I’m not bragging when I say I enjoyed my share of pussy during my high school years. I mean, you’ve got to be pretty backward these days not to “get some on you,” even without trying. By far the majority of the girls in high school have given up their virginity by the time they graduate, a lot of them many times over.

When I went to college, it was really my first extended time away from home and my parents, so I was looking forward to some “variety” in life, meaning that I wanted to try a lot more of the girls than I had the chance to in high school. By then, I had worked enough to purchase my first car, a very nice two year old sporty coupe, good enough to let me get around the large campus and the fairly spread out town that hosted our school.

The town was large enough that it operated four large high schools and some of my new friends taught me about the local hangouts for each of the schools and that those hangouts always were filled with sweet young things that were quite willing to share their treasures with a college man; it made them feel sophisticated to be bedded by an “older” male.

That first semester, my schedule left me with light work on Thursdays and Saturdays, so Wednesday and Friday afternoons found me making the rounds of the high school places, checking out the girls, talking to whoever showed interest, and usually escorting one to my car for a ride out to a secluded area and a quick romp in the hay. Well, some of them weren’t so quick, but that was alright. If it was quick enough, I might have time to pick up another sweet thing and go for round two; if it wasn’t quick, my round two was with the same pretty pussy. Either way, I thought it was a win-win situation.

By the start of the spring semester, I was getting a little itchy to try moving up in class a little. I wanted to sample some of the college girls. Lord knows a school of over 67,000 enrolled students has enough of them. There were short girls, tall girls, heavy girls, thin girls, round girls, voluptuous girls, girls with big tops, girls with even bigger tops, girls with nothing on top, girls with skinny-minnie asses, girls with basketball-shaped asses, and girls with everything in between. I think the main reason I had stayed with the high school girls at first was that I was a little intimidated by girls who could make better grades in major college lines of study than I could.

I finally reasoned that, if they were smarter than me, that was just another way of being sexy, it didn’t detract from their attractiveness. Oh, I got turned down a few times by girls that obviously looked down at me, but that didn’t deter me. I found myself soon getting dates with college women – note that I had subconsciously changed from thinking of them as girls to women – and even found it surprisingly easy to get laid. In fact, many of the college women required less persuasion than the high school girls did.

Dorm life was somewhat restrictive for me, even though it was a highrise coed dorm. The building I was in was eight stories tall and the only restrictions were that roommates had to be of the same gender. Well, that and that the bathrooms were reserved for one gender or the other and no mixing was allowed. Side by side rooms frequently were occupied by members of the opposite sex. The dining hall and other common grounds were intended for use by all residents. There was no restriction on being in your room at any particular hour, such as a curfew I had heard some schools used to impose, particularly on the females. Nevertheless the dining hall was only open certain hours and the front doors were locked from 1:00 AM until 6:00 AM every day. I also decided that I could save money by doing some things for myself.

Before the end of that first spring semester, I searched the town for available housing for the following fall, finally finding one nice three-bedroom apartment that would be available when the current occupants graduated in the spring. The house had originally been something of a mansion for a single family but was broken up into apartments, one on each of the three floors. The one I signed up for was on the second floor. All I had to do was find some roommates to share the cost and I would be doing good.

I bought an ad in the weekly college newspaper, advertising for roommates for the fall semester. I was amazed at how quickly the calls started coming in the afternoon the ad first appeared. The first two callers decided that it was too far from campus and they wanted to find something else.

The third caller was Lindsey, who asked if she could meet me. I invited her to my dorm room to discuss the apartment. Twenty minutes later, a pretty brunette was sitting across my study desk, looking at the layout of the apartment that I had showed her.

“So you’re taking this bedroom, right?” she pointed to the master bedroom.

“Right.”

“And either of these two is still available?”

“Right.”

“Good. That kitchen looks good sized. Nice living room.”

“Yeah, and the owner will repaint this summer.”

She looked up at me, her expression very serious. “Are you gay?”

“No – happy but not gay.”

She laughed. “Girlfriend?”

“Nope. No one special.”

