A Favor For A Sorority Sister
written by:
Larry Malone

A Favor for a Sorority Sister

by Larry Malone

When I went to college I learned more than a profession, I learned that I was bisexual. Thanks to my fraternity hazing and being fucked royally I realized that once I relaxed, I actually enjoyed being a “bottom.” On the Kinsey Institute Heterosexual-Homosexual Rating Scale where 0 is Exclusively heterosexual and 6 is exclusively homosexual, I'm a 2: “Predominantly heterosexual, but more than incidentally homosexual.” I participated in a fraternity bartering system using my new found talent and although I was never flagrantly open about it, I did manage to barter stress relief for many of my fraternity brothers in exchange for use of cars, goods, tutoring, etc. throughout my college years. I also served the “greater good of the entire fraternity” with a sorority and the following is that favor granted.

During my junior year, Jason, my fraternity president, called me into his office. During the introductory small talk, he commented on how well it appeared my bartering program accommodating our fraternity was doing by the number of requests and complements he had been receiving. I saw no reason to deny it since I was really enjoying being one of the voluntary “service providers” for being a periodic sexual “bottom” for my fraternity brothers.

Jason said he had a special favor to ask that would benefit the entire fraternity by helping out our nearby sister sorority on campus. We always had a good relationship with those ladies and shared many successful community and charity fund raising events with them as well as helping each other out with hazing pranks during “hell week.” Of course we had numerous very successful social events as well so I was anxious to help and listened.

The sorority had an executive committee member who also served on their national Board of Directors so they really wanted to help this particular member. It appears that the sorority sister was very in love with a classmate, not one of our fraternity brothers and needed a favor. She wanted to have their relationship go the next step toward permanency since she was getting ready to graduate. The only problem was the boy friend wasn't sure she “was the one.” Although their relationship was complete and intimate, the boy friend was always questioning their intimacy and talking about a fantasy he always had and one she never expressed an interest in fulfilling for him. Now for his up coming birthday, the sorority sister, Jennifer, decided she wanted to make his fantasy come true as a special present to him and to see if that would help the relationship proceed to the next step.

My mind started to race picturing maybe a fun three-way or some other forbidden sex act but I was surprised to hear that the boy friend had always been fantasizing about a woman using a strap-on dildo on him. I had read and seen some examples of this in porn movies but knew little about them other than the woman wore it and proceeded to be the “top” in fucking a guy anally. The problem was the sorority sister thought it all a little kinky (as I did) and wasn't sure she could even do it let alone get any pleasure out of it. The favor the sorority was asking was for a male volunteer to let Jennifer try using a strap-on him first but avoid all the romantic involvement of another relationship.

Jason told me that he thought with my “bartering service” experience as a “bottom” or anal passive, I might be able to help out. I was assured that Jennifer was attractive and she understood it would be difficult for any guy to accept that offer just “as a to favor” but was willing to try and do whatever it took. The arrangement had to be uncomplicated with no chance of exposure to her boy friend or any emotional involvement.

My first reaction internally was shock that I would even be considered for this, what did they take me for? That was immediately replaced with a strong erotic curiosity of what would it really feel tike to be “fucked” by a woman. My curiosity grew and expanded with erotic thoughts and images growing in my head and eroticism won out. So, I agreed.

The plan worked out was that it would all take place off campus, in neutral territory, in a downtown hotel. It would be an Friday evening dinner “date” with an overnight stay, arranged and paid for jointly by the fraternity and sorority. Jennifer would provide the sex toy. Time and place were agreed to and as I left I started to look forward to the adventure and had to admit that I was already feeling blood rushing to my cock in anticipation.

