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A lesbian introduces me to the joys of strap-on sex

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Allison Reynolds was the type of girl any guy at Boston University would have loved to take home to his mother. Hailing from Portland Maine, Allison was a sexy brunette who stood approximately 5’8, weighed around 130 pounds and had perky C cup breasts. Her tan complexion, long hair, sexy brown eyes and an infectious smile personified the image of the all-American girl. I first met Allison during my final semester of senior year at Boston University in the fall of 2007. Although she was a senior as well, we had yet to cross paths up until this point. Like me, Allison was forced to take one last elective class in order to complete her graduation requirements. By happenstance, we both ended up in an anthropology class. As the only two seniors in the class, we sat towards the back of the room and instantly formed a bond. The class met at nine o’clock in the morning twice a week and as I would come to observe, Allison always walked into class a minute or two after it had begun, with wet hair, flip flops and what would become her trademark attire – short shorts and a red and white Boston University Crew Team windbreaker. She was very clearly proud of her status on the university crew team and made sure everyone knew it.

After the first couple weeks of class, we exchanged emails and phone numbers ostensibly for the purpose of exchanging class notes with each other and planning study sessions for the class exams. Our first meeting outside of class was about a month into the semester, the night before our first exam. We decided to meet at the main campus library. I arrived a few minutes early and Allison, as usual, arrived right on time in her customary shorts, windbreaker and flip flops. At times, I noticed, she wore her hair in a ponytail, other times, she wore it down. Regardless, she always looked like she’d just gotten out of the shower.

On this night she wore her hair down. When she arrived at the table, she promptly sat down, opened her backpack, took out her class notebook and a big Nalgene water bottle which she always carried with her. She then took a hair band off her wrist and put her hair in a ponytail.

“Sorry I’m late,” she said as she smiled at me.

“It’s fine,” I said as I smiled back.

“Do you think this test will be hard?” she asked.

I shrugged.

For the next hour we tested each other on anthropology terms and multiple-choice questions from the textbook study guide.

A few times, I tried to go off on a tangent and pry into Allison’s personal life. Each time, she would gently steer the conversation back to the study topic.

By the time, our study session ended, Allison departed just as briskly as she arrived. She promptly put her notebook and water bottle back in her bag, zipped it up and stood up.

“Well, that was productive,” she said very matter-of-factly.

“I agree,” I replied.

“Ok, well, I’ll see you tomorrow morning in class,” she said with a smile as she turned to walk away.

As she walked, I sat for a few moments watching her tight butt and long legs briskly walk towards the library exit.

The next morning, I arrived at class. Like clockwork, Allison arrived just in time and sat down in her usual spot next to me just as the professor prepared to hand out the exams.

“Good luck, ” she said as she smiled me.

“Thanks,” I replied.

About an hour later, we both emerged from the class having finished the exam around the same time.

“How’d you do?” I asked as we both walked towards the main campus quad.

“Pretty well, I think,” she replied.

“Well, you did have a great study partner,” I smirked.

“Touché” she replied with a smile.

For the next few seconds, we walked together in silence.

“Well I’m off to the dining hall for an early lunch,” she said.

I let her words sink in. Now was my chance to spend more time with her in a more casual setting.

“You mind if I join you?” I asked.

Allison looked at me and shrugged.

“Sure.”

We then walked to the dining hall. After getting our food, we both found a two-person table in a quiet part of the dining hall near a window. It was a classic fall day in Boston – brisk and sunny with a slight chill in the air.

“I love this time of year,” I said as we took our first bites.

“Me too,” she replied.

“Where are you from?” I asked.

“Maine,” she replied.

“I’ve always wanted to go there. I hear it’s beautiful,” I replied.

“It is.” She said as she took a few bites of her salad.

Sitting at the table we were a stark contrast to each other. My tray was full of chicken tenders, French fries and a soda while she ate salad and fruit bowl and unsweetened iced tea.

One lesson I had learned early on in my college dating career was that the best way to keep a date going was to talk about something the girl was passionate about. In this case, the topic was obvious: crew.

“Do you have crew practice every morning?” canlı bahis I asked

Allison perked up.

“Yup, every morning at seven am, we’re out on the Charles river,” she said.

“That must be tough having to wake up early every morning.”