“Okay, if you’ll give me one of these rooms, I’ll pay one third of the rent and expenses and give you fringe benefits.”

“What … kind of fringe benefits?”

“You like sex, right?”

“Yep.”

“Do you like … ass?”

“What?”

“You know … doing it in back door.”

“I don’t know.”

“Why not?”

“Never tried it.”

She raised her eyebrows. “You’ve never had a piece of ass?”

“Nope.”

“Ohmigawd! You don’t know what you’re missing.”

“Really?”

“Yes, really. For me, it is the greatest thing … since sliced bread. Gawd, I love it.”

“Wow!”

“Wanna try it?”

“Now?”

“Sure … if you want to.”

“I do!”

“Come on.”

She jumped up and began to shed her tank top and jeans, kicking her shoes into a corner while I stripped. She finished first and reached into her little purse, extracting a tub of K-Y lubricant. Dropping to her knees in front of me, she gave my cock a few quick licks and sucks to help it grow stiffer and then smeared it liberally with the lubricant. When I indicated which bed was mine, she climbed on, raised her legs up beside her and used one hand to dribble out the lube while the other coated her valley and then worked fingers inside.

With her upper arms resting on the backs of her thighs just above her knees, her ass was raised in the air so magnificently for my assault. I got on my knees just below her and advanced toward her puckered opening.

“Give me a few seconds,” she said, just before I pushed inside.

As I watched, it was like seeing a therapist work the tension from muscles, except for Lindsey it was a mental thing instead of physical. She relaxed her muscles, including the sphincter holding her anus closed. It actually began to open before my eyes. She grinned at me and gave a nod for me to continue.

I had expected her to be tight, and she was. I had expected it to cause us both some pain, but it didn’t; at least, it didn’t hurt me and from her expression it didn’t seem to hurt her. I stopped pushing a couple of times, but she urged me on, until I pressed against her buttocks. I couldn’t believe how loudly she sighed. I backed out until I could feel the rim of my mushroom head against her ring of muscle, then pushed back into her. She kept her legs propped back with her elbows, while her left hand played with her clit and the fingertips of her right hand barely scraped my shaft as it stroked in and out of her opening.

Lindsey had a nice pair of tits, probably about 36C, perhaps 36D. I would have loved to bend down and suck on them but with her legs and arms as they were, it just wasn’t possible. However I planned to sample those jewels when the opportunity arose. Meanwhile I gradually picked up speed, stroking in and out of her anus. She lasted maybe two or three minutes before she started yelling through clenched teeth that she was cumming. Suddenly she got tight, as her sphincter tightened around my shaft and I was forced to stop moving until she loosened up again. Then I resumed stroking her ass.

She was noticeably looser by then. If I had enjoyed stroking her ass before, now I absolutely loved it. Pussy is nice but, if all asses felt as great as Lindsey’s did, I couldn’t believe the population explosion wouldn’t have died a natural death. After pumping her ass for a couple of minutes, Lindsey gingerly moved her arms, releasing her legs for an instant until she could grab her ankles with each hand. Her bottom was not quite so high but it left her other treasures available to me. I started by leaning over her and locking lips with her in a long sensuous kiss, still stroking my prong in and out of her anus.

The change in position seemed to do something to her because just a few minutes later, Lindsey was talking loudly, “Ohmigawd, ohmigawd, ohmigawd, baby, fuck my ass, honey, fuck my ass, oh, yeah, baby, cream my ass, honey, ram that big cock into my butt, sugar …”

But she came before I did – again! She jerked her ass up to meet my thrusts, clamped that tight muscle around my shaft again, and held on for dear life. I watched the clear liquid oozing out of her pussy, wishing I could bend around and taste it, but unable to reach it without pulling my rod out of her hole, and there was no way I was going to do that! I kept moving, settling for nipping on her erect nipples while I plunged in and out. A few minutes later, I felt the old squeeze in my lower body and, just seconds later, I began spewing hot cum into her bowels. Just as the last drops trickled into her, she squeezed my cock, and again talked her way through another climax.

