Kimmy's Adventure - Timmy's Virginity

"I think I'm gonna stay and study for a little bit," he said as his face became all blotchy.

"Oh, okay. Thanks for your help tonight. And by the way, don't study too hard," I added with a wink and a knowing smile.

*

Over the next month we met at the library every Tuesday. Each time we got together he shared more about himself and his family and was more outgoing and relaxed. I could really tell how much he loved this meteorology stuff.

He was a smart, sweet kid from a "normal" family by all accounts, so I couldn't quite understand why he lacked confidence and was so shy. The human psyche is an interesting and fragile thing. I'm no psychology major, but from talking to him the bit that I had, I got the feeling that teasing and ridicule at a young age by peers had negatively impacted him. It's interesting how some people in those situations fight back while others whither.

It was a week before mid-terms and he was helping me complete an isobar map when I looked up from my assignment. "Hey Timmy?" I asked, "Why do you love learning and teaching about weather so much?"

"Well," he said pausing for a moment getting an almost wistful smile on his face. "As long as I can remember I've been fascinated by the change of weather. You know it can be so beautiful but also so destructive.

"I remember I was about four or five when a really powerful thunderstorm came through my town. Most kids that age are scared to death of thunder and lightning, but I was fascinated. My Dad sat with me as I stared out the window. He taught me how you count the seconds between when you see the lightning and hear the thunder and that tells about how far away in miles the lightning strike is.

"Later I'd learn what caused thunder and lightning storms and tornadoes" he added. "Then I saw a movie about a group of storm chasers when I was about eight and from that point on that's all I've ever wanted to do. My plan is to get an internship this summer or next to do storm chasing with the National Weather Service."

I thought it a bit ironic that the kid who seemed scared of his own shadow and afraid to talk to women would want to be a fearless storm chaser. The excitement in his eyes was sincere as he captivated me with his story.

"So how about you?" he asked breaking my trance, "Why do you love running so much?"

I paused for a moment slightly taken aback. Then smiled. He continued.

"I mean every time one of your teammates comes over to say hi and you guys begin talking about a past race or an upcoming meet you get this big smile on your face and get all animated," he added.

"Wow! This kid observes more about me than just my tits and ass," I thought to myself.

"My parents joke that I came out of the womb running," I laughed as I began my story. "I guess I was in second grade when I ran in my first actual race. It was a 200-meter run and I won. From that moment on I was hooked. I ran in every competition I could as a kid. Then I joined my middle and high school teams and had a lot of success. I was the state champion my senior year in both cross-country and the 3,000-meter run during spring track. I've done pretty good in college too.

"But it's more than just the winning," I continued losing myself in my words. "I love the process. I love the training. Ya know when I'm out on a long run it's like I go to a different plane. Runner's high is a real thing, man. It's hard to explain. But I swear when I'm in that place it's almost better than sex."

I suddenly broke from my tale.

"Oops!" I said embarrassedly. "I didn't mean to say that part out loud."

"Yeah, well I wouldn't know how either feels," Timmy mumbled looking a little awkward.

I'd hoped I hadn't hurt his feelings. After a short pause I changed the subject by asking him to look over my isobar map to make sure I'd done it correctly. He showed me where I made a mistake and teased me a little making me feel he wasn't upset about my earlier comment. We worked for another twenty-minutes or so before we wrapped up the tutoring session for the week. We decided we'd meet again the following Tuesday which would be the day before the meteorology mid-term.

*

Two days later I was hanging out in Gina's room talking with her when we got on the subject of Timmy.

"Ya know ever since he began tutoring you he's been coming out of his shell," she started. "He walks with his head up now, says hello when you pass him in the hall, even to all the girls.

"I actually saw him helping Double-D Debbie, the hot freshman cheerleader, with math homework the other day in the student lounge at the end of the hall. He looked so cute."

"Wow!" I responded "that's so cool. I'm glad to hear that."

"Yup, you're really rubbing off on him," she countered. Her expression then changed to one of curiosity. "Uh, you're not actually 'rubbing off on him', are you?"

I couldn't help but laugh at her cleverly phrased double entendre. Gina and I had shared a bed and a dick from time to time our freshman year, so she knew my penchant for sex.