“Actually, I’ve gotten use to it.” She said.

“I’m not a morning person at all,” I replied.

“You’d be amazed what your body can get use to,” she said.

For the remainder of the meal we discussed her past four years on the crew team and all of the tournaments she’d participated in around the country. We also discussed her family and other interests. One thing was for sure, she was definitely a tomboy.

By the time we finished eating, I felt as if I’d gotten to know a lot more about Allison. From that point on, I greatly looked forward to our anthropology class. We’d both sit in the back and secretly pass notes to each other or whisper jokes about the professor, who seemed to be oblivious to the fact that half the class slept through his lectures.

One morning, as I was walking to class, I picked up a copy of the University newspaper. As I flipped through the pages, I came across a full page add for a Dane Cook comedy show performance this coming Friday night at the Agganis arena where the Boston University hockey team played. As I looked at the add, I smiled. It would be the perfect occasion to ask Allison out.

Once I got to the classroom, I found my usual seat in the back of the room and waited for her to arrive. Right on cue, she quietly entered the room a few minutes after the lecture had begun and sat down next to me.

“Hey,” I whispered to her.

“Hey,” she whispered back.

“You want to see Dane Cook perform tomorrow night at the Agganis Arena?” I asked.

She thought for a few moments.

“Sure, that could be fun,” she replied.

“Great,” I replied as I tried to conceal my excitement. For the next hour, I tried to play out in my head how I envisioned our date going.

After class ended, I asked Allison if she wanted to go to the Starbucks coffee shop on campus since I had an hour to kill before my next class. Surprisingly, she agreed.

Once we got to the Starbucks, I told her I’d buy her drink if she grabbed us a table. I then ordered two large coffees and came back to the table she’d found for us.

For a few minutes we both sat there sipping our coffees lost in our own thoughts. Allison finally broke the silence.

“So, there’s something I feel I should tell you,” she said as she looked over at me.

I looked up at her with a puzzled expression on my face.

“I don’t really go on any dates with guys,” she said.

I laughed.

“What do you mean?”

She paused for a few moments before responding.

“I’m not really into guys,” she said.

I still couldn’t quite understand what she was trying to tell me, and she could tell I was confused.

“I’m gay,” she whispered.

I was a bit taken back but did my best to hide my surprise.

“Oh, ok. I just figured the comedy show would be a fun activity,” I said.

She smiled at me.

“Ok, just as long as you understand that about me,” she said.

As I sat there, I tried to absorb what she had just told me. How could such an attractive, all-American girl be a lesbian?

The exciting date I had envisioned in my head an hour earlier, now fizzled out. I assumed there would be no hot make out session or anything else. It would simply be a platonic night out. After finishing our coffee, we agreed to meet up the following night at a bar near campus and have dinner before going to the comedy show.

By the time Friday night rolled around, I was excited for my platonic date with Allison though I tempered my expectations. I arrived at the bar a few minutes early and found a nice cozy booth off to the side. Allison arrived a few minutes later and I waved her over. I suddenly realized this was the first time I had seen her dressed in more formal clothes and not her usual shorts, windbreaker and flip flops. Tonight, she wore a nice set of form fitting blue jeans and a nice black woolen sweater. She also wore her hair down. As she approached, I stood up and leaned in to kiss her on the cheek. She obliged me and giggled.

After we were both seated, the waitress came over and took our orders. Surprisingly, Allison ordered a hamburger and fries. We also decided to order a pitcher of Sam Adams Octoberfest beer to share.

After the beer arrived, I poured us both full glasses. I then sat there looking at Allison, sizing her up.

“You look so hot tonight,” I said.

“Thank you,” she replied as she took a sip of her beer.

“Please let me know if you don’t want to discuss it, but I was curious about something and wanted to ask you about it,” I said.

“What is it?” she replied.

“Have you ever been with a guy in your life?” I asked.

Allison laughed.

“Not really,” she said.

“You’ve never kissed a guy?”

“Nope,” she replied.

“So, I take it you’ve never had sex with a guy then?” bahis siteleri

Allison laughed.

“Nope,” she replied.

“Do you currently have a girlfriend?” I asked.

Allison paused for a moment before answering.

“No. Not at the moment.” She replied.