To say that Lindsey had my attention would be a major understatement! After we had cleaned up and dressed, I assured her that one of the bedrooms would be hers in the fall.

A couple of days later, I interviewed a pretty blonde named Trish who was inquiring about the other bedroom for the fall semester. When she asked if having sex with her would help me make up my mind, I agreed that it would and she dropped onto my twin bed naked, spread her legs and let me fuck her pussy. It was the deciding factor; I promised her that she could have the third bedroom in the fall for a third of the expenses. She said that I could have a piece every so often if I wanted it. I didn’t think I could turn that down.

Lindsey managed to come by my room two to three times a week for the remaining three weeks until finals, always to donate a piece of her ass and remind me that she wanted to be one of my roommates in the fall. Somehow she always managed to make it when my roommate was out.

As soon as finals were over, I packed my car and headed home – with mixed emotions, I might add. I hated the idea that Lindsey and I were going in different directions and would be too far apart to see each other during the summer. However I had a job in construction lined up and my new boss was anxious for me to start work. His crews were stretched thin with a building boom going on. I didn’t have much time to think about Lindsey, or any other way of spending my money either, since I was putting in 12 to 14 hours a day working concrete on the rising floors of a new office tower. Still that let me save more of my earnings to put toward my education expenses, which was what I really needed.

Finally the last week in August, with most of the cement dust and dried concrete scrubbed out of the pores of my skin, I headed back to college, feeling like I was on vacation. Just as promised, the apartment was ready, freshly painted and cleaned, and ready for occupancy. Trish had already moved in when I arrived, and she helped me carry some of my stuff upstairs. Lindsey arrived in the middle of my move and our little group was complete.

Since we were in different schools of study, we each had a unique set of friends outside of our own little group, so for the next few days, we were pretty busy getting registered, buying books, and renewing acquaintances. However by the third night, Lindsey crept into my bed shortly after I lay down.

Snuggling up to me, her hands dragged lightly over my thighs and met as they cupped my balls. For the next several minutes, she stroked my cock while it grew to a full erection. In the meantime, one of my hands was busy stroking her ass while the other was exploring and squeezing her ample breasts. She whispered in my ear that she had missed our sessions over the summer and, although she had tried a couple of other guys, they had not satisfied her as well as I had last spring. Most of the guys came too quickly when she let them fuck her ass. She told me I had better control and she wanted to feel my cock in her ass again – now!

So much for foreplay! She pulled out the K–Y lubricant – it occurred to me that if we stayed together, maybe I needed stock in the manufacture of the popular product – and slathered us both. In the luxury of a queen-sized bed instead of the twin-sized in the dorm, she rolled me on my back and mounted me, slowly lowering herself around my shaft. I found it amazing to watch Lindsey’s face as she pushed her ass down around my cock. I wondered if my expression showed as much pleasure and approval as hers did.

After a few minutes of simply sitting on me while her sphincter flexed around the root of my probe, she began to rock from side to side, very gently at first, then roughly, then easier again. A while later, she changed the pattern to a front to back motion, not really moving enough to pull my shaft out of her but enough to make it wander all around inside of her. She changed that to little clockwise circles, reversed that to counterclockwise circles, and then began to repeat the whole process. Within eight to ten minutes, she was gasping for air as she proclaimed the arrival of her orgasm.

I played with Lindsey’s heavily hanging boobs while she was in the throes of her climax, squeezing her tits, pulling her nipples, and watching her facial expressions of consummate joy. Shortly she began moving again, rocking her ass on my flagpole. Then she leaned forward, placing her hands on my shoulders and started moving her bottom up and down my cock. Her face went into a whole new realm of delightful expressions as she fucked herself on my fulcrum. I was more or less just along for the fabulous ride and loving every minute of it!

In just a few minutes, Lindsey began talking, “Ohmigawd ohmigawd ohmigawd fuck me baby fuck my ass ohmigawd ohmigawd fuck me baby fuck my ass ohmigawd ohmigawd I’m CUMMMIIIIINNNNGGGGGGGG!” And she did, as her pussy flooded my pubis with hot clear juices. This time, she collapsed onto my chest as if she had no bones in her body.

