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College Days as Gay Escort

Todd,
Your escort's evenings with Terry are a great break from the world, and what he has found he can expect from other "John's".

Maybe there is something in their collective future?
A May-September relationship, more exclusive?

We'll see where you take us.

Thanks for remembering us.
..|
 
A shame that you are not getting more feed back - your story is good!
 
"I don't believe I ever felt this good", Terry admitted.

"The sex you mean?” I asked.

"No! Just being with you," he exclaimed emphatically. "The sex is great. Hell, I've never ever had two orgasms in an hour....or in a week for that matter. I feel good about much more than the sex. Being with you is what I mean."

I leaned over and kissed him. "Me too!" but then had to ask, "Benjamin's other boys didn't do it for you? Make you feel good?"

"Sex with both of them was good, but that was it. I felt nothing afterwards except maybe guilt. It's different with you, lots different. I think about you all the time." I returned his kiss.

"You hungry?” he asked abruptly. I nodded yes. "Let's go out and get something to eat."

We dressed quickly and walked a few blocks from the hotel before deciding on pizza and beer. We were both famished so it didn't take us long to finish. It felt like a real date being with Terry. I was happy.

"Want to take a walk in that park across the street?” he asked.

"If you do but, you know, that park is notorious for cruising. The bathrooms are even locked," I responded.

"I'm not looking to pick someone up," he said laughing and he took my hand as we walked through the park. Sounds corny, but it felt romantic. We sat on a bench by a pond and watched other couples - some straight, others gay - stroll by; as well as teens on skateboards. Nice evening.

It was almost midnight when we returned to the hotel. Thinking of what Terry said about feeling good being with me made me feel valued as a person, not just someone to get off with in bed. More than anything, I wanted to please him.

"Want something from the mini-bar or watch a movie?” he asked a bit awkwardly.

"No. Just good being here with you."

We embraced and kissed. I reached for his crotch through his slacks. He was soft, but I felt his gradual arousal as I rubbed him gently.

"You are insatiable," he whispered in my ear.

"Yeah, but only for you. I mean it! What you said about me, us, being together. I can't explain it quite right."

He ran his hand through my hair as I unbuttoned his shirt and stimulated his pouting nipples with my tongue. He let his pants drop, pulled off his briefs and led me to the bed. I stripped quickly. We both were so fucking primed. We lay together kissing. Terry rolled me onto my back, spread and lifted my legs. No condom this time. His penetration was smooth. I was excited.

He laid on top of me for the longest time kissing passionately before he started to fuck me. However, unlike the previous times, it seemed to be taking him much longer to reach a climax. I sure was ready so I rolled over, got on my knees and offered him my bum doggy style. He didn't hesitate a second and began vigorously pounding my ass. I moaned my approval. After a few minutes he gave one big, hard thrust and collapsed on top of me. I could feel him releasing his manly juices in my rectum. I didn't have to touch my cock to shoot my load into the sheets. We both were sweating as we hugged and caught our breath.

It didn't take long before we both fell asleep among the cum-drenched sheets.
 
Nice, touching continuation - I hope you get some good feedback.
 
Todd,
I commented on where I hope this can lead, before.

As I was reading this chapter, a movie came to mind.

Change one minor detail -- Pretty "Man" instead of woman.


Move over Julia Roberts.

As they both said, the sex is great, but the feelings between them is the REAL icing on the cake - as well as the meat and potatoes.

Thanks.
:wave:
 
When I awoke Terry was in the shower. I thought about joining him, but didn't. When he came out of the bathroom I pulled the sheets off exposing my smooth naked body for him. "You turn me on and you know it, but I have to go", he whispered laughing and stroked my chest.

When he was finished dressing he got his wallet, took out some bills and put them on the table. "No!" I shouted. "I don't want money." I jumped out of bed, grabbed the bills and shoved them in his jacket pocket. I quickly took a pen and paper from the table and scribbled my cell number and yahoo address. "Here. I want you to have this." He said nothing, just grinned, kissed me and left.

I showered and dressed. When I got back to campus the first thing I did was to check my cell and E-mail for messages. There were none, of course. I felt really stupid because there was no way Terry had time to get home, where ever that was, and send me a message. Later that afternoon when my phone rang I dropped it in my eagerness to answer. Shit! It was Benjamin and we arranged to meet. He owed me $300 and I wanted it.

"So how did it go?", Benjamin asked.

"Okay I guess", I answered.

"You don't sound very enthusiastic. Was there a problem?"

"No. It was good. Maybe a little too much for him", I lied.

"Here's your money. Now I have another client interested in meeting you this Thursday. You open?"

"Benjamin, this $300 gets me real close to what I need to pay off my bill at school. I'll pass this time."

"Easy money, dude. I'll call you again then", he said. I felt relieved. I didn't want to have anything to do with him again if I could help it.

The next day Terry called. "Are you up for a date? A real date I mean, not pizza and beer. I miss you"

"I was worried that I wouldn't hear from you. Yes!", I responded eagerly.

It was a real date. It was awesome. We walked by the creek for a while and then went to a fancy Italian restaurant. Terry ordered the meal for both of us, wine too. First we had salad, then some pasta, followed by veal smothered in a delicious mushroom sauce. Never ate so much in one sitting in my entire life. The dinner was great, but even better was being with Terry and talking about all sorts of stuff. He is one very interesting man.

He drove me back to campus. We kissed and fooled around a little in his car, but never really did anything other than some fondling. As I was getting out of the car Terry asked, "You ever been to New York?"