“I apologize for asking these questions. I’m just curious.” I said.

“It’s fine,” she replied with a laugh.

Before long, our food came. We were both pretty hungry. I watched Allison finished all the food on her plate.

After dinner, we walked over to the arena and stood online to get into the comedy show. Tickets were free for anyone with a current Boston University ID card.

By the time, Allison and I made our way inside the arena, it was almost full. Fortunately, we found two seats in the middle section and sat down.

“I love a good comedy show,” I said.

“Me too,” Allison replied.

After a few minutes, the opening comedian came on stage and riled the crowd up. He then performed his bit for the next fifteen minutes until it was finally time for Dane Cook to come on stage. When he did, everyone stood up and applauded and yelled.

For the next hour, Allison and I were in tears from laughing so hard at the jokes being told, particularly the sex jokes. Whenever Dane joked about receiving a blow job, I casually looked over at Allison and noticed her awkward forced laughs.

Eventually the show came to an end. As Everyone piled out of the arena, I asked Allison if she wanted to go to a nearby bar for a drink. She agreed and we headed over. This time we found to seats at the bar. We then both ordered a beer.

“You want to do a shot of tequila?” I suggested.

Allison thought for a moment.

“Sure, why not,” she replied.

I ordered two shots of patron chilled and the bartender brought over the shots with two lime slices on the side.

As we both raised our glasses, I made a toast.

“To a fun night in Boston,” I said.

“Cheers,” Allison said as we gently touched our shot glasses.

After downing our shots, we both sucked on the lime slices.

“That was smooth! Want to do another one?” I said as I looked over at Allison.

“Ok,” she said with a grin.

I then ordered two more shots and we again downed them and sucked on the lime slices.

I began to feel a little buzzed. As I looked at Allison, I fantasized about what it would be like to have sex with her.

“Feel free to slap me if I’m totally out of line, but how do lesbians have sex?” I whispered.

Allison blushed a bit.

“I’m sorry. I shouldn’t have asked that,” I said.

“It’s fine,” she replied.

I took a sip of my beer.

“How do you think we have sex?” she asked.

I almost spit out my beer. I was surprised she wanted to continue the conversation. I thought for a moment before responding.

“I imagine you have oral, finger each other and use a strap on?” I said.

Allison smiled.

“You’re good. You must watch a lot of lesbian porn,” she said.

I blushed.

“Guilty,” I replied.

We both took big sips of our beer.

For the next thirty minutes we discussed the intricacies and difference of lesbian sex and heterosexual sex. It was quite the conversation. All the while we continued to drink and even ordered another round of beers.

The more I drank, the more I wanted Allison.

“So, hypothetically, if you were ever hook up with a guy, what would that be like?” I asked.

Allison though for a moment.

“Hmmm. He’d probably give me oral and then we’d see what happened after that.” She replied.

“Would you give him oral?” I asked.

Allison laughed.

“No, I wouldn’t,” she said.

“so how would you reciprocate and pleasure him?” I asked.

“I have some ideas,” she said with a grin.

I took another sip of my beer as I absorbed her responses. As I sat there, I realized I might never be able to relive this moment with Allison. It was now or never. I had to make a move.

“I think you’re beautiful and I’d love to go back to your place and engage in whatever activities you felt comfortable with,” I said.

It wasn’t the smoothest delivery, but it was all I could manage after three beers and a couple shots.

Allison didn’t respond right away. Instead she sat there and grinned at me.

“I need to use the bathroom,” she said as she suddenly stood up.

I nodded and she walked towards to the back of the bar.

Fuck, fuck fuck, I said to myself. I completely screwed it up. She was going to come back from the bathroom and say she had to go and that would be it. As I sat there stewing, I drank more beer to the numb the pending rejection.

After a few minutes, Allison returned. She was surprisingly perky.

“Ok, let’s go back to my place,” she said with a smile.

I was shocked. I hesitated for a moment to make sure I wasn’t imaging this.

“Back to your place?” I replied.

“Uh huh,” she said with a laugh.

I then stood up and waved over the bartender.

“Check please,” bahis şirketleri I said.

After paying the bill, we both walked outside the bar. Allison slowly lead the way towards her apartment building located a few blocks from the bar. Finally, we arrived at her building. I began to feel butterflies in my stomach as we walked into the lobby. Allison then led the way up two flights of stairs to her apartment.

