My girlfriend pimped me out to her neglected roommate [MF]

This is going to be a long one so get settled in and get comfortable.

So Ann and I had been dating for a year and she had moved into a really nice house off campus with her best friend Lena. Now Lena was as tall as Ann (about 5'9"), but looked a lot taller because she was leaner.

Her long, wavy chestnut hair fell to where her thin waist gently flared out to a beautiful firm, round ass.

She had just enough up front so when she would give me hugs, there was a little "give" like she was welcoming me with her wonderful pair. In combination with a beautiful face, a radiant smile, and great attitude, I'd sometimes catch myself fantasizing about her.

Only sometimes, as Ann was an amazing girlfriend in every way.

Since the two had been best friends since their freshman year in the dorms, all three of us became pretty close over time, hanging out together almost every day, going shopping, doing chores, etc. The reason the three of us were together so often was that Lena's long term boyfriend (a complete tool I'll call Dick) was going to school back in her hometown and she'd only get to see him about once a month.

I MUCH preferred spending my time with two fun, friendly, attractive girls than with my two asshole roomies.

One Saturday afternoon, Ann and I found Lena in her room. Though she was supposed to be spending a weekend away with her boyfriend, there she sat on her bed, eyes red from crying, later revealing to us that Dick got her all dressed up, took her to a nearby Indian casino and proceeded to ignore her, gambling and drinking. Rather than waste the weekend (apparently this happened often with them), she took a taxi cab home.

The three of us sat together, talking shit about Dick and how he was too stupid to know how good he had it with Lena. We had asked her at some time during the evening  why she wasted her time with him. She made some half-hearted excuse about how he used to treat her really well. The conversation began to take a turn at one point and became more about how lucky Ann was to have a wonderful and hot (Lena's words, not mine) boyfriend. To this day I'm not 100% sure this wasn't preplanned (at least discussed) by them, but Ann suggested I give Lena a neck and back massage to help her relax from her shitty weekend. They both knew I would often give Ann massages when she was stressed.

My "Are you serious?" was met with smiles and approval by both ladies. As she went to her room, she winked and said "He's really good with his... hands. I'm going to take a nap. Take your time and take good care of her."

WTF!? my girlfriend was really cool and understanding, willing to share pretty much everything with her BFF, but was she green-lighting me with her? Instead of fucking up this golden opportunity, I quickly, quietly went into Ann's room to grab a towel and my bottle of kukui nut oil, and on my way out, whispered "Have a nice nap. I love you, baby."

I closed the door as I entered her already darkened room. Lena was lying face-down on her bed in only her matching light-colored cotton bra and panties, her head turned to the side, resting on her hands. It didn't take long for my eyes to adjust to the dimness as light filtered through the curtains. I drank in the gorgeous beauty stretched out before me, the sexy curves of her arms and back flowing into her firm, round, muscular cheeks, continuing down her toned, sculpted legs, ending at her cute little toes.

I adjusted my shorts to relieve the pressure of my hardening cock as it strained to break free.

Clearing my throat, I asked (just to make sure) "Is this what you want? A massage?"

"Oh god, yes. Ann's been telling me all about your skills."

Without a moment to lose, I knelt buy her side, squirting some oil onto my hands, rubbing them to warm the oil up. As I began to work the oil into her neck and upper back with some light pressure, Lena let out what I could only describe as an extended purr. "How's this?" "Oh yessssssss!" I smiled, because she kinda did and kinda didn't answer the question. Her body melted into the mattress as my fingers and hands worked her muscles into a state of total relaxation.

I reached for the clasp to her bra, asking if she minded that I removed her bra so it wouldn't get in the way when I rubbed her back. I got an "of course." I caught a glimpse of her perky B+ cups as she sat up to remove her bra and lay back down. In the dimness, it took me a moment to refocus as my eyes took in the heavenly body lying stretched out before me.

To get a better angle, I straddled the back of her thighs so I could give her long strokes from her lower back up to the top of her neck and back down again. As I got to the back of her head, I worked my fingers through her long hair, raking my nails across her scalp. Her purring continued as shifted her hips a little. Was I imagining things or was I starting to feel some heat coming from between her cheeks? I definitely started to smell a mix of her sweet perfume, sweat, and something pleasantly musky.

As I continued to rub her body in long firm strokes, I was getting intensely turned on by the combination of the feel of her skin on my hands and the inside of my thighs, her body moving under me, and intoxicating primal effects of her scent.