On the evening of the date, the fraternity provided me with a very attractive borrowed sports car so I was really impressive in my suit and tie when I pulled up to the sorority house on Greek Row to pick up Jennifer. As I parked in front and got out to open the passenger side door, Jennifer was already on her way down the front walk heading toward me. No one had lied, she was knock-out attractive. Any guy would have been ecstatic to be seen with her. She looked stunning in a tight fitting , long sleeve dress with a thin gold belt at the waist. The soft off-white ribbed fabric draped and hugged her trim body, had a plunging neck line and was mid-thigh length. In the balmy spring evening, she draped a light colored sweater over her shoulders. As she stood next to me to get into the car I figured her to be about 5'– 5” compared to my 5'10” height. Her head was covered in a silk scarf and she wore dark sun glasses and looked like Jackie O avoiding New York City Paparazzi. As she tossed her over night bag behind the seat and bent down to sit in the bucket seat, I got a glimpse of the top of her ample bosom packed to over flowing in a gold satin bra.

The short trip downtown was strained for both of us. Blind dates were usually difficult at best and full of anticipation of how the evening would end. When you know the ending before hand it was almost an impossible situation filled with apprehension for both parties. We got through the basic introductions and agreed to a plan of not going directly to the room after check in but have our over night bags delivered to our room by the bell staff and let valet parking take care of the car. I would register for us and she would wait for me in the dining room cocktail lounge even though we were an hour early for our per-arranged dinner seating.

The registration at the posh hotel was simple since everything was prepaid for and a credit card was already on file for anything else. By the time I got to the dining room, Jennifer had removed her scarf and sun glasses revealing shimmering shoulder length brunette hair and deep brown eyes flecked with gold. She already had a half empty cocktail glass in front of her. When the server arrived to get my drink order, Jennifer was ready to order her second “Cosmo.” After a couple of cocktails in the hotel's dining room, the mood between us started to mellow a little.

She was still apprehensive about the entire plan but she relaxed a little when I told her to look at it all as a lab experiment and me as just a classmate lab partner. That got rid of the “cheating date” stigma she had been wrestling with in her mind and she started to relax. Over the fantastic dinner and excellent bottle of wine, the conversation got easier and by dessert we were talking like long time friends.

By the time we got to our room, Jennifer was as relaxed as could be without being tipsy. We got into the room to find both our overnight bags on the large King size bed and a bottle of champagne chilling in a silver bucket-stand of ice near the bed. Two crystal fluted glasses were on a silver tray on the night table. Jennifer opened her over night bag, took out an unopened package, tossed it on the bed and took the bag into the bath room. The package was “the” sex toy, a double ended flesh-tone dildo strap-on with a black fabric harness. The packaging stated “jelly silicone... (small end obviously for the vagina) 5” x 1-3/8”, (large end for the receptive “bottom”) 6-3/4” x 1-5/8”. It looked impressive but not half as scary as I had pictured from my vague porn movie memory images. As I heard water running in the bath room, I wrestled with the hard plastic packaging material to get it open and laid out the harness and dildo neatly on the bed, I inserted the dildo into the “O-Ring” that held it in place and I then opened the champagne, poured two glasses as Jennifer came out of the bathroom. I grabbed my over night bag and went in to perform my own freshening up tasks.

When I came out of the bathroom, one champagne glass was empty and Jennifer had striped down to her gold satin bra and matching satin bikinis with lace trim and was laying on the bed on her back, one arm covering her eyes, feet touching the floor. The strap-on was next to her pushed to one side. To me this was a clear message that this was not going to be easy and that I had to get her in the mood if anything at all was going to happen. I took the toy into the bathroom and washed it, dried it and placed it back on the bed next to her.

I quickly shed my clothes and knelt at her feet, pulled her gently towards me so her lower torso was at the edge of the bed and gently spread her legs. I slowly licked my way up one leg from her ankle to her groin while my hand caressed the same areas on the other leg and up to her boobs where I gently massaged her breasts through the bra. I inched my hand under and behind her and released the bra closure, removed the bra and threw it aside. I went back to caressing her tits and gently tweaking her nipples until they erected. My leg caressing and licking continued but I purposely skipped over her mound and did the reverse licking and caressing on the way down. I did that a couple of times and then knelt and placed my face fully into her crotch. Her clean femininity scent was intoxicating and I started to get hard even though my primary intent was to get her excited. I nipped at her mound through the panty fabric as my fingers eased under the edges of the lacy leg opening and gently fingered her pussy. At first she was barely damp but soon I felt her moistness increase and her body relaxing. I kept my fingers outside her labia and only brushed her clit with my finger tips without spreading the soft folds or actually touching the soft inner vaginal lips. When I felt her inner juices flowing and felt her pussy lips becoming puffy with excitement I reached up and slowly slid the bikini down and also tossed them aside. She wore her pubes as a trim patch, just enough pubic hair to tell me she was a natural brunette and to add intrigue to her love cove. but not enough to cause a problem no matter what she wore.