"No. Why?"

"I have to go to New York for a few days and I would like you to come with me. Interested? It's only for a weekend.", he explained.

"I'd love to!" I reached over and kissed him. "Thank you for a wonderful evening."
 
Todd,
A great chapter.
I'm glad they're starting to get together as something other than "John and Trick".

Thanks for the installment.
Looking forward to seeing where you take us.
:wave:
 
Excellent story, Todd! I can't wait for the next installment. ..|
 
After arriving at Kennedy Airport we took a taxi to our hotel which was close to Central Park. When the guy at the reception desk asked if we wanted a room with one or two beds, Terry just smiled and calmly said that one bed would do fine. I guess he was finally stepping out of the closet. As soon as the bellboy dropped our bags and left, we practically attacked each other. We sure weren't going to waste any time.

Terry's hands explored every inch of my body as were kissed passionately. I massaged his bum through his pants, then ran my hand slowly up the inside of his thigh before settling on his crotch. I unzipped his pants and felt his hardon protruding through the fly of his silk boxers. He kicked off his shoes and let his pants drop to the floor. I quickly stripped to my briefs and led him to the bed. I pulled his boxers off to a sight I sure didn't expect.

"Oh my god!", I exclaimed. "You shaved."

"It's okay, right?", Terry muttered, a bit embarrassed.

"Hell yeah! You look sexy.", I replied. I immediately went down on him, first working his balls with my tongue before engulfing his beautiful dick. Terry moaned his approval as I proceeded to suck him vigorously. He was hot and it didn't take him long to cum. I sucked and sucked until his cock stopped shooting, taking every drop he had. I moved up to him in bed, kissing him and letting him taste some of his own cum directly from my mouth.

"I didn't intend to get off so fast, Seth....but I was so ready and it was so good". He reached into my briefs and squeezed my raging erection. "Your turn", he volunteered.

I released my stiff prick from my tight briefs and pulled them off. I thought that he wanted to blow me too, but he obviously had something better in mind. He spread and lifted his legs and, with a coy smile, inserted a middle finger deep in his anus. I didn't utter a word. I crawled in bed on top of him. I felt his cock grow firm again as it met mine. After a few minutes of hot kissing and frottage, I began fingering his hole. Terry whispered, "Do me, Seth!" He winced when I first entered him, but soon was moaning in pleasure as I alternated between fucking him and kissing him. The sensation was pure delight as I slowly progressed to my moment of orgasm. He was oozing cum when I finally unloaded my juices into his hot ass. We laid in bed quite a while, savoring the sexual fulfillment that we had just shared.

Suddenly Terry announced, "Hey. It's time to see New York."

"The hell with New York. Let's just stay here in bed all weekend", I responded.

He got up and headed for the bathroom. "All I have this entire weekend is a two hour meeting tomorrow morning. We have plenty of time to see New York and fool around too. Come on. Let's get going", he ordered as he pulled my naked body out of bed.
 
Todd,
A nice, action-packed, short and super sweet chapter.

Now the boys get to see the town.
 
We took the subway from our hotel to the Village. The subway was quite an experience in itself, but the Village was a scene that exceeded my expectations. It was like an eclectic small town with interesting shops, restaurants and neat tree-lined streets. Neither of us felt in any way conspicuous holding hands as we walked around since it seemed, excluding the many obvious gawking tourists, that at least a quarter, maybe even a half, of the rest of us were gay or lesbian. The cultural diversity of the Village was evident too as I tried to figure out the numerous languages and accents I heard there. I was thrilled!

We explored a few shops, including one that specialized in sexy clothing for gay men. Most of the stuff there was pretty outrageous, but they did have some hot underwear and, with some coaxing, got Terry to buy some hot briefs for both of us, not that we needed any props to enhance our sexual interludes. A stop at an "adult" shop was funny. There was an endless array of dildos, vibrators, cock rings etc. I held up one massive dildo for Terry. He smiled, kissed me and said, "You do fine for me with what you already have." I liked that comment.

Next was Washington Square where a young black man was holding court for a large crowd of enthralled visitors. His comedy routine was hilarious and nothing appeared to be sacred as he joked about tourists, blacks, Latinos, gays etc. He engaged a number of his audience in his routines, but when he pointed to me to come forward for one of his tricks I recoiled. "Come on dude, I won't bite," he shouted, but I still declined and tried to hide behind Terry. "Your boyfriend has a nice ass" he taunted Terry. "Is he good in bed?", he added. To my utter surprise, Terry responded without hesitation, "Yes he is!", and the crowd applauded enthusiastically. I blushed, but was quietly pleased as we exited.

This sure was a 5-star day for me and it wasn't over yet. We went to dinner at a Pakistani restaurant in the Village. Being a novice once again about ethnic food, Terry ordered for both of us - vegie samosas and chicken satay for starters. Terry bit into a samosa, declared it delicious, and offered it to me. In return, I pulled off a chuck of flavorful chicken from my satay and offered a bite to him. This repeated exchange of morsels from our dinner continued and surely was as sexually enticing as going to bed.

Back in our hotel we pulled off our pants and shirts and headed for bed. We both were turned on, delighted by a wonderful day and looking to cap it off with some great sex. There was no penetration this time, but the sex was awesome. We savored each others bodies with our hands and lips. We played, fondled and touched trying to please each other. We alternate positions on top of each other letting our hard cocks engage before we finally came. Can anything get better than this I thought before falling asleep in Terry's arms?
 
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