"Na, although the thought has crossed my mind," I smiled.

Gina stared at me for a bit then said something that made me think. "Listen, whatever you do just make sure he doesn't get hurt. He's a sweet, sensitive guy who obviously doesn't get a lot of attention from women and may mistake sex for love. He might not understand a one-night-stand."

"I hear you," I said thoughtfully. "The last thing I want to do is hurt him. But he's really a nice guy and he's helped me so much. I just want to show him how much I appreciate him."

"And a thank you card wouldn't suffice?" Gina asked laughing.

I couldn't help but smile at her joke.

"Well I just want to make his first time special. Your first time can be really traumatic, especially if the partner isn't experienced or kind and understanding," I said sincerely.

"Ah, you're such a humanitarian!" Gina retorted. We both couldn't contain our laughter.

*

The following Tuesday afternoon I texted Timmy to let him know I needed to change our tutoring location from the library to my apartment. I made up some excuse that I was waiting for an important package from my parents that was being special delivered and was scheduled to come between 7 and 9 p.m. and had to be signed for. Even though he's a smart kid, he didn't question the time of the delivery or the fact it needed to be accepted by someone. He said it would be no problem. I sent him my address.

I then put my plan to seduce him into action. I arranged for my roommate to be out until at least 10 p.m. After practice I had a quick bite to eat then took a nice bath with scented soaps. As I got out of the tub and began to dry off I couldn't help but feel excited in anticipation of Timmy's arrival. My nipples and clit were stiffer and tingling more than normal. A quick rub of both areas almost sent me over the edge, but I controlled myself.

Upon getting dressed in a pair of yoga pants and a tight Tee-shirt I began preparing my bed room. I put fresh sheets and comforter on my bed and arranged the pillows nicely. I had just placed a couple battery operated candles at opposite sides of the room for mood lighting when I heard a knock at the door. A glance at the clock read a couple minutes before 8 p.m. Prompt as usual.

I inhaled deeply and let it out slowly trying to calm my nerves as I walked to the door. I still didn't know exactly how I was going to seduce him. Should I go slowly and carefully or boldly and directly?

I opened the door, greeted him warmly, and invited him in. I offered to take his light jacket. He was wearing his usual uniform of blue jeans with a long sleeve tee-shirt, and sneakers. He declined an offer for something to drink and put his book bag on one of my kitchen chairs.

Timmy initiated conversation by complimenting me on my apartment. Then he asked the question that gave me the perfect segue to my seduction.

"So did the package you're waiting for arrive yet?"

I smiled, looked him right in the eyes and said, "It just did!" With that, I stepped closely to him, put my right hand on the crotch of his pants, and placed my lips directly on his.

After a few seconds our mouths separated. The look of surprise on his face will forever be etched in my brain.

"Uhh, what's that about?" he asked as I continued to rub the growing bulge between his legs.

What came out of my mouth next was unrehearsed and from the heart. Now that I think about it, it was almost like I was proposing to him.

"Timmy, you're a really nice, sweet guy. I've really enjoyed getting to know you these past weeks. Plus, I can't thank you enough for all of your help with this class. You've really made learning about weather fun.

"I know you tend to be shy around women and that you've probably never had sex," I continued. "I cant't and won't promise you anything beyond tonight, but I was hoping you'd allow me to be your first. Timmy, will you share your virginity with me?"

He nodded his head tentatively and smiled timidly. I stopped rubbing his rock hard cock, took him by the hand and led him to my bedroom. Upon closing the door I was pleased to see that the candles provided enough light for us to see each other up close. I turned back around and reengaged him in a passionate kiss while rubbing his back with one hand and his crotch again with the other. I probed his mouth with my tongue. At first he seemed unsure what to do. Then I felt his tongue start to duel with mine while his hands cautiously rubbed my body. I felt my nipples and clit tingle more.

After a few heated moments, I came up for air and began kissing his neck. My hands went to the hem of his shirt and I lifted it over his head and off his body. His torso was more muscular than I expected. I licked my way down his hairless chest and flat stomach as I went to my knees.

Timmy was overcome by the moment. I felt his body tremble when I unbuckled his jeans then shudder as I lowered his pants to the floor followed by a low regretful moan.

