Chapter 4: Horizontal Homework

It was my second and last year in my new boarding house, if I count as a year the few weeks I spent there after Lou and Mary. It was quite a contrast with the first one, a new house, two floors plus a developed basement which was where my room was located.

My landlord was a retired businessman and he and his wife went away often, getting a neighbour lady, Mrs. Baxter, to prepare my meals and do minor housekeeping. It was a great arrangement for me.

Brenda had moved and Patsy was out of circulation and fat, young Shirley, of course, lived somewhere else. Rumour had it that Patsy was pregnant and had gone to stay with relatives while she had the baby. In any case, I now had a steady girlfriend. I could hardly believe my luck. I'd been knock kneed with apprehension when I asked her out the first time but to my great delight, she'd said yes.

Ann was the President of the Student Council for our school. She was also the star debater and number one student. I never thought she'd go out with me, a big country boy, an average student and a fringe athlete. But she did. For three months we'd been going to movies together, hanging out at the coffee house and sometimes just going for long walks.

It was great and it was horrible, too. Ann was the school sex symbol, along with everything else. She had long, shapely legs; trim hips, a narrow waist and a superb bosom. At least it looked like it might be but the loose fitting blouses and sweaters she wore made it difficult to tell. She wasn't exactly pretty. She had big, dark eyes, high cheekbones, a slightly receding chin and a wide, thick-lipped mouth. Taken one by one her features were quite unremarkable but all together, they added up to true beauty. The horrible part was that, although she kissed with marvelous abandon that was all. I'd more or less confirmed that she was indeed busty but after three months I still hadn't got my hands on her breasts.

I found out right away that I needn't have been so nervous about asking her out. Despite her many accomplishments, Ann was shy, timid and lacking in self-confidence. I had a full supply of those same traits, which is probably why I was so frustrated.

It was January when the situation improved. My landlord and his wife left for two months in warmer climes and I had the house all to myself. At least it was that way after the neighbour lady cleared up the dinner dishes.

"Why don't you come study with me, Ann?" Study wasn't what I really had in mind but it was an excuse.

"But Joe? I don't think I ought to? People would talk?"

"Nobody else needs to know, Ann. I have the4 house to myself by half past six and it's dark then. If you come in the back way and I don't turn on the light, nobody will see you. Please? It would be lots more fun than studying alone... and you can help me."

"Uh... maybe we can try it? And you can help me with geometry and trig. I have problems with those subjects and you don't."

Like a spider spinning a web, I prepared my room, our study room. We could have studied elsewhere in the house but I was hoping that Ann would not question my choice. Since my bookshelf was there, I could defend it, if need be. The study table in my room was pushed against the wall so we would have to sit side by side. Instead of two chairs, I found a bench that was barely long enough for two people. I loosened one leg of the bench so that I could make it collapse if that would advance my conquest and, as a finishing touch, I jacked up the heat to encourage her to take off her sweater.

"Are we going to study here? In your room?" Ann looked dubiously at the study area I'd so carefully prepared.

"Yeah, it's the most convenient spot," I said confidently as I noted what Ann was wearing. She had on a heavy coat sweater and her skirt was a kilt that I'd had previous experience with. I liked it because it was loose and, even though I'd never got it off her, I was able to get my thigh between hers and I was sure that on one occasion, at least, I'd made her cum by rubbing firmly up between her legs. Tonight, though, its appeal was the fact that I could unwrap it with a minimum of fumbling.

"Uh, OK I guess?" and she placed her books neatly on the table. We studied quietly for more than an hour but I was conscious less of the study topic than of the feel of Ann's warm hip pressed close to mine. After a few minutes in the overheated room, she took off her sweater and finally confirmed the suspicion that she was one busty young lady. Under her sweater she wore a tee shirt, a tight one. Her breasts were big all right, but not like Brenda's. Whereas Brenda's were big, soft globes and little, fat Shirley's had been cannonballs; Ann's looked like they would be mangos, big mangos, more elongated than globular. I managed to press my arm against the one closest to me and I was sure that she knew it was intentional.

Finally after together we'd solved a geometry problem I turned to face her and, putting my hand on the back of her head, drew her face close to mine. Her soft lips parted easily and then her mouth opened wider to accept my tongue. There was a practiced skill about our kissing, a skill gained from hours that had frustrated me beyond belief. Did it also frustrate her? Did girls get the same kind of ache that guys got from swollen balls?

My hands stroked her back, feeling the strap of her brassiere. "Mmmmm Joe... don't get ideas," Ann murmured as I slipped my hands under her shirt. It was time for the collapsing leg. I gave a little kick at the weakened prop and the bench sagged as the bench leg buckled.

"Oh! Darn!" I mumbled, managing to keep my balance and holding Ann up as well. The bed was only three feet away so, mouths still locked together in a tongue-tangling kiss, and we moved over and sprawled across it. We were lying on our sides, facing one another. I had both hands under her shirt now, caressing the silky skin of her back and trying, unobtrusively, to unfasten her brassiere clasp. I got lucky. The clasp must have been defective or worn because, with only a touch from a finger, it opened. I could feel, against my chest, the sudden sag of her heavy breasts and I slid one hand around to the front.

"Don't Joe... Mmmmm... don't touch me there... " but her words were meaningless for she made no attempt to escape my exploratory fondling. I eased her onto her back and, although she uttered weakly protesting whimpers, I worked her t-shirt upwards until I could feel the nakedness of her lovely, big mammaries against my chest.