“Oh, gawd! I needed that, honey. Can we turn over and keep going?”

I wrapped my arms and legs around her and turned us over, keeping my cock up her anus. I took advantage of that position to lock lips with her and exchange a long, sweet kiss as we swabbed each other’s tonsils. Then I resumed plundering her ass, harder and faster than before, intent on my own satisfaction this time. It wasn’t all that hard to achieve, either, as my balls contracted and I spat string after string of hot sticky cum into her ass. Lindsey screamed, ” Ohmigawd ohmigawd I’m cumming again, baby, don’t stop, honey, fuck my ass … yesssssssssssss!”

After a few moments, I sat up and lifted her legs, watching my penis slowly deflating inside her. I felt it sliding out, wishing it would stay inside but knowing that was just wishful thinking. Holding her legs wide apart, I watched as my limp cock plopped out of her and then was amazed to see that her anus did not close immediately. For several moments, it remained gapping open as if she was too tired to close it. The look of complete satisfaction on her beautiful face said it all.

Lindsey didn’t bother to go to her room that night, simply rolling over and snuggling her pretty round butt back into my crotch. With my hands wrapped around her holding her big tits, we both went to sleep.

That night turned out to be the watermark for our subsequent days together. The only time we went more than two days without me fucking Lindsey’s ass that semester was when she made a trip home for Thanksgiving and we went separate ways for the Christmas-New Years holidays. Quite often when we didn’t have some requirement on Saturdays, we spent a goodly part of the day in my bed. Lindsey did let me fuck her pussy occasionally, and she did seem to enjoy it, but not with the same intensity as when I screwed her ass.

True to her word, Trish did offer me a change from Lindsey’s ass by letting me fuck her pussy. Actually it was more like her fucking me, since she preferred the top position and it didn’t bother me to let her be in control. I know Lindsey knew that Trish and I were getting together but she never said anything about it. What surprised me was the frequency. I had figured Trish meant maybe once a month. However she came to me once a week, which was probably as much as I could handle along with my rendezvous with Lindsey.

When we got back from the holidays, Lindsey told me about a friend of hers who was in dire straits for housing, having been the victim of a guy who rented her a room but then failed to pay the original landlord, causing them to be evicted. Lindsey proposed that she share my room and let Karen occupy Lindsey’s room. After a little contemplation, I decided to go ahead with that suggestion.

Karen was extremely grateful. Although I assured her that if she kept up her payments and helped us maintain the apartment that would be sufficient repayment, she spent an occasional night in bed with us. She didn’t care for anal action like Lindsey did but she enjoyed letting me eat her pussy while Lindsey rode my cock.

As it turned out, having Lindsey share my bed regularly also meant coupling with her more frequently. She so dearly loved having a cock in her ass and she told me so often, in no uncertain terms. As I’ve said, she didn’t mind doing other things for a little variety, but mostly she just wanted to be fucked in the ass. I didn’t have a problem accommodating her either. Unlike other women with whom I had anal sex, Lindsey required very little in the way of foreplay because she had learned the secret of concentrating on relaxing her anal muscle, which allowed a cock inside her with little effort and no pain.

I won’t say that we fucked every night, but I will say that I never had to go looking for a partner outside of my apartment that semester. In fact, twice I had to decline an offer to have sex with one of the women because my cock was so sensitive I couldn’t stand it. But one night to recover was all it took to get back into the groove again.

As the school year drew to a close, I arranged to lease the apartment again the following fall. Lindsey agreed to come back again but stated that she’d like to keep the status quo if possible. Trish was coming back for her senior year and agreed that she wanted to keep her bedroom. Karen, however, was in a financial bind and decided that she was not coming back to school so we advertised for another roommate. Within a week, we had a new “roomie”, a sophomore-to-be named Nina.

For the remaining two years of my college life, the pattern remained the same with Lindsey sharing my room and my bed, and a couple of other women moving into the other rooms along the way. The summers were just as boring as that first one, filled with long work hours and aching bones, but the reunions in the fall were well worth it.

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