I gently spread the soft folds of her outer labia and licked the hard button of her clitoris until it emerged from its hiding place and stood up proud and gleaming. As fast as her excitement juices flowed, I used my tongue to lick and collect it all making sure to flick her clit each time I got to the top of her now engorged and pouty fleshy inner lips. I stiffened my tongue and entered her wet tunnel as deep as I could. I licked and caressed her vagina for a long time until I was finally rewarded with her breath quickening as she grabbed my head and pulled it in closer to her pussy, clamped her thighs tightly on either side of my head and convulsed into a body wracking orgasm.

I continued to lick her flowing juices and extended my tongue action from the bottom of her pussy to her anus and used my tongue to flutter her pucker while my fingers gently kept her clit and wet folds stimulated. She tried to push my head away when I focused on her anus but I swatted her hand away and started to gently push my tongue into her relaxing and opening hole. She relaxed, started moaning and finally let my tongue enter her hole. She reached to her side and grabbed the dildo and harness and held it up without uncovering her eyes, saying, “I want to know what it's going to feel like.”

I took the toy and licked it and sucked it deeply to moisten it. It felt soft and pliable and even without the male scent, amazingly lifelike. I used the dildo on her outer pussy lips collecting her now free flowing natural juices on the tip and the entire length of the longer of the two projections for further stimulation and further lubrication. I then eased it into her vagina and slowly fucked her with it until I saw her breath quicken and her body squirm as she built up to another orgasm. Over her objections I took it out of her now glistening and open pussy, I took out an unopened bottle of lube from my over night bag placed a significant amount of lube on the tip of the larger dildo and also on her pink pucker. I continued to gently rub her clit and finger her pussy with my fingers and tongue as I eased the head of the lubed dildo into her rectum. I alternated by gently sucking on her erect clit and flutter tonguing it. I paused after each millimeter of the dildo enter her, to let her get use to the feeling. I was also hoping she would remember what I was doing when her turn came to fuck me while wearing it. What seemed like an eternity I finally got the entire piece into her and I let it stay there until I thought she was use to the full feeling which she telegraphed her pleasure to me by wiggling and moaning slightly. I then started to fuck her with the dildo using my hand to pull it out and push it in. Within minutes, she screamed out another orgasm that I'm sure was heard out in the corridor. As she glowed in relaxed pleasure I pulled the dildo out of her ass and went into the bathroom and washed it off with soap and water.

When I came out she had poured two more glasses or champagne with a gleam in her eye, she passed me a one of the glasses as she took the strap-on from me and holding up the harness she said, “My turn.” Now it was my turn to nervously chug-a-lug the champagne. Together we figured out how she was to wear the harness. Slipping the smaller dildo into her pussy was easy with her orgasmic juices providing more than enough lubricant. When that was in place and the harness straps fitted and tightened, the larger dildo stuck out in a convincing looking erection. Jennifer pranced around the room, enjoying her new anatomy by bouncing it up and down and doing a macho strut as she did so. She commented on how every movement she made she felt in her pussy through the motion of the smaller dildo in her. As she experimented I took the opportunity the pack a significant amount of lube around and into my asshole.