"Ahhhuggh!"

"Oh my god I'm so sorry, I just couldn't..." he started shamefully.

When I looked at the front of his boxers there was a noticeably large stain from his premature ejaculation. I had anticipated this.

I reached up and put my right index finger to his lips to silence him. "It's okay sweetie," I reassured him. "You're not the first one that's ever happened to. We've got plenty of time to let him rejuvenate so just relax and enjoy."

Carefully I lowered his shorts to his knees and saw some remnants of his load sticking to his cock and shorts. As I like to do, I stuck out my tongue and swabbed his deflating cock clean to Timmy's utter amazement. Then I blew his mind when I dipped the fingers from my right hand into his briefs and scooped up two large dollops of cum clinging to the fabric, raised them to my mouth and sucked them.

I then had an idea. Quickly I stood while still licking the sweet taste of his cum from my lips. I had him totally remove his pants and put his glasses on my night stand. Then he obediently followed me to the bathroom. Once there I grabbed two towels and a washcloth from the linen closet, then stripped letting him see my athletic, naked body for the first time. I quickly turned on the shower, adjusted the temperature, and instructed him to get in. I followed him in and closed the curtain.

We hugged and kissed while fondling each other letting the water wash over us. I then grabbed the bottle of body wash and lathered up the wash cloth before using it on his under arms, chest, and crotch. Next I had Timmy turn around and face the back of the shower so I could gently scrub his butt cheeks and ass crack. He moaned pleasurably when I reached around to stroke his flaccid cock as I continued to massage his anus.

"Fuck! That feels incredible," he said.

I couldn't help but laugh. "I think that's the first time I've heard you swear Timmy."

A minute or so later we did a final rinse before I turned off the water, pulled back the curtain and handed him a towel. Upon drying our bodies and hair the best we could, I led him back to my room and had him lay on the bed with me. There, we began fondling and kissing again for several minutes.

Eventually I broke our embrace and laid down on the bed positioning Timmy between my legs. For the next several minutes I instructed him how to service a woman's pussy. He took to it like a fish to water. He gently licked my clit, then dragged his tongue over my labia before circling the hole repeatedly. When I began arching my back he instinctively went back to my clit and began sucking it.

"Ahhhhh!" I crooned, my body trembling. As I began to come down from my orgasm, I ran my fingers through his hair signaling for him to come up for air. When I looked down at him I saw his face glistening with my juices.

"Not bad for a beginner," I joked. He smiled proudly.

We got on our knees facing each other still on the bed. I kissed and licked his face clean tasting my own pussy. I then positioned him so he sat with his legs hanging off the side of the bed, his back and head against a pillow which was propped against the wall. I got on the floor on my knees between his legs and kissed my way down his torso. When I looked at his cock I was a little surprised he wasn't hard yet. But I wasn't deterred.

I took his cock into my mouth and began swirling my tongue around the shaft and head. I felt it stir slightly. A couple minutes later I took his cock from my mouth and dragged my tongue down to his nut sack which had contracted around his balls. Gently I took one of his balls into my mouth and sucked while stroking his cock. His moans filled the room. After a minute I switched sucking balls while still stroking his cock. Finally it was back to a rigid state.

I released his nut from mouth and admired his erect shaft. It wasn't anywhere close to the size of J.T.s massive black cock that I had freshman year, but it was impressive in its own right. I guess that's the result of an average cock on a short guy. The shaft was a little longer than I remember my first boyfriend's being. Timmy's had a nice helmet shaped head which was a little wider than the shaft.

After sizing it up I took him in my mouth and bobbed my head up and down for a few minutes, pausing every few now and again to swirl my tongue around the nerve bundle under the head. Timmy's excited moans and groans added to my own horniness.

On impulse I did something that surprised him and me. I took my mouth off his cock, put my hands under his knees, and pushed his legs up presenting his balls, taint, and asshole right in my face. I then drove the poor boy crazy for several minutes as I applied my tongue to the area between the base of his nut sack and his asshole before rimming his ass.

"Holy Fuck!, Holy Fuck!, Holy Fuck!" he repeated uncontrollably.