"You're lovely, Ann... so beautiful," I murmured as I nuzzled her neck and moved my head lower until I was past the bunched t-shirt and my chin was nested in the warm valley between her tits.

"Joe... no... don't," Ann said in a soft, uncertain voice. "Please... we have to stop."

By the time my girlfriend had stammered out her half-hearted protest, I had raised up above her, filling my hands with the luscious fleshiness of her malleable breasts and dipping my head to take one of the thick, rubbery nipples between my lips.

"Oh! Oh Joe!" my lovely companion gasped as I sucked on her nipple and her hips squirmed against me. Gently I mauled and tugged at her jugs, kissing them, rolling hard nipples between thumb and forefinger and learning as I did so what pleased her. My elbow was near her thighs and, as Ann squirmed and writhed in panting acceptance of my oral assault on her breasts, I angled my arm between her loosely parted legs.

"So lovely, Ann... You're beautiful... wonderful," and I could sense from the reaction of her body that my words were enhancing the seductive effect of my kisses. My elbow slid between her kilt-clad thighs, pressing hard and feeling the heat of her pussy, even through the woolen garment. Her legs opened wider and then I had another lucky break.

Ann's kilt was held closed by a heavy safety pin the pin must have popped open. The overlapped section of the kilt, unpinned, was likely moved by the action of my elbow and suddenly I felt the warm, bare flesh of my girlfriend's thigh pressing my elbow.

"Joe! No!" Ann cried out when I lost my cool and grabbed her between her legs. Her thighs clamped shut on my wrist but my hand had enough freedom to squeeze the softness I could feel through her flimsy, oily-wet panties.

"Let me... please Ann... let me do this... you like it don't you?"

"No... Yes... I do but... Please, Joe... please?"

She'd been there before, I'm sure, but she sounded scared, torn between fear and desire. Desire won and her thighs relaxed. My fingers slipped under the leg of her sodden panties to feel the incredible softness of her cunt. I knew enough to seek her clit and I found it right away.

"Hannh! Annh!" she cried out almost as soon as I rubbed her hard, slick erectile and her hips jerked and thrashed. For sure she was cumming. I rubbed hard, thrilled by the pulpy wetness of her cuntflesh under my fingers. Then, after a moment as she slumped down, Ann pushed my hand away. "No... no more," she whimpered, "Not now."

"Ann... oh Ann darling," I moaned and I fucked against her hip. "Oohhh darling... I hurt," and that was an understatement. My balls felt like heavy balloons and they ached painfully. I grabbed her wrist and forced her hand under the waist of my loose fitting sweatpants. Force is maybe too strong a word for her hand went easily to where I wanted it.

"Joe... I'm sorry... can I... like... help?" Before her timid query was complete, I was on my back with my sweatpants pushed down past my knees, freeing my throbbing cock.

"Oh! Oh Joe," Ann gasped softly as her fingers contacted my hardness. "What do you want me to do?" She turned towards me, staring with seeming fascination at my upthrust tool.

"Hold it darling... pump it," and I reached for her other hand.

Gaze fixed on my purple-tipped penis. Ann acquiescently shifted position to accommodate my wishes, her upper body raised and leaning over me and getting both hands on my organ. "What? How?" she asked timourously and I guided her.

"Oh yes, sweetheart... like that," I moaned and, grasping my big, rock-hard staff with her warm hands, she began to pump. My own hands were on her luscious breasts as they hung and swayed loosely over me, squeezing and tugging at the heavy, pendulous fleshbags. I could feel the pressure, the tightening of my testicles from my imminent climax.

"Oh? Oh Joe?" Ann exclaimed in a hushed, breathless voice when my overstressed tool jumped in her snugly gripping hands. "Oh! Oh my!" she cried out with surprise when the first jet of gism erupted, the creamy stream taking a parabolic path to splash onto her bare thigh. "Joe?" she murmured, looking and sounding awestruck as successive, smaller squirts spurted, then dribbled from the tip of my cock to run down over her hands.

"Oohhh Ann," I moaned, fucking up into her cum-wetted hands but, as the shock of my sudden explosion passed, she quickly removed them from my dryly-bucking tool.

"Yeech," Ann mumbled, her pretty mouth twisting in an expression of distaste. "You should have warned me, Joe." And she wiped her hands on the bedspread.

"Sorry, Ann... I couldn't stop it," I apologized, disappointed by her reaction. To make matters worse, there was a whitish splotch on her Black Watch tartan and it took a few minutes to clean it up. That ended our study session for that night and I feared it might end them forever. Fortunately I was wrong.

"We can't do that again, Joe... what we did the other night." It was Thursday, three nights since we had masturbated each other. But an hour later we were again on the bed and I was feasting on her marvelous mammaries.

"You're lovely, darling," I crooned as I surreptitiously unfastened the pin of her kilt. Tonight she was wearing an Anderson tartan but, otherwise, she was dressed the same.

"Joe? No? What are you doing," my girlfriend asked as my kisses moved ever lower, across the firm, silky flesh of her flat belly. Conditioned by our intimacy of Monday night, she had allowed me to put my hand between her legs, albeit outside her clothes, and her breathing had taken on the ragged sound that revealed her arousal. I have no doubt that she had decided to let me give her the same pleasure as on the other night, probably with a proviso that we would somehow contain my ejaculation so she didn't have to feel it on her bare hand, or clean it off her clothes.

"Let me kiss you, darling... let me kiss you there," I pleaded. The thought of kissing a girl's pussy didn't really turn me on but I'd heard guys say that if she let you do that, you were certain to get all the way.