When she finished her macho dance she pointed to the bed and I immediately remembered the title of the strap-on porn movie I once saw, “Bend Over Boyfriend !”. I took a towel from the bathroom and placed it on the edge of the bed. I placed lube on the entire shaft of the projecting dildo, then I leaned my chest on the bed and let my feet stay on the floor. Jennifer came over to me, spread my legs, stepped in close between them and whispered, “Let me know if I'm doing it right.” She used her hand to aim the “cock” at my hole and then to circle it and slide it up and down the channel between my ass cheeks. She was paying attention when I did the same to her! I started to relax and she noticed the change in my pucker as the sphincter started to expand visibly and placed the tip at the entrance and I could feel her pushing in. I took a deep breath and relaxed completely as I felt the lubed dildo slowly slide into me brushing my prostate as my cock reached its full hardness under me and I started to ooze pre-cum fluid.

When she was fully in, she paused as I had done and asked if I was OK, and since I had done something like this before and she hadn't, I told her to start fucking me. She started slowly but then she realized that if she “rode me high” her internal dildo would give her maximum pleasure bumping her clit on every motion as well as slide inside her love channel. I told her she was also maximizing my pleasure by gliding over my prostate. Then she really started to pound my ass, both of us trying to outdo each other with moans of pleasure.

It was while she was completely consumed with fucking me, that I had an epiphany, actually something I had suspected for years but now verified. Where most guys were just interested in “getting off” when fucking, most women wanted to “give pleasure” as their primary goal. Jennifer was constantly asking me if it was “good” for me, if I was “enjoying it”, was I “getting close”, etc. The more she fucked me (and herself with her internal dildo) the more creative she got. She wiggled her hips, made her pelvis circle and made her “cock” move inside me from side to side. I grabbed her hand and placed it on my rock hard 7” uncut cock and moved her hand up and down it to jack me off as she fucked me. She leaned forward and I felt her breasts slide up and down my back in an indescribable feeling I never had before with a guy fucking me. I loved the feeling of the lesser weight a women placed on my back, the softness of her skin against my skin, it added an entirely new pleasurable dimension to being fucked that I had never experienced nor ever expected but totally enjoyed.

After ten minutes of giving us both pleasure and leaning over my back and sliding her boobs on me she whispered into my ear, “I can't hold back any longer, cum with me...” I needed no more encouragement as I pushed back on the dildo in my ass and fucked myself harder as I covered her hand on my cock with mine and quickened the masturbation. I told her I was ready when she was. That was all she needed to hear, she quickened the pace, plunged deeply into me and I felt her entire body wrack with an orgasm as I shot my load all over her hand and on the towel under me. She collapsed on my back in a sweating mass and out of breath.

When we both caught our breath, she pulled out of my ass, unstrapped the harness and removed the dildo inside her and collapsed on the bed. I took the harness contraption into the bathroom and cleaned it up with soap and water and placed it on a clean towel to dry. I cleaned myself up, turned out the room lights and collapsed completely satisfied next to Jennifer who was already asleep.

In the morning I was surprised when she woke before me, reached for the lube and placed an ample amount on my “morning wood' hard cock and some more on her asshole then looking at me, she asked me to fuck her with my cock so she could feel the difference. Just seeing her do that and asking that added to my desire so when she got back in bed and turned her back to me and spooned into me I had no problem finding her lubed target and entering her. As I slowly fucked her and asked her how it felt, she moaned in pleasure and wiggled her ass in appreciation. I reached in front of her and gently caressed her clit and ran my fingers into her moistened channel. We both came in minutes. She commented on how great it felt to feel the warmth of a real cock in her and the throbbing ejaculation in the end.

Later that afternoon when I was back at the fraternity house I was napping and trying to regain some lost sleep when I heard whooping from downstairs and my name being called. I threw on shorts and went down to find a huge bouquet of flowers on the hall table everyone said was for me and the guys making all types of comments on my receiving flowers. They had read the card and thought, it was a “break up bouquet.” I read the card, it was unsigned and all it said was, “I enjoyed the ending! A+”. I got the double entendre and knew immediately that they were from Jennifer but said nothing.

Jennifer's Christmas card that year had a note penned after her signature that she was now engaged. I guess we both got an “A” for our lab work!