When we got to the door, she briefly fumbled in her pocket for her key before opening the door.

Her apartment was a small two bedroom in an older building near Boston University. As I walked inside, I took in the simple, yet stylish furnishings.

“I love this wood floor,” I said.

“Thanks,” she replied.

“Do you live alone?” I asked.

“No, but my roommate is back home for the weekend,” she replied.

“Do you mind if I use your bathroom?” I asked.

“Sure, go ahead,” she replied as she pointed to a door in the main living room.”

Once inside bathroom, I lifted the toilet seat and enjoyed a nice long pee. As I stood there, I closed my eyes and tried to envision how this night play out. After I was done, I washed my hands and dried them before heading back out to the living room. Allison was nowhere in sight.

“I’m in the bedroom,” she yelled from the next room.

I slowly walked towards the direction of her voice. Once I was in her bedroom, I saw her laying in bed under the blanket. Although I could only see her from the shoulders up, it appeared that she was fully naked under the covers. I quickly began to unbutton my shirt and get undressed. Once I was completely naked, I slowly got into bed with her.

Her naked body was everything I had previously imagined and more. Her smooth skin, perfect tan complexion and c cup breasts were a sight to behold. I moved in to kiss her and she met me half-way. Her lips were soft and wet. I could feel my erection begin to grow. As we kissed, I caressed her back, gradually moving my hand towards her breasts. Her nipples were hard, and she briefly flinched as I touched them.

I slowly made my hand down to her sex. Through a thin stubble of pubic hair, I could feel her wetness. I gently inserted a finger.

After a few minutes I began kissing my way down her body. Kissing her nipples, her breast, her stomach, until I made my way to her sex.

As I looked up at her face, I could tell her eyes were closed. Perhaps she was envisioning being with a former lover? I could smell the scent of her arousal and it really turned me on. I gently inserted a finger inside of her and slowly parted her wet lips before inserting my tongue. Her body reacted and she began to let out low moans. With each stroke of my tongue, her body quivered.

After a couple of minutes, I could feel her building towards orgasm. Her breathing picked up, she threw her head back, arched her back and her moans became progressively louder as she began to have pre-orgasmic spasms. I gently caressed her hips while my tongue continued to explore her engorged clit as she writhed under my mouth.

Her smell, the taste of her pussy juices and the sounds of her moaning in pleasure were intoxicating. Suddenly her legs stiffened and her stomach began to spasm uncontrollably as she threw your head from side to side. All the while, I continued to lick her through her orgasm. Eventually she gently pushed by head away before finally collapsing, completely spent. Her face was flush and when she finally opened her eyes. I could tell she was in a state of pure bliss. I moved up on the bed and lay next to her; both of us looking up at the ceiling.

“Not bad for a guy,” I joked.

She rolled over and smiled at me.

“Are you ready for what happens next?” she said with a grin.

I nodded. She then climbed out of bed and walked over to her dresser. I decided to lay down and keep looking at the ceiling in order to maintain he suspense of whatever happened next. After a couple minutes she called out.

“I’m ready.”

I rolled over to look at her and my jaw dropped. Allison stood there with her hands on her hips and a red strap-on dangling between her legs. She had a devious grin on her face.

“Hey there,” she said.

“Ummm…hi…” was all I could muster to say as I continued to stare at the fake penis hanging between her legs.

“Like what you see?” she smirked.

I gulped as I took in Allison’s red phallus. The end of the strap-on was realistically sculpted like the head of a penis and I estimated that it was about five inches long and average in girth. I also noticed she had put a condom on the strap-on.

“I’ve never done this with a guy, so you’ll be my first,” she said as she played with the bottle of lube in her right hand. She could sense my hesitation.

“Don’t worry, I promise I’ll be gentle,” she said. She then walked over to the bed. And got on.

“Let’s try doggystyle,” she said.

I slowly got on all fours in front her and assumed the position and Allison got behind me. She then opened the bottle of lube and applied some to her strap-on and the outside of my butthole.

“Come here,” she said.

I slowly backed up towards her. I could feel her strap-on rub into the back of my leg as she gently caressed my butt cheeks with both of her hands.

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