I knew Lillian from school. We went through junior high and high school together. We dated a few times, but not seriously. She was fun to be with and was part of a loose association of mutual friends. In High School she dated someone none of us knew or ever met. When she wasn't seeing him, she hung out with us.
Lillian was a head shorter than me and had short curly blonde hair. She had an infectious laugh and a great sense of humor. Once, at a party, when another girl was speaking about her new boyfriend, Lillian asked her, "Does he fuck?" This was doubly funny because Lillian had a reputation of being a bit of a prude and for not putting out. The quick answer was, "Not yet."
Lillian stuck in my mind in part because she was cute and because, during a rare visit to her bedroom, I had observed that she owned a bulb douche syringe. The kind with the phallus-shaped rubber nozzle. It was in its original, though well-worn box, on the top shelf of her clothes closet. Not only did it appear that Lillian douched regularly, she used one of those large squeeze bulbs.
During a college break road trip we decided to take, Lillian invited herself along. She was the only woman along and somehow it got decided that she should stay with me. Most likely because I had enough money to afford my own motel room.
The chosen motel had limited space. We didn't think to ask for a double and they gave us a room with one bed. When I went to inquire I was told the motel was sold out, there were no more rooms available. We'd have to make do with what we had. It wasn't a very large bed, either.
The first night went well. We slept together, each of us keeping to his side of the bed. There was no suggestive comments or touching. The idea of actually sharing a bed with a male must have had some influence on Lillian because the next night, instead of staying on her side, she cuddled up next to me. I responded, following her lead. We began kissing and I could tell she was becoming turned on. Emboldened I caressed her breasts through her nightgown. More positive feedback. Somehow I managed to work her nightgown high enough to permit access to her breasts. As I sucked and kissed her conical-shaped tits and small, hard nipples Lillian moaned and ran her fingers through my hair. I spent a lot of time kissing and sucking her boobs. Lillian didn't have large breasts, but once their taste was in my mouth, I thought them the greatest tits of all time. Her nipples got incredibly hard as I worked my tongue over them. The taste made me crave more and I endeavored to suck as much of her breast into my mouth as possible. Lillian squirmed and moaned as I drenched her chest with saliva.
When I attempted to crawl on top of her, she pushed me away. Neither of us, it turned out, had any birth control available. I decided to go down on her, figuring that would be close enough to count as Having Sex. I didn't rotate into the sixty-nine position, thus forever leaving unanswered whether or not she would have returned the favor. Instead I slipped down beneath the sheets until I was between her legs. I grasped her panties and began pulling them down. Lillian lifted her thighs to facilitate their removal.
Lillian's bush was full of thick, tightly curly hair. I pressed my chin into that tangle of fur and stuck out my tongue. I found her slit and started licking and probing. Her pussy was soaked with oily secretions. My lips and tongue opened the flood gates. My chin and nose became covered with her juices. The more I licked the more her fluids flowed. The heady fragrance drove me wild. I frenetically lapped up as much of it as I could, ignoring the errant public hairs that also entered my mouth. Her fingers intertwined in my hair as I worked her closer to orgasm. I was also very close to shooting my wad. Eating her pussy was going to make me come, no matter that my steel-hard cock was confined in my underwear.
Lillian's fingers urged my head upwards. Without speaking she made it known that she wanted me to concentrate on her clit. My tongue and lips soon had that protuberance swollen into a tiny rubbery nubbin. Every time my tongue directly flicked over the exposed head Lillian shuddered. Encouraged, I alternately flicked my tongue over her stiff clit and sucked the entire swollen organ into my lips as if to nurse.
Suddenly my cock spasmed. I grunted and stiffened as an incredible orgasm engulfed my body. I buried my face into Lillian's bush and sucked furiously at her clit. Lillian climaxed. Weird keening noises, only partially stifled, filled the motel room. Her body shook. Her thighs clamped around my head. At first she pulled my hair, then, unable to contain her motions, flailed her arms against the bed. She grunted as a particularly intense orgasmic wave hit her. My cock continued to spew semen with such force that had it been unfettered would have splashed across my face.
