Summer to Remember Ch. 02

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It was harder to hide at college.
7.8k words
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Part 2 of the 2 part series

Updated 06/07/2023
Created 03/31/2016
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When I arrived back on campus in September, I still had these constant, lingering thoughts of being Alexa.

Maybe lingering was not the best word. Crossdressing was in my mind even worse than before. It was all I thought about.

Everywhere I looked I saw young female classmates sporting their best new clothes for their first week back on campus. It was a daily fashion show. I wanted to talk to all of them and ask them where they bought their outfits...or better yet, could I borrow them?

Plus, my whole campus world had changed, and not necessarily for the better. My roommate from last year decided to take an apartment off campus at the last minute and I was left with some random assignment, Jeff.

Jeff was a great guy, a transfer student, a little crazy at times but heck, we're at college. We attended a few parties together on campus, drank a little too much, hooked up a few horny freshman girls and largely, had fun.

With all this fun and scoring with freshman girls, I was almost getting over this crossdressing stuff...that was until I was doing laundry one quiet Saturday morning in the common laundry area. My wash was all done and I was waiting for it to dry. There were several other machines going and some with complete dry loads waiting to be emptied.

When mine was done I pulled it out, moved it to the folding area and started at it. I never minded doing this and within a few minutes I had a few nice neat piles going. That's when Kara walked in.

She was nothing special, a relatively plain girl, with curly hair and glasses. Mornings sure show a different side of people. I barely recognized her in her thick glasses as she wears contacts most of the time.

I said "good morning" to her as she unloaded her drier and dumped her clothes to start folding. She looked over at me and at least I got a nod from her. Must have been a tough night for her.

I was folding my clothes at a pretty good clip and she said, "This must be the first time I have ever seen a guy fold their own clothes. You're good."

"Thanks, lots of practice I guess."

We talked for a few minutes about classes. She was an arts major, hoping to work in the theater area later on. That was so much different than me who wanted to major in finance.

I was now wrapping up my pile of clothes and putting them in a bag to carry back. As I just stood there talking a bit more she asked, "Seriously, where did you learn to fold like that."

Realizing that the answer was from folding Samantha's clothes so many times, I had to somewhat change the answer. "Just family chores, we all shared in them."

"Cooking and cleaning too?"

Smiling I said, "Pretty much, but more cleaning though I think." (Thinking back on Linda especially.)

As she struggled a bit with one of her soft camisoles, I said, "Try folding it in thirds first and tuck in the bodice bit."

She looked at me with this strange look and slid it over to me on the counter. "Show me smartass." With a couple of quick moves, I made it look like it just came fresh from the store.

"Wow, I'm impressed."

"Too much practice I guess."

Then I saw her invert one bra cup into the other as she folded her bra. "Don't do...I'm sorry, they're your things."

"What? Am I folding my bras wrong too?"

"Well, the cups break down when you turn them inside out. Just think of what they looked like when you bought them...just hanging there. They will last longer."

She just shook her head and in those last few minutes just kept folding and refolding things as she glanced over at me. She was getting real self-conscious of every fold she made.

As I left her to let her finish up on her own folding, she said it was real interesting meeting me. OK, probably not the best first impression on meeting someone, but certainly a different one.

As I headed back to my room, just feeling her camisole and seeing her bras that morning brought out my Alexa's feelings. As I showered later in the morning I couldn't help but spend a long time masturbating in the shower stall. I was just dreaming about the time the time with Samantha this past summer. I couldn't help but think how stupid I was not to have brought any female clothes with me to play in.

As that next week continued, I did something I never thought I would do. While down in the laundry the next time I looked through the lost and found while waiting for my clothes. There were mismatched socks, some ratty Tshirts, nothing spectacular until I found a pair of cute, soft panties that I know would fit me. They must have been stuck inside the dryer as they were nice and clean. Well, these panties just found a new home.

And that began my collection of things on campus. It started with the panties and a week or two later I added a camisole to the pile. I knew keeping them secret in a small dorm room was going to be hard. My roommate Jeff was not really a nosey guy but we only had so much room in there. Privacy was a luxury no one had at college.