Afraid he would cum again before he fucked me, I stopped the assault on his ass and climbed on the bed while he lowered his legs. For a moment I thought about straddling him, but then decided I wanted to feel him on top of me.

I told him to get up while I laid on my back with my head towards one end of the bed. I spread my legs and opened my arms to welcome him on top of me. He got on his knees between my legs his cock pointing straight at my slit. He tentatively assumed the plank position over my prone body. I grabbed his shaft and positioned the head at the entrance to my cunt.

I looked him in the eyes and nodded my head. The next thing I knew he was filling my hole.

"Oh my god that feels good!" he moaned in my ear as he lowered his body on top of mine.

"You like that?" I asked smiling at him.

"Let's just say it feels a lot better than my hand."

I couldn't help but laugh.

He began gently thrusting in an out of me as I gradually began moving my hips. Over the next several minutes we continued to grind out crotches together while rubbing our hands over each others bodies and intermittently kissing each other.

At one point he adjusted his hips so he could lower his mouth to my chest and began chewing on my right nipple. If he didn't know before he began sucking my nipples that they were sensitive he knew then because I let out a squeal and began humping my hips quicker. He switched sides and spent some time on my left tit before raising his head and kissing me again. I couldn't help but shove my tongue into his throat.

A minute or so later his breathing became more raspy and his thrusting became quicker, both tell tale signs he was ready to cum. I naturally wrapped my legs around his and dug my heels into his calfs trapping him against me so the only place he could cum was in me.

"Do it sweetie, shoot your load in me," I urged.

Without saying a word he did the sweetest thing any partner I'd had to that point had done. He took my hands in his and gently squeezed them as he made the first of three loud grunts in a row, each accompanied by a blast of cum.

I knew he was exhausted but I urged him to continue thrusting even after he'd emptied his balls.

"Don't stop Timmy! I'm almost there, keep fucking my cunt!" About a half dozen thrusts later I had a massive climax as I trembled under his weight. With the end of my climax I let go of his hands. When he realized I was finally done cumming he rolled off and carefully laid between me and the wall so I wouldn't fall off the narrow single bed.

I propped myself up on my elbows and looked down the length of our bodies. I had fucked enough guys to this point in my life to know that very often some of their cum tends to stick to their dick when they pull out. Despite the dim lighting I could see a couple globs clinging to his cock. As was my custom after a fuck I pounced on his prick and cleaned it much like I'd done earlier when he ejaculated prematurely.

"Uh Kimmy, I think I understand now why all your friends really call you freak," Timmy said while I finished licking his cock clean of our juices.

"Oh yea, why's that?" I asked after taking his cock from my mouth.

"Because you do some freaky shit in bed!" he said emphatically. I laughed out loud again.

"Well I have a similar philosophy to my sex life as I do to my running," I said seriously.

"Oh yea, what't that."

"I leave it all out on the track!"

It was Timmy's turn to laugh. "Well I certainly appreciate that."

We laid in each other's embrace for several minutes enjoying the after glow of our sex. Then I just had to ask, "So what did you think?"

"It was fucking awesome! Kimmy, I can't thank you enough."

I just gave him a peck on the lips in response.

Then he did what most guys do. "Uh Kimmy, was I good?"

"You were really good Timmy," I said with a smile. "But, honestly, I'm hoping we're not done yet." He got a shit eating grin on his face. For the next several minutes we fondled, hugged, and kissed each other until he finally had another erection.

This time I did ride Timmy, grinding my clit into his crotch while he tweaked and rubbed my nipples. I eventually reached between my legs and frigged myself while he continued to fuck me till I came. Then I introduced him to doggy style. He started tentatively getting gradually more aggressive after a few minutes. He even spanked my ass a few times to my delighted surprise before digging his fingers into my hips and ejaculating his load in my pussy.

About an hour later, after we cleaned up and dressed, I gave him a hug and kiss goodbye. I imagined Timmy floating on air as he went back to his dorm.

*

Later that night I received a text from Gina asking how the tutoring session went. I responded, "Very educational" with the winking, tongue sticking out emoji. Timmy used that education the following semester when he became the favored tutor of the ladies at Chi Omega, thanks to a recommendation from me.