When we caught our breathe we said little. Each of us went into the bathroom separately to clean up. I knew without asking that this would not be spoken of or that there would not be a repeat performance. We were closer as friends though, which lead to what happened on our last night together.
The motel we were staying at was very old and consequently was designed before the advent of modern air conditioning. In order to provide adequate ventilation to every unit the rooms were built around common air shafts. This arrangement provided a window to the outside for the bathrooms. While it was possible to peep into another room's bathroom, the view was very limited. I'd noticed that you could see a small portion of the shower in the room behind us. If someone came into view all you would see would be the upper portion of their head. Hardly titillating, still I made a point of peering across the way whenever I was in the bathroom. On the third night I was rewarded with the sight of a recently used latex syringe draped over the shower. I could clearly see the amber folded latex bag and the attached yellow tubing. I desperately wanted to know if the occupant of that room had recently used that bag for douching or for an enema, but crane my neck as I could I wasn't able to see the other end of the tubing.
Lillian's bag containing her toiletries was sitting in the bathroom, wide open. I snooped, hoping to see if she had brought along her douche bulb. My cock tented my underwear as I surreptitiously looked through her things. No telltale box but, even better, I discovered she had brought along a folding travel syringe, much like the one hanging in the other bathroom.
"Are you going to be much longer?"
Suddenly I was reminded that I was spending an awful long time in the bathroom. Before I could think better of it, I answered, "I guess not. Boy, I really need an enema." And flushed the toilet like I had been sitting there with no results the entire time.
Lillian looked at me as I emerged from the bathroom. "You really need an enema?"
Not only had she understood what I had said, she decided to comment on it. I exploited the opening, figuring that after what had transpired the night before, how intimate could this admission be.
"Yeah." I plowed ahead. "I'm constipated. I need an enema but I didn't pack an enema bag."
Last night's intimacy must have flashed through her mind as well. "That's not a problem. I brought one. After I'm through in the bathroom, I'll give you an enema."
We were the same age so my assumption that she'd also grown up receiving enemas was correct. Lillian was indeed familiar with enemas. However I doubted they also made her orgasm with the same intensity as last night's activity.
"That'd be great. I guess you never outgrow the need for an enema."
Lillian smiled. "No, you don't. Be ready soon," she said as she closed the bathroom door.
While Lillian occupied herself in the bathroom, I sat on the bed dizzy with anxiety. I couldn't wait to receive the enema. I hadn't had an enema administered to me since High School. Now I was about to get an enema from someone I've (almost) had sex with. My cock was so rigid in anticipation that I risked jerking off while Lillian was in the bathroom. I undid my pants and pulled out my cock. The head was purple it was so engorged with lust. A few pulls and I was snorting in orgasm. I soaked my handkerchief with semen. Relief was fleeting. My cock, back in my pants, was still turgid. Anticipating the imminent enema, my hard-on simply would not go down.
Finally Lillian, dressed in her nightgown, came out of the bathroom. "How do you want to…?"
I gestured, "On the bed, I guess. I'll get a towel to lie on." Lillian's douche bag was in the sink, washed and assembled. The enema nozzle was attached of course. I always used the larger douche nozzle but of course Lillian would use that for its intended purpose. I grabbed a towel and headed back to the room.
I spread the towel in the middle of the bed. "I'll lay cross-ways so you will have room."
Lillian's nipples were prominent beneath her nightgown. "You want a regular enema, right?" She was making sure I knew what I was asking for. I spelled it out for her so she would know I understood.
"Uh, yeah, a regular enema. For constipation. You know, like we got as kids."
"Uh huh." She nodded knowingly. "I know exactly what you need," she stated, adding under her breath, "I should know, I've had them often enough." Then again to me, "A nice soap suds solution enema then." She was enjoying this.