So when Jeff had an early class, I would get up, change into the panties and camisole and play with myself. For 90 minutes I could be Alexa in my little world. I really missed having Samantha play with my cock through the panties, but I could fantasize and daydream I was with her. And it worked. Two mornings I could be Alexa. I loved those mornings.

There were also days when Jeff was out when I wore an extra long Tshirt over the panties as I cleaned up the place and then pulled on a pair of my pants as he came back from class. I was finding all kinds of ways to slide into my Alexa mode. I could be Alexa in my mind as a scurried about the room, practicing my posture and keeping my knees together as I bent over and stood up.

Then one day when I came back from class he asked me, "Hey Alex, did I see a camisole under your bed wrapped up in a tshirt?" He had to have been poking around.

My idea of hiding them in plain sight was discovered. Expecting to be found out one day I already had an answer. "Yeah. One of my freshman "dates" kind of left it behind. I was going to return it but we didn't quite leave on the best terms. You know what I mean?"

We both chuckled about it, and nothing more was said. So after one month back on campus I had a collection of a few pair of panties, one bra, one nightie and 2 camisoles that fit. I kept them somewhat hidden and Jeff always thought they were like trophies and never mentioned it to me again.

As we slowly began to slip into fall, the weather began to change, especially at night. I could wear a camisole under a slightly heavier shirt and no one could tell. This was especially nice if I headed out for a just walk by myself at night. I was getting my time as being Alexa by just wearing something cute underneath.

Then one Friday night, Jeff got a call from his mom and was real upset. He said he had to go home for a few days and would be back on campus on Monday. Just some family stuff he said but he was not too pleased. It was a four hour drive for him and was unplanned. We had papers due on Monday and we were only 5 weeks into the semester. This was way too soon for him to head home.

But as far as I was concerned, it was going to be good not having a roommate for a while and thought this might be a good time to bring Alexa back for more than these 90 minute windows.

On that Friday night, just about an hour after he left, I locked the door and changed into my bra, panties and camisole and just relaxed all night in them. It was so good to have Alexa back. I pretended I was with Samantha and cleaned up my entire dorm room, refolded all my girl clothes and neatly stacked them in the top drawer.

That night I slept in my pink nightie. I can't remember how many times masturbated and showered, but I was making up for lost time. It was good, real good.

I stayed dressed all Saturday and never left the room except to eat. I was so exhausted from playing with myself so much. My cock was almost numb.

I wore the pink nightie and white panties to bed again, and slept real well...that was until I was awakened by Jeff at about 4AM. He was standing over me with his cellphone camera in one hand and his fully erect cock in the other.

"Trophies, huh? I'll give you a trophy."

Jeff was drunk, real drunk. He apparently arrived back on campus way early. I was laying there without any covers on me in this cute pink nightie on and white lace panties. I had no idea how many pictures he had already taken.

"OK pantie boy, let's see what you've got before I post these all over the internet."

As I sat up in a daze, he stuck his raging cock in my face and told me to suck it while holding the camera on me. I had an instant flashback of the conversation Samantha's friend playfully had with me about sucking cocks and now I wish I had actually done one. This was not something I wanted to do.

As I sat on the bed not moving, Jeff grabbed my head and rammed his cock into my mouth. I could not believe this was happening. This didn't taste the least bit good or feel good. In fact, I was repulsed by it. Did girls really like doing this?

"Take it pantie boy," he said again, "or I'm posting these right now."

Jeff then started fucking my mouth as he stood over me with the camera in his hand threatening me and within a few minutes he exploded into my throat and I started choking. "Take it all bitch," he said.

I tried to but was gagging. I finally caught my breath but by now his cum was all over me, the nightgown and bed.

No sooner did he finish, than he called me a fucking fag, staggered over to his bed and collapsed. I just sat there, still groggy, horrified and a mess. His cum was in my mouth, face and all over me. I really didn't want to be a girl right then. I felt like a fool.