 Dizzy with desire, I laid forward, removing my t-shirt, feeling the heat and exquisite sensation of oiled skin sliding against skin, her hot ragged breaths sending jolts of electricity through my body as I brought my face next to hers. My heart was beating so hard I could practically hear the rhythmic flow of blood in my ears. I DEFINITELY was feeling the rhythmic throbbing and pulsing of my almost painfully hard cock.

I could not wait any longer. I shifted so most of my weight was pushing down on her shoulder blades with my chest as I lifted my hips to reach down and pull off my shorts. She followed my lead to lift hers so I could pull off her panties. I still remember vividly to this day the thick string of her wetness as I peeled the soaked fabric away from her dripping pussy. And the heat radiating from her pussy- the memory it is practically enough to warm me up on a cold night.

At that moment, I had no other thought than to feel Lena's hot, wet pussy around my impossibly hard cock, so with my knees, I pushed her legs apart until they were splayed wide open, lowering my hips until the tip of my cock nudged her ass cheeks apart. All the pre-cum coming out provided enough lubrication for my tip to slide down the valley between her cheeks as I tilted my hips to change the angle a bit. I paused with my tip pushing apart her pussy lips right at the entrance, believing this moment too good to be true.

All doubts were cast aside, pushing in as she pushed her ass back into me. FUUUUUUUUCK!  All the sexual tension that had been building, all the playful joking, flirting, friendly touching, and hugging culminated in the one overwhelming moment with the feeling of her inviting pussy firmly gripping and pulsating the entire length of my cock while her ass cheeks pressed against the front of my hips.

She continued to push back into me, as I pulled back and plunged my juice-slicked cock over and over into her soaking wet pussy, with the slap slap slap of our sweaty bodies ringing out into the darkened room. I reached under her to take hold of her shoulders and began to bottom out with her moans keeping time with my pounding thrusts. "Oh! Ohhhh! Ohhhhh! Oh fuck! Oh fuck! Ohhh! Oh! Oh! Ohhhhh! Oh-my-god-oh-my-god-oh-my-god-oh-my-god!"

I wish I could say I fucked her so hard and long she lost count of how many times she came,  but the amazing feeling of fucking this beautifully sexy horny (and vocal) girl quickly began to push me toward a massive climax. As if on cue, I felt her pussy begin to grip hard, squeezing over and over again, her body began to shake as she groaned and cried out "Oh fuuuuuck, I'm cumming!!"

Every muscle in my body tensed, my cock becoming the epicenter of every pleasurable sensation. As I began to orgasm, I began to convulse over and over, shooting waves and waves of hot cum into her pussy, both of us in the lost in the throes of ecstasy.

When I was able to recover a bit, I rolled off, realizing in my totally relaxed post-orgasmic stupor, I was lying on top of Lena who was still face-down beneath me, probably finding it difficult to breathe (or do anything else for that matter) with 185lbs of fuck-drunk man weight on her back.

I looked into her eyes as she looked at me. We paused for a moment and began to chuckle, then laugh- a laugh shared by two friends who just shared a very intimate, but super fun moment. I don't remember exactly what I said but it was something like "let's do this again sometime" or "we gotta do this again". What I do remember is what she said. "Dick who? You fucked me so good I totally forgot who he was".

I apologized for making such a mess in her bed. She had gotten so wet and I came so much we left what would probably be a sizeable stain on her sheets and mattress. She continued to laugh and assured me it was totally worth it and she'd be up for a similar experience again. Since she had turned over and sat up, I gave Lena a quick, but tender kiss, holding her face in my hands as I left, leaving her to clean up after our "massage" session.

When I got back to Ann's room, I found her sitting up, waiting for me. With a smug look, she asked "did you have fun?" As I struggled to come up with an answer she would accept, her face lit up with a huge smile. "Thanks for taking care of her, baby. She really needed someone to treat her well for a change." I breathed a long sigh of relief, glad that my thoughts of apprehension and possible guilt had no place here.

Sadly there were no threesomes to be had, but Ann was fine with me "taking care of Lena's needs" once in a while during the time we were together. Most were set up by Ann, but I had two more times with Lena that were "off the books" while she was at work. Those were times Lena and I were just really horny for each other- probably thinking about that intense first time.

Ann and I had a very strong intellectual, emotional, and physical relationship, but there was something about Lena that was so desirable to me and fucking her was amazing- not better than Ann, just different.

To this day, as I think back to that time in my life, I am truly appreciative of my wonderful Ann, my wonderful open-minded, self-assured, comfortable in her own gorgeous skin, beautiful girlfriend.