay there limp and satisfied, feeling her breathing with one tit mashed against me chest, and still buried in this wonderful woman.
As we got up to shower and get ready for work, I noticed that it was much later than I thought. Our fucking felt like it was only five minutes long, but we had probably been going at it for a bit longer than that.
It was a fairly normal day at the office, punctuated by a few birthday emails, a team lunch, and some cupcakes. Afterwards Lucy and I met up for a fancyish dinner somewhere, where she gave me my present, some comedy t-shirts.
All in all it was a pretty good day. Lots of love in the morning, a bit of love in the day, a nice night out, and quiet walk home together from the train station.
As we were opening the door to the apartment, Lucy said that she had one more surprise for me.
Probably a second present, I thought. I guess six funny t-shirts probably isn’t enough for your significant other’s first birthday together.
She led me into the bedroom, turned the light on, reached behind one of the pillows, and pulled out a pair of handcuffs.
“Ummmm…” I stammered, not quite sure where this was leading.
“Sit on the edge of bed,” she commanded softly, but firmly. I was having trouble reading her intentions, but I did as I was told.
She moved over, unbuttoned my business shirt, and took it off. Then she placed my hands behind my head, and handcuffed them together.
“Not too tight, yeah?” she asked.
“It’s fine.”
Lucy fluffed up two of the thinner pillows, and stacked them together. She then made my lie on the bed, hands between the pillows, and my head on the top pillow.
“Your final present is that I’m going to pleasure you like you’ve never been pleasured before, but you can’t come until I allow you to.”
Was I going to say no this? Of course not.
Lucy kissed her way down my body, kissing and licking my neck, chest, nipples, ribs, navel, and finally the area just above my belt. She slowly undid the belt, sliding it off, and tossing it to the side.
I thought she was going to take my pants off, but instead she continued kissing down my fly. Once she reached the bottom of my ball sack, she undid the fly and fumbled around. My dick was pointing down and it was growing hard, but in this position it couldn’t grow to more than 2.5 or 3 inches long, so it was straining to get out and jerked a little at her touch.
“Does he want to be set free?”
Before I could answer, she unbuttoned my pants and began pulling them down. I was now left in my underpants and socks.
She kissed my hard, downward facing cock, focusing on the head. I could feel her soft thin lips through the fabric of my underpants, and let out a small moan. She stopped.
Taking off one sock, she began to kiss her way up the leg, grazing my cock, and then kissing her way down the other leg before taking off the remaining sock.
Man, she was going to really make me wait to come. She rubbed my cock through my underpants again, and it shifted from pointing down to pointing up. Now it could grow to its full potential, so she kept rubbing. To keep from being overwhelmed, I concentrated on making my breaths slow and deep.
Suddenly my cock was exposed to the cool night air. She flung my underpants away, and I was again naked.
Probably knowing that it wasn’t my favorite feeling, she put my slightly hairy balls in her mouth. When I finally squirmed, she stopped and looked up at me with a seductive pair of eyes.
Keeping her gaze on me, she stuck her tongue out and licked up from the base of my shaft, up to the circumcision mark, along the frenulum, and to the head of my cock. Lying flat against my pelvis, the bottom side of my dick shaft probably measures 4 to 4.25 inches long, depending on where you think it begins.
Without the help of her hands, she put her lips around the tip of cock, fully engulfing the head. Using her mouth only, she guided my cock to stand upright. Slowly her lips went down my shaft, past the circumcision scar, a ring of pure, soft ecstasy engulfing my entire manhood all the way down to base.
The circle of joy then moved up and down. I was in throe after throe of pleasure. I kept my breathing as steady as I could, I stared at the ceiling, thought about work, anything to prolong the enjoyment.
I could feel her hair brushing my legs, my pelvis, and my thoughts of work were straying towards our early dates and then finally the first time we had sex. Oh, god, this was becoming too much.
“Stop. I’m very close.”
With a pop she let her suction go, and my soaking wet cock flopped back down onto my pelvis. Back to long deep breaths. Keep it together. Don’t let go. I could feel it rise. Don’t. The sensations subsided. I opened my eyes once more.
I looked up to the ceiling, and then slowly down to her. Lucy was beaming, clearly very happy for getting me so close to the edge.
“Ready for some more?” she smirked.
“Not really. That. That was amazing.”
Smiling, she sat gently on my chest, her dress billowing over my body. Slowly she began to lift up her dress. Normally at this point I would either help her, or reach up underneath to fondle her breasts or her bra, but they were stuck under my head and a pillow.
Discarding her dress, Lucy towered above me clothed only in her lacy black bra and underwear. I could just see her lovely hard nipples, and down below a little bit of her pubic hair pushed through. She was a sight to behold.
Standing up, she began taking her underwear off. I strained to see her most intimate parts, the parts only I was privy to at the time.
First her groomed pubic mound, and then dark skin around the folds of her pussy lips became visible. After she flung the panties away, she lowered her snatch to within an inch of my mouth.
“Lick it,” she ordered.
I blindly stuck my tongue out and began flicking in mid air. She lowered herself a bit more, and after a bit of movement my lips touched hers. She was already slick.
Blinded by her pubic hair, I licked around blindly. I flicked her lips, and tried to lick the side of her pussy, but without the use of my hands I had very little control over what I was doing.
“Stick your tongue out and keep it still,” she said as knelt down, bent over and put her arms on the headboard.
She eventually guided her lips onto my tongue and began making small, almost minute, thrusts, running her lips along my outstretched tongue. Between the difficulty of swallowing with my tongue out, and her pubic area pressed against my nose, I didn’t really have time to think about taste of pussy lips.
As I’ve mentioned before, the taste of pussy isn’t all that attractive to me, so I prefer to lick around the outside and to flick the clit, but in this situation, I was able to choose what I what did nor process how it tasted.
Her gyrations went from small and controlled to being larger and messier. She was clearly enjoying it, even though I was having hard time keeping up and it was starting to hurt.
Thankfully as she got closer to her point of no return, she got off my face, and returned to her favorite climaxing position on my leg. Her pussy lips were wetter than the ocean, and it only took her a few grinds on my leg before she stopped and let out an almighty groan.
After a few beats she quivered and bent over to lie on my chest.
As we lay there, my mind drifted and began to zero in on how disappointed I felt about not being able to make her come with my dick. Looking down at her, I was glad that she could find pleasure and release using my body.
She broke us out of our unspoken reverie by placing a hand on my fairly limp cock. After a little bit of a gentle rubbing it was back at half mast.
Starting all over again, she ran her tongue up my shaft, kissing my head several times before grabbing the base and making it stand upright.
I looked down and caught her gaze as she put her lips over my head and then licked around it a few times.
“Oh!” I let out, and then Lucy moved her lips slowly down the length of my shaft.
Damn, that felt good. A soft ring of pleasure working its way up and down my cock, millions of strands of hair bouncing and bobbing on my leg and pelvis. The sensations grew from erotic and exciting to overwhelming.
I dared to look down again, and I nearly lost it at the sight of this beautiful lady making my cock disappear and reappear from her mouth.
Lucy looked at me, and I told her I was close to coming. This only made her speed up.
“Oh god, stop! I’m really close.” I closed my eyes. I opened them. I stared into the ceiling lights. I trained my thoughts elsewhere. Anywhere.
She slowed down, but that only made the ring of pleasure more intense. I was mentally choking back the waves of come that were dying to get out.
“Please … I can’t hold it.”
Lucy stopped, lips about halfway down my cock.
Thank fuck.
Then her tongue moved against my shaft and her lips shifted slightly, and everything that I was holding back came gushing forth.
“Argh!!” I cried as spurt after spurt filled her mouth. When the flow stopped, she swallowed.
Oh god, that was even more sexy, and my dick spasmed one more time. And then wanly another time, as I let out a grunt.
I heard myself panting uncontrollably, and then a pop as she let go of my drained dick, letting flop back against me.
She crawled up the bed and lay her head on my bony shoulder.
“Did you enjoy that, birthday boy?”
“I think so.”
She was right, she did pleasure me in a way I never thought possible. Quite how I was going to equal that for her birthday was beyond me.
Source: reddit.com/r/gonewildstories/comments/rhj2xw/favorite_birthday_gift_a_pair_of_handcuffs_and_a