Within a minute he passed out and was asleep. Petrified, I did my best to clean myself up with a towel, changed into some shorts and headed down to the showers. I was visibly shaking and feeling sick to my stomach.

No matter what I did, I could not shake this feeling. I was afraid he was going to follow me into the shower.

I didn't want to go back to my room but had very little options at 4AM. I quietly went in and packed a few things to wear and headed over to the lounge area on another floor to try and sleep. I really couldn't and I tossed and turned until daybreak.

All day I was sick. I wanted to leave school and run away. I knew better than to sleep in that nightie on campus was there was no privacy. What the hell was I even thinking?

I walked off campus for a while, a long while and just needed to be alone. My whole world was crashing down. The whole campus probably knew by now.

It wasn't until late in the afternoon that I returned to my room. Jeff was there and I was expecting the worse. I was all set to turn around and leave when he stood up and said, "Alex, don't leave. I am so sorry."

He went into this long, long story about his girlfriend and family this past weekend. Seems like his mom and dad were divorcing which is why he headed home. With him being the last one in the family to leave the house, things went from bad to worse with him on campus.

When he arrived, it was a war at home with his parents screaming at each other. On Saturday night he finally had to leave the house even more angry than when he arrived.

Then, he drove over to his girlfriend's family home to hopefully find a sympathetic ear. As he approached her family's house around 11PM he saw his best friend's car in the driveway of her darkened house. This was not a good sign.

While quietly sitting in his car outside, he texted his girlfriend and asked if he could stop over and see her.

Watching from outside, the light in her bedroom came on and he could see two figures scrambling around getting dressed. It's never a good sign when you stop in on your girlfriend only to find her with your best friend alone in her parent's house with all the lights off. He could tell they were having sex.

He waited in the driveway and then kicked the shit out of his friend who had nothing to say but he was sorry. Jeff said he started drinking and came back early on campus only to find his roommate sleeping in a pink nightie and panties.

That story changed everything.

Then he asked me, "Why in the world were you wearing those clothes?"

I told him my story, the whole story. Nothing could possibly be worse at this time, especially after hearing his story. We had nothing but time that evening.

"So you really like doing this?"

I pulled out my cell phone to my Alexa pictures and then showed him the pictures of me all dressed up with Samantha and her friends. He just scrolled through them shaking his head and confirming, "This is really you?"

"Yeah. This is what I'm living with."

He took out his phone, tossed it to me and said, "Look...delete the photos I took of you. I should never had done this and trust me, I never posted them anywhere."

I went to his pictures area and deleted the 12 pictures he snapped. Wow. I must have been out cold because he had a lot of them. He kept scrolling through mine looking at me as Alexa as I did it.

"I still cannot believe this is you. You actually hang with these girls and go out? Are you in a mall in this one?"

"Well...kind of. Samantha, the redhead. I see her a lot. The other two, only once but we did go out to a mall and did a little shopping. They treated me very nice."

"Well, you seem to fit in nicely with them. I believe what you are saying but still don't believe this Is you."

He returned the phone and we kind of shook hands. I think we both felt better, but it was still awkward.

It was a day or two later that he said, "Alex, I know you don't need my permission, but anytime you want to wear anything...you know, like the girl's stuff, feel free. I won't say anything. I still feel like a freaking jerk."

Jeff had lots of questions for me in the week that followed. He also shared that he officially broke up with his girlfriend and that his parents were beginning to work things out. Things were at least improving. Jeff was a changed person around me but still upset about his girlfriend.

I also ran into Kara once or twice around campus and she always said hi, asked how my laundry was, and just became another friendly face. As upbeat as I tried to be, I was still in a depressed state over this whole thing with Jeff. Despite what Jeff said, I kept my dressing to a minimum.

We were now in mid-October and one night Jeff asked if I was going to the campus Halloween Party. Several people I knew were going to and truthfully I had been thinking about it, but that was before Jeff found me out.

"I don't know. I'm not quite in the mood."

"I was thinking," he said. "What if you went in some sort of girl costume? I mean, you looked amazing in those pictures and I don't think anyone would recognize you."

I looked at him as if he had two heads because he brought it up, but said something like, "I don't know. Maybe."

"Well, seriously. Consider it. If you ever wanted to do it, this would be a perfect time."

A day or two later I ran into Kara at the laundry. We had not seen each other there in a couple of weeks. We chatted a bit and she mentioned how the theater group was working on an upcoming fall play and how this past week they were doing a total inventory of all the props, sets, and costumes they have in the theater area. She said it was a wreck and totally out of control.

As she started describing some of the past plays, I asked her if she was going to the Halloween party and if so, as what?

She was definitely going but had no idea what she was going as. She then replied, "Are you?"

I told her I wanted to but I really had no idea as to a costume either. We chatted a little more and said my roommate may want to go as well and she said we might be able to borrow some theater costumes that are no longer being used. She added, "That's what some of the kids in the theater group are doing. We have so many."

As she tossed out some ideas, it got my mind thinking and then she said they did an "Austin Powers' type play a few years back.

After she went through a few more plays, I circled back in the conversation and said, "You know, my roommate loves Austin Powers. Maybe that would work for him."

She tossed out a few alternate villain costume ideas for me but none seem to fit my fancy. She countered with "All I can think of is that we have a bunch of the English girl outfits...you know the 60's multi-color sheath dresses and the boot type shoes with the short wigs.

I kind of laughed but inside loved the idea. I told her I would get right back to her and would talk with Jeff.

The next day I was walking across campus when saw her again as she was walking alone.

"Hey Kara, let me ask you something. Jeff and I were talking, and we had this "crazy" idea. What if he went as Austin Power and, if you can keep a secret, maybe I could go as one of the English chicks. Do you think any of those outfits would fit me?"

She kind of looked at me with this weird but, ah ha look. "Maybe, let me look and I'll get back to you."

That really broke the ice and in the next few days, she and I chatted more often. She said that she did have a couple of outfits that may fit and there was plenty of make-up. Plus she would be happy to do mine if I wanted. When I shared this with Jeff, he thought it would be a great idea.

Secrets are hard to keep on campus, so we decided to simply say we were not going to the party. But that night, we met at the theater area to change. Kara met us and helped with the costuming and make-up. It was so cool being made up at the official theater back room with the costumes, large mirrors and make-up.

When all was set, I had on this cute short pink wig with bangs and a multi colored English type dress, knee socks and shoes that looked like the old go go boots. Jeff was Austin Powers, complete with the wig, glasses and bad teeth.

About 6 of us walked over to the party in the school gymnasium and the place was packed and loud with music. There were some really outrageous outfits and some of the girls were literally hanging out of corsets, swimsuits, vampire dresses, and lingerie. I actually felt comfortable as I was at least covered up.

All night long Jeff would say things like, "Yeah Baby," and "I want to shag you so bad." And people I didn't even now came up and acted Austin Powers crazy. It was fun.

There were contests as well, and while we didn't win we did come in third the movie category, losing out to Zombies and Star Wars. There were no names mentioned as we accepted the price so I felt a little better.

Amidst all the fun "Austin" and I did get a little crazy as well. Later in the evening, he asked me to dance. Maybe it us having a little too much to drink, but it was a nice gesture because neither of us could dance. When we were slow dancing, I thought I felt an erection and gave him a little hug.

When the official party broke up at 1AM, there were a bunch of follow-up parties going on. Kara invited me to one she was attending with her artsy friends and Jeff could come along as well.

At this next party in one of the dorm lounges, it was a little quieter with softer music playing. We were still having fun being in costume, but other people began coming out of costume. Masks were off, strange headgear was removed and bulky costumes abandoned. Everyone still having fun, half in costume, half out.

Kara quietly asked if I wanted to change back and to be honest, I really didn't want to. I whispered back, "Not quite yet, I kind of like this."

She just smiled. There was no rush. While I wasn't the hit of the party, I did get a lot of attention, from both guys and girls. Jeff did remove his bad English teeth, his wig and glasses, but kept the rest of the outfit on.