"Right. I guess use some of that soap that's in there. That should work. Uh, fill the bag with warm water." I was rambling. "Do you have some Vaseline?"
Lillian smiled. "Get on the bed, I'll be back with the enema."
As soon as she entered the bathroom I undressed down to my tee shirt. I got up on the bed and positioned myself flat across the towel. I carefully arranged my hard-on in the middle of my belly. Running water sounds came from the bathroom, then ceased. I turned my gaze to see Lillian emerge and walk to the bed carrying her douche bag in her left hand and holding the coiled tubing and nozzle in her right. The tip was coated with Vaseline. Ah well, it was too much to expect that she would use her finger to apply the grease to my butt. Besides, with no place to hang the full enema bag, doing that would be awkward.
The beautiful, pale yellow bag bulged with its hot soapy solution. She had either followed my instructions to fill the bag, or thought I needed an entire bag full of soapy water or typically was used to that amount for her own enemas. Whatever the motivation I was excited at the prospect of getting a nice, large enema. Too soon the enema vision was out of my field of view.
I remembered the routine from all those times during adolescence when I was about to receive an enema. I reached back with both hands, just like I did then, and grasped my buttocks and pulled my ass cheeks apart to facilitate the insertion of the nozzle. Lillian sat next to my legs and easily pressed the slim pipe into my exposed anus. I released my butt and exhaled. "Ready," I mumbled.
The metal clamp clicked loudly and that initial surge of water and air entered my rectum. The temperature was perfect. Lillian was no stranger to enemas. I thought she would stand next to the bed but she remained sitting, holding the bag low. She kept her right hand on the hose next to where it disappeared between by buttocks to ensure that the nozzle remained fully inserted.
I rocked my hips slowly as the soapy solution penetrated my really backed up colon. Cramps rippled through my abdomen causing me to hiss in pain. Best I could figure, since I couldn't see, Lillian adjusted the height of the bag in concert with my reactions. She lowered it when I cramped and elevated it when the cramp subsided. That was exquisite! Having the flow regulated during an enema was a feature I sorely missed. Heck, being given an enema was something I greatly missed!
All my solo enemas ended in orgasm. I tried to pace it so I finished when the enema finished. This enema, I belated realized, would be no exception. I could feel the unmistakable stirrings of a climax building in my cock. I started squirming, ostensibly to distribute the enema solution filling my guts but really to rub my cock against the rough surface of the motel towel. That I had just experienced a monumental orgasm only fifteen minutes ago mattered not in the least. It was as if I hadn't pulled the pud for weeks. My cock was primed and ready to release. I couldn't hold back even if I truly wanted to. I surrendered.
My body tensed and quivered. My buttocks clenched and locked the enema nozzle in place. And my cock! Pressed between my body and the mattress, and unable to move on its own, my rock hard cock bounced me up and down as it spurted jet after jet of semen.
Lillian sat through this obvious carnal display without saying a word. She continued to keep the nozzle in place and hold the enema bag so the flow continued. When my spasms subsided and I my breathing had returned to normal she said one word.
"Finished."
I laughed weakly. "Oh yeah."
She slowly withdrew the nozzle from my somewhat relaxed ass. I rolled off the bed, clutching the towel to my groin. I unsteadily got to my feet.
"Thanks. I'll take that," I offered, gesturing to the empty bag in her hands. "I'll wash it out for you."
Lillian handed me the spent enema bag. "Can you wait while I wash my hands?"
I nodded. "We'll find out." I smiled. "Go ahead, I can hold it a while longer."
Lillian quickly washed her hands while I stood by the bathroom door. "Thanks for the enema. I really needed it."
"Sure."
I closed the door and sat on the toilet. Damn, I thought to myself as I
let my bowels go. Why couldn't she have said, "Anytime."
END
