Aly is a college freshman at a large university. She was never into girlie things. She was always the cute tomboy, standing 5'2, that enjoyed going hunting and fishing with her dad and brothers. Most of the guys in her high school assumed she was a lesbian.

Aly's roommate was the complete opposite. Jill was gorgeous and the image of feminity. Despite their different personalities Aly and Jill quickly became best friends and would work out together every day.

One random Thursday, Jill insisted Aly let her "doll" her up. Aly was hesitant but eventually agreed. Aly was very fit with small perky breasts and a thick muscular butt that Jill always commented she was jealous of.

After the transformation was finished Aly looked amazing. Jill had been very subtled with the make up but the dress was the show stealer. It was cute and matched Aly's innocence while accentuating his butt.

Aly felt nervous and anxious going out like that, but all her friends were really encouraging and told her how amazing she looked which helped steady her nerves which were already on overdrive as they left the dorm for the large campus party.

Aly much preferred quiet, small, hole in the wall type dive bars where a game was playing and people were hanging out and playing pool or darts.

The large college parties her friends always wanted to go to seemed to be more of a drunken mess. The music was too loud and the guys were all immature jerks. The party they arrived at was much the same. Normally it was fine because most of all of the guys just left her alone. Tonight was different, after the first guy tried to slide his hand up her dress, Aly punched him as hard as she could in the nose and without telling her friends decided to leave.

Aly was fuming as she marched back to campus. On the way she saw a small little dive bar with the door open and people coming and going. More out of curiosity than anything she decided to check it out. When she walked in the bartender shot her glance and gave her a subtle nod letting her know it was ok for her to come in.

Aly walked in and sat down at the bar. Thursday night football was on and everyone was mesmerized by the game. The guy next to Aly noticed her at the end of the down and blushed. It made Aly feel excited and nervous at the same time. Aly ordered a club soda and introduced herself to the man sitting next to her. His name was Bob. Bob is a 52 year old delivery driver that enjoyed hunting and fishing. Bob towered over Aly at 6'3 and was a big strong man. Their conversation began with hunting and fishing but then Aly asked him what had been happening in the game. This question continued the conversation between the two that lasted until the game ended.

Aly's team lost and Bob's team won. A point he needled Aly on, which was not uncommon to how her friends and family back home would act. Aly enjoyed Bob's attention so when the game ended she invited him to play darts. They played a couple games and split, first bob winning then Aly winning.

After they had finished with darts, Aly's favorite Morgan Wallen song came on the jukebox and Bob happily danced with her. The night was going great and both Bob and Aly were obviously enjoying each other's company so when Bob invited her back to his place, Aly quickly and excitedly agreed.

As they walked back to Bob's place he held her hand and the two talked but Aly couldn't remember what they talked about because her heart was pounding with excitement so loud it drowned out any other sounds.

When they finally arrived at Bob's place, Bob seemed embarrassed by his small apartment but Aly didn't care. They sat on Bob's couch and all of sudden their interactions became awkward. Aly not knowing what to do, leaned over and starting kissing him. Immediately Bob leaned into Aly and soon all awkwardness was gone as they melted into each other's passionate embrace. Aly began to feel Bob's hands explore her body and his surprisingly gentle touch through her dress made Aly feel like electricity running through her.

As Bob continued to caress her, he eventually found his was to her thighs. As Bob slowly and gently began rubbing Aly's pussy through her white cotton thong panties Aly exhaled a loud moan into Bob's mouth as they kissed and her body tensed up against his. Bob slowly took off aly's dress leaving her sitting on his couch in just her panties. Bob began kissing aly's neck and breasts. Aly's excitement was obvious by the wetness showing through her panties.

As Bob continued to kiss Aly, she began to take off his shirt leaving Bob's hairy chest and stomach to rub against her smooth skin. As they kissed, Aly eventually worked her way on top of bob. Aly then got on her knees in front of bob and started undoing Bob's pants. She could tell Bob was excited or nervous because he was shaking. Aly grabbed both Bob's pants and underwear and pulled them off together. What shot up to attention in front of aly shocked her. Bob was such a sweet and funny guy, she never imagined he was hiding a monster in his pants.

Bob's cock was huge. Easily 9" and very thick. Aly had never seen a cock nearly as big as Bob's but didn't want bob to know so she quickly got back to her knees, focusing all her attention on Bob's cock and began kissing and sucking it. Aly couldn't take much in her mouth without gagging or choking but she did the best she could trying to excite bob. Aly realized she was successful when Bob's body tensed under her and he let out a loud groan.

To aly's surprise Bob quickly moved her off his cock and started kissing her again. Bob then whispered, "let's go to the bedroom". Bob escorted Aly to the bedroom and when she climbed onto the bed Bob slipped her soaked panties off of her.

Bob now towered over Aly as she lay on her back looking up at him. Bob's large cock pressed against the entrance of her pussy as he leaned forward and kissed her again. As they kissed, bob began gentle thrusting and eventually the tip of his cock penetrated into Aly causing her to gasp and tense up. Bob made sure to check if she was ok before continuing the gentle thrusting. The feeling was like nothing Aly had experienced before. After just a few rhythmic thrusts from bob aly's body tensed up and she orgasmed. Bob continued to thrust and kiss Aly as she came. It felt like aly's mind and body were exploding and she could barely catch her breath.

As soon as the waves of pleasure subsided, Aly felt another build up starting and it wasn't long before she was coming again. This continued again and again. Aly lost track of time and where she was from the intensity of the orgasms. All Aly knew was that she needed to hold on tight to bob and continued to kiss him passionately.

Eventually Aly felt Bob's body tense up and his body convulse on top of her as he ejaculated deep inside her. Bob's body convulsed every time his cock fired another load of semen and Aly could feel with his hot seed filling her up.

When Bob had finished, he collapsed next to Aly and held her tight. They fell asleep in each other's arms.

Around 4am, Aly was awoken by the feeling of Bob's hard cock pressed against her. Bob was still sleeping but she slowly rubbed his cock against her pussy until she was extremely wet and then slid his cock inside her. The penetration alone was enough to cause her to orgasm and as Bob slept his body naturally began to thrust deeper and deeper into Aly. It wasn't long before Bob woke to the scene that was unfolding and began kissing Aly. This time, bob positioned her in doggy and began passionately thrusting into her pussy from behind.

The feeling of being so exposed and experiencing Bob's powerfully thrust his large cock into her more deeply forced Aly to bury her face into Bob's pillow as she cried out in esctasy. Bob was relentless and continued fucking her, forcing her to experience the most intense sexual pleasure of her life.

Aly again lost track of time, she didn't know if it had been 10 minutes or 10 days since Bob had started fucking her but she felt his cock harden inside of her and felt the streams of semen fill her pussy as Bob let out a groan and his body convulsed over and over again.

Both Aly and Bob laid next to each completely exhausted, again falling asleep in each other's arms.

Bob woke Aly up the next morning at 9am with a delicious breakfast he had made for her as well as one of his tshirts that acted as a dress for Aly. After breakfast, Aly took a shower and got dressed back into her dress that Jill had insisted she wore the night before.

Bob drove Aly back to campus and she tried her best to sneak back to her dorm room. When she walked in, Jill was waiting with a grin from ear to ear.

Jill spoke, "seems like the dress worked. Tell me everything". Jill waited for Aly to change into sweatpants and a T-shirt and then the two cuddled on aly's bed as she told Jill about Bob and his huge cock and everything that happened the night before.

Jill giggled excitement for her friend wanting to know when Aly's next rendezvous